Large group vacation rentals in Hawley, MA

Pets Welcome w/ Fee | Wheelchair Accessible | Extensive Library | 5 Mi to Berkshire East Mountain Resort Nestled in the deep woods of Pioneer Valley, this peaceful vacation rental is perfect for reconnecting with nature and loved ones. Spend your days skiing, biking, or exploring Mohawk Trail. Back at the property, unwind by the creek while the kids play in the backyard. Boasting 5 bedrooms and 3 bathrooms, this Hawley home provides plenty of space for the whole family. Year-round fun awaits! -- THE PROPERTY -- C0555911290 | ROC-22273174-002 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed  - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed - Bedroom 4 (Reading Nook): 1 full bed - Bedroom 5: 2 full beds OUTDOOR LIVING  - Screened-in porch, expansive deck, 2 dining areas - Charcoal grill - Wood-burning fire pit ( Firewood is BYO ) - Yard games - Creek access INDOOR LIVING  - 2 living areas - TV, DVD selection - Large book collection, reading areas - Picture windows, skylights KITCHEN  - Stove/oven, refrigerator, dishwasher - Toaster, microwave, blender - Drip & French press coffee makers (bring your own coffee), coffee grinder - Cooking basics, dishware/flatware - Trash bags GENERAL   - Free WiFi  - Central heating, window A/C units - Linens/towels, hair dryer - Washer/dryer - Shower chair FAQ - Pet fee (paid pre-trip) - No cell phone service available - Privacy curtain for bedroom 4 - Wildlife may be present ACCESSIBILITY - Wheelchair accessible - 2-story home, step-free entry via ramp - 2 bedrooms & 2 full bathrooms on 1st floor - Full bathroom w/ roll-in shower, collapsible bench & grab bars - Stove w/ front-facing controls PARKING - Driveway (10 vehicles) -- THE LOCATION -- - Home base for cross-country skiing, mountain biking, hiking & whitewater rafting - 5 miles to Zoar Outdoor Adventure Resort, Thunder Mountain Bike Park & Berkshire East Mountain Resort w/ ski slopes, mountain coaster & zip lines - 13 miles to Bridge of Flowers - 27 miles to Historic Deerfield - 32 miles to Hancock Shaker Village - 80 miles to Bradley International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $75 fee (+ fees & taxes) - No events, parties, or large gatherings - Must be at least 18 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This wheelchair-accessible, 2-story home offers step-free entry via ramp. Two bedrooms and 2 full bathrooms are located on the 1st floor. One of the bathrooms includes a roll-in shower, grab bars, and a collapsible bench. The stove has front-facing controls - While the property does not offer cell phone service, guests can still call or text using the property's WiFi - Bedroom 4 has a privacy curtain to separate the sleeping space from the reading nook - This is a rural home surrounded by nature. Like all well-maintained country properties, there is a professional pest service, and it is cleaned thoroughly between stays. While sightings are rare, occasional wildlife may appear during seasonal changes. If you notice anything at all, please let the Guest Contact know right away Licence number: C0555911290

Endless outdoor adventures await at ‘Bit A Heaven’ — a serene 4-bedroom 1.5-bathroom vacation rental home in Hawley, MA. You’ll have 12 acres of land to explore, plus a fire pit, swimming hole, and gas grill! Make the most of your stay with a trip to Berkshire East Mountain Resort for downhill fun or enjoy a more relaxing day of Nordic skiing at Stump Spouts. After a day of fun in the snow, unwind at home with a family board game night. Your winter wonderland awaits! -- THE PROPERTY -- MassTaxConnect ID: C0418631290 | Close to Kayaking Ponds & State Forests w/ Hiking Trails Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Twin Bed | Bedroom 4: Twin Daybed OUTDOOR LIVING: 12-acre property, 2 single kayaks w/ paddles, gas grill, gardens, mountain view, fire pit INDOOR LIVING: Smart TVs, board games, dining table, high chair KITCHEN: Dishwasher, double oven, gas range, refrigerator, microwave, cooking basics, dishware & flatware, coffee grinder, drip coffee maker, French press, electric kettle, blender, toaster oven, Crockpot, spices, trash bags & paper towels GENERAL: Free WiFi, central heating, window A/C units (bedrooms 1,2, & 3), standing fans, complimentary toiletries, linens & bath towels, beach towels, in-unit laundry, laundry detergent, life vests, hair dryer, hangers, iron & board FAQ: Stairs required for access, horses on-site PARKING: Driveway (4 vehicles) -- THE LOCATION -- OUTDOOR ADVENTURE: Stump Sprouts Ski Touring Center (1 mile), Deerfield River (5 miles), Zoar Outdoor Adventure Resort (5 miles), Berkshire East Mountain Resort (6 miles) PARKS & TRAILS: Mohawk Trail State Forest (7 miles), Pelham Lake Park (10 miles), Savoy Mountain State Forest (13 miles), Monroe State Forest (18 miles), Natural Bridge State Park (20 miles), Green Mountain National Forest (22 miles) DAY TRIPS: Pittsfield (26 miles), Northampton (29 miles), Amherst (35 miles), Springfield (60 miles), Albany (60 miles) AIRPORTS: Bradley International Airport (60 miles), Albany International Airport (68 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This property requires stairs for access - NOTE: There are horses present on the property in a separate fenced area

Your next rejuvenating retreat awaits with a stay at this peaceful vacation rental nestled on 38 acres in Cummington, Massachusetts. This pet-friendly home comes equipped with 4 bedrooms, 3 bathrooms, a wraparound deck with a gas grill, a full kitchen, and ample entertainment space for the whole family. If you feel like venturing out, consider checking out the Bridge of Flowers or visiting the Berkshire Botanical Garden, then head back home for drinks shared with loved ones around the fire pit. -- THE PROPERTY -- MassTaxConnect ID: C0412433450 | Pet Friendly w/ Fee | 38-Acre Property | Near Windsor State Forest Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Full Bed | Loft: Twin Daybed INDOOR LIVING: Wood-burning stove, Smart TVs, jetted tub, dining table, exercise bike, yoga mats, board games, Bose sound system KITCHEN: Coffee maker & grinder, cooking utensils, dishware & flatware, dishwasher, hot water pot, microwave, spices, toaster, wine glasses OUTDOOR LIVING: Deck, gas grill, fire pit w/ seating, dining area, hiking trails, on-site creek GENERAL: Free WiFi, keyless entry, central heating, complimentary toiletries, hair dryer, hangers, in-unit laundry machines, laundry detergent, iron/board, linens/towels, trash bags/paper towels FAQ: Steps required to access, pet fee (paid pre-trip), 2 exterior security cameras (facing out), hot tub not available for use, no A/C PARKING: Driveway (5 vehicles) -- THE LOCATION -- OPT OUTSIDE: Snowshoeing, hiking, bird watching; Westfield River (across street), Wahconah Falls State Park (11 miles), Natural Bridge State Park (15 miles), Zoar Outdoor Adventure Resort (16 miles), Bridge of Flowers (25 miles), Berkshire Botanical Garden (32 miles) HIT THE SLOPES: Berkshire East Mountain Resort (16 miles), Bousquet Mountain Ski Area (23 miles) NEARBY TOWNS: Adams (9 miles), Charlemont (16 miles), Pittsfield (19 miles), Shelburne Falls (25 miles), Berkshire (32 miles) AIRPORTS: Bradley International Airport (56 miles), Albany International Airport (57 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $100 fee (+ fees & taxes, dogs only, 1 pet max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property does not have air conditioning - NOTE: The property requires stairs to access - NOTE: The hot tub is nonfunctional and is not available for guest use - NOTE: Your safety matters. This property features 2 exterior security cameras: camera 1 is a Ring Doorbell device located at the front entrance facing the driveway, and camera 2 is located in a tree near the driveway and is facing the driveway. The cameras are outward facing and do not look into interior spaces. Camera 1 records video and sound when activated by motion, while camera 2 only records video when activated by motion

All-Season Fun | Steps to White Water Rafting | Wraparound Deck | 2-Acre Plot Crisp mountain air, sleek finishes, and endless adventure await at this Monroe Bridge vacation rental. Perfectly tailored for outdoor enthusiasts, this cabin places you just steps from the Deerfield River drop zone and hiking trails. Spend your days ziplining at Berkshire East Mountain Resort or exploring the Hoosac Range, then head back to unwind by the fire. Travel in style and book your Berkshire escape today! -- THE PROPERTY -- 0-349-791-328 MAIN FEATURES - Furnished wraparound deck w/ gas grill - Private yard w/ wood-burning fire pit - Smart TV - Electric fireplace - Breakfast bar, dining table & desk - Satellite WiFi - Washer/dryer KITCHEN  - Stove/oven, refrigerator, microwave - Keurig coffee maker (starter coffee provided) - Dishware/flatware ACCESSIBILITY - Single-level home, 6 steps to enter PARKING - Driveway (4 vehicles) - Snowmobile parking under deck - No garage access -- THE LOCATION -- - Secluded 2-acre plot w/ paved road access - 0.2 miles to Deerfield River White Water Rafting Drop Zone - 0.5 miles to Hoosac Range & Deerfield River Valley snowmobiling/hiking networks - 10 miles to North Adams's downtown area - 12 miles to Joe Wolfe Field complex - 15 miles to Berkshire East Mountain Resort - 19 miles to Mount Snow Resort - 24 miles to Prospect Mountain Ski Area -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in SECURITY CAMERA INFORMATION - 1 exterior device - Location: front door - Coverage: entry Licence number: C0594551900

Escape to Timber Riverhouse, a stunning brand-new (2025) private retreat situated on 90-acres in the heart of Readsboro, VT, offering a perfect blend of modern comfort and natural beauty. This dog-friendly house is situated along the scenic Deerfield River, providing breathtaking mountain and valley views, creating an idyllic escape for those seeking adventure and relaxation. Featuring three spacious bedrooms, two full bathrooms with walk-in showers and heated floors, and a luxurious soaking tub, Timber Riverhouse offers a spa-like experience. A cozy loft and finished basement provide additional sleeping options, making it ideal for families and larger groups. The airy living space is designed for comfort and entertainment, inviting you to unwind after a day of outdoor adventures. Step outside onto the private balcony to soak in the mountain and valley views, relax in the new 6 person hot tub with views, fire up the BBQ grill for outdoor dining surrounded by nature, or follow the private one-mile trail down to the river’s edge and enjoy a nature hike with a 400-foot elevation gain, leading to a fire pit and crystal-clear swimming waters for a peaceful afternoon by the water. Timber Riverhouse is fully equipped with modern amenities for a seamless stay, including wall-mounted A/C’s, a washer and dryer, Nespresso machine, and a Pack ’n Play for families with little ones. Home has a dedicated Level 2 NEMA 14-50 outlet for electric car chargers located on side of deck by driveway. RV Parking with dedicated 30 amp plug-in is available for guest use in the summer months for an additional fee. Beyond the property, outdoor enthusiasts will find endless opportunities for recreation, from skiing at Prospect Mountain Ski Area (16.8 mile drive), Mt Snow (24 mile drive), Berkshire East Mountain Resort (16 mile drive) with excellent Mountain biking and skiing, to snowmobiling adventures on the VASA/VAST/Catamount trail in the immediate area for snowmobiling, cross country skiing, hiking, and Side by Side/UTV trails. Enjoy dining and shopping in Wilmington (30-minute drive) or spend the day boating, swimming and fishing at the 12-mile long Harriman reservoir with a public boat ramp (6 mile drive), High Country Marine with boat and jetski rentals (16 mile drive) and swimming at The Ledges. After a day of exploration, unwind in the inviting living room or step onto the balcony to enjoy a peaceful evening under the stars. Whether you seek adventure or tranquility, this riverfront oasis offers the perfect setting for an unforgettable Vermont getaway. Book your stay at Timber Riverhouse today and experience the beauty of Readsboro, VT! Vermont Meals and Room Tax Number: MRT-11472019

Dive into the rich culture, adventure, and beauty of the Berkshires with this Lake Ashmere vacation rental cottage! Inside, everyone will find a space of their own within the 3-bed, 2-bath property. Step onto the furnished outdoor deck to revel in the sweeping water views, fire up the grill for an afternoon BBQ, or get competitive with a family volleyball game on the lawn! When you're not splashing around in the lake, get out and explore the best of the Berkshires, all within an hour's drive! -- THE PROPERTY -- MassTax ID C0257771320 | Central A/C | 1,340 Sq Ft | Access to Private Association Beach & Picnic Area Bring the family to experience a slice of the lake life at this newly updated and furnished Hinsdale cottage, equipped with all the outdoor living essentials and a convenient location within easy reach of famous Berkshire attractions - the perfect home base for your next retreat to Massachusetts' highlands! Bedroom 1: Queen Bed | Bedroom 2: 2 Twin Beds | Bedroom 3: Queen Bed OUTDOOR LIVING: Direct Ashmere Lake access, private sand beach, water-facing deck furnished w/ patio set & gas grill, private dock for swimming & fishing, spacious yard, kayaks & paddleboat KITCHEN: Fully equipped, dishware/flatware, blender, toaster, drip coffee maker, dishwasher INDOOR LIVING: Flat-screen cable TV, tiled sun porch w/ lake views, easy-access main floor master bedroom GENERAL: Free WiFi, linens/towels, laundry machines, trash bags, paper towels, beach chairs & towels, hair dryer FAQ: Stairs required for access, strict maximum occupancy of 6, no fence before lake PARKING: Off-street parking -- THE LOCATION -- SUMMER ACTIVITIES: Picnic concerts at Tanglewood (19.0 miles), Pittsfield Suns games at Wahconah Park (11.7 miles), Hancock Shaker Village (16.1 miles), Pleasant Valley Sanctuary (16.6 miles) OUTDOOR RECREATION: Burbank Park (12.9 miles), Lulu Brook (15.9 miles), Pontoosuc Lake (12.2 miles), Wahconah Falls State Park (5.8 miles), Bousquet Ski Area (14.7 miles), Jiminy Peak Mountain Resort (18.8 miles) MUSEUMS: Clark Art Institute and Museum (28.0 miles), Berkshire Art Museum (23.4 miles), MASS MoCA (24.0 miles), Animagic Museum of Animation (21.1 miles), Baseball in the Berkshires (10.1 miles) PERFORMING ARTS: Boston Symphony Orchestra (19.0 miles), Albany Berkshire Ballet (10.7 miles), Barrington Stage Company (11.3 miles), Aston Manga Music Festival (31.0 miles) SHOPPING: Dory & Ginger (11.0 miles), Stockbridge boutiques (24.3 miles), Lee Premium Outlets (21.7 miles) AIRPORT: Albany International Airport (~58.7 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Strict maximum occupancy of 6 - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This property requires stairs to access - NOTE: Because this is a 72-foot lakefront property with a dock and a lot of stairs, the property might not be suitable for young children; adult supervision is recommended Licence number: C0257771320

Vermont Post & Beam Home | Wood-Burning Stove | 25 Mi to Battleboro Located just north of the Berkshires, this 4-bedroom, 2.5-bath Whitingham vacation rental ensures easy access to all-season recreation! The hand-built home has plenty of rustic charm and all the modern amenities for a relaxing stay — the perfect place to unwind after a day of adventure. Enjoy summer fun on Lake Whitingham — just 6 miles away — or pack your skis for a day at Berkshire East or Mount Snow! -- THE PROPERTY -- MRT-11153470-001 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed - Bedroom 4 (Access Via Ladder): 2 twin bunk beds INDOOR LIVING - Smart TV - Wood-burning stove (wood provided) - Dining table OUTDOOR LIVING - Deck w/ dining table - Private yard - Fire pit - Wooded views KITCHEN - Refrigerator, stove/oven, dishwasher - Drip coffee pot, blender, toaster oven, microwave - Cooking basics, dishware & flatware - Trash bags & paper towels GENERAL - Free WiFi - Central heating, ceiling fans - Washer & dryer, linens, towels - Complimentary toiletries, hangers - Jacuzzi tub (primary bathroom) - Keyless entry FAQ - No A/C - 1 exterior security camera (facing out) ACCESSIBILITY - 2 steps for entry - 3-story home, all bedrooms on 2nd & 3rd floors PARKING - Driveway (6 vehicles) -- THE LOCATION -- - 1 mile to Sadawga Lake - 6 miles to Lake Whitingham - 7 miles to Wilmington - 14 miles to Berkshire East & 16 miles to Mount Snow Resort - 25 miles to Brattleboro - 68 miles to Albany International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 3-story home requires 2 steps for entry. Interior stairs are required to access the 2nd-floor bedrooms and bathrooms, and a ladder is required to access the 3rd-floor bedroom - The property has ceiling fans but does not offer air conditioning - Your safety matters. This property features 1 exterior security camera located on the garage facing outward toward the house. It does not look into any interior spaces. The camera records audio and video when motion is detected

Enjoy the water views and the rural vibes at this three-level house in Jacksonville! You’ll be staying just half a mile away from Jacksonville where you can find several convenience stores, dining options, and Honora Winery Retail and Tasting. They offer nice outdoor seating areas for tasting. For winter sports lovers, Berkshire East Mountain Resort is 16 miles south and offers skiing, snowboarding, tubing, and more. The Molly Stark State Park is six miles north and is the right place for some outdoor fun. Camping, hiking, mountain biking, and picnicking are some of the activities allowed in the park. The interior decor with wooden touches throughout the home gives that special country vibe you and your group have been looking for. Kick back and relax in the inviting living room area and spend your nights playing one of the many board games available or watching TV. Log Cabin Escape features a jetted tub, a firepit, and an inviting outdoor dining area on your private, large lawn. RESORT AMENITIES -Pool table THINGS TO KNOW This vacation rental is not equipped with air-conditioning. Vermont Meals and Room Tax Number: MRT-11472019

Award winning architect designed home with 3 master bedroom suites and 2 large bedrooms with bunk beds. Soaring ceiling in living room with beautiful hearth fireplace, open floor plan with dining room for 10 and additional seating for 6 more on sun porch and kitchen. Large family room in lower level with ping pong table. Beautiful lake views from every room in the house. Private lake front area with Firepit. Adjacent to Sandy beach with swim platform. Minutes from Downtown Wilmington. Split unit A/C’s on the bottom and main levels. Window units on the top 2 bedrooms * - Primary renter must be 30 and over *- Once Booking is confirmed a rental agreement will be required to be signed with a photo id *- A preauthorization charge of $1,000 will be placed on your CC in leu of a refundable security deposit just prior to checkout. This charge will be released no later than 5 days from your departure. *- You can save 4% if you do not pay via CC. Direct payment methods are Venmo, Zelle or Wire. *- When booking with CC the CC processing fee is no refundable. Any booking cancellation will be refundable based on the cancellation policy minus the CC processing fee for the amount paid. Summer Rentals : Linens and towels will be provided and folded on each bed for same day turnovers. *- MRT-11212134-001

Searching for famed winter activities and warm weather fun? Look no further than Jacksonville and stay at this 3-bed, 2-bath vacation rental cabin. The property boasts a large deck with views, grill, comfortable accommodations, and a tranquil location. Browse designer outlets, village greens, old general stores, go hiking, peruse galleries, attend live performances, check out glass blowing, go wine tasting and try all the samples you can get your hands on - this is cheese country after all! -- THE PROPERTY -- MRT-11153470-001 | Free WiFi | 2,000 Sq Ft Perfect for a couples retreat or a family reunion, this cabin provides all the comforts of home and a central location to everything outdoors. Bedroom 1: Queen Bed | Bedroom 2: Full Bed | Bedroom 3: 2 Twin Beds | Living Room: Sleeper Sofa | Additional Sleeping: Pack 'n Play INDOOR LIVING: Air conditioning, flat-screen cable TV, wood-burning fireplace OUTDOOR LIVING: Wraparound deck, patio furniture, charcoal grill, lake view, mountain views GENERAL: Linens/towels, washer/dryer, chairs, umbrella, books, essentials, hairdryer, hangers, laundry detergent, VCR, window A/C units (seasonal), automatic full-house generator KITCHEN: Well-equipped, stainless steel appliances, new dishwasher, ample counter space, coffee maker, cooking basics, Crock-Pot, blender, spices, 8-10 person dining table FAQ: No swimming or skating on pond PARKING: Driveway (4 vehicles), RV parking -- THE LOCATION -- SKI RESORTS: Mount Snow Grand Summit Resort (13.7 miles), Prospect Mountain Ski Area (19.4 miles), Bromley Mountain Ski Resort (39.3 miles), Maple Valley Ski Area (21.1 miles), Magic Mountain Ski Area (42.8 miles), Living Memorial Park Snow Sports Ski Area (15.8 miles) OUTDOOR RECREATION: The Deerfield Valley Sportsman Club (4.3 miles), Harriman Reservoir (8.6 miles), Gates Pond (0.5 miles), Molly Stark State Park (5.4 miles), Husky Works Mushing Company (19.9 miles), Woodford State Park (16.1 miles), Natural Bridge State Park (27.0 miles), Green Mountain National Forest (28.7 miles), kayaking, canoeing, snowmobiling, tubing ATTRACTIONS: Flames Stables (5.3 miles), Southern Vermont Natural History Museum (6.7 miles), Creamery Covered Bridge (15.7 miles), The Old First Church (27.6 miles), Honora Winery (2.4 miles), Mount Snow Golf Club (Nationally acclaimed golf school) (12.9 miles) AIRPORT: Albany International Airport (67.5 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking of any kind anywhere on the property - No pets allowed - No events, parties or large gatherings - Additional fees and taxes may occur - Photo ID may be required upon check-in - Meals & Rooms Tax ID: MRT-11019980-001 - NOTE: The window A/C units are seasonally available in the summer - NOTE: Guests are not permitted to swim in or ice skate on the pond on the property, as it poses a safety concern Licence number: MRT-11019980-001

Experience a fun-filled group getaway at this Pittsfield vacation rental! Named 'The Duchess of Pomeroy' for its charming historical features, this 5-bedroom, 3.5-bath home boasts a furnished deck, a foosball table, and a screened porch that's perfect for enjoying morning coffee or evening cocktails. Looking to venture out? Catch live music at Tanglewood or shred the slopes at Bousquet Mountain Ski Area. Afterward, cook a meal on the grill and dine al fresco. A memorable stay awaits! -- THE PROPERTY -- C0344732360 | Gas Grill | 8 Mi to Tanglewood | Fully Equipped Kitchen w/ Food | 2,718 Sq Ft Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Twin Bed | Bedroom 5: Full Bed | Additional Sleeping: Twin Rollaway Cot OUTDOOR LIVING: Private yard, screened porch, outdoor dining areas, deck, picnic supplies w/ cooler blanket, ice packs, recyclable cutlery, bug spray & umbrella INDOOR LIVING: Smart TV, laptop-friendly workspace, dining table, board games, books, 4-in-1 game table (foosball, ping-pong, air hockey, billiards), fireplace, piano, 2 staircases, butler's pantry KITCHEN: Cooking basics, dishwasher, blender, Keurig & drip coffee makers, complimentary coffee beans, pods & tea, coffee grinder, 2 Crockpots, dishware & flatware, microwave, ice maker, toaster, spices, water filter GENERAL: Free WiFi (146.6 Mbps), A/C units (every bedroom + living room), central heating, towels/linens, hair dryer, hangers, in-unit washer/dryer, complimentary toiletries, iron/board, distilled water (for iron) FAQ: Garage not available for guest use ACCESSIBILITY: 3-story home, exterior stairs required to enter, all bedrooms on 2nd & 3rd floors PARKING: Driveway (4 vehicles), free street parking -- THE LOCATION -- ATTRACTIONS: Colonial Theatre (0.4 miles), Berkshire Museum (0.5 miles), Kidding Around Consignment (1 mile), Lake Onota (3 miles), Pittsfield State Forest (6 miles), Tanglewood (8 miles), TurnPark Art Space (11 miles), Notchview Nature Preserve (14 miles), Clark Art Institute (21 miles), Mohawk Trail (36 miles) RESTAURANTS: District Kitchen & Bar (0.6 miles), Thistle & Mirth (0.6 miles), King Kone (0.6 miles), Crust Pizza (0.6 miles), Trattoria Rustica (0.7 miles), Dottie's Coffee Lounge (1 mile), La Fogata (2 miles), Proprietor's Lodge (4 miles) SKI RESORTS: Bousquet Mountain Ski Area (4 miles), Jiminy Peak Mountain Resort (12 miles) AIRPORTS: Albany International Airport (43 miles), Bradley International Airport (59 miles), Hartford–Brainard Airport (65 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking or vaping of any kind - No pets allowed - No events, parties, or large gatherings - No candles or incense inside the house. A citronella candle outside is allowed and found on the back deck to help shoo away mosquitoes - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This 3-story home requires exterior stairs to enter. All bedrooms are located on the 2nd and 3rd floors and require additional interior stairs to access - NOTE: This property sleeps 9 guests in 5 beds, with room for 10 total by using the twin rollaway cot - NOTE: The garage is not available for guest use - NOTE: WiFi speed: 146.6 Mbps download, 17.1 Mbps upload, 29ms latency - NOTE: The owner provides milk, fruit, bread, butter, peanut and almond butter, jam, and various coffee and teas. Various staples are also provided in the pantry. Let the Guest Contact know of any food allergies in your group so the food available can be adjusted to your greatest welfare Licence number: C0344732360

Known for its thriving art institutions, outdoor activities, fall foliage, world-class museums, and renowned annual festivals like the Boston Symphony Orchestra residency at Lenox’s Tanglewood Music Center, the Berkshires is a great rural region to visit on your Williamstown getaway. The vacation rental house, situated on 12 acres, features 3 bedrooms, 2 full baths, 2 half baths, gorgeous mountain views, an apple orchard, an outdoor fire pit, and 3,600 square feet of well-appointed living space. -- THE PROPERTY -- MassTaxConnect ID #C0160193410 | Panoramic Mountain Views | Extensive Library | Heated Floors | Built in 2003 by a Fortune 50 CEO Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: 2 Twin/Queen Bunk Beds | Additional Sleeping: Pack ‘n Play SHARED AMENITIES: Tennis court & pickleball court INDOOR LIVING: Expansive windows, natural light, timber-framed great room, stone fireplace, vaulted ceilings, hardwood floors, imported rugs, luxury furniture, media room, large soaking tub OUTDOOR LIVING: Apple orchard (guests can pick apples), fire pit, on-site river, gas grill, outdoor dining area, patio, private yard KITCHEN: High-end appliances, stove/oven, dishwasher, Keurig, drip coffee maker, toaster oven, blender, ice maker GENERAL: Free WiFi, linens/towels, washer/dryer, central A/C & heat, games & puzzles, hair dryers, laundry detergent, hangers, iron/board ACCESSIBILITY: 2-story house, stairs required, 2 bedrooms & full bathrooms on main level, kitchen on lower level FAQ: Homeowner lives on-site (indoor pool is off-limits to guests) PARKING: Driveway (6 vehicles) ADDT’L ACCOMMODATIONS: An additional studio property for 2 guests is available on-site with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking -- THE LOCATION -- THINGS TO SEE & DO: Williams College (2 miles), Clark Art Institute (3 miles), MASS MoCA (5 miles), Berkshire Museum (6 miles), Hancock Shaker Village (28 miles) MOUNTAIN ADVENTURES: Pine Cobble Mountain (4 miles), Mount Greylock (9 miles), Jiminy Peak Mountain Resort (16 miles), Mount Snow (36 miles) OUTDOOR REC: Natural Bridge State Park (7 miles), Ramblewild Adventure Park (14 miles), Balance Rock State Park (21 miles), Grafton Lakes State Park (21 miles), Wahconah Falls State Park (23 miles) HIKING: Cascade Trail Trailhead (4 miles), Haley Farm Trailhead (6 miles), Taconic Trail State Park (7 miles), Hoosac Range Trail (10 miles), Savoy Mountain State Forest (22 miles) AIRPORT: Albany International Airport (42 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The homeowner lives on-site, and another bookable vacation rental is on-site; other travelers may be present during your stay - NOTE: There is an indoor pool on the property that is NOT available to guests, as it is in the owner’s home - NOTE: This 2-story property requires stairs to access. The main level has 2 bedrooms and 2 full en-suite bathrooms, while the kitchen, bedroom 3, and a half bathroom are on the lower level. Guests staying in bedroom 3 will need to share 1 of the en-suite bathrooms upstairs Licence number: C0160193410

Escape to the outdoors with this Wilmington vacation rental! Outfitted with all the amenities needed for a comfortable stay, this 3-bed 2-bath upscale cabin boasts an ideal location, close to local hiking and even a trail right into downtown! Hit the slopes at Mount Snow or Stratton Mountain in the winter, and in sunnier months, hike and bike Haystack Mountain or Molly Stark State Park. Unwind in the evenings with a glass of vino on the deck or hot cider on the sofa in your year-round sanctuary! -- THE PROPERTY -- MRT-11153470-001 | Strict No Pets/Dogs Policy | Modern Interior Decor | 1,250 Sq Ft | 2 Miles to Downtown This modern Wilmington home will have you and the family enjoying the best year-round excitement just miles from your doorstep. Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Full Beds CHIMNEY HILL COMMUNITY AMENITIES: Fitness center, clubhouse, tennis courts, basketball courts, indoor & outdoor pools (located at clubhouse), indoor hot tub INDOOR LIVING: Open main living space, gas fireplace, dining table, modern decor, 2 flat-screen Smart TVs, mudroom OUTDOOR LIVING: Private yard area, picnic table, second-story deck KITCHEN: Fully equipped w/ cooking basics, Keurig coffee maker, breakfast bar w/ barstools, knife set, dual toaster GENERAL: Free WiFi, trash bags, paper towels, hairdryer, washer/dryer, linens/towels FAQ: 4-wheel drive necessary in mud season (March-May) PARKING: Gravel driveway (3 vehicles) -- THE LOCATION -- SUMMER REC: Mountain biking, cycling, hiking, paddling, Zoar Outdoor Adventure Resort (23.6 miles), Ramblewild Adventure Park (41.4 miles) WINTER REC: Mount Snow (7.7 miles), Stratton Mountain (24.6 miles), snowmobiling, Catamount Trail, cross-country skiing, snowshoeing PARKS/MTNS: Green Mountain National Forest (on-site), Haystack Mountain (3.1 miles), Molly Stark State Park (5.5 miles), Hogback Mountain (7.8 miles), Natural Bridge State Park (22.9 miles) WILMINGTON: Valley Trail - hike to downtown! (0.4 miles, 2.0 mile hike to downtown), Downtown Wilmington (2.0 miles), Wilmington Reservoir (2.9 miles), Hermitage Club (4.9 miles) DINING: Jezebel’s Eatery (1.8 miles), Dot's (1.9 miles), The Village Roost (1.9 miles), Anchor Seafood Restaurant (2.0 miles), La Casita (2.0 miles), North Star Pizza (2.8 miles) COLLEGES: Marlboro College (14.0 miles), Bennington College (24.0 miles), Massachusetts College of Liberal Arts (24.4 miles), Williams College (28.9 miles) AREA ATTRACTIONS: Mass MoCA (23.7 miles), Creamery Covered Bridge (20.0 miles), Bennington (20.2 miles), Dummerston Covered Bridge (20.7 miles), Brattleboro (21.5 miles), Mass MoCA (23.7 miles), Clark Art Institute (30.2 miles), Tanglewood (52.5 miles) AIRPORT: Bradley International Airport (85.6 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Your safety matters. An exterior security camera is located at the front door, facing out towards the entrance. The camera does not look into any interior spaces - NOTE: The loft of this home is not accessible - NOTE: This property does not have air conditioning - NOTE: 4-wheel drive or all-wheel drive is necessary to access the property during mud season (March-May) - NOTE: Please note the Chimney Hill Clubhouse will be closed for maintenance approximately from April 25 through the third week in May. Please call to verify closing and opening dates.

This idyllic, lodge-style Wilmington retreat, located on a picturesque 16-acre lot, boasts every comfort of home and breathtaking scenery sure to inspire an unforgettable visit. Delight in plenty of family-friendly fun just outside your door with this property’s easy backyard sledding and snow tubing during the winter months. In addition to Mount Snow, you’ll also find Timber Creek Cross-Country Ski (13 miles) and Berkshire East Mountain Resort (20 miles) offer top-tier skiing and snowboarding. Easy access to the wonderful restaurants and shops of downtown Wilmington. During summer, you’ll have convenient access to hiking and the Harriman Reservoir beach which is a few blocks away, then you can come back and unwind on the spacious patio and the Adirondack chairs, have a barbecue, and revel in the magnificent views of Mount Snow. Inside you’ll feel right at home in the open-concept, cozy living area featuring a breathtaking fireplace, high ceilings, plush furniture, wall-to-wall windows, and elegant cabin decor. Snuggle up with some cocoa by the fire as the snow falls, or break out the board games in the loft. A well-appointed kitchen hosts stainless steel appliances, beautiful wooden cabinetry, and counter seating for effortless home-cooked meals. After a fun day on the mountain, take a rejuvenating bath in the large soaking tub to soothe any sore muscles and kick back on the patio with a glass of wine. Or gather around the firepit for s’mores under the stars! The calm surroundings and gorgeous sunset offer a perfect ending to another magical day of your Vermont getaway. Things to Know Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises. Complimentary snow sleds are in the red shed. Please return after use. Please refrain from using the regular fireplace and only utilize the wood-burning stove. Guests are not permitted to access the garage. Vermont Meals and Room Tax Number: MRT-11472019

Completely remodeled lake house. Situated on 12 acres with beautiful views of Lake Raponda. Whether you like to canoe, kayak, sail, bike, hike or just want to relax on the deck in the hot tub, this 4 bedroom, 4 bathroom lakefront home is perfect for families or groups of friends. Remember to bring your fishing gear for a lake full of rainbow trout. 2 car garage with plenty of outside parking. Pet Friendly! Minutes from MT SNOW and the Hermitage club - Primary guest must be 30 and over - Pets are considered (Size, type). Please inquire about your pet prior to booking. $100/pet for first 3 nights. $150/per pet over 3 nights - Once booking is compete a rental agreement will be required with Photo ID. *- A preauthorization charge of $1000 will be placed on your CC in leu of a refundable security deposit just prior to checkout. This charge will be released no later than 5 days from your departure. *- You can save 4% if you do not pay via CC. Direct payment methods are Venmo, Zelle or Wire *- When booking with CC the CC processing fee is no refundable. Any booking cancellation will be refundable based on the cancellation policy minus the CC processing fee for the amount paid. *- MRT-11212134-001

Escape the city and come 'home' to this tranquil 4-bedroom, 2-bathroom Wilmington vacation rental. This pet-friendly house boasts a brook running along the property along with a wraparound deck, fireplace, Smart TV, and access to community amenities. Hike through Molly Stark State Park in the fall, hit Mt Snow Grand Summit Resort in the winter, enjoy the breeze from the deck in the spring, and stroll through Wilmington Village Historic District in the summer. Adventure and relaxation await! -- THE PROPERTY -- STR Permit #: MRT-11153470-001 | Serene, Secluded Setting | Outdoor Dining Area | Pet Friendly w/ Fee | Remote-Work Friendly Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Twin Bunk Bed | Bedroom 4: 2 Extra Long Twin Beds COMMUNITY AMENITIES: Clubhouse, indoor pool, seasonal outdoor pool, hot tub, tennis courts, pickleball court, winter ice rink, fitness center, game room w/ pool table, playground OUTDOOR LIVING: Wraparound deck w/ umbrella-covered dining area, backyard INDOOR LIVING: Smart TV, electric fireplace, desk w/ computer setup (keyboard, mouse, monitor & webcam), dining table, board games, books, 1,336 Sq Ft KITCHEN: Dishwasher, fridge, oven, 4-burner stovetop, microwave, coffee nook w/ Keurig coffee maker & coffee pods, electric tea kettle, toaster, toaster oven, cooking basics, dishware & flatware GENERAL: Free WiFi, keyless entry, central heating, window A/C unit (in Bedroom 1), ceiling fans, washer/dryer, linens/towels, complimentary toiletries, 2 hair dryers, laundry detergent, trash bags/paper towels FAQ: Stairs required to access, 2 exterior security cameras (facing out), pet fee (paid pre-trip) PARKING: Driveway (2 vehicles), winter tires required in winter (4WD/AWD recommended) -- THE LOCATION -- DOWNTOWN WILMINGTON (3 miles): Wilmington Village Historic District, coffee shops, restaurants, parks, shopping WINTER SPORTS: Mt Snow Grand Summit Resort (8 miles), Timber Creek Cross Country Ski (8 miles), Stratton Mountain Resort (22 miles) OPT OUTSIDE: Haystack Mountain & trails (2 miles), Haystack Golf Course (2 miles), Swimming Area at Harriman Reservoir (5 miles), Molly Stark State Park (7 miles), Hogback Mountain (9 miles), Natural Bridge State Park (24 miles) AIRPORT: Albany International Airport (62 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $40 fee (+ fees & taxes) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required at check-in - NOTE: The property requires stairs to access - NOTE: The gas fireplace is not available for guest use but there is an electric fireplace for use - NOTE: Winter tires are necessary during the winter months to access the property; 4-wheel drive or all-wheel drive is recommended - NOTE: While Bedroom 1 has an A/C unit, the rest of the property does not have air conditioning - NOTE: Your safety matters. This property features 2 exterior security cameras. Camera 1 faces the front door entrance and will take snapshots when motion is detected, though it does not record video. Camera 2 is on the back door and faces the back deck, but this camera is currently not active. The cameras are outward facing and do not look into interior spaces. The cameras do not record video or sound

Looking for something unique and truly out of this world? Then, look no further than this two-level home known as ’Hoot Owl Hollow.’ This secluded, quiet haven is a unique work of art built by the owner’s eclectic parents in the 70s and 80s. You will love this home’s wonderful character and stunning natural surroundings during your stay, along with being only a short driving distance from all the local attractions the Brattleboro and Wilmington areas have to offer. The prime location allows you to hear the peepers and the owls at night as you watch the fireflies and falling stars by the outdoor fireplace or from the front porch. The floor-to-ceiling windows in the two living rooms as well as the large decks off the bedrooms allow for great wildlife watching around the two big ponds. The sunken living room will be right upon entering the home and is furnished with comfortable sofas, offering a great spot to unwind as soon as you arrive. Play some tunes on the provided turntable or stereo. The second and main living room oozes a homey feeling, and the brick wall adds a rustic touch to it. Guests will find a wood stove, smart TV, and board games. Right off of the living area is the elegant dining table providing enough space for up to six guests. The spacious and open kitchen is the most unique and quaint space you will ever see. A classic brick furnace hosts a stovetop along with several utensils. There is a double-door fridge, a built-in double oven, an electric oven, a dishwasher, a coffee maker, a microwave, and a center island with a sink. There is a nice corner booth table ideal for family breakfasts or quick meals on the go. Both spaces are warmed by a second wood stove. When it comes to sleeping arrangements, the first floor features one bedroom with a half bathroom. Climb the stairs that surround an in-home tree up to the second floor to find three more bedrooms. All three bedrooms have direct deck access and share a full bathroom with an in-ground soaking tub. THINGS TO KNOW Please do not climb the tree inside the house or meddle with the indoor well. The stairs are uneven and in some places the ceilings are very low; tall guests will have to duck.

Family Friendly Chalet perfect for all season’s . Minutes from Beautiful Wards beach at Lake Whitingham and 15 minutes from Mt Snow and the Hermitage mountain Skiing. 5 minutes from quintessential Vermont town of Wilmington Summer: Walk to the amazing non developed lake. you can Kayak, boat, fish. Stream runs along the property. Pond in the rear of the property. Winter: Snowmobile & snowshoe right outside the door. 15 Minutes from MT Snow and the Hermitage club Fall: Foliage, Hiking, Breweries 6 Bedroom/2 Bath sleeps up to 18 guests. Ground level- bedroom#2,3,4 1st level- bedroom#1 2nd Level- bedroom#5,6 New Hot Tub right outside the Master bedroom in the ground level * - Primary renter must be 30 and over *- Pets will be considered( Type, size, etc) for a fee of $75/ up to 3 night stay. $150 for anything over 4 nights. Please inquire about your pet before booking.) *- Once Booking is confirmed a rental agreement will be required to be signed with a photo id *- A preauthorization charge of $500 will be placed on your CC in leu of a refundable security deposit just prior to checkout. This charge will be released no later than 5 days from your departure. *- You can save 4% if you do not pay via CC. Direct payment methods are Venmo, Zelle or Wire *- When booking with CC the CC processing fee is no refundable. Any booking cancellation will be refundable based on the cancellation policy minus the CC processing fee for the amount paid. MRT- 11212134-002

Neo-Eclectic 1980s Farmhouse | 3-Story Solarium | Billiards & Ping-Pong | 8,000+ Sq Ft Elevated mountain living awaits at this extraordinary 3-bed, 3-bath estate! This expansive contemporary home sits on 13 scenic acres, complete with winding trails, a spring-fed swimming pond, and a fire pit perfect for s'mores under the stars. After adventurous days at Mt. Snow or Lake Raponda, retreat to the converted art gallery, now a stylish lounge with a performance stage, pool table, and ping-pong. -- THE PROPERTY -- MRT-11153470-001 SLEEPING ARRANGEMENTS - Bedroom 1: 1 full bed - Bedroom 2: 1 king bed - Bedroom 3: 1 queen bed OUTDOOR LIVING - Deck, 2 balconies - Gas grill, wood-burning fire pit - Lounge furniture, patio umbrella - Yard space, 2 ponds ATTACHED BUILDING - Desk w/ laptop & printer, wine cooler - Living area w/ Smart TV - Pool table, ping-pong table - Bar w/ seating INDOOR LIVING - Sunroom, interior balcony - Smart TVs w/ cable, fireplace (decorative) - 2 dining tables, breakfast bar - Vanity (bedroom 2) - Clawfoot bathtub, 2 shower/tub combos - Board games, books KITCHEN - Stovetop, oven, refrigerator, dishwasher - Cooking basics, dishware/flatware - Drip coffee maker (starter coffee provided), tea kettle - Blender, Crockpot, microwave, toaster, toaster oven, water filter, spices GENERAL - Free WiFi - Mini-split A/C & heating units (main house), oil-sourced radiant heat (gallery space), ceiling fans - Complimentary toiletries, hair dryer - Washer/dryer, laundry detergent, hangers, iron/board - Linens/towels, trash bags/paper towels FAQ - No fence around ponds ACCESSIBILITY - Multi-level home, exterior staircase to enter - Bedroom & full bathroom on 1st floor PARKING - Garage (2 vehicles) - Driveway (4 vehicles) -- THE LOCATION -- - 2 miles to Molly Stark State Park & Mt Olga - 3 miles to Wilmington Village Historic District - 11 miles to Mount Snow Resort & 24 miles to Stratton Mountain Resort - 12 miles to Harriman Reservoir: boating, fishing, kayaking, swimming - 64 miles to Albany International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This multi-level home requires an exterior staircase to enter. It features a bedroom and a full bathroom on the 1st floor - The fireplace is unavailable for guest use - This property may not be suitable for young children due to the unfenced pond areas

Welcome to your charming retreat in Wilmington, VT! This delightful 3-bedroom, 1.5-bathroom chalet in Chimney Hill is the perfect getaway for families or friends seeking a cozy escape. With a German woodstove and firewood provided, you can enjoy warm evenings by the fire, while the partial air conditioning keeps you comfortable during the warmer months. The wraparound deck is ideal for outdoor dining, complete with a BBQ grill and a firepit for those memorable nights under the stars. Inside, the first floor features a welcoming open dining and living area, a well-equipped galley kitchen, and a convenient bedroom with a washer and dryer. Upstairs, you’ll find two additional bedrooms and a half bathroom, ensuring ample space for everyone. Enjoy movie nights with the DVD player or take advantage of the high-speed internet to stay connected. Chimney Hill offers fantastic amenities, including a clubhouse with both indoor and outdoor pools, a gym, and game room. Engage in friendly matches on the tennis and basketball courts, or explore the nearby VAST snowmobile trails and hiking paths. With skiing, shopping, dining, and beautiful lakes just a stone’s throw away, there’s something for everyone to enjoy year-round. Whether you’re here for winter sports or summer adventures, this chalet is your perfect home base. Book your stay today and experience the beauty and excitement of Wilmington, VT! Vermont Meals and Room Tax Number: MRT-11472019

Just minutes from downtown Pittsfield and surrounded by the beauty of the Berkshires is this lovely 5-bedroom, 2-bathroom vacation rental! Immerse yourself in the arts, wander around history, take a hike, or enjoy the local bites — all possible from this convenient location. After your day around town, come back to this home and sit and enjoy a show in front of the fireplace, take a soak in the soaker tub, or whip up a delicious meal in the large kitchen. -- THE PROPERTY -- MassTaxConnect ID #C0404362360 | 7 Mi to Tanglewood | Grill | Covered Porch Bedroom 1: Queen Bed | Bedroom 2: Full Bed | Bedroom 3: Full Bed | Bedroom 4: Queen Bed | Bedroom 5: Twin Bed INDOOR LIVING: Fireplace, Smart TV, dining table, ceiling fans, board games, books, laptop friendly, soaker tub KITCHEN: Refrigerator, stove/oven, microwave, dishwasher, drip coffee maker, toaster, dishware & flatware, spices, cooking basics GENERAL: Free WiFi, washer & dryer, towels, linens, complimentary toiletries, central heat, window A/C units, keyless entry, hair dryer, hangers, trash bags/paper towels FAQ: 3 exterior security cameras (facing out), stairs are required, pet fee (paid pre-trip, dogs only, 2 max) PARKING: Driveway (2 vehicles), street parking (first-come, first-served) -- THE LOCATION -- THE ARTS: Colonial Theatre (0.6 miles), Barrington Stage Company (1 mile), Boston Symphony Orchestra (7 miles), Shakespeare & Company (7 miles), Tanglewood Performing Arts (8 miles), Kripalu Center For Yoga & Health (9 miles), Jacob's Pillow (19 miles), Aston Magna Music Festival (20 miles), Albany Berkshire Ballet (38 miles) MUSEUMS: Berkshire Art Museum (0.4 miles), Herman Melville's Arrowhead (2 miles), The Mount - Edith Wharton’s Home (9 miles), Animagic Museum of Animation (10 miles), Norman Rockwell Museum (13 miles), MASS MoCA (21 miles), Clark Art Institute & Museum (21 miles) OPT OUTSIDE: Burbank Park (1 mile), Pontoosuc Lake (3 miles), Wahconah Falls State Park (8 miles), Mount Greylock State Reservation Visitor Center (9 miles), Ashmere Lake (10 miles), Monument Mountain (16 miles) SUMMER ACTIVITIES: Pittsfield Suns at Wahconah Park (1 mile), Hancock Shaker Village (4 miles), Mass Audubon's Pleasant Valley Wildlife Sanctuary (5 miles) AIRPORT: Albany International Airport (47 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Dog friendly w/ $100 fee (+ fees & taxes, 2 max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs for access - NOTE: Your safety matters. This property features a Ring Doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device (including devices linked to the camera such as the alarm system’s motion detector) or when the video doorbell button is pressed. This property also features 2 exterior security cameras: 1 camera is located on the front porch facing the porch and front yard/driveway, and 1 camera is on the back patio facing the patio and backyard. The cameras are outward facing and do not look into interior spaces

Treat the family to an idyllic Vermont getaway at this stunning cabin in Wilmington. No matter the season, this 4-bedroom, 3-bathroom vacation rental makes the ideal base for maximizing your time outdoors. Spend lazy summer days relaxing beside the private community lake, take in colorful views in autumn, and ski powdery runs at Mount Snow in the winter. To put the cherry on top of a perfect day, spend the evening sipping hot chocolate around the fire — either in the backyard or inside! -- THE PROPERTY -- MRT-11153470-001 | Private Community Beach | Pet Friendly w/ Fee | 11 Mi to Mt Snow Bedroom 1: Queen Bed | Bedroom 2: 2 Twin Bunk Beds | Bedroom 3: King Bed | Bedroom 4: Queen Bed COMMUNITY AMENITIES: Lake access & beach (short walk), tennis court, basketball court, lakeside pavilion, gazebo w/ fire pit, boat house w/ 1 kayak (3-person kayak)OUTDOOR LIVING: Private deck, outdoor dining table w/ umbrella, gas grill (propane provided), large grassy yard, fire pit w/ outdoor seating, covered porch w/ seatingINDOOR LIVING: Smart TVs, stone fireplace, group-friendly dining table, rustic cabin decor, 2 living rooms, built-in pizza oven, floor-to-ceiling windows, ceiling fansKITCHEN: Cooking basics, Keurig & drip coffee makers, dishwasher, stove/oven, refrigerator, microwave, slow cooker, spices, water filter, rice cooker, dishware & flatwareGENERAL: Free WiFi, complimentary toiletries, linens & towels, washer & dryer, radiant/baseboard heating, 2 portable fans, hair dryer, laundry detergent, iron/board, trash bags & paper towelsFAQ: Pet fee (paid pre-trip), 4 exterior security cameras (facing out), quiet hours (9:00 PM-7:00 AM), no A/C, 4WD recommended in winterACCESSIBILITY: Step-free entry via back door, 3-story home, bedroom/bathroom on main floor PARKING: Driveway (6 vehicles) -- THE LOCATION -- ATTRACTIONS: Wilmington Village Historic District (2 miles), The Oxbow Loop (4 miles), Lookout (7 miles), Green Mountain Adventure Challenge (8 miles), Dover Town Park (9 miles), Brattleboro Museum & Art Center (18 miles)SKIING: Mount Snow Resort (11 miles), Jiminy Peak Mountain Resort (46 miles), Bousquet Mountain Ski Area (51 miles), Butternut Ski Area and Tubing Center (68 miles), Pats Peak Ski Area (72 miles)HIKING: Mt. Olga Trailhead (2 miles), Molly Stark State Park (2 miles), Hogback Mountain Conservation Area (3 miles), Mount Haystack Trail (7 miles), Hoosac Range Reserve (30 miles)AIRPORT: Albany International Airport (63 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking- Pet friendly w/ $90 fee (+ fees & taxes, max 2 pets)- No events, parties, or large gatherings- Additional fees and taxes may apply- Photo ID may be required upon check-in- NOTE: Please observe quiet hours from 9:00 PM to 7:00 AM- NOTE: This property is heated and offers 2 portable fans, but it does not offer air conditioning- NOTE: Your safety matters. This property features 4 exterior security cameras. These cameras are outward facing and do not look into any interior spaces. The cameras are mounted on the highest level on each side of the home under the roof. They face outward overlooking the property and the surrounding area. The cameras actively record video and audio when motion is detected and will be turned on during your stay- NOTE: This 3-story home offers step-free entry via the back door; however, guests must go through the grass in the backyard. A bedroom and bathroom are located on the main floor- NOTE: The house sits on top of a hill. There is snow removal in the winter, but four-wheel drive or all-wheel drive is recommended in the winter to access the property Licence number: 2024-194

Lindal Home | 5 Mi to the Appalachian Trail | Near Ski Resorts Tucked into the peaceful winter landscapes of Hinsdale, MA, this inviting 3-bedroom, 3-bathroom vacation rental home is an ideal cold-weather escape for families and outdoor enthusiasts. After a day on nearby ski slopes or snowy mountain trails, return to your retreat to warm up by the outdoor fireplace, sink into the bubbling hot tub, and take in serene lake views dusted in snow. Don't wait, book today! -- THE PROPERTY -- C0464501320 SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 king bed - Bedroom 3: 1 queen bed OUTDOOR LIVING - Deck, yard, cornhole - Private hot tub & Turkish robes - Outdoor dining area, Blackstone griddle, propane grill - 2 kayaks, life jackets (several sizes), cornhole - 4 composite rocking chairs INDOOR LIVING - Full-size popcorn machine (popcorn provided) - 6' beverage fridge stocked w/ drinks - Office area w/ adjustable-height desk, monitor & printer - 85" TV & soundbar w/ subwoofer (basement) - Tons of games, electronic dart board - 65" TV & adjustable bed (primary bedroom) - 2 heated zero-gravity chairs (living room) - Sonos sound system - Workspace w/ 2 monitors & printer KITCHEN - Stove, double oven, refrigerator, microwave, dishwasher - Keurig coffee maker, Crockpot & stocked basement fridge w/ drinks - Dining table w/ chairs, breakfast bar w/ stools GENERAL - Free WiFi (high speed) - Ceiling & portable fans - Linens & towels - Full laundry room w/ washer & dryer, folding table, iron, steamer - Hair dryer - Turkish robes (2 per room) & disposable slippers (2 per room) - Complimentary toiletries FAQ - No A/C - 2 exterior security cameras (facing out) ACCESSIBILITY - 2-story home - Stairs required to enter PARKING - Driveway (4 vehicles) - RV parking allowed (1 vehicle, no hookups) - No garage, street, or boat parking allowed -- THE LOCATION -- - Lake Ashmere views - 3 miles to public golf course - 5 miles to Wahconah Falls State Park - 15 miles to Bousquet Mountain Ski Area & 18 miles to Jiminy Peak Mountain Resort - 18 miles to Miraval Berkshires Resort & Spa + Canyon Ranch - 24 miles to Stockbridge Golf Club - 26 miles to Berkshire East Mountain Resort - 53 miles to Bradley International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Overnight occupant capacity is 6, including adults and children above the age of 3 years - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-story home requires stairs to enter - This property does not offer air conditioning - Guests have private lake access across the street. You can launch kayaks from the shoreline near the park bench using the property's private lake rights. Please note that there is no dock or boat ramp at this access point, so you'll need to step directly into the water to launch - If you prefer to use a boat ramp or dock, a public launch is located less than 1 mile from the property - A map and detailed directions to the public boat launch can be found on-site - Your safety matters. The property features 2 exterior security cameras. Camera 1 is a Ring doorbell device with an exterior camera on the front door facing the entryway. Camera 2 is by the shed facing the yard. The cameras are outward facing and do not look into interior spaces. The cameras actively record video Licence number: C0464501320

enjoy a peaceful retreat on private 10 acres, explore the surrounding nature trails, or take a short drive to nearby restaurants and attractions. This cozy cottage features a full kitchen, comfortable living space, and two bedrooms. Relax on the spacious deck, gather around the fire pit and take in the picturesque mountain views. Perfect for couples, families, or a small group of friends looking for a tranquil and scenic getaway. Book your stay now and experience the beauty and serenity of Vermont. Minutes from the quintessential town of Wilmington. Less than 10 minutes from Mount Snow and the Hermitage club for Skiing. 1/4 mile from Lake Raponda for swimming and boating. * Primary guest must be 30 and over *- Primary guest will be required to sign a rental agreement with photo ID *- A CC hold of $500 will be placed on your CC on day of checkout in lieu of a refundable security deposit. Hold will expire within 5 days of checkout. MRT-11212134-001