Hinsdale, MA Vacation Rentals

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 -- Property Manager 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

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 - Fireplace - 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 -- Property Manager 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

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 -- Property Manager 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

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 -- Property Manager 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

Situated in the heart of the Berkshires, this 3-bed, 2-bath vacation rental offers a modern living space, a large yard and an ideal location near many attractions. Adventure seekers will enjoy easy access to the Appalachian Trail and Catamount Ski Resort, music fans can catch the Boston Symphony Orchestra (BSO) at Tanglewood and theater lovers will be minutes from Shakespeare & Co and Barrington Stage Co. No matter what you’re seeking, this Lenox home will offer something nearby to enjoy! -- THE PROPERTY -- MassTaxConnect ID C0219571520 | 2,457 Sq Ft | Off-Street Parking | 2 Mi to Appalachian Trail Bedroom 1: King Bed | Bedroom 2: 2 Extra Long Twin Beds | Bedroom 3: 2 Extra Long Twin Beds | Family Room: Sleeper Sofa KITCHEN: Fully equipped, cooking basics, spices, coffee maker, blender, dishwasher, Crockpot, microwave, high-chair, wooden cabinets INDOOR LIVING: Furnished sunroom, flat-screen smart cable TV, DVD player, books, hardwood floors, decorative fireplace, 6-person dining table, 4-person glass table OUTDOOR LIVING: Large private yard, outdoor seating, Weber gas grill GENERAL: Free WiFi, towels/linens, toiletries, ceiling fans, hair dryer, keyless entry, first aid kit, window air conditioning units in each bedroom, portable air conditioning unit in living area PARKING: Garage (2 small vehicles), driveway (4 vehicles) -- THE LOCATION -- MUSIC & THEATRE: Shakespeare and Company (3.0 miles), Tanglewood Music Center (3.7 miles), Boston Symphony Orchestra (3.7 miles) Jacob’s Pillow (15.0 miles) POPULAR ATTRACTIONS: Kripalu Center for Yoga & Health (4.6 miles), Norman Rockwell Museum (8.8 miles), Berkshire Botanical Gardens (7.9 miles), Cranwell Spa & Golf Resort (3.7 miles) OUTDOOR ACTIVITIES: Appalachian Trail (11.2 miles), Pleasant Valley Wildlife Sanctuary (2.1 miles), Lenox Mountain (8.2 miles), Sandy Beach at Laurel Lake (5.4 miles), October Mountain State Forest (5.4 miles), Woods Pond (4.8 miles), Kennedy Park (2.7 miles), Stockbridge Bowl (5.6 miles) WINTER ACTIVITIES: Catamount Ski Area (23.4 miles), Bousquet Ski Area (5.1 miles), Ski Butternut (16.6 miles), Otis Ridge (18.9 miles) NEARBY CITIES: Lenox Center (2.3 miles), Great Barrington (15.8 miles), Stockbridge (9.0 miles), Pittsfield (7.7 miles), Sheffield (22.1 miles), Williamstown (27 miles) AIRPORTS: Albany International Airport (49.5 miles), Bradley International Airport (71.1 miles) -- REST EASY WITH US -- Property Manager 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: Additional post-stay fines will be imposed if travelers exceed the maximum occupancy of 6 Licence number: C0219571520;C0219571520

Nestled stream-side in pristine tranquil forest, this luxurious log home features stunning nature, wildlife and skies. With 4 bedrooms, 3 baths, jetted tub, wood stove, wraparound deck, grill, fire pit, lawns, delicious well water (leave your plastic bottles home), fast WiFi and Bose audio, this remote and bucolic refuge, ideal for outdoor enthusiasts, is near the best of the Berkshires, from skiing and swimming to farm stands, antiquing and cultural treasures like MASS MoCA and Tanglewood. -- THE PROPERTY -- MassTax 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 -- Property Manager 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