Large group vacation rentals in Salisbury, CT

Lakeville Lodge is a 3 bed, 2.5 bath retreat just 2.5 hrs from NYC and 3 hours from Boston, located in a quiet neighborhood just a short drive to Lake Wononscopomuc. This light filled, luxurious post and beam barn style home features a pool and hot tub for year round relaxation, an indoor basketball net, and a lovely outdoor living area. Nearby towns: Lakeville (5mins), Sharon (15mins), Canaan (15mins), Kent (30mins), Litchfield (35mins) Experience rustic craftsmanship at Lakeville Lodge, a secluded retreat with pool and hot tub set on generous acreage offering true peace and privacy. The post and beam barn style home features warm wood flooring, layered brick-and-timber textures, and expansive windows that allow natural light to flood the living spaces. The open concept living room welcomes you with cathedral ceilings, an impressive floor-to-ceiling brick chimney and a classic wood-burning stove that sits ready for cozy evenings. The seating area features plush, contemporary sofas and soft accent chairs arranged around a stylish round wooden coffee table with oversized windows that wrap the room in natural light and provide serene views of lush trees and open sky. Toss a few baskets on the unique soft play basketball hoop that takes advantage of the double height ceilings. The living area flows into a beautifully appointed dining and kitchen space featuring a long solid-wood dining table ideal for group meals or game nights, with a sliding door leading to the outdoor living room just beyond. The kitchen is crafted with natural wood cabinetry offering ample counter space for cooking and entertaining and a wall of windows with gorgeous views while you cook or socialize. A laundry room is available for guest use just off the kitchen. The primary bedroom, located on the main floor, offers a king size bed, laptop friendly workspace and an en-suite bathroom with a walk-in shower. Upstairs, the light-filled loft hosts a TV lounge with a comfortable sectional couch. and a wide selection of games for your group to enjoy. There are two additional guest rooms on this floor each with king size beds. These guest rooms share a bathroom with a shower/tub combo. The outdoor spaces of this home are top tier, with a spacious dining and lounging patio area with a grill and seating areas for meals or relaxation, and a charming fire pit lounge area complete with Adirondack-style chairs arranged on a stone patio. The pool with stone surround and hot tub offer relaxing retreats no matter the season, surrounded by lush lawn. The surrounding woodlands enhance the sense of seclusion, and the quiet neighborhood location is conveniently just outside of the charming town of Lakeville, known for Lake Wononscopomuc, Connecticut’s deepest lake. Lakeville Lodge is a year round retreat and a base for exploration of the beautiful surrounding Litchfield County towns, or a place to unplug and stay put. With ample room for your group, pool, hot tub and outdoor lounging, this is a fantastic location to book your next getaway. Lakeville Lodge is just 2.5 hours from New York City. The main access routes are the NY-22 S, I-684 S, Taconic State Pkwy and I-87 S. We strongly recommend a 4x4 or a car with four-wheel drive, especially in winter, to handle snow and gravel roads. Guests are not permitted to park in the garage. A/C: There are two split units: one in the living room and one in the primary bedroom.

Welcome to Copper Kettle Farm by AvantStay, a newly renovated farmhouse retreat set across 52 sweeping acres in southern Berkshire County. Designed for restorative escapes and joyful gatherings, this charming home blends Colonial-era character with fresh, modern comforts—creating a space that feels both timeless and thoughtfully updated. Inside, the farmhouse opens into bright, inviting living spaces made for connection. A brand-new kitchen anchors the home, fully stocked and outfitted with new appliances, perfect for shared meals and lingering conversations. Multiple gathering areas allow groups to spread out with ease, including a quiet play space for children and a cozy living room with a sofa and doors that fully close—ideal as an additional private sleeping or lounging area. Throughout the home, new beds, bedding, and updated bathrooms ensure comfort at every turn, while zoned heating and air conditioning, WiFi, Roku TV access, and a new washer and dryer add everyday convenience. With four spacious bedrooms and 2.5 bathrooms, Copper Kettle Farm is designed to welcome families and larger groups alike, offering both togetherness and room to unwind. Step outside, and the landscape truly steals the show. Rolling farmland stretches toward the Appalachian Mountains, creating a serene backdrop for morning coffee or golden-hour gatherings. Adirondack chairs, a grill, a fire pit, and an outdoor dining set invite you to linger outdoors, soaking in the views and the quiet rhythm of the countryside. The property also offers direct access to highly rated hiking trails and cycling routes, making it easy to explore the surrounding natural beauty right from your doorstep. Perfectly positioned, the farm serves as a central home base for discovering the best of the Berkshires and nearby northwest Connecticut. Spend your days exploring the charm of Great Barrington, Stockbridge, Lenox, and Lee, or venture to Salisbury, Lakeville, Cornwall, and Kent just over the state line. The home is especially well-suited for visits to local private schools—including Berkshire, Hotchkiss, and Salisbury, all within 20 minutes—and for winter escapes to Catamount and Butternut ski areas. Whether you’re gathering with family, reconnecting with friends, or simply seeking a peaceful countryside reset, Copper Kettle Farm offers space, scenery, and comfort in equal measure—an unforgettable setting for making memories that last. AvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips. A visit to the Berkshires in western Massachusetts is a treat for anyone looking to pair stunning rural landscapes with an exciting cultural and culinary experience. The abundance of mountains, lakes, and woods provides a wide range of outdoor activities, from rafting and fishing in the summer to skiing and tubing in the winter. Stunning at any season, this New England region is also famous for its farm-to-table food scene and local breweries. Come see for yourself! Local Attractions: Beartown State Forest, East Mountain State Forest, Berkshire Botanical Gardens, Bidwell House Museum, Mahaiwe Performing Arts Center, Norman Rockwell Museum, Hancock Shaker Village, Historic Deerfield, Jiminy Peak Mountain Resort Home Truths: - Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without AvantStay’s approval, there is a fine of $500 per pet. - Please note that the fireplaces are non-operational and are for decorative purposes only. - A property manager lives in a separate building sharing this home’s driveway. Parking Details: - Parking is available for 8 vehicles. This home comes with a pack n’ play travel crib and a high chair available. --- The room configuration is as follows: Primary Bedroom / King bed Bedroom 2 / Queen bed Bedroom 3 / Queen bed Bedroom 4 / 2 full-over-full bunk beds, 1 XL twin over XL twin bunk bed --- This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs. As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. We report and prosecute all Credit Card Fraud. Licence number: C0549192670

Get in touch with your inner outdoorsman at this vacation rental in West Cornwall, CT! Boasting 2 bedrooms, 2 bathrooms, and a spacious loft, this cozy cabin promises endless fun both indoors and out. Hit the slopes at Mohawk Mountain Ski Area on winter days, or trek Bloody Mountain via the Welles Preserve Trail — located directly behind the property — in the summer. Refuel after your adventures with dinner at RSVP before heading home to kick back with a movie on the screened-in porch. -- THE PROPERTY -- Wraparound Deck | Hiking Trail Access On-Site | Pet Friendly w/ No Additional Fee Bedroom 1: Full Bed | Bedroom 2: Queen Bed | Loft: Queen Bed, 2 Twin Beds | Additional Sleeping: Pack 'n Play w/ Sheets INDOOR LIVING: Smart TV, wood-burning fireplace, wet bar, reading nook, ceiling fans, laptop-friendly workspace in Bedroom 1, crib OUTDOOR LIVING: Screened-in porch w/ hammocks & outdoor theater (not available in winter), charcoal grill (charcoal not provided), outdoor dining area, open yard, garden KITCHEN: Stove/oven, microwave, refrigerator, coffee maker, toaster oven, cooking basics, dishware/flatware, dishwasher, trash bags/paper towels, toaster GENERAL: Free WiFi, electric heating, 3 window A/C units (bedrooms & loft), washer/dryer, linens/towels, complimentary toiletries, laundry detergent, landline phone, clip-on high chair, kids' toys ACCESSIBILITY: 2-story cabin, 11 external steps required for entry, bedroom & bathroom on 1st floor PARKING: Driveway (4 vehicles), 220-volt outlet for EV chargers available on-site (plug/adapter not provided) -- THE LOCATION -- THINGS TO DO: Mohawk Mountain Ski Area (2 miles), Cornwall Co-Op Farm Market (2 miles), The Original Cornwall Farm Market (3 miles), West Cornwall Covered Bridge (4 miles) HIKING TRAILS: Welles Preserve Trail - Bloody Mountain (0.8 miles), Mattatuck Trail at Flat Rocks Road (6 miles), Pine Knob Loop Trail (7 miles), Appalachian Trail (8 miles) OUTDOOR REC: Cream Hill Lake (2 miles), Covered Bridge Electric Bike (3 miles), canoe & rafting rentals via Clarke Outdoors (4 miles), Housatonic River (6 miles), Mohawk State Forest (6 miles) AIRPORT: Bradley International Airport (44 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 with no additional fee - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This 2-story cabin requires 11 external steps for entry via the front door. There is a bedroom and bathroom on the 1st floor - NOTE: There are window A/C units in the loft and bedrooms. The rest of the home does not have air conditioning but has ceiling fans

Welcome to Valley View, a unique 5 bed/4.5 bath home with stunning interiors and exceptional outdoor amenities, just 2.5 hrs from Boston and NYC. At its heart is a masterfully restored 1850s post and beam post office, preserved in full and paired with a significant modern build that brings the whole property into the present. Set on nearly 40 private acres with panoramic views, the home features a saltwater pool and deck, gym, outdoor dining, firepit, and a serene pond. Nearby towns: Hudson (30 mins), Great Barrington (30 mins) Valley View is a 5-bedroom, 4.5-bathroom property that tells two stories at once. The original structure, a fully outfitted suite dating to the 1850s, was built as a post office and general store, its post-and-beam bones intact and beautifully preserved. The new wing is a substantial modern home in its own right, designed to complement the historic suite while bringing light, space, and contemporary living to the forefront. Together, they create something genuinely uncommon. Set on nearly 40 acres of idyllic countryside, Valley View offers expansive panoramic pastoral views, a large serene pond, and mature trees that create a private and tranquil retreat. The new wing opens with a bright mudroom that leads into an expansive open-plan living, dining, and kitchen space. A glass window wall and fully retractable doors flood the interior with natural light and open directly onto the covered outdoor dining area, lounge, and saltwater pool deck beyond. Inside, a large sectional and wood-burning fireplace anchor the living area, while the dining table and fully equipped kitchen handle the rest. The historic cottage houses a study stocked with books and a desk for remote work, along with a guest bedroom featuring a king bed, original wood beams, natural wood floors, a sitting area, and private garden access. Upstairs, a lofted bedroom with a queen bed and full bathroom showcases the original structure at its finest. The primary suite, on the main level of the new wing, offers a king bed and large picture windows framing the rolling countryside. On the lower level, two additional guest bedrooms each have king beds and en suite bathrooms, alongside a TV room/den and a fully equipped gym. The home is climate-controlled throughout by a newly installed geothermal system, energy-efficient and designed for year-round comfort. Outside, nearly 40 acres of private land surround the property, with a saltwater pool as the centerpiece of the deck. A covered terrace and shaded lounge area are ideal for al fresco dining, while the firepit under the pergola is the spot to be after sundown. A serene pond and panoramic pastoral views complete the picture. At Valley View, the historic and the contemporary sit side by side, complemented by exceptional outdoor amenities and natural surroundings, for a stay that is genuinely hard to find elsewhere. Valley View is approximately 2.5 hours from Boston & New York City. You’ll definitely want a car to get enjoy the region. In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads. There is plenty of parking on the premises. * Please note that the pool is available during the summer season only. Please inquire regarding opening and closing dates. * The pool is heated up to 75 degrees, complimentary. If you desire additional heating, there is a fee, please inquire for more information. There is a minimum of 2 nights charge for pool heating and the cost ranges from $200-$300 total for pool heating.

2,262 Sq Ft | Ping-Pong Table | Nestled on Mill Pond | < 6 Mi to Dwtn Great Barrington Take a break from the city and book this Sheffield vacation rental in the Berkshires! The 3-bed, 2-bath house boasts a retro interior, a full kitchen, a wood-burning fireplace, and stellar pond and fall color views! Conveniently located near Catamount Mountain Resort, Butternut Ski Area, the Appalachian Trail, and more, this home is the perfect choice for those seeking both adventures and relaxation! -- THE PROPERTY -- C0383872670 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 full bed - Bedroom 3: Twin Bunk Bed INDOOR LIVING - Smart TV w/ cable, dining table - Wood-burning fireplace - Board games, books - Dining table, ping-pong table - En-suite bathroom, natural light OUTDOOR LIVING - Waterfront, Solo Stove Yukon fire pit - Private yard, enclosed porch - Small covered deck, dining set KITCHEN - Refrigerator, stove/oven, dishwasher - Dishware/flatware, cooking basics, spices - Drip coffee maker, microwave, toaster GENERAL - Free WiFi - Central heating, window A/C units, ceiling fans - Linens/towels, washer/dryer - Complimentary toiletries, hair dryer FAQ - Exterior security camera (facing out) ACCESSIBILITY - Single-story home, 2 steps to enter PARKING - Garage (2 vehicles) - Driveway (2 vehicles) -- THE LOCATION -- - Near waterfalls, hiking & skiing - 4 miles to Appalachian Trail - 7 miles to Catamount Mountain Resort - 9 miles to Mill River Historic District - 10 miles to Butternut Ski Area and Tubing Center - 49 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 - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - Your safety matters. This property features 1 exterior security camera located on the garage, facing outward toward the driveway. It does not look into any interior spaces. The camera records video and sound when activated by motion. It will record when it first senses motion and 30 seconds after the last motion is detected - This single-story home requires 2 steps to enter

Meadow Top Cottage is charming and cozy 3-bed, 2-bath cottage in the quiet hamlet of Mill River, MA. The 72-acre property offers exquisite views of the Litchfield hills, an outdoor patio and a fire pit nestled in a pine grove. The town’s charms include: candlelit dinners at The Old Inn on the Green, provisions at the Mill River General Store, brunch at the Southfield Store, swimming at Umpachene Falls, and hikes both on and off the property. Winter skiers are also within 15-20 minutes of Butternut and Catamount. With natural wood finishes throughout, Meadow Top Cottage exudes a quaint and homely charm that makes it a true countryside haven. The cozy living room, complete with a brick fireplace and TV, is perfect for relaxing evenings. The fully equipped kitchen, featuring flatware, silverware, cookware, and appliances, caters to both seasoned chefs and casual cooks alike. The cottage features three inviting bedrooms (1 Queen, 1 Full, and 2 Twins), ensuring a restful night’s sleep for all guests. Two well-appointed bathrooms provide modern convenience and comfort. Step outside to discover the true essence of country living. Wander through the mature gardens before settling on the outdoor patio. This space is perfect for alfresco dining or simply relaxing while soaking in the serene landscape. Enjoy a barbecue on the grill or gather around the pine grove fire pit for cozy evenings under the stars. We strive to make your stay as easy and enjoyable as possible by providing fresh linens, fluffy towels, and toiletries. The kitchen is equipped with basic essentials including a coffee maker and grinder, a full set of pots and pans, plates, and cutlery. Stay connected with WiFi by Spectrum and stream your favorite media on the Smart TV. Escape the hustle and bustle of everyday life and immerse yourself in the tranquility of Meadow Top Cottage. Whether you’re looking to relax, explore, or create unforgettable memories with loved ones, this charming country retreat is the perfect destination. Book your stay today and experience the magic of Meadow Top Cottage. Guests have exclusive access to the cottage and a private outdoor space with grill, table and chairs; access to the larger 56-acre estate is shared, which includes lush grounds and a rolling landscape. The pool and hot tub on property are not included in the cottage amenities. Meadow Top Cottage is under 3 hours from Boston and 3 hours from NYC. You’ll need a car to get here and to get around. The house has an internet connection and moderate cell service with AT&T, T-Mobile and Verizon. The Berkshires is full of cellular dead zones, so we recommend downloading the region’s online maps to your device prior to arrival or any day while you’re here at the cottage. The cottage has a shared driveway, so please make sure you do not park in the circle of the driveway. Either pull into one of the spots or use the garage. Thank you! A/C: The house has 2 window AC units for cooling and does not have central AC. License number: C0496912030

Mohawk Mountain Retreat is a spacious 5 bed, 3.5 bath escape located just minutes from the hamlet of Cornwall, only 2.5 hrs from NYC & under 3 hrs from Boston. This elegantly-designed, spacious post & beam home features a striking red brick chimney & invites you to get cozy by one of its two brick fireplaces, relax under the charming gazebo, or unwind in the four-season sunroom. Nearby towns: Cornwall (5mins), Sharon (15mins), Falls Village (15mins), Kent (15mins), Litchfield (20mins) Mohawk Mountain Retreat is set amidst the picturesque New England tableaux of Litchfield County, Connecticut, and has the outdoor pursuits of the foothills of the Berkshire Mountains on its doorstep. Elegantly-designed and spacious, the home presents a classic pitched roof, dormer windows, exposed beams, and a striking red brick chimney. Enter through the front door into a cozy sitting room with a gas fireplace which leads into an open concept kitchen, dining and living area with a TV and wood burning fireplace. Head to the large sunroom (our favorite space in the house) or grab a book or a cup of coffee into the lounge and start your day appreciating the serene garden views. One guest bedroom is located on the main floor with a queen size bed looking out through the floor-to-ceiling bay windows with a view of the front garden. Another guest bedroom is located above the garage offering a king size bed and ensuite bathroom with a tub/shower combo. Upstairs, there are three bedrooms including the master bedroom which offers a king size bed, TV, ensuite bathroom with a walk-in shower and views out to the gazebo and pond. One guest bedroom has two twin beds that can be converted into a king while the other offers a double bed. A shared bathroom with a clawfoot tub & shower combo is conveniently located on the landing between the 1st and 2nd floors. The grounds feature delightful stone walls, perennial plantings, a children’s play area, a fire pit and include a sweeping bluestone patio with comfy seating, an umbrella for shade, grill and dining table making this the perfect place for al fresco meals or evening get togethers. Gather in the gazebo for some additional shade on a hot day, or take quiet time to sit by the ornamental pond. Mohawk Mountain Retreat is a dynamite year-round destination - an ideal spot for families or groups seeking a peaceful countryside escape with plenty of space to relax and entertain. Mohawk Mountain Retreat is just 2.5 hours from New York City & under 3 hours from Boston. A car is essential for getting there and exploring the area. The main access routes for NYC are the I-684 S, NY-22 S and I-87 S. The main access routes for Boston are the I-84 E, I-90 E and CT-4 E. We strongly recommend a 4x4 or a car with four-wheel drive, especially in winter, to handle snow and gravel roads.

Nestled at the end of a serene private road, our cozy four-bedroom home offers the perfect retreat to relax, recharge, and reconnect with nature. Whether you're dreaming of peaceful seclusion or thrilling outdoor adventures, this hidden haven has it all! You'll love warming up in the sauna after a day of outdoor adventure. -- THE PROPERTY -- Inside, you'll find a warm and inviting space, thoughtfully designed for comfort. Cozy up by the crackling wood-burning fireplace on chilly evenings or stay cool with central air during the warmer months. The chef's kitchen, complete with modern appliances, is ready to inspire unforgettable meals and memories. For the little ones, a dedicated kids‚ area with toys and games ensures hours of fun and entertainment, making this home perfect for family stays. Don't forget your furry family members‚ our home is dog-friendly, so your four-legged companions are welcome to join the adventure! Outside, gather around the cozy fire pit, complete with comfy Adirondack chairs and a peaceful view that's perfect for stargazing. For a little extra excitement, challenge your group to a lively game of Ping-Pong in the basement, fire up the gas grill for an alfresco feast, or simply unwind amidst the serene surroundings. With a streaming-ready TV, your own washer/dryer, and a guest-accessible garage, everything is designed to make your stay seamless and stress-free. Whether you're seeking romance, adventure, or cherished moments with loved ones, this forest hideaway promises an enchanting escape and memories to last a lifetime! -- THE LOCATION -- Step outside and explore hiking trails, pristine lakes, and the majestic Berkshire Mountains, all just minutes away. Winter sports lovers will delight in being only a 12-minute drive from Catamount Ski Resort, while Bash Bish Falls is also just 12 minutes away. For more outdoor fun, Lake Taghkanic State Park is a scenic 25-minute drive. Families will adore the private playground, just a 5-minute walk through a dreamy pine forest. -- 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/ $200 fee (+ fees & taxes) max 2 pets of no more than 50 lbs each - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in