Chalets in The Berkshires, United States

Search among 113 available chalets in The Berkshires from 50+ providers

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1-100 out of 113
8.8
Great22 reviews
4 adults
1 bedroom
2 beds
Situated less than 15 minutes' drive from Kirvin Park, this inn features a heated swimming pool, barbecue and entertainment activities.
FromUS$ 205 /nightSelect
8.0
Great61 reviews
4 adults
1 bedroom
1 bed
Set about 2.7 miles from National Shrine of the Divine Mercy, the pet-friendly Econo Lodge Lee - Great Barrington Lee boasts various recreational opportunities and entertainment activities available on site.
FromUS$ 52 /nightSelect
8.8
Great194 reviews
8 adults
1 bedroom
3 beds
Situated a 30-minute drive to Chesterfield Gorge, this villa features balcony and a terrace.
FromUS$ 150 /nightSelect
9.6
Perfect1 review
7 adults
3 bedrooms
4 beds
C.M. Gardner State Park is 2.9 miles from the perfect Historic Huntington Home - Walk To Westfield River.
FromUS$ 287 /nightSelect
BlantyreCountry house
8.8
Great25 reviews
2 adults
Located 2 miles from First Lenox Library, this hotel features an outdoor pool.
FromUS$ 1 337 /nightSelect
Featuring 18 rooms with views of the mountain, the Lodge @ America'S Switzerland North Adams is set about a 10-minute drive from MASS MoCA.
FromUS$ 181 /nightSelect
6 adults
3 bedrooms
4 beds
Arrowhead and The Mount, Edith Wharton's Home are located 2.1 miles and 4.1 miles from the Beautiful Lenox Home, 3 Mi To Shakespeare And Co! respectively.
FromUS$ 309 /nightSelect
6 adults
3 bedrooms
3 beds
Stevens Glen is 4.5 miles from this villa that offers 3 bedrooms along with a kitchen.
FromUS$ 249 /nightSelect
FromUS$ 284 /nightSelect
FromUS$ 165 /nightSelect
The Woodland Hills Modern Cottage Minutes From Downtown is set about 20 minutes by foot from Fountain Pond State Park and a 25-minute walk from River Walk.
FromUS$ 450 /nightSelect
4 adults
1 bedroom
2 beds
Taft Farms is 6 miles from this villa that offers 1 bedrooms along with a fully equipped kitchen.
FromUS$ 189 /nightSelect
10 adults
4 bedrooms
6 beds
Round Pond is 0.2 miles from the Lakefront Berkshires Retreat With Deck, Dock And Boat!, while Bard College at Simon's Rock is 2.9 miles away.
FromUS$ 339 /nightSelect
4 adults
1 bedroom
3 beds
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Spacious 3Br 3Ba Sleeps 8 Ski On Off Jiminy Mountain ResortVilla
FromUS$ 425 /nightSelect
The villa comes with 1 bathrooms and a kitchen.
FromUS$ 252 /nightSelect
6 adults
2 bedrooms
3 beds
Situated 3 miles from Chesterwood Museum, the vacation home offers canoeing and fishing.
FromUS$ 442 /nightSelect
Tranquil 3 Bedroom Stockbridge House With Private Deck!Villa
6 adults
3 bedrooms
3 beds
Offering a full kitchen complete with a microwave oven, a dishwasher and a refrigerator, this villa is located close to Ebenezer II Gifts and Antiques.
FromUS$ 295 /nightSelect
12 adults
4 bedrooms
5 beds
Otis State Forest is also set 2.4 miles from the Cabin With 3 Acres, Tennis And Bball Courts By 4 Ski Mtns Sandisfield.
FromUS$ 290 /nightSelect
Woodland Zen By Avantstay Modern Design PatioVilla
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The Entire Stephentown Hotel. 28 Person OccupancyVilla
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Linden By Avantstay Countryside Berkshire EscapeVilla
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Cozy Mountain Cabin On Resort Property In Cultural BerkshireVilla
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Serene Berkshires Oasis With Pool And Sculpture GardenVilla
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Beautiful Berkshires Cottage On Lake BuelVilla
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Magical Country Retreat In The BerkshiresVilla
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Monterey Home With Hot Tub, Pool And Game Room!Villa
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Great Barrington Getaway Lake Access, Water ViewsVilla
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Hawley Home With Deck 4 Mi To Berkshire East ResortVilla
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Cozy Berkshires Cottage With 11 Private Acres!Villa
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Jiminy Peak Mountainside Getaway In The BerkshiresVilla
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Mountainside Condo @ Jiminy Peak In The BerkshiresVilla
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Private Berkshires Home On 5+ Acres Rustic & ChicVilla
Located within a 10-minute drive of Otis Poultry Farm, this villa includes 3 bedrooms.
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Berkshire Vacation Rentals: Private Cabin On Over 12 Acres Of WoodsVilla
Located within a 10-minute drive of Otis Poultry Farm, this villa includes 2 bedrooms.
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Berkshire Vacation Rentals: Pristine Home In Becket WoodsVilla
Located within a 10-minute drive of Becket Center Historic District, this villa includes 2 bedrooms.
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Berkshire Vacation Rentals: Private Estate Heated Yearround Outdoor PoolVilla
Located within a 5-minute drive of French Park, this villa includes 5 bedrooms.
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Berkshire Vacation Rentals: Beautiful Barn Style Home On Otis ReservoirVilla
Located within a 10-minute drive of Otis Reservoir, this villa includes 2 bedrooms.
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Berkshire Vacation Rentals: Stonebridge Cabin: Modern Amenities Enjoy NatureVilla
Located within a 10-minute drive of Goose Pond Reservation, this villa includes 2 bedrooms.
FromUS$ 478 /nightSelect
Berkshire Vacation Rentals: Centrally Located Historical HomeVilla
This is a 3-bedroom villa, set in proximity to Animagic Museum of Animation.
FromUS$ 339 /nightSelect
Berkshire Vacation Rental: Stockbridge Home Come Experience The BerkshiresVilla
Located within a 5-minute drive of Norman Rockwell Museum, this villa includes 2 bedrooms.
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Classic Stockbridge CottageVilla
Located within a 10-minute drive of Naumkeag, this villa includes 3 bedrooms.
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Berkshire Vacation Rentals: The Brookman: Renovated 6000 Sf Estate On 40 AcresVilla
Located within a 10-minute drive of Clark Art Museum, this villa includes 5 bedrooms.
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Berkshire Vacation Rentals: Renovated Five Bedrooms In Historic WilliamstownVilla
Located within a 10-minute drive of The Clark Art Institute, this villa includes 3 bedrooms.
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Berkshire Vacation Rentals: Peaceful Post And Beam Loft Sleeps 9Villa
Located within a 10-minute drive of Campbell Falls, this villa includes 2 bedrooms.
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Berkshire Vacation Rentals: Spacious & Serene Berkshires Retreat In The WoodsVilla
Located within a 5-minute drive of Chesterwood Museum, this villa includes 3 bedrooms.
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Berkshire Vacation Rentals: Loft Style Cabin In West Stockbridge Book NowVilla
Located within a 10-minute drive of Berkshire Botanical Garden, this villa includes 2 bedrooms.
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Berkshire Vacation Rentals: Great Barrington Walkable To Lake And TownVilla
Located within a 10-minute drive of East Mountain State Forest, this villa includes 2 bedrooms.
FromUS$ 399 /nightSelect
Berkshire Vacation Rentals: Great Barrington Cabin Sleeps 14 Walk To TownVilla
The villa is set near St. Peters Roman Catholic Church and has 3 bedrooms.
FromUS$ 822 /nightSelect
Beautiful House In The Woods Huge Yard Hot TubVilla
Located within a 15-minute drive of The Guthrie Center & Foundation, this villa includes 3 bedrooms.
FromUS$ 707 /nightSelect
Berkshire Vacation Rentals: Chic Pittsfield Home With A ViewVilla
Located within a 10-minute drive of Lake Onota, this villa includes 2 bedrooms.
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Magical Country Retreat In The BerkshiresVilla
FromUS$ 4 041 /nightSelect
Serene Monterey Home With Deck Near Skiing And Hiking!Villa
FromUS$ 389 /nightSelect
Wellspring By Avantstay Indoor Pool ViewsVilla
Guests can also enjoy access to The Mount, Edith Wharton's Home, which is 3.7 miles from the Wellspring by AvantStay Indoor Pool Views Richmond.
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A-Frame Cabin In Becket Deck And Private Acreage!Villa
Palmer Brook Reservoir is around 2.1 miles from the A-Frame Cabin In Becket Deck And Private Acreage!, while Becket Center Historic District is approximately 2 miles away.
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Spacious Tolland Home With Deck And Screened Porch!Villa
Granville State Forest H.Q is also set around 2.1 miles from the Spacious Tolland Home With Deck And Screened Porch!.
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Pittsfield Home With Deck - 12 Mi To Jiminy Peak!Villa
While staying at the Home with Deck - 12 Mi to Jiminy Peak! you are invited to discover Berkshire Museum, set around a 15-minute drive away, or Herman Melville Memorial Room, which is 3.4 miles away.
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Lake, Kayaks & Sauna - Family & WellnessChalet
The Amenity-Loaded, Lake Access, Kayaks & Ev-Charger is a perfect vacation spot 2.7 miles from Otis Ridge and other Otis landmarks.
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Tranquil Washington Home With Sauna, On 70 AcresVilla
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Cozy Becket Cottage Escape With Lake Access!Villa
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Monterey Haven Less Than Half Mi To Lake Garfield With KayaksVilla
FromUS$ 261 /nightSelect
Hawks Eye CabinVilla
FromUS$ 191 /nightSelect
Autumn Hill LakehouseVilla
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Country CharmerVilla
FromUS$ 306 /nightSelect
Stockbridge Retreat With Pool And Hot Tub!Villa
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Pet-Friendly Tolland Cabin With Private Hot Tub!Villa
FromUS$ 208 /nightSelect
Lakefront Westhampton Cabin With Beach And Kayaks!Villa
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Berkshire Beauty-Full HomeVilla
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Massachusetts Vacation Rental With Deck And GrillVilla
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12-Acre Vacation Rental In The Berkshires!Villa
FromUS$ 241 /nightSelect
Hupi House - A Peaceful Wooded Lakeside RetreatVilla
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Serene Salisbury Rental Home On 26 Acres With Deck!Villa
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Winthrop Estate 12K Sf 32 AcresVilla
FromUS$ 3 668 /nightSelect
Downtown Great Barrington Enjoy Mountain ViewsVilla
FromUS$ 534 /nightSelect
Spacious Historic Home In The Berkshires!Villa
FromUS$ 289 /nightSelect
Built For A Us Secretary Of State 13K Sf In LenoxVilla
FromUS$ 4 483 /nightSelect
New Luxury Lodge - 3 Fireplaces Mins To Ski & TownVilla
FromUS$ 765 /nightSelect
Luxury Vacation Rental In The Berkshires!Villa
FromUS$ 412 /nightSelect
Restored 1800S Home Half Mile To Ski Resort!Villa
FromUS$ 310 /nightSelect
Woodfall By Avantstay Tons Of Outdoor SpaceVilla
FromUS$ 633 /nightSelect
Forget-Me-Not By Avantstay Bold Lakefront EscapeVilla
FromUS$ 1 002 /nightSelect
Moose Lodge By Avantstay Luxe Berkshires EscapeVilla
FromUS$ 1 601 /nightSelect
Whitney By Avantstay Private Berkshires EstateVilla
FromUS$ 403 /nightSelect
Cordelia By Avantstay Amazing Backyard 10Mins From StockbridgeVilla
FromUS$ 391 /nightSelect
Rockspring By Avantstay Huge Berkshires EstateVilla
FromUS$ 1 134 /nightSelect
Applejax Cabin Steps From A U Pick OrchardVilla
FromUS$ 237 /nightSelect
The Freeman- 14K Sf Estate 40Acrs Tennis VineyardVilla
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Hancock Village Inn At Jiminy PeakVilla
FromUS$ 496 /nightSelect
Berkshires Cabin 2 Mi To Appalachian Trail!Villa
FromUS$ 211 /nightSelect
North Getaway CottageVilla
FromUS$ 184 /nightSelect
Lenox House With Screened Patio And Mountain ViewVilla
FromUS$ 462 /nightSelect
Waterview Home In The Berkshires Near HikingVilla
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Stockbridge Home Walk To Town Beach!Villa
FromUS$ 183 /nightSelect
Cozy Cabin On Mountain ResortVilla
The property provides a cash machine and a restaurant and is set 1.9 miles from the city center.
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Half Moon By Avantstay 4Br Cabin W Large Deck Yard W Patio Outdoor DiningVilla
FromUS$ 479 /nightSelect
Family-Friendly Hancock Home Walk To Slopes!Villa
Poppy Mountain is set within 2.1 miles of the Family-Friendly Hancock Home Walk To Slopes! Hancock.
FromUS$ 930 /nightSelect
Pet-Friendly Cabin With Fire Pit, Bbq And Great Deck!Villa
Chesterfield Gorge is 2 miles from this villa that offers 2 bedrooms along with a fully furnished kitchen.
FromUS$ 295 /nightSelect
Charlemont Retreat On Chickley River With Ev ChargerVilla
Bissell Covered Bridge is 3.5 miles from this villa that offers 4 bedrooms along with an equipped kitchenette area.
FromUS$ 323 /nightSelect
Summer And Fall In Sheffield With Monthly Special Pricing AvailableVilla
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Lakeside Berkshires Home Near Hiking And Skiing!Villa
Whitney's Farm Market & Garden Center is 2.9 miles from this villa that offers 3 bedrooms along with an equipped kitchen.
FromUS$ 412 /nightSelect
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Chalets in The Berkshires essential information

🏨 Chalets in The Berkshires 113
👛 Lowest price 52 USD
✍️ Chalets Reviews 303