Berkshire Mountain Lodge PittsfieldLodge

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$ 185 /nightSelect

Econo Lodge Lee - Great BarringtonLodge

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

The Retreat At Norwich LakeLodge

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

Historic Huntington Home - Walk To Westfield RiverVilla

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$ 176 /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

The Lodge @ America'S SwitzerlandLodge

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$ 171 /nightSelect

Private Guest House In Dtwn Lenox, Walk To Dining!Villa

6 adults

3 bedrooms

3 beds

Stevens Glen is 4.5 miles from this villa that offers 3 bedrooms along with a kitchen.

FromUS$ 701 /nightSelect

Florida Mountain Log CabinChalet

FromUS$ 302 /nightSelect

Cute Cape Cod Style HomeVilla

FromUS$ 165 /nightSelect

Woodland Hills Modern Cottage Minutes From Downtown Great BarringtonVilla

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

Lakefront Otis Home With Stunning Views And Boats!Villa

FromUS$ 330 /nightSelect

Lakefront Berkshires Retreat With Deck, Dock And Boat!Villa

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

Clover Hill Farm & Country InnFarm stay

4 adults

1 bedroom

3 beds

FromUS$ 160 /nightSelect

Mountainside Condo @ Jiminy Peak In The BerkshiresVilla

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Cordelia By Avantstay Amazing Backyard 10Mins From StockbridgeVilla

FromUS$ 391 /nightSelect

The Mill River Cabin With Fireplace And River View!Villa

The villa comes with 1 bathrooms and a kitchen.

FromUS$ 252 /nightSelect

Cozy Great Barrington Home About 1 Mi To Ski Resort!Villa

The villa comes with 2 bathrooms and a full kitchen.

FromUS$ 287 /nightSelect

Cozy Stockbridge Cabin - Walk To Beach And Lake!Villa

6 adults

2 bedrooms

3 beds

Situated 3 miles from Chesterwood Museum, the vacation home offers canoeing and fishing.

FromUS$ 442 /nightSelect

Rustic Berkshires Cottage At Lake Buel With Kayaks!Villa

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

Becket Home With 3-Season Porch Walk To Lake AccessVilla

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Berkshire'S Manor For Lasting MemoriesVilla

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Family-Friendly Richmond Cottage With Private YardVilla

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Lake HavenVilla

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Casa Del BoscoVilla

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Your Stockbridge GetawayVilla

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Woodland Zen By Avantstay Modern Design PatioVilla

FromUS$ 1 492 /nightSelect

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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Monterey Home With Hot Tub, Pool And Game Room!Villa

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Great Barrington Lakeside Getaway With Kayak And GrillVilla

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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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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: 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$ 817 /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

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$ 3 265 /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$ 3 837 /nightSelect

Luxury Vacation Rental In The Berkshires!Villa

FromUS$ 412 /nightSelect

Woodfall By Avantstay Tons Of Outdoor SpaceVilla

FromUS$ 633 /nightSelect

Forget-Me-Not By Avantstay Bold Lakefront EscapeVilla

FromUS$ 2 278 /nightSelect

Moose Lodge By Avantstay Luxe Berkshires EscapeVilla

FromUS$ 2 659 /nightSelect

Whitney By Avantstay Private Berkshires EstateVilla

FromUS$ 403 /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

Spacious 3Br 3Ba Sleeps 8 Ski On Off Jiminy Mountain ResortVilla

FromUS$ 425 /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

Elegant Pittsfield Home Near Downtown And Skiing!Villa

Herman Melville's Arrowhead is 1.7 miles from the Charming Historic Home Close To Downtown And Skiing! Pittsfield and Berkshire Museum is 10 minutes' walk away.

FromUS$ 356 /nightSelect