Cottages in The Berkshires, United States

Search among 106 available cottages in The Berkshires from 50+ providers

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1-100 out of 106
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
8.8
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
3 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$ 230 /nightSelect
FromUS$ 284 /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
The villa comes with 2 bathrooms and a full kitchen.
FromUS$ 287 /nightSelect
6 adults
2 bedrooms
2 beds
Situated 3 miles from Chesterwood Museum, the vacation home offers canoeing and fishing.
FromUS$ 442 /nightSelect
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
4 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
Jiminy Peak Mountainside Getaway In The BerkshiresVilla
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Mountainside Condo @ Jiminy Peak In The BerkshiresVilla
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Berkshire Vacation Rentals: Secluded Cabin On Acres Of Woods Lake AccessVilla
Located within a 10-minute drive of Otis Ridge, this villa includes 2 bedrooms.
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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$ 891 /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
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$ 3 976 /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
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
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
Spacious Berkshires Retreat About 3 Mi To Skiing!Villa
FromUS$ 560 /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
Peaceful Family Home With Fire Pit And Large YardVilla
Williams College Museum of Art is 1.4 miles from this villa that offers 3 bedrooms along with a full kitchen.
FromUS$ 353 /nightSelect
Cozy Monterey Home With Porch Walk To Lake GarfieldVilla
FromUS$ 272 /nightSelect
The villa comes with 1 bathrooms and a kitchen.
FromUS$ 252 /nightSelect
Private Berkshire Escape Special April Pricing Select Your Dates For Discount Monthly PricingVilla
FromUS$ 575 /nightSelect
The Gatehouse On Golden HillVilla
FromUS$ 649 /nightSelect
Restored 1881 Farm HouseVilla
This villa is a 10-minute drive from Mass Audubon's Pleasant Valley Wildlife Sanctuary and offers snow skiing, hiking and cycling.
FromUS$ 399 /nightSelect
Private Home Overlooking Stevens LakeVilla
The property is 1 miles from Lake Buel and boasts views of lake as well as 6 rooms.
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New Listing Special Save 10 Impeccable House Minutes From Downtown Great BarringtonVilla
Just 0.9 miles from W.E.B. DuBois Birthplace, this hotel offers hiking, cycling and skiing for guests to keep active.
FromUS$ 499 /nightSelect
Too Good Aka 2 Goodrich StVilla
Set within walking distance of Children's Chime Tower, this villa includes 4 bedrooms and a full kitchen for guests' convenience.
FromUS$ 599 /nightSelect
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Cottages in The Berkshires essential information

🏨 Cottages in The Berkshires 106
👛 Lowest price 112 USD
✍️ Cottages Reviews 242

FAQs about hotels in The Berkshires

Read these 6 answers to find an amazing lodging in The Berkshires.

What are the top cottage rentals in The Berkshires?

To stay at the top accommodation in The Berkshires, there are 3 options on Booked.net. One of the best cottages is Berkshire Mountain Lodge, which costs 131US$ per night and offers an indoor swimming pool, a Jacuzzi and hiking on site. Also you may book Luxury Fox Hollow Home-Laurel Lake offering a tennis court, a golf course and skiing on site.

What are the top luxury vacation cottages in The Berkshires?

If you're interested in a deluxe getaway, there are 31 posh accommodations in The Berkshires. For instance, check Holiday Cottage for 633US$ per night. Or check Hancock Log Cabin Retreat 2 Miles To Jiminy Peak! at the cost of 310US$ per night.

What are the best dog-friendly cottages in The Berkshires?

Enjoy traveling with your furry pal at one of 3 Booked.net accommodation options that accept pets. We recommend Luxury Fox Hollow Home-Laurel Lake, a good pet-friendly cottage, where customers can enjoy a tennis court, a golf course and skiing on site.

What are the top cottages with a pool in The Berkshires?

If you want to relax by the pool, Booked.net offers 5 cottages to rent. For instance, book Berkshire Mountain Lodge for about 131US$ per night. Customers can enjoy an indoor swimming pool, a Jacuzzi and hiking on site. Also, check Blantyre rated 9.0/10 providing an outdoor swimming pool, tubing and a playroom.

What are the best beach cottages in The Berkshires?

One of the coolest properties is Luxury Fox Hollow Home-Laurel Lake located a 5-minute walk from the beach. It offers to its customers a tennis court, a golf course and skiing on site.

What are the most popular romantic cottages for couples in The Berkshires?

For a romantic trip, check one of our 3 cottages on Booked.net. Also, check Berkshire Mountain Lodge at the cost of 131US$ per night. It provides an indoor swimming pool, a Jacuzzi and hiking on site.