Berkshire Area, Massachusetts Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Berkshire Area, Massachusetts on RentalSaver.com!

Berkshire Area Rentals

From $545 per night (USD)
VRBO
Modern Cabin Near Tanglewood
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Welcome to West Stockbridge in the Berkshires! This newly renovated modern cabin is nestled amongst the trees and locate ...
From $545 per night (USD)
VRBO
From $577 per night (USD)
Expedia
2 Bedroom Condo, at Jiminy Peak Ski Mountain, Bentley Brook Resort!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This spacious two-bedroom resort suite measures approximately 843 to 953 square feet. You will enjoy a king bed in the m ...
From $577 per night (USD)
Expedia
From $907 per night (USD)
VRBO
2 Bedroom Deluxe Condo at Jiminy Peak Mountain, Skiing, Bentley Brook Resort!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This spacious two-bedroom resort suite measures approximately 843 to 953 square feet. You will enjoy a king bed in the m ...
From $907 per night (USD)
VRBO
$2 Bedroom Deluxe Condo w\/ Kitchen, at Jiminy Peak Ski Mountain, Bentley Brook!$
From $653 per night (USD)
VRBO
2 Bedroom Deluxe Condo w\/ Kitchen, at Jiminy Peak Ski Mountain, Bentley Brook!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This spacious two-bedroom resort suite measures approximately 843 to 953 square feet. You will enjoy a king bed in the m ...
From $653 per night (USD)
VRBO
From $878 per night (USD)
VRBO
2 Bedroom Deluxe Condo at Jiminy Peak Ski Mountain, Bentley Brook Resort!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This spacious two-bedroom resort suite measures approximately 843 to 953 square feet. You will enjoy a king bed in the m ...
From $878 per night (USD)
VRBO
$A Cozy 100 yr old New England Berkshires Dutch Colonial.\n\nLong term available.$
Click For Pricing
Expedia
A Cozy 100 yr old New England Berkshires Dutch Colonial.\n\nLong term available.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Cozy New England Dutch Colonial on a large corner 1/2 acre lot, closed in with fence and gate to close in driveway, sur ...
Click For Pricing
Expedia
$Bentley Brook at Jiminy Peak - 2 Bedroom - ski in\/out$
Click For Pricing
VRBO
Bentley Brook at Jiminy Peak - 2 Bedroom - ski in\/out
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Ski-In/Ski-Out Plus Year-Round Mountainside Fun. Wyndham Bentley Brook is situated right at the base of Jiminy Peak ski ...
Click For Pricing
VRBO
From $294 per night (USD)
Expedia
Springtime in the Berkshires!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A lovely, quiet retreat for two or a fun family getaway, just minutes from some of the most iconic spots in the Berkshir ...
From $294 per night (USD)
Expedia
$Serene Retreat in the Scenic Berkshire Mountains\n$
From $1132 per night (USD)
VRBO
Serene Retreat in the Scenic Berkshire Mountains\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in the scenic Berkshire Mountains, our condo resort offers a perfect retreat for those seeking relaxation, outdo ...
From $1132 per night (USD)
VRBO
$Pine View Cottage, Berkshires Getaway Lake Buel w\/ lake rights. Pet friendly!$
From $381 per night (USD)
Expedia
Pine View Cottage, Berkshires Getaway Lake Buel w\/ lake rights. Pet friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Recently renovated home in the exclusive Lake Buel community very close to the Appalachian Trail, Butternut Ski Area, Do ...
From $381 per night (USD)
Expedia
From $623 per night (USD)
VRBO
Modern, Renovated Lakefront Escape
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Located in the heart of the Berkshires, and situated on the beautiful Richmond Pond, East Beach Lakehouse is a stylish, ...
From $623 per night (USD)
VRBO
From $629 per night (USD)
Expedia
Ski season is here!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Clean and bright, this updated unit is located in the heart of Jiminy and offers impeccable comfort and convenience. Pa ...
From $629 per night (USD)
Expedia
Click For Pricing
VRBO
Remodeled ski and summer retreat close to town
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Situated just minutes from the town of Great Barrington, skiing at Butternut & beautiful hiking trails, you will find th ...
Click For Pricing
VRBO
From $1017 per night (USD)
Expedia
Private Fall and Winter Berkshires Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy the fall and winter at our newly remodeled 4 bedroom, 2 ½ bath home that is nestled among the farms just outside t ...
From $1017 per night (USD)
Expedia
Click For Pricing
VRBO
Berkshires sanctuary close to museums and nature
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Private first story of a house located in North Adams, just one mile away from Williamstown, 10 minutes away from the Ap ...
Click For Pricing
VRBO
From $213 per night (USD)
Expedia
2 bedroom Riverhouse in the Heart of the Berkshires
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located between the villages of Stockbridge, Housatonic and Great Barrington. Most unique Riverhouse property located on ...
From $213 per night (USD)
Expedia
Click For Pricing
VRBO
Home in The Berkshires - Becket
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
New house in Becket. The house is located in the heart of Berkshire where all the cultural activities are around: Jacob' ...
Click For Pricing
VRBO
From $228 per night (USD)
Expedia
Charming Berkshire Getaway in a Modern Comfortable House
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Beautiful 3 bedroom ranch style house decorated in mid century modern style. Kitchen and bathrooms are brand new along w ...
From $228 per night (USD)
Expedia
From $1373 per night (USD)
VRBO
Historic (updated)1812 Federal brick house well situated in Berkshires with pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Historic fully updated brick house originally built in 1812 in the Berkshires in Western Massachusetts on one of the pre ...
From $1373 per night (USD)
VRBO
From $508 per night (USD)
Expedia
Beautiful, peaceful modern home in a wooded area with lake access
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Supremely relaxing modern home in wooded setting with screened in outdoor porch as well as a firepit, patio and gas gri ...
From $508 per night (USD)
Expedia
From $375 per night (USD)
VRBO
New Listing Contemporary Cottage in the Woods viewing a Private Spring Fed Pond
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Our Tree House in the Berkshires has a view of the forest out every window. Our home overlooks a spring fed pond and is ...
From $375 per night (USD)
VRBO
From $552 per night (USD)
Expedia
West Stockbridge Sanctuary by Evergreen Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy a getaway to the Berkshires in this magnificent post & beam home; newly renovated and nestled on 1 acre of land - ...
From $552 per night (USD)
Expedia
From $486 per night (USD)
VRBO
Enjoy a renovated private home right in downtown Lenox
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our lovely home is literally a stones throw from Lenox's downtown shops and fabulous restaurants but also in a very quie ...
From $486 per night (USD)
VRBO
From $432 per night (USD)
Expedia
Spacious, In-Town, Steinway grand
Bedrooms:
5
Bathrooms:
4
Sleeps:
6
Our home is lovely, large and comfortable. It is located "On The Hill" in Great Barrington, MA. which means we are virtu ...
From $432 per night (USD)
Expedia
From $450 per night (USD)
VRBO
Relaxing Getaway in the Beautiful Berkshires
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
A wonderful family country escape with all the accommodations of home! Set on two sprawling acres in the beautiful Berks ...
From $450 per night (USD)
VRBO
From $443 per night (USD)
Expedia
Best of the Berkshires + Hot Tub by Evergreen Home
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Ski, hike, shop, and dine with this beautiful 2-bed, 1-bath Berkshires cottage as your home base. 7 minutes to downtown ...
From $443 per night (USD)
Expedia
From $369 per night (USD)
VRBO
Family-friendly, private three bedroom cottage in the beautiful Berkshires
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Rustic cottage on hill accessed by private lane Located in beautiful Berkshire Mountains of western, MA Simple, charming ...
From $369 per night (USD)
VRBO
From $525 per night (USD)
Expedia
Stonebridge Cabin: Modern Amenities, Enjoy Nature!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Our quiet, peaceful and nestled in the woods, is a meticulously updated modern retreat offers the quiet comfort ...
From $525 per night (USD)
Expedia
From $428 per night (USD)
VRBO
Newly renovated townhouse, sleeps 8 located at Jiminy Peak Ski Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Let this newly renovated 3-bedroom, 2-bathroom townhouse, with European finishes, sky lights and brand new kitchen, bath ...
From $428 per night (USD)
VRBO
From $1229 per night (USD)
Expedia
Historic Stockbridge Villa on 25 acres sleeps 23
Bedrooms:
7
Bathrooms:
11
Sleeps:
23
At the end of a tree-lined driveway, this huge private eleven bedroom villa sits by the edge of a field with garden and ...
From $1229 per night (USD)
Expedia
From $1097 per night (USD)
VRBO
Perfect setting for Family Vacations Short and Long Term Stays Welcomed.
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Private Estate Centrally located to all Berkshire attractions and just mins. from the Mass Pike. Perfect for any event. ...
From $1097 per night (USD)
VRBO
From $493 per night (USD)
Expedia
Best of the Berkshires & Hudson Valley
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Located in Canaan, NY, less than a mile from the Massachusetts border, this wonderful 1700s post and beam farmhouse has ...
From $493 per night (USD)
Expedia
From $468 per night (USD)
VRBO
Best of the Berkshires & Hudson Valley
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in Canaan, NY, less than a mile from the Massachusetts border, this wonderful 1700s post and beam farmhouse has ...
From $468 per night (USD)
VRBO
From $285 per night (USD)
Expedia
Near Tanglewood: Historic Summer Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Newly-renovated Berkshire Hills home where rustic charm meets modern elegance. Ideal for families or groups. The open-st ...
From $285 per night (USD)
Expedia
From $761 per night (USD)
VRBO
Saltbox-style residence in the Berkshires
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the allure of this enchanting Saltbox-style residence nestled in the picturesque town of Hillsdale, NY. With t ...
From $761 per night (USD)
VRBO
From $361 per night (USD)
Expedia
Airy Upstate Getaway with a View
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to your perfect getaway in New Lebanon! This open and spacious home offers stunning views of the New Lebanon Val ...
From $361 per night (USD)
Expedia
From $432 per night (USD)
VRBO
Yacca House NEW Serene Retreat in Canaan
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to Yacca House, a serene wellness retreat in Canaan, NY. This thoughtfully designed space accommodates up to 8 gu ...
From $432 per night (USD)
VRBO
From $151 per night (USD)
Expedia
Beautiful 2-bedroom apartment in New Lebanon
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to this apartment in picturesque New Lebanon. This cozy retreat features 2 bedrooms with a queen and full bed, a ...
From $151 per night (USD)
Expedia
From $1327 per night (USD)
VRBO
Newly renovated private 3 bedroom house on a dead end road.13 acres & 360 views
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to your dream upstate country escape! This newly remodeled 3-bedroom, 3-bathroom home offers a perfect blend of ...
From $1327 per night (USD)
VRBO
From $2695 per night (USD)
Expedia
***Your Own B&B*** Su
Bedrooms:
13
Bathrooms:
13
Sleeps:
36
Summary: **Please message us prior to booking and talking with your group to confirm pricing and availability** Interio ...
From $2695 per night (USD)
Expedia
$Hilltop: Panoramic Views w\/ Pool near Catamount$
From $1039 per night (USD)
VRBO
Hilltop: Panoramic Views w\/ Pool near Catamount
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: With 360-degree views of the Catskill and Berkshire Mountains from the highest point in Hillsdale, Hilltop is a ...
From $1039 per night (USD)
VRBO
$Silver Ridge: Hilltop Chalet w\/ Sweeping Views$
From $795 per night (USD)
Expedia
Silver Ridge: Hilltop Chalet w\/ Sweeping Views
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Summary: Perched high on the hills above Hillsdale, Silver Ridge is a perfectly-sited contemporary mountain lodge offeri ...
From $795 per night (USD)
Expedia
$Beautiful 3BR river view, huge glass wall Log House -2200 sq\/ft$
From $328 per night (USD)
VRBO
Beautiful 3BR river view, huge glass wall Log House -2200 sq\/ft
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunny, specious log house on the river. The home has beautiful forest and river views through huge glass wall which is f ...
From $328 per night (USD)
VRBO
From $728 per night (USD)
VRBO
Berkshires Year-Round Home-Great mountain & lake views, sunsets, close to Lenox
Bedrooms:
4
Bathrooms:
10
Sleeps:
10
NEWLY RENOVATED This house has some of the most amazing views in the Berkshires, looking west over Queechy Lake; incred ...
From $728 per night (USD)
VRBO
From $390 per night (USD)
VRBO
Cozy Log Cabin Retreat with Pool on 4 Acres
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gather at the log cabin in the woods and enjoy the private pool (Memorial Day - Sept). Updated with all the essentials l ...
From $390 per night (USD)
VRBO
$Berkshires 4br\/2ba, Memorial-Labor Day.$
From $337 per night (USD)
Expedia
Berkshires 4br\/2ba, Memorial-Labor Day.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
BERKSHIRES - 4 BR/2BA - CHARMING, BEAUTIFULLY DECORATED (CHECK PHOTOS PLEASE) 1,800 sq. ft New England "farmhouse,'" 4 b ...
From $337 per night (USD)
Expedia
From $666 per night (USD)
VRBO
Superb Views -- Sunsets, Mountains, Valley
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Overview of availability in 2025 (as of 5/8/2025) : May 13 - June 15 July 13 - August 3 Aug. 10 - Aug. ...
From $666 per night (USD)
VRBO
$Spectacular Private Hilltop Contemporary Estate (Pool\/Catamount\/Bash Bish Fall)$
From $1215 per night (USD)
Expedia
Spectacular Private Hilltop Contemporary Estate (Pool\/Catamount\/Bash Bish Fall)
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
This fully renovated contemporary estate has it all to make it your place to escape all year round. Sitting on 11 pri ...
From $1215 per night (USD)
Expedia
From $216 per night (USD)
VRBO
Beautifully decorated & immaculate log chalet on 3 acres, winter views.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Private and secluded log cabin chalet is situated on three picturesque acres overlooking tall pines and forests with he ...
From $216 per night (USD)
VRBO
From $261 per night (USD)
Expedia
Two Rooms with En-Suite in Quiet Woodland
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the heart of the Berkshires, midway between NYC and Boston, this newly renovated two bedroom apartment is nes ...
From $261 per night (USD)
Expedia
From $143 per night (USD)
VRBO
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
With almost seven years of hosting experience and 200+ great reviews through other platforms, you can't go wrong with ou ...
From $143 per night (USD)
VRBO
Click For Pricing
Expedia
Summer rental 4Br - Big views + Pond, 10 acres bwtn Hudson and Great Barrington
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
In the foothills of the Berkshire Mountains on a quiet country road halfway between Great Barrington (15Min) and Hudson ...
Click For Pricing
Expedia
From $400 per night (USD)
VRBO
Lakeview Cottage on Otis Reservoir
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to this charming 4 bdr cottage adjacent to Otis Reservoir! The open floor plan is ideal for hosting, with a large ...
From $400 per night (USD)
VRBO
From $337 per night (USD)
Expedia
Hudson valley and The Berkshires Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to your luxury cottage escape. Located in the heart of the Hudson Valley in Hillsdale, NY sits a calm, ...
From $337 per night (USD)
Expedia
From $470 per night (USD)
VRBO
Hudson Valley and The Berkshires getaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Summary: Welcome to the Hudson Valley getaway. Located in the heart of the Hudson Valley in Hillsdale NY, sits our 4 be ...
From $470 per night (USD)
VRBO
From $515 per night (USD)
Expedia
Bright & New Secluded Vermont Home: Stocked Pond, Trails, 5 Mins to Williamstown
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The Cottage At Mountain Meadow Originally built as a guest house on a 45 acre country estate in Vermont just five minute ...
From $515 per night (USD)
Expedia
From $686 per night (USD)
VRBO
BEAUTIFUL 4-SEASON RENTAL DIRECTLY ON TWIN LAKES
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The Lodge sits prominently on our large property which used to be a children's summer camp. As such, we have tennis cour ...
From $686 per night (USD)
VRBO
From $455 per night (USD)
Expedia
Canaan Valley Home, A Berkshires Getaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Views and authentic charm. Built in 1825, this 4-Bedroom, 2.5 Bath home is ideally located in the heart of Canaan Valley ...
From $455 per night (USD)
Expedia
From $2012 per night (USD)
VRBO
20 minutes to Jiminy Peak and Bousquet Mountain
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
This property is like nothing you've ever seen. After 2 years of renovation, we welcome you to the Stone Manor --a 150-y ...
From $2012 per night (USD)
VRBO
From $396 per night (USD)
Expedia
20 minutes to Jiminy Peak and Bousquet Mountain
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This property is like nothing you've ever seen--a gem near the top of Mt. Lebanon with 75-acres of forest, streams, wate ...
From $396 per night (USD)
Expedia
From $247 per night (USD)
VRBO
Enchanting Cottage, Come Enjoy Nature!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Experience the captivating charm of a 1920 cottage. Come enjoy and indulge in the tranquility of the spacious f ...
From $247 per night (USD)
VRBO
From $583 per night (USD)
Expedia
Fickle Fox Farm. Daffodils are popping their heads up, summer is coming!
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Newly renovated three bedroom, two and half bath home on 6 bucolic acres in Canaan Valley, CT. Spend lazy summer days i ...
From $583 per night (USD)
Expedia
From $332 per night (USD)
VRBO
Experience the Beauty of the Berkshires and Hudson Valley in Our Historic Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to the Berkshires and step back in time with a stay in our charming historic home, conveniently located near the ...
From $332 per night (USD)
VRBO
Click For Pricing
Expedia
Beautiful farmhouse for perfect country escape - close to skiing, 5 fireplaces.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Enjoy upscale yet cozy accommodations in this 1734 farmhouse nestled in the northwest corner of Connecticut in the Litch ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Beautiful Berkshires Farmhouse with game room and plenty of room
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Our home offers families a place to come together and unwind. This home offers 4 bedrooms, 3 baths (1 with the most AMAZ ...
Click For Pricing
VRBO
From $485 per night (USD)
Expedia
Historic New Lebanon Hideaway on 33 Private Acres!
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
Get the cozy bed and breakfast feel all to yourself at this New Lebanon vacation rental. This sprawling home with 5 beds ...
From $485 per night (USD)
Expedia
Click For Pricing
VRBO
Lakefront 3-bedroom house in lower Berkshires with WiFi, AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to this delightful mid-century lake-front house on Twin Lakes in the foothills of the Berkshires. This relaxing v ...
Click For Pricing
VRBO
$Berkshire Hideaway w\/ Fire Pit & Playground!$
From $385 per night (USD)
Expedia
Berkshire Hideaway w\/ Fire Pit & Playground!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Near Wineries & Historical Sites | Screened Porch | Peaceful Location Fine wines, scenic landscapes, and quality family ...
From $385 per night (USD)
Expedia
From $544 per night (USD)
VRBO
Relaxing Mountaintop Retreat in the Northern Berkshires
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sitting atop the former Chickley Alps, this magical home is nestled between a XC Ski resort and conservation land. The ...
From $544 per night (USD)
VRBO
$Mountain View: Airy + Secluded w\/Panoramic Views$
From $628 per night (USD)
VRBO
Mountain View: Airy + Secluded w\/Panoramic Views
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Welcome to Mountain View, a beautifully appointed 3-bed, 2.5-bath home perched on the mountainside—just 2.5 hrs ...
From $628 per night (USD)
VRBO
$Mountain Luxury Retreat-Amazing Views\/Saltwater Pool\/Family Friendly\/Berkshires$
From $1129 per night (USD)
VRBO
Mountain Luxury Retreat-Amazing Views\/Saltwater Pool\/Family Friendly\/Berkshires
Bedrooms:
6
Bathrooms:
6
Sleeps:
10
Newly built in 2007, this home was designed with comfort, luxury and family fun in mind. The property is 12 acres in si ...
From $1129 per night (USD)
VRBO
From $1067 per night (USD)
Expedia
Hollywood Hills in the Berkshires
Bedrooms:
5
Bathrooms:
4
Sleeps:
5
Glamorous modern hilltop living. After a day laying by the pool, enjoy a bottle of wine by the fireplace, take a soak i ...
From $1067 per night (USD)
Expedia
From $546 per night (USD)
VRBO
Luxurious, modernist barn in peaceful northwestern Connecticut - private swim!
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
OPEN for Memorial Day! Our Connecticut retreat is equidistant from NYC and Boston and sits on 23 wooded acres with a ser ...
From $546 per night (USD)
VRBO
From $600 per night (USD)
Expedia
6 BR 'CAMP' House on Twin Lakes - Epic Historic Property
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
The perfect home for your big group or family, with a charming history! This beautiful, spacious vacation home was forme ...
From $600 per night (USD)
Expedia
From $592 per night (USD)
VRBO
Bear Creek Cabin
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
About this space New Katahdin cedar log home. With tranquil view and sound of Pelham brook. Minutes from Berkshire east ...
From $592 per night (USD)
VRBO

Search Your Destination Now!

Berkshire Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 975 Rentals