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 $187 per night (USD)
VRBO
Summer in the BERKSHIRES!
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Spend the SUMMER in the HEART of the BERKSHIRES! JUST minutes from both the Lenox and Stockbridge Town Beach with access ...
From $187 per night (USD)
VRBO
From $1739 per night (USD)
Expedia
Charming, spacious country home with stunning views.....steps from Tanglewood!
Bedrooms:
6
Bathrooms:
5
Sleeps:
8
Just steps to Tanglewood Main Gate and Kripalu from this dramatic three-story shingle style contemporary with five bedro ...
From $1739 per night (USD)
Expedia
From $407 per night (USD)
VRBO
Cozy Stockbridge Cabin - Walk to Beach & Lake!
Bedrooms:
2
Bathrooms:
4
Sleeps:
4
Escape to the serene beauty of the Berkshires and stay at this bright and cozy 2-bed, 2-bath cabin! Nestled just a few s ...
From $407 per night (USD)
VRBO
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Expedia
Private Apartment in the Heart of Downtown Lenox
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the heart of downtown Lenox on a beautiful side street. Two minute walk to concerts at Lilac Park, shops and ...
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Expedia
From $298 per night (USD)
VRBO
Lovely Lakefront Cottage, Peaceful Setting, Hiking And More
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This lovely lakefront cottage has been a favorite family gathering place of ours for 30 years. It sits on picturesque Lo ...
From $298 per night (USD)
VRBO
From $602 per night (USD)
Expedia
NEWLY RENOVATED THREE BEDROOM HAUS IN LENOX WITH MODERN INTERIOR DESIGN.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Modern, bright and renovated. Mid Century vogue furnishings, hardwood floors and central A/C are just some features you ...
From $602 per night (USD)
Expedia
From $497 per night (USD)
VRBO
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Bedrooms:
3
Bathrooms:
8
Sleeps:
28
Welcome.....we invite you to come enjoy the great space of our beautiful home with your family and friends in our unique ...
From $497 per night (USD)
VRBO
From $312 per night (USD)
Expedia
“Elterwater”-Swan lake. Your own lakefront oasis, a true Berkshire getaway
Bedrooms:
2
Bathrooms:
5
Sleeps:
4
One of the very few waterfront homes available for rent. What other houses offer you 150 feet private lakefront where ...
From $312 per night (USD)
Expedia
From $531 per night (USD)
VRBO
Large Immaculate Home, 10 Minute Walk To Lenox Center, Minutes To Tanglewood
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Location, Location, Location 4 BR, 3½ bath immaculate property in Lenox available for rent. A ten minute walk from down ...
From $531 per night (USD)
VRBO
From $464 per night (USD)
Expedia
Wyndham Bentley Brook Condo Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
8
Nestled in the Berkshire Mountains at the base of Jiminy Peak Ski Mountain, Wyndham Bentley Brook takes "weekend getaway ...
From $464 per night (USD)
Expedia
$\nPeaceful, Newly Renovated Lakeside Cottage On Lake Garfield In Berkshires$
From $235 per night (USD)
VRBO
\nPeaceful, Newly Renovated Lakeside Cottage On Lake Garfield In Berkshires
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Sweet, newly renovated cottage, in a blissfully tranquil setting on Lake Garfield in Monterey, MA. Secluded, private, ye ...
From $235 per night (USD)
VRBO
$Spacious Berkshire Summer Rental, Private Dock on Lake 3 BR\/2b$
From $324 per night (USD)
Expedia
Spacious Berkshire Summer Rental, Private Dock on Lake 3 BR\/2b
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Beautiful, spacious, 3 bedroom, 2 bathroom, family home in the Berkshires located on a private road on crystal clear Ric ...
From $324 per night (USD)
Expedia
From $257 per night (USD)
VRBO
Charming Downtown Williamstown Cottage - 5 Min Walk to Campus
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
This beautifully restored small home in the heart of Williamstown is the perfect location for visitors to the attraction ...
From $257 per night (USD)
VRBO
From $620 per night (USD)
Expedia
Spectacular setting on your own private lake close to it all!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This is the perfect Berkshire home to swim, hike, leaf-peep, ski, sled, engage in the cultural attractions of the neighb ...
From $620 per night (USD)
Expedia
From $255 per night (USD)
VRBO
Quiet rustic cottage with shared lake access
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Lake Buel! This recently renovated cottage has been an old favorite for generations since the 1950’s. Abuttin ...
From $255 per night (USD)
VRBO
From $465 per night (USD)
Expedia
Designer Berkshire Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is what ‘Tiny Home’ Dreams are made of! Our Renovated Designer Cottage located in rural Richmond Massachusetts is c ...
From $465 per night (USD)
Expedia
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VRBO
Spacious & Serene Berkshires Retreat In The Woods
Bedrooms:
3
Bathrooms:
7
Sleeps:
14
Summary: Unplug from city life and retreat to our spacious home in beautiful West Stockbridge. Minutes away from all the ...
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VRBO
From $422 per night (USD)
Expedia
Enchanted Cottage On Babbling Brook
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
This turn of the century cottage is located on a 130 acre farm, it has total privacy and beautiful surrounding. The hous ...
From $422 per night (USD)
Expedia
From $462 per night (USD)
VRBO
A Fun Farmhouse Near Ski Butternut
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Our home is in the charming town of Great Barrington and its many unique shops and restaurants. It's very near mountains ...
From $462 per night (USD)
VRBO
From $136 per night (USD)
Expedia
Duplex in Historic Mill District Walkable to Williams & Spring St.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Up-and-coming neighborhood in the historic Mill Village district in Williamstown that is walkable to the Williams' campu ...
From $136 per night (USD)
Expedia
From $547 per night (USD)
VRBO
An In-Town Beauty with Late Checkout
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Berkshires and all its attractions are at your doorstep in this newly renovated, well-insulated 1900 Victorian, situ ...
From $547 per night (USD)
VRBO
From $725 per night (USD)
Expedia
Perfect family getaway spot! Free standing private 4 BR home on Jiminy Peak.
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
100% private free standing house with private parking and entrance. No indoor common/shared areas. Quick walk thru woo ...
From $725 per night (USD)
Expedia
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VRBO
River Orchard Meadow
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Tasteful, comfortable & tidy family Berkshire home located on the Housatonic River minutes from all the Berkshire offeri ...
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VRBO
From $637 per night (USD)
Expedia
Now Featuring Spring Specials
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Summary: "Feels good staying here! We built this house with our own hands. We chose materials and a design that we loved ...
From $637 per night (USD)
Expedia
$General Williams Estate House Lenox\/Stockbridge$
From $1452 per night (USD)
VRBO
General Williams Estate House Lenox\/Stockbridge
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
The General Williams house is located 2 miles from Stockbridge Center and 5 miles from Lenox Center. Only 7 miles from ...
From $1452 per night (USD)
VRBO
From $1479 per night (USD)
Expedia
Chic Modern Farmhouse 1 Mile to Downtown Lenox
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Our Designer Farmhouse has been lovingly updated and impressively furnished with careful thought and no expense spared. ...
From $1479 per night (USD)
Expedia
$Spectacular 88-acre Berkshires Retreat w\/ Tennis Court - Family Friendly$
From $989 per night (USD)
VRBO
Spectacular 88-acre Berkshires Retreat w\/ Tennis Court - Family Friendly
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Enjoy your vacation in a beautiful historic house located in the heart of the Berkshires. Located two and a quarter hour ...
From $989 per night (USD)
VRBO
From $1061 per night (USD)
Expedia
Luxury Berkshires Retreat in Lenox - Main House
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
A private retreat in Berkshires set on 5 acres in prime location in Lenox - our all-season property offers secluded luxu ...
From $1061 per night (USD)
Expedia
From $771 per night (USD)
VRBO
Spacious, Modern House 5 Bedrooms, 2.5 Bathrooms, Sleep 12 on small horse farm.
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Newly renovated house in the Southern Berkshires on small horse farm. Huge kitchen, 5 bedrooms. Close to Butternut mount ...
From $771 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Modern secluded home in wooded Setting
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This 2500 square foot home has an open floor plan downstairs with living-room kitchen and screen in porch at the back of ...
From $283 per night (USD)
Expedia
From $447 per night (USD)
VRBO
5 STAR CASUAL ELEGANCE for 5 STAR GUESTS
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
HYDRANGEA HILL - It doesn't get much better than this for style and proximity. Hydrangea Hill (circa, 1898) is located ...
From $447 per night (USD)
VRBO
From $742 per night (USD)
Expedia
Lake Buel Lakefront - 4 Bedrooms with private dock
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Idyllic Berkshire lakeside 4 bedroom cottage offering swimming, fishing, water sports and hiking. Located directly on t ...
From $742 per night (USD)
Expedia
From $1106 per night (USD)
VRBO
Panoramic Views, Indoor Pool by Evergreen Home
Bedrooms:
5
Bathrooms:
5
Sleeps:
11
An ideal retreat nestled in the Berkshires with vast, expansive panoramic views. With 4 BR, 4.5 BA, a brand new gorgeous ...
From $1106 per night (USD)
VRBO
From $201 per night (USD)
Expedia
Stay at Beaver Lodge!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This secluded and private one-bedroom cottage has two gas stoves to keep you toasty in winter and A/C to keep you cool i ...
From $201 per night (USD)
Expedia
From $674 per night (USD)
VRBO
Imagine Being Lakeside This Summer! Book Now!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: This two story lake home has all the room needed for you and your guests to experience the serenity of lake liv ...
From $674 per night (USD)
VRBO
From $208 per night (USD)
Expedia
Charming Apt in 18th c Berkshire Farmhouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This lovely studio is located at the base of Mount Greylock and a 6 minute drive from Jiminy Peak ski resort. Built in t ...
From $208 per night (USD)
Expedia
From $458 per night (USD)
VRBO
Chic Berkshire Retreat by Evergreen Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Feel like you have entered your own oasis in this charming retreat. A hidden gem set far back from the road, tucked away ...
From $458 per night (USD)
VRBO
From $372 per night (USD)
Expedia
Ski Season Rental!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Charming cottage on "The Hill," within walking distance of Lake Mansfield and the shops and restaurants of downtown Grea ...
From $372 per night (USD)
Expedia
From $519 per night (USD)
VRBO
Family Friendly in Sheffield, private yet close to everything!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Your perfect country escape. Clean, spacious, light and airy home set in the middle of a meadow on 20 acres. Complete pr ...
From $519 per night (USD)
VRBO
From $232 per night (USD)
Expedia
Berkshires Cabin Steps to Lake
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This cabin is across the street from Little Robin Lake and is big enough to spread out with lots of quiet spaces. Living ...
From $232 per night (USD)
Expedia
From $182 per night (USD)
VRBO
Renovated Private Guest House by Evergreen Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Your perfect Berkshire getaway awaits in this 2 BR, 1.5 BA guest house on Long Pond Rd in Great Barrington. Hiking is j ...
From $182 per night (USD)
VRBO
From $604 per night (USD)
Expedia
Serene Berkshires Home On 5+ Acres, Rustic & Chic
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Summary: Enjoy the beauty of the Berkshires in our tranquil retreat! The home, with rustic charm and modern touches, fea ...
From $604 per night (USD)
Expedia
$Pres day weekend! STUDIO Sleeps 4 Ski in\/out Wyndham Bentley Brook JIminy$
From $382 per night (USD)
VRBO
Pres day weekend! STUDIO Sleeps 4 Ski in\/out Wyndham Bentley Brook JIminy
Bedrooms:
1
Bathrooms:
1
Sleeps:
8
I pre-reserved President and MLK weekend Friday to Monday for your family. Luxury Room is right on Jiminy Peak's learni ...
From $382 per night (USD)
VRBO
From $525 per night (USD)
Expedia
Whitney by AvantStay | Private Berkshires Estate
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Settle in among the beauty of the Berkshires at Whitney, a private retreat overflowing with comfort and charm. Enjoy the ...
From $525 per night (USD)
Expedia
$Lenox House w\/ Screened Patio & Mountain View$
From $222 per night (USD)
VRBO
Lenox House w\/ Screened Patio & Mountain View
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Head to Massachusetts for the holiday and stay at this inviting 1-bedroom, 1.5-bathroom vacation rental house in Lenox. ...
From $222 per night (USD)
VRBO
$Charming Farmhouse; 2 Bed \/ 2 Bath, only 1.5 miles to Jiminy Peak. Pet Friendly.$
From $267 per night (USD)
Expedia
Charming Farmhouse; 2 Bed \/ 2 Bath, only 1.5 miles to Jiminy Peak. Pet Friendly.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come experience the charms of our 18th century family farmhouse, where old meets new to combine into a cozy weekend geta ...
From $267 per night (USD)
Expedia
From $1162 per night (USD)
VRBO
The Brookman: Renovated 6000 SF Estate On 40 Acres
Bedrooms:
5
Bathrooms:
7
Sleeps:
16
Summary: Previously owned by one of Hollywood’s most iconic actors, this 6,000 SF estate sits on 40 secluded acres with ...
From $1162 per night (USD)
VRBO
From $721 per night (USD)
Expedia
Berkshires Lakefront Retreat by Evergreen Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to your serene retreat nestled on 4 private acres. This newly renovated 4BR/2.5BA home offers breathtaking views ...
From $721 per night (USD)
Expedia
From $1017 per night (USD)
VRBO
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)
VRBO
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Expedia
Restored Historic Home Half Mile to Ski Resort!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to The Berkshires and explore endless adventures in the area’s mountains, forests, and arts venues! This 4-bedroo ...
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Expedia
From $1575 per night (USD)
VRBO
Charming 6 Bdrm Countryside Stay, Sauna & HotTub
Bedrooms:
6
Bathrooms:
6
Sleeps:
18
This stunning 6 bedroom, 5.5 bath home is the perfect blend of charm, privacy, and modern comfort. Thoughtfully designed ...
From $1575 per night (USD)
VRBO
From $143 per night (USD)
Expedia
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)
Expedia
From $349 per night (USD)
VRBO
Berkshires Cabin 2 Mi to Appalachian Trail!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
An authentic Berkshire Mountains experience awaits in Otis at this 3-bedroom, 2-bathroom vacation rental by Lindal Cedar ...
From $349 per night (USD)
VRBO
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Expedia
Ski resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
8
Family oriented ski resort . Many amenities with activities for all age groups .No need to leave the property .Swimming ...
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Expedia
$Rustic-Chic Home w\/ Decks: Pool + Lake Access$
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VRBO
Rustic-Chic Home w\/ Decks: Pool + Lake Access
Bedrooms:
3
Bathrooms:
6
Sleeps:
6
Natural beauty and upscale amenities pair perfectly together at this vacation rental! Nestled in the Otis Wood Lands com ...
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VRBO
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Expedia
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 ...
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Expedia
From $1086 per night (USD)
VRBO
Quintessential 6-BR Berkshires Lodge
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Summary: Retreat to the beauty of the Berkshires in this stunning, newly renovated lodge with a brand new pool! Features ...
From $1086 per night (USD)
VRBO
From $303 per night (USD)
Expedia
Chic Pittsfield Home With A View!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: This true country home has a quirky layout allowing guests to gather in different areas as well as retreat to p ...
From $303 per night (USD)
Expedia
From $238 per night (USD)
VRBO
Private apartment in beautiful country barn
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Berkshire living at its best! This lovely shaker barn on 2 open acres has three apartments. All are private. Rent one o ...
From $238 per night (USD)
VRBO
$Ski-In\/Ski-Out at Jiminy Peak in the Country Inn$
From $167 per night (USD)
Expedia
Ski-In\/Ski-Out at Jiminy Peak in the Country Inn
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in the heart of the Berkshires, Jiminy Peak is the ultimate year-round escape. Whether you’re here for skiing, s ...
From $167 per night (USD)
Expedia
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VRBO
Bentley Brook at Jiminy Peak ^^ 2 Bedroom
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 ...
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VRBO
From $365 per night (USD)
Expedia
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to Lake Ashmere! Our newly and completely renovated cottage features two bedrooms with comfy queen size beds, a ...
From $365 per night (USD)
Expedia
From $892 per night (USD)
VRBO
Lenox Grand Colonial with Pool by Evergreen Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This 4 bedroom spacious home sits on a quiet cul-de-sac beneath October Mountain, with a picturesque back yard complete ...
From $892 per night (USD)
VRBO
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Expedia
Architect Designed Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy all the Berkshires has to offer in this Historic South Lee home. Perched on a hillside just across the road from t ...
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Expedia
From $251 per night (USD)
VRBO
Embrace the Berkshires
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Bring the whole family to this great place with lots of room for fun. Jiminy Peak in Hancock, Massachusetts offers exce ...
From $251 per night (USD)
VRBO
From $250 per night (USD)
Expedia
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: You want to pop out of bed, walk out your door, and be right on the mountain - this is the place for you. This ...
From $250 per night (USD)
Expedia
From $218 per night (USD)
VRBO
VACATION VILLAGE IN THE BERKSHIRES MA-2 BDRM CONDO
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Professionally decorated in a traditional New England style, Vacation Village in the Berkshires offers spacious suites w ...
From $218 per night (USD)
VRBO
$Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On\/Off Country Inn Redone$
From $238 per night (USD)
Expedia
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On\/Off Country Inn Redone
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: You want to pop out of bed, walk outside, and be right on the mountain - this is the place for you. This 1BR, ...
From $238 per night (USD)
Expedia
From $485 per night (USD)
VRBO
Berkshires Lake View, Hot Tub, Large Open Great Room, Lrg Kitchen
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Families, couples, remote workers, and skiers, your Berkshires vacation rental search stops here! Bluescape is your plac ...
From $485 per night (USD)
VRBO
From $675 per night (USD)
Expedia
Waterfront oasis in heart of Berkshires
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This waterfront retreat offers total privacy and spa-like serenity. Steps from a private pond, it's also minutes from ev ...
From $675 per night (USD)
Expedia
From $543 per night (USD)
VRBO
Hupi House: A Peaceful, Wooded, Lakeside Sanctuary
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Nestled into more than 8 acres of pristine, private forest above the northwest section of Lake Garfield in Mont ...
From $543 per night (USD)
VRBO
From $782 per night (USD)
Expedia
Beautiful 4 Bedroom Townhouse in the Berkshires at Jiminy Peak Resort
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Located slope side at Jiminy Peak mountain resort in Hancock, MA, this townhouse offers guests 4 bedrooms, 3 bathrooms, ...
From $782 per night (USD)
Expedia
$1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On\/Off, Fully Redone Count$
From $250 per night (USD)
VRBO
1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On\/Off, Fully Redone Count
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Welcome to the Woodlands. This unique Suite lies right on Jiminy Peak Mountain within the Country Inn. 1st Fl ...
From $250 per night (USD)
VRBO
From $377 per night (USD)
Expedia
Elegant Lake Buel Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Totally renovated and updated lake house with access to Lake Buel right across the quaint road. Sit on your large screen ...
From $377 per night (USD)
Expedia
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VRBO
Beautiful Spacious Berkshire A-Frame Mountain House
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
The house is conveniently located near arts venues (Tanglewood, Jacobs Pillow, Becket Arts Center), shopping centers (Le ...
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VRBO
$Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On\/Off Mountain$
From $250 per night (USD)
Expedia
Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On\/Off Mountain
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Welcome to the Jurassic Era! This is the most epic suite in all of the Berkshires! Brand new, you will love a ...
From $250 per night (USD)
Expedia
From $170 per night (USD)
VRBO
Cozy Renovated with 1 parking space
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
1 Bedroom, 1 bath with 1 off-street parking space. Cozy renovated unit features western and eastern exposures, eat in ki ...
From $170 per night (USD)
VRBO
From $363 per night (USD)
Expedia
Escape to your cozy retreat near Pontoosuc Lake and Jiminy Peak
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
In the center of Lanesborough lies a cozy 2-bedroom house that provides a peaceful escape for your upcoming trip. Imagin ...
From $363 per night (USD)
Expedia
From $274 per night (USD)
VRBO
Cozy Home on 17 acres in W Stockbridge. Close to the Pike, Slopes, Tanglewood
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Enjoy your stay in heart of the Berkshires! This 3 bedroom, 2 bath ranch vacation house in set on 17 private acres. En ...
From $274 per night (USD)
VRBO
From $515 per night (USD)
Expedia
Tranquil 3-BR Waterfront Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Retreat to the tranquility and calm of this newly-renovated lakeside chalet in the Berkshires. The home is perf ...
From $515 per night (USD)
Expedia
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VRBO
Bentley Brook at Jiminy Peak ^ Studio
Bedrooms:
1
Bathrooms:
0
Sleeps:
4
Ski-In/Ski-Out Plus Year-Round Mountainside Fun. Wyndham Bentley Brook is situated right at the base of Jiminy Peak ski ...
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VRBO
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Expedia
WEEKEND FUN 1BEDROOM
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
DVD Player Television Wi-Fi Internet Access Hairdryer Washer/Dryer In Unit Balcony/Patio Wyndham Bentley Brook. Locate ...
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Expedia
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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 ...
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VRBO
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Expedia
Historic 1817 Berkshire Farmhouse- Close to Everything!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
View our Superhost reviews here: https://www.airbnb.com/rooms/26598493? preview_for_ml=true&source_impression_id=p3_1675 ...
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Expedia
From $515 per night (USD)
VRBO
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)
VRBO
From $1307 per night (USD)
Expedia
New England Family Home with Hot Tub and Pool
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Family-Friendly New England style 5 bedroom home located in the Berkshire hills, remote setting minutes from Stockbridge ...
From $1307 per night (USD)
Expedia
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VRBO
Cozy Condo with resort amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Resort offers multiple pools, hot tub, sauna, exercise room, locker rooms with showers, wireless internet throughout ...
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VRBO
From $256 per night (USD)
Expedia
Fun Filmmaker's Bungalow wPool & Pro Screening Room
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Hollywood Bungalow in the Berkshires is a cool cozy rustic country bungalow featuring a screening room with incredible ...
From $256 per night (USD)
Expedia
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VRBO
Slopeside View: Airy, Luxury Condo with Pool. Minutes from it all!
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Experience the wonder of waking up to the majestic beauty of Bousquet Mountain. With the ability to walk onto the mounta ...
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VRBO
From $447 per night (USD)
Expedia
Relax between your Berkshire adventures! Easy walk to town! Centrally located!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Owner operated with pride! Our vacation home in Lee Massachusetts is centrally located to ALL THINGS BERKSHIRES! In the ...
From $447 per night (USD)
Expedia
From $184 per night (USD)
VRBO
Lovely bright apartment in pastoral shaker barn
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Berkshire living at its best! This historic shaker barn on 2 open acres has three apartments. Rent one or more for your ...
From $184 per night (USD)
VRBO
From $603 per night (USD)
VRBO
1780 Colonial Hilltop Manor - Amazing location
Bedrooms:
8
Bathrooms:
4
Sleeps:
9
Just minutes to Tanglewood! This Revolutionary-era home sits on a 10-acre hill with views of Monument Mountain, lawn, wo ...
From $603 per night (USD)
VRBO
From $691 per night (USD)
VRBO
Romantic and Secluded Berkshire's Gem
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Beautiful log cabin in the middle of private 5 acres of woods with all of the 21st-century amenities. We are 5 minutes a ...
From $691 per night (USD)
VRBO
$Lakefront Otis Home w\/ Stunning Views & Boats!$
From $566 per night (USD)
Expedia
Lakefront Otis Home w\/ Stunning Views & Boats!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Escape to this light-infused retreat filled with art and nestled on 6 wooded acres. Revel in captivating views of Hayes ...
From $566 per night (USD)
Expedia
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VRBO
Family fun @ The Ponds at Foxhollow Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Ponds at Foxhollow is a distinctive residential community in Lenox, MA. The community features elegantly designed ho ...
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VRBO
From $598 per night (USD)
Expedia
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 $598 per night (USD)
Expedia
From $678 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 $678 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
From $468 per night (USD)
VRBO
Farmhouse w AGA, 2 suites - close to GB & skiing
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Discover this enchanting folk Victorian farmhouse, a harmonious blend of vintage charm and modern convenience, just minu ...
From $468 per night (USD)
VRBO
$Center of Lenox, cozy 2-bedroom apartment <br>REVIEWS https:\/\/abnb.me\/kcBk7oCR6xb$
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Expedia
Center of Lenox, cozy 2-bedroom apartment <br>REVIEWS https:\/\/abnb.me\/kcBk7oCR6xb
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
READ OUR AIRBNB REVIEWS https://abnb.me/kcBk7oCR6xb CHECK OUT THE ADJACENT 2 BEDROOM APARTMENT ALSO AVAILABLE: https: ...
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Expedia

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