Monterey Rentals
- From $266 per night (USD)
VRBO
Cozy Monterey Home w\/ Porch: Walk to Lake Garfield
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Discover historic attractions and unbeatable outdoor recreation at this Monterey vacation rental featuring a stone patio ...
From $266 per night (USD)VRBO
- From $425 per night (USD)
VRBO
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 $425 per night (USD)VRBO
- Click For Pricing
VRBO
Cozy two-bedroom ranch 15 minutes from Butternut Ski Resort - 90-day minimum
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy our comfortable, cozy, fully furnished two-bedroom, two-bathroom ranch (1,500 square-feet) in the Berkshires (Mont ...
Click For PricingVRBO
- Click For Pricing
Expedia
Rustic Getaway with Extraordinary Vista
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
With exceptional lighting, Sky House overlooks a gorgeous , sloping yard in peaceful Monterey. Close to Lake Garfield an ...
Click For PricingExpedia
- From $200 per night (USD)
VRBO
Cozy Monterey Family Chalet, Minutes From Lake & 10 Minutes From Butternut!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful gem has been lovingly cared for by our family for almost 20 years—and has served as a relaxing retreat al ...
From $200 per night (USD)VRBO
- From $170 per night (USD)
VRBO
Lake Community - Near Town, Attractions
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A short drive from New York City or Boston, or a flight into Hartford or Albany and you're in a new world of peacefulnes ...
From $170 per night (USD)VRBO
- From $549 per night (USD)
VRBO
Berkshires Chic & Cozy, Historic Home Sleeps 10
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
*20% discount for month stays/ 10% discount for week stays automatically applied* A recently renovated historic home wi ...
From $549 per night (USD)VRBO
- From $395 per night (USD)
VRBO
Berkshire lake house on lake Garfield, Monterey MA; private, 5 BR, sleeps 12
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Family vacation lake house on lake Garfield, Monterey MA. Beautiful lake location nestled in the hills of the Berkshires ...
From $395 per night (USD)VRBO
- From $695 per night (USD)
VRBO
Jaw dropping mountain & lake views in this stylish mountain home….
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Curl up with a good book by the fire and gaze out at the dreamy picturesque mountain and lake views..... Or ski, swim, h ...
From $695 per night (USD)VRBO
- Click For Pricing
VRBO
Unique Historic Property With Modern Comforts And Amenities In Great Location
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
In 2022, Windfall Hill is being offered only during August 15 - 30. Experience a historic residence blended with modern ...
Click For PricingVRBO
- From $451 per night (USD)
VRBO
Dock on Lake Garfield, 10 min to Butternut, Wifi, So Fun!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
RENOVATED Charm: 1920's cottage with 3 acres of natural surroundings. A short, 5 minute walk via nature trail and stai ...
From $451 per night (USD)VRBO
- From $650 per night (USD)
VRBO
A great escape; secluded but close to all - contemporary home, mountain views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
High-end, fully furnished, beautiful contemporary home on a private, four-acre, wooded estate next to Butternut Mountain ...
From $650 per night (USD)VRBO
- From $1600 per night (USD)
VRBO
Great LAKE FRONT HOUSE Dock SWIM FISH BOAT
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
SATURDAY TO SATURDAYS 5 MINUTES TO GREAT BARRINGTON. A SLICE OF HEAVEN. PRIVATE CUL DE SAC LAKEFRONT INCREDIBLE VIEWS. ...
From $1600 per night (USD)VRBO
- From $477 per night (USD)
VRBO
Luxury Home In Scenic Wooded Area near small lake, Sleeps up to 16
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
The House - Set privately within the heart of the Berkshires, this sky lit, bright and immaculate year round home, will ...
From $477 per night (USD)VRBO
- From $163 per night (USD)
VRBO
Rustic Berkshires Cottage at Lake Buel w\/ Kayaks!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Bring your loved one or best friend along on a Berkshires getaway to this rustic 1-bedroom, 1-bath vacation rental in Ne ...
From $163 per night (USD)VRBO
- From $260 per night (USD)
Expedia
Waterfront Cottage: 10 Min to Great Barrington!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
A couple's getaway for the books awaits you at this Lake Buel vacation rental. Just 6 miles from Great Barrington's shop ...
From $260 per night (USD)Expedia
- From $264 per night (USD)
VRBO
Simply Elegant Log Home Only 3 Minutes From Butternut! Recently renovated!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Comfortably sleeping 8 to 10 people, this sunny log cabin has a fireplace on each of its three levels, making it especia ...
From $264 per night (USD)VRBO
- From $554 per night (USD)
VRBO
Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Exquisitely renovated and tastefully appointed farmhouse getaway set high in the picturesque Tyringham Valley with acces ...
From $554 per night (USD)VRBO
- From $866 per night (USD)
VRBO
Renovated Lakefront House w\/ Dock: Pets Welcome!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
With 150 feet of lakefront property on Lake Buel - a 192-acre mountain lake - this 4-bedroom, 2.5-bath vacation rental i ...
From $866 per night (USD)VRBO
- From $609 per night (USD)
VRBO
Stunning Lakefront Berkshire Rental, Lake Garfield: private dock, boats, more
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Get away from it all at our beautiful Berkshire lakefront wooded retreat. Swim, canoe, kayak, paddleboard, sunbat ...
From $609 per night (USD)VRBO
- From $229 per night (USD)
VRBO
Canary House: ski house near Butternut!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Canary House blends classic New England farmhouse architecture with contemporary amenities just minutes from ev ...
From $229 per night (USD)VRBO
- From $188 per night (USD)
VRBO
Peaceful, Post and Beam Loft, Sleeps 9
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 9
Summary: Enjoy our lovely home for your next stay in the Berkshires! The list goes on but this house is the total packa ...
From $188 per night (USD)VRBO
- From $396 per night (USD)
VRBO
Cozy Great Barrington Home ~ 1 Mi to Ski Resort!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Art and history meet breezy mountain adventures at this Great Barrington vacation rental! This 4-bedroom, 2-bathroom hou ...
From $396 per night (USD)VRBO
- From $324 per night (USD)
VRBO
Ashintully Cottage in spectacular setting
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
This bright cottage sits between Ashintully Gardens (landscaped public gardens with winding brook, fountain, paths and h ...
From $324 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Recently Renovated, steps to Lake Buel, close to Great Barrington & Stockbridge
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This charming and appropriately named "Little Cottage" was newly renovated in 2017. Enjoy a short walk (300 feet) down ...
From $225 per night (USD)VRBO
- From $125 per night (USD)
Expedia
Cottage Retreat in Heart of the Berkshires
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
LIVING ROOM: Bright light and high ceilings with new couch, chairs, Sonos speakers, and more. KITCHEN: Fully-outfitted k ...
From $125 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
The lakeside house is built on a 1.1 acre lot with view of Lake Garfield. It is only three minute walk to the public be ...
From $500 per night (USD)VRBO
- From $427 per night (USD)
VRBO
Private Woodland Getaway minutes from Ski Butternut
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Set in the heart of fifteen peaceful wooded acres and fronted by a private meadow, this beautiful chalet-style home with ...
From $427 per night (USD)VRBO
- From $326 per night (USD)
VRBO
Private Berkshires Getaway Minutes to Ski Butternut
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Newly renovated 4 bedroom and 2 full bath home set back from the road is a peaceful oasis. 2 minute drive to Ski Buttern ...
From $326 per night (USD)VRBO
- From $699 per night (USD)
Expedia
Gorgeous Log Cabin in the Berkshires -- Perfect All Year Long.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Stunning log cabin in The Berkshires on 10 wooded acres complete with brand new 4 season hot tub, fire pit, hammock, veg ...
From $699 per night (USD)Expedia
- From $276 per night (USD)
VRBO
Newly discounted for SPRING! Private Berkshires Hilltop Getaway w\/ Magic View!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Please enjoy our little slice of paradise! Perched just up the hill from Lake Garfield, The Hupi House offers a truly ma ...
From $276 per night (USD)VRBO
- From $160 per night (USD)
Expedia
Half Moon by AvantStay | 4BR Cabin w\/ Large Deck & Yard
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Kick back among the wooded hills of the Berkshires at Half Moon. The rustic exterior of this log cabin gives way to natu ...
From $160 per night (USD)Expedia
- From $700 per night (USD)
VRBO
Minutes from Ski Butternut, Tanglewood, and Downtown Great Barrington
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 15
This charming former tavern and stage coach inn makes the perfect four season getaway. You'll feel like you've taken ove ...
From $700 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Fantastic cottage in the Berkshire Mountains
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Our incredible 4 bedroom log cabin is situated on 2 beautiful secluded acres in picture perfect Monterey - the ultimate ...
From $500 per night (USD)Expedia
- From $380 per night (USD)
VRBO
WINTER\/SUMMER - ON 5 ACRES, PRIVATE LAKE GARFIELD DOCK, 5 MILES FROM BUTTERNUT
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
We have done all we can to think of everything to ensure a great stay. Please review and let us know if you have any qu ...
From $380 per night (USD)VRBO
- From $1269 per night (USD)
VRBO
Berkshire County Mountain Retreat above Lake Garfield
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 15
Relax and recharge at the Monterey Mountain Retreat above Lake Garfield in the Berkshires. High on the slopes above Lak ...
From $1269 per night (USD)VRBO
- From $167 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 $167 per night (USD)VRBO
- From $195 per night (USD)
Expedia
Quiet rustic cottage with shared lake access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Lake Buel! This recently renovated cottage has been an old favorite for generations since the 1950’s. Abuttin ...
From $195 per night (USD)Expedia
- From $303 per night (USD)
VRBO
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 $303 per night (USD)VRBO
- From $612 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 $612 per night (USD)VRBO
- From $725 per night (USD)
VRBO
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 $725 per night (USD)VRBO
- From $150 per night (USD)
VRBO
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 $150 per night (USD)VRBO
- From $118 per night (USD)
VRBO
Woodfall by AvantStay | Tons of Outdoor Space
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
- Huge yard with a swing set and lawn for families - Natural fire pit area tucked in the trees - Large deck with a BBQ/g ...
From $118 per night (USD)VRBO
- From $292 per night (USD)
Expedia
Hupi House - A Peaceful, Wooded, Lakeside Retreat
- 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 $292 per night (USD)Expedia
- From $314 per night (USD)
VRBO
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 $314 per night (USD)VRBO
- From $406 per night (USD)
Expedia
Lakefront Otis Home w\/ Stunning Views & Boats!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this light-infused retreat filled with art and nestled on 6 wooded acres. Revel in captivating views of Hayes ...
From $406 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Beautiful, Lux & Modern Home with Hot Tub! (Sleeps 7)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Aberdeen: Sparkling contemporary, sitting on 6+ acres, one-level living + privacy. 2 bedrooms, 2 full baths, fiber inter ...
From $400 per night (USD)VRBO
- From $338 per night (USD)
VRBO
Treetop Hideaway in Tyringham
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: For your upcoming stay, look no further than this airy, secluded log cabin overlooking the beautiful Tyringham ...
From $338 per night (USD)VRBO
- From $211 per night (USD)
VRBO
Berkshire Retreat On Stevens Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Captivating home overlooking Stevens Lake within minutes from Butternut! Private and only a short distance fro ...
From $211 per night (USD)VRBO
- Click For Pricing
Expedia
Perfect for Entertaining and Relaxation in the Berkshires!Furnished Country Home
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Escape to Lake Buel for a serene getaway in the Berkshires. This spacious rental home sleeps up to 12 people and feature ...
Click For PricingExpedia
- From $557 per night (USD)
VRBO
Lake Buel Waterfront: with Sparkling Views, Fire Pit and Kayaks!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Laurel Banks Waterfront: Amenities include 4 bedrooms, 2 full baths, all new mattresses and linens, high-speed fiber opt ...
From $557 per night (USD)VRBO
- From $269 per night (USD)
VRBO
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 $269 per night (USD)VRBO
- From $178 per night (USD)
VRBO
Serene Acreage - Pond - Hiking Trails Nearby
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hawks Eye Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $178 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Monterey Haven < 1\/2 Mi to Lake Garfield w\/ Kayaks
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Get carried away to this quaint 3-bedroom, 1-bath vacation rental in beautiful Monterey, Massachusetts. Surrounded by sc ...
From $190 per night (USD)Expedia
- From $167 per night (USD)
VRBO
A spacious Log Home on 11+ Acres of Private Forest 5 minutes from Ski Butternut
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
A private oasis on 11 forested acres on the backside of Butternut Mountain. Whether for skiing in the winter or hiking ...
From $167 per night (USD)VRBO
- From $474 per night (USD)
Expedia
Steepletop Lodge: Nature Lover’s Paradise
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: The opportunities to unplug and forest bathe are endless at this special retreat. A full wall of windows overlo ...
From $474 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Serene Monterey Home w\/ Deck Near Skiing & Hiking!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Get the rest and relaxation you deserve and book your getaway at this 3-bedroom, 3-bathroom vacation rental in Monterey. ...
From $405 per night (USD)VRBO
- From $249 per night (USD)
Expedia
Berkshires Home nestled in the woods…minutes from Great Barrington and Skiing
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Quiet site nestled on 3 acres of beautiful trees and landscaped Site. Modern home equipped with everything you need for ...
From $249 per night (USD)Expedia
- From $835 per night (USD)
VRBO
Berkshires Estate w\/ Heated Pool by Evergreen Home
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to your own private Berkshires paradise. Located 10 min from downtown Great Barrington or Stockbridge, 5 min fro ...
From $835 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Luxe Log Cabin Minutes From Skiing, Hiking, & More
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Escape to the Berkshires in our newly-restored, cozy-luxe cabin, complete with fireplace, fully-stocked kitchen, high-sp ...
From $351 per night (USD)Expedia
- From $850 per night (USD)
VRBO
New Renovation Modern Ski Chalet NEAR Butternut 5BR 4Bath 2LR Lake Garfield w\/HT
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Location and Design - Newly renovated by an Interior Designer & Architect, minutes from Butternut Ski mountain and 20 mi ...
From $850 per night (USD)VRBO
- From $297 per night (USD)
Expedia
Forget-Me-Not by AvantStay | Bold Lakefront Escape
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Bold, modern design perched right above the shores of Lake Garfield. Forget-Me-Not is a vast, three-story Berkshires ret ...
From $297 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Cozy Lakeside Cottage Oasis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to our charming lakeside cottage on Brewer Pond, the tranquil extension of Lake Garfield, with a neighboring sta ...
From $400 per night (USD)VRBO
- From $949 per night (USD)
Expedia
Monterey Home w\/ Hot Tub, Pool & Game Room!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
Gather up your friends and family for the ultimate group getaway at this Monterey vacation rental! The home has nearly 4 ...
From $949 per night (USD)Expedia
- From $401 per night (USD)
VRBO
Private chalet on 13 ac w\/ fireplaces, hiking trails and lakes, restaurants\n\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Gather and relax in this private and spacious chalet on 13 wooded acres with your very own natural pond, and trails for ...
From $401 per night (USD)VRBO
- From $433 per night (USD)
Expedia
Beautiful Berkshires Cottage on Lake Buel
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Slow down and appreciate the simple pleasures of lakeside living at this peaceful 3-bedroom, 2.5-bathroom vacation renta ...
From $433 per night (USD)Expedia
- From $379 per night (USD)
VRBO
Serene Berkshires Oasis w\/ Pool & Sculpture Garden
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Unwind with loved ones at this one-of-a-kind vacation rental in Otis, Massachusetts! Boasting 3 bedrooms, 3.5 bathrooms, ...
From $379 per night (USD)VRBO
- Click For Pricing
Expedia
Waterfront Cottage 10 Min From Great Barrington
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A couple's getaway for the books awaits you at this Lake Buel vacation rental. Just 6 miles from Great Barrington's shop ...
Click For PricingExpedia