
Apartment holiday rentals in Great Barrington
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Great Barrington
Guests agree: these apartments are highly rated for location, cleanliness and more.

1 bdrm apt in Athens on the Hudson
Come enjoy village life right in the middle of this friendly and vibrant, yet quiet community in your own charmingly appointed 3 room apartment. Explore the Great Northern Catskills with its boating and paddling opportunities, antiquing, local history, art and music. The Thomas Cole House is minutes away in Catskill. Olana is right across the Rip Van Winkle Bridge. If sculpture is your passion, Opus 40 in Saugerties is not to be missed. Winerys abound and be sure not to miss Athens own brewery.

Modern Copake Falls Getaway - 8 Mins to Catamount
Hudson Valley/Berkshires vacation rental! Located on a 13 acre former horse farm, full size apt (private entrance) features all new everything and sits in the Taconic Mtns. Has a separate bedroom, new bathroom, kitchenette with Nespresso Coffee Maker, dining and living room with a fireplace and a private bathroom. Property has a pond, stream, 360 views. Relax on property or adventure out. 8 min from Catamount, 7 min from Bash Bish Falls, tons to do locally! 7 min walk to nearest hiking trail!

Walk Everywhere! | Relax in Easy Elegance!
Gracious in-town apartment feels like home: living room, dining room, kitchen, 2 bedrooms, 2 baths—all just for you and your group. Quick walk to shops, restaurants, theaters, farmers’ market, and a short drive to arts offerings, hiking, skiing, swimming. Or treat yourself to a spa day at a local wellness center. Spectrum WiFi. Please note, there is no TV. Bedrooms are small but there’s plenty of space to spread out, relax, read or play games in the spacious apartment or on the shared porch.

Historic,Famous,Iconic, Unforgettable Berks Escape
PICTURE IT...You can put yourself in the "famed" Norman Rockwell Main Street at Christmas Painting! That's Right,Cozy, Intimate,Magical and all to yourself.Fully equipped with all the comforts of home. Small Town Charm,Big time Historic setting in the heart of Downtown Stockbridge! Spend your afternoon sipping Tea or Wine looking out the iconic picture window Norman Rockwell installed himself. The one where the Christmas Tree Glows in a room that was Norman Rockwell's Studio from 1953-1957

Hideaway with Spectacular Berkshire Views
Located on the border of Massachusetts and Connecticut with spectacular views of the Berkshire Hills and fifteen minutes drive from Great Barrington, MA, this apartment is located on a secluded seven-acre property. Owners live on the property. Above an artist studio this renovated one bedroom apartment with private entrance, full kitchen, fast internet is stylish, light and airy with a contemporary and eclectic decor. Please note During winter all-wheel drive vehicle is strongly advised.

West Main
1890s home situated on the outskirts of town, entire second floor apartment. The apartment is bright and sunny and super comfortable with 2 bedrooms both with queen beds, 1 bathroom, eat in country kitchen fully equipped.There is a spacious living room with a smart Roku TV, (not cable ) WiFi and access to a private garden space, private entrance and off street parking. Walk to town , pizza and more. Great place to relax after a day of exploring Litchfield county and the Berkshires.

Hudson River Beach House
Explore all the activities the Hudson Valley has to offer and then relax in a room full of windows overlooking the Hudson River. Make a meal in the full kitchen or hang out by the beach, build a fire, play lawn games, read a book or float in the river. For you early risers, the sunrises are spectacular. This 1860 river house is 1/2 mile from the charming Village of Coxsackie NY and a central location to many great destinations such as Hudson, Woodstock, Athens, and Catskill.

King Bed, Wi-Fi, 2m Ski Resort
Remodeled Mid-Century Motel, that sits in the heart of the Berkshires. Located in Great Barrington, MA. Just steps from fantastic restaurants, eateries, shops, etc. A very short drive to Butternut Ski Resort. * 1.5 miles to Downtown * 1.3 miles to Mahaiwe Performing Arts Center * 44 miles to Albany International Airport *4.5 miles to Great Barrington Airport KEY FEATURES: *MCM Design * Plush King Sized Bed w/ high end Centium Satin Linens *High Speed Internet *55" Smart TV

Serene Suite near Skiing, Walk to Restaurants
Hillsdale’s Hygge Hideaway...Enjoy a peaceful, serene suite with all the comforts of home. Private entrance, with ample parking for multiple cars so you can meet up...perfectly located where the Hudson Valley meets the Berkshires. Just 8 miles east from the Taconic State Parkway, located in the center of the Historic Hamlet of Hillsdale, NY. Walk to unique shops, a cooking school, restaurants and a brewery, a full service grocery store, wine and liquor store and more.

Catskill Village House - Mountain View Studio
Our largest option, the Mountain View Suite incorporates high ceilings, and mountaintop views from a raised dining area to provide a large and light oasis. Located on the second floor, the suite features custom antique accents and original artwork that evoke a sense of adventure. The room includes a large bath with clawfoot tub and shower, kitchenette, and sleeper sofa. Custom queen mattress (featured at the Four Seasons NYC), organic cotton sheets.

Historical Downtown 1 Bedroom Apartment
Located in the heart of historical downtown Lenox. A beautifully renovated space fully equipped for all your needs. The eat-in kitchen has a table for two, stainless appliances, and an array of cooking essentials. The living room features a comfortable sectional and a flat screen TV for relaxing. Wi-Fi is available throughout the space. Central heat and air to provide a comfortable environment in any season. All linens and towels are provided.

Black Cat Suites bright spacious garden suite
Come enjoy our beautiful, comfortable vacation home in a historic building (c 1900) in amazing downtown Saugerties, New York. The spacious and bright studio apartment is located on Main Street literally seconds from fantastic shops, restaurants and galleries. In the summer months enjoy a private patio and shared garden. Double bed is great for a couple and the daybed in the living room is set up to make a comfy kids bed.
Popular amenities for Great Barrington apartment rentals
Weekly apartment rentals

Lower Warren Street Picture-Perfect 2-Bedroom Apt

Empire Plaza Apartment

Historic Strand House - Unit 2 Woolsey Suite

Hip Warren Street Apartment

Spacious, Bright & Airy! Tangerine Dream Suite

Main St. Steps to everything. Comfort & Design.

Esopus Bend Getaway - 4 min to HITS

Foothills of the Catskills
Private apartment rentals

Downtown Apartment A

The River’s Whisper

Romantic Warren St Penthouse w/Catskill Mtn Views

Bennett Abode

Studio/Guest Suite Minutes from Warren St.

Eliza Suite

Warren St. Ensuites - Pets allowed

Rhinebeck Ridge - A Woodland Studio Retreat
Apartment rentals with a hot tub

Esopus Creekfront Getaway | Sauna & Kayak I HotTub

Berkshire Mountain Top Chalet

Ski-In Ski-Out Loft Lift & MT. Views

Cozy Ski Retreat

Jiminy Peak Ski Loft with Hot Tub

Charming Pet Friendly Getaway w Hot Tub & Fire Pit

All-Season Condo at Jiminy Peak (Berkshires)

Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4
When is the best time to visit Great Barrington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £51 | £57 | £55 | £65 | £83 | £95 | £109 | £115 | £110 | £111 | £107 | £69 |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about flat rentals in Great Barrington

Total holiday rentals
Explore 40 holiday rentals in Great Barrington

Nightly prices starting at
Great Barrington holiday rentals start at £52 per night before taxes and fees

Verified guest reviews
Over 3,870 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Great Barrington holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Great Barrington rentals

4.8 Average rating
Great Barrington stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Rentals with a patio Great Barrington
- Pet-friendly rentals Great Barrington
- Rentals with outdoor seating Great Barrington
- House rentals Great Barrington
- Rentals with lake access Great Barrington
- Rentals with a hot tub Great Barrington
- Rentals with a kayak Great Barrington
- Rentals with a washing machine and dryer Great Barrington
- Waterfront rentals Great Barrington
- Fitness-friendly rentals Great Barrington
- Family-friendly rentals Great Barrington
- Cabin rentals Great Barrington
- Rentals with a fireplace Great Barrington
- Rentals with pools Great Barrington
- Rentals with a firepit Great Barrington
- Flat rentals Berkshire County
- Flat rentals Massachusetts
- Flat rentals United States
- Hunter Mountain
- Six Flags New England
- Thunder Ridge Ski Area
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Windham Mountain
- Thacher State Park
- Butternut Ski Area and Tubing Center
- Hunter Mountain Resort
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Zoom Flume
- Mohawk Mountain Ski Area
- Taconic State Park
- Mount Southington Ski Area
- Ski Sundown
- Norman Rockwell Museum
- Opus 40
- June Farms
- Naumkeag
- Berkshire Botanical Garden
- Millbrook Vineyards & Winery




