Apartment holiday rentals in The Berkshires

Find and book unique apartments on Airbnb

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Popular amenities for The Berkshires apartment rentals

Weekly apartment rentals

Superhost
Flat in Hartford
4.8 out of 5 average rating, 114 reviews

Nice 2nd floor apt

OgentaRating, 5 stars3 months ago
Sheryl's place is, home away from home. It's clean, cosy, quiet. The perfect place to be, for a well deserved rest.
Top guest favourite
Flat in Waterbury
4.99 out of 5 average rating, 93 reviews

Everything you need! Apartment!

ArunRating, 5 stars2 months ago
Jerry’s place was lovely! It was very easy to check in and out and the place was nice, bright, and toasty in the middle of winter. It was spacious but also cozy, and we loved how Netflix was set up in the main tv. Jerry was so friendly and always on top of communicating with us. Would definitely return if we are in the area.
Guest favourite
Flat in Albany
4.85 out of 5 average rating, 133 reviews

Garden Apartment in Ctr. Square: Monthly Discounts

WilsonRating, 5 stars1 week ago
My stay at this Airbnb was great. It was very efficient to enter and very clean. The place was located near many great restaurants and places to goto in walking distance. I highly recommend.
Guest favourite
Flat in New Haven
4.94 out of 5 average rating, 101 reviews

DTWN | Yale | Wooster Square | Laundry | Parking

KevinRating, 5 stars4 days ago
The place was great. Good location near Yale University. The only thing that stood out to us was that there was a weird window high on the wall between the two bedrooms. Makes it so light in one room shines into the other. Might be awkward with people who don't know each other well.
Superhost
Flat in Newburgh
4.89 out of 5 average rating, 292 reviews

Romantic Riverfront Retreat | A Winter City Escape

MazenRating, 5 stars2 weeks ago
Great place, the view was beautiful.
Guest favourite
Flat in Central Bridge
4.92 out of 5 average rating, 106 reviews

The Stucco House

KenRating, 5 stars2 months ago
Loved Denise's place. Clean & comfortable. Well stocked kitchen. The artwork on the walls was a perfect touch. Loved the quiet neighborhood having grown up in the area. Highly recommend Denise's place.
Guest favourite
Flat in Highland Falls
4.82 out of 5 average rating, 272 reviews

Walk 2mins to campus FREE WiFi and private parking

JulieRating, 5 stars4 months ago
We didn’t have time to cook there but the kitchen would have had what I needed. Concerned host reached out when we had delays in travel and a very late check in. Lots of space. Stairs entering building are steep but sturdy if you have someone with knee issues. Bar next door causes some noise to be heard in kitchen area but it was still quiet in the bedrooms at the back. Wonderfully close to restaurants, coffee, ice cream, etc.
Guest favourite
Flat in Amherst
4.91 out of 5 average rating, 256 reviews

Amherst, Quiet, Private, Cozy Studio Apartment

RobertRating, 5 stars2 days ago
nice little studio, good bed, well equipped kitchen

Private apartment rentals

Top guest favourite
Flat in Niskayuna
5 out of 5 average rating, 132 reviews

Niskayuna One Bedroom Chalet

MonicaRating, 5 stars3 months ago
Great place has everything you need (loved the decor was so cute and cozy). Perfect for a solo traveler or couple. Was visiting family in the area and this was right around the corner.
Guest favourite
Flat in Tivoli
4.85 out of 5 average rating, 221 reviews

Ground Floor Apartment on Hudson River

OliviaRating, 5 stars3 months ago
A home away from home. A lovely stay as always.
Superhost
Flat in New Paltz
4.88 out of 5 average rating, 283 reviews

Homey Haven:Inviting Airbnb Suite with kitchen

MarcRating, 5 stars1 month ago
Nichole is a fantastic host and this place was just what we needed and just as advertized. Nichole was quick to respond to questions and the entire atmosphere is very cozy! Very close to all the great New Paltz restaurants!
Guest favourite
Flat in Hudson
4.91 out of 5 average rating, 592 reviews

Gorgeous Getaway, close to everything!

DoloresRating, 5 stars2 weeks ago
Claire was a perfect host. Access was simple and clear. House was neat, had a great rustic feel and was close to shopping and dining.
Guest favourite
Flat in Mohegan Lake
4.8 out of 5 average rating, 174 reviews

Yellow House one bedroom

AmandaRating, 5 stars1 month ago
This was just what I needed for my first trip to Mohegan Lake! Quiet neighborhood. Cozy bed. Great water pressure. I’ll definitely be booking again if I come back to this cute little town.
Guest favourite
Flat in New Haven
4.9 out of 5 average rating, 110 reviews

Sperry House one bedroom private apartment

Subba RaoRating, 5 stars4 months ago
The place is close to Yale where I was working. The area is quiet and safe. Rosaria sets very high standards of cleanliness.
Guest favourite
Flat in Town of Rockingham
4.9 out of 5 average rating, 100 reviews

Victorian Inn Apartment

William JeffreyRating, 5 stars3 weeks ago
beds comfortable. heating works well. everything works well.
Guest favourite
Flat in Brattleboro
4.84 out of 5 average rating, 152 reviews

Art all Around - Apartment

CindyRating, 5 stars2 days ago
Grateful for Cai to have shared her space. she was responsive, and the space was adorable. Right in the center of town, and the best Dim Sum I've ever had. The art was life giving and it was situated in a great area at the town's center. Would absolutely return again.

Apartment rentals with a hot tub

Guest favourite
Flat in Gansevoort
4.89 out of 5 average rating, 445 reviews

The Yay Frame - Hot Tub & Sauna! Arcade Staycation

GregoryRating, 5 stars1 week ago
The Yay Frame was fun and had great vibes. The hit tub and sauna were relaxing and the game room was a great space for hanging out for the weekend. This place is a rare find!
Top guest favourite
Flat in New Paltz
4.97 out of 5 average rating, 533 reviews

Relaxing Spa Retreat~Gorgeous View~Walk to Village

JuliaRating, 5 stars1 day ago
10/10 recommend Ami’s Airbnb! What an amazing place! Tranquil, beautiful, intimate. Loved listening to the birds in the morning in the hot tub and soaking in the stars at night. The inside space made us feel right at home. Among the amazing personal touches were an essential oil diffuser, homemade kombucha, fresh squeezed orange juice, and even a slice of cake for my guest’s birthday! In town there are great restaurants and a variety of cute shops.
Top guest favourite
Flat in Acra
4.99 out of 5 average rating, 156 reviews

Burnt Knob Mountain Escape

MatthewRating, 5 stars1 month ago
Theresa was an amazing host, she clearly communicated with us along the way, and made sure we had our privacy & provided the upmost comfort. Her space was well kept and full of considerate touches to facilitate a relaxing stay, the subtleties go a long way. We enjoyed the hot tub in the snow, shared a few stories of skiing adventures & loved the friendly visits from Ben. The views were picturesque to boot, we definitely plan to come stay in other seasons.
Guest favourite
Flat in Londonderry
4.96 out of 5 average rating, 578 reviews

Vermont Getaway Apartment

LouRating, 5 stars2 weeks ago
I am a return vacationer at the Vermont Getaway! It’s exactly as described! The apartment is beautifully decorated and comfortable. The surroundings are beautiful! The beds are comfortable and the apartment feels like home! Love how responsive, helpful and polite the hosts are! My family skiis Stratton which is only 11 minutes away! Londenderry has a couple of awesome restaurants and a market for all your needs. The Vermont getaway has to be one of my favorite places, out of several, that we visit for our North East ski tripping in Vermont!! Fully stocked kitchen with everything you would possibly need! We will be back. We highly recommend the Vermont Getaway!
Guest favourite
Flat in Tannersville
4.88 out of 5 average rating, 317 reviews

Mountain Top Hot Tub Suite Hiking & Falls 5 min

MeganRating, 5 stars2 weeks ago
We had a really nice stay at Brian’s! The location was perfect, we walked into town safely both nights we stayed. The hot tub was amazing after a day of skiing at hunter mountain. We did not find the apartment to be cold as other reviews have mentioned. Would stay again if skiing at hunter.
Guest favourite
Flat in Newburgh
4.95 out of 5 average rating, 243 reviews

Sweet Victory Suite

LisaRating, 5 stars2 weeks ago
We had such a lovely stay! The place was cute, quaint, and thoughtfully decorated with touches of the season—Christmas and Valentine’s Day details made it feel extra cozy. The hot tub and patio created a perfect private nook to unwind. The host went above and beyond, leaving us treats as a special touch, and we were welcomed by soft music playing in the living room and a cozy Yule log on the TV in the bedroom. Every detail was carefully chosen to make the space warm and inviting. Highly recommend!
Superhost
Flat in Kingston
4.9 out of 5 average rating, 215 reviews

Dog Friendly Hudson Valley Escape with Hot Tub

MalloryRating, 5 stars3 weeks ago
The space was perfect for us, and was well situated with plenty of walkable bars and restaurants. Louis had great recommendations and was always responsive and helpful with any questions we had. Would absolutely stay here again!
Superhost
Flat in West Townshend
4.9 out of 5 average rating, 340 reviews

Private Apt on Farm, Hot Tub with views!

JacquelineRating, 5 stars3 weeks ago
Such a great and unique stay! Beautiful area, great accommodations, and so cozy. We loved being on a large property with animals and the hot tub was wonderful. Robert is an excellent host with such a neat property! And the maple syrup fresh from their own trees was amazing!!! Highly recommend.

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