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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

Top guest favourite
Flat in Waterbury
4.99 out of 5 average rating, 96 reviews

Everything you need! Apartment!

BethanyRating, 5 stars1 week ago
Jerry was a wonderful host. Everything I needed was easily accessible. I was able to have my family for dinner and they loved the place too. I’ll definitely be staying there again. 5 stars all the way! Thank you Jerry!
Guest favourite
Flat in Albany
4.85 out of 5 average rating, 137 reviews

Garden Apartment in Ctr. Square: Monthly Discounts

JamesRating, 5 stars3 weeks ago
Got lucky that it freed up a couple of days before I booked. Great spot, and even got me a parking pass so I could park on the street. Host was responsive and that's really important to me. I'd highly recommend and might book there again!
Guest favourite
Flat in New Haven
4.94 out of 5 average rating, 109 reviews

DTWN | Yale | Wooster Square | Laundry | Parking

EunyoungRating, 5 stars5 days ago
Great stay! The host was communicative and friendly, the place was clean, and the neighborhood felt safe and nice. Would stay again!
Guest favourite
Flat in Central Bridge
4.92 out of 5 average rating, 106 reviews

The Stucco House

KenRating, 5 stars3 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.
Superhost
Flat in Newburgh
4.89 out of 5 average rating, 102 reviews

Scenic 1-bedroom rental in Newburgh

YuraRating, 5 stars2 months ago
The apartment was charming and clean just like we expected from the photos. It’s a great place to stay if you want a quiet place to relax. Stan was very responsive and helpful when we had a minor issue. I would stay again!
Guest favourite
Flat in Highland Falls
4.82 out of 5 average rating, 274 reviews

Stay on Main St! Walk2mins to campus/FREE pvt park

SheilaRating, 5 stars2 days ago
Great place to stay while visiting West Point Military Academy. Highly recommended. Great host
Guest favourite
Flat in Amherst
4.91 out of 5 average rating, 257 reviews

Amherst, Quiet, Private, Cozy Studio Apartment

RobertRating, 5 stars1 month ago
nice little studio, good bed, well equipped kitchen
Guest favourite
Flat in Waterbury
4.94 out of 5 average rating, 263 reviews

Private 1 bedroom apartment in central Connecticut

CynthiaRating, 5 stars6 months ago
I was very pleased at the pet- friendly features of this home away from home. There was lighting throughout the edge of the backyard which allowed me to safely take my dogs out before bedtime. We also took short walks in the neighborhood. The area was very quiet at night and I slept very well. I lived in the same city in a different area for years and had never experienced that level of quiet!

Private apartment rentals

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

Niskayuna One Bedroom Chalet

MonicaRating, 5 stars4 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 stars4 months ago
A home away from home. A lovely stay as always.
Superhost
Flat in New Paltz
4.87 out of 5 average rating, 287 reviews

Homey Haven:Inviting Airbnb Suite with kitchen

CherylRating, 5 stars3 weeks ago
I’ve stayed at Nichole’s place many times. It’s clean and comfortable and convenient for me. Will stay again.
Guest favourite
Flat in Hudson
4.91 out of 5 average rating, 595 reviews

Gorgeous Getaway, close to everything!

ArielRating, 5 stars3 weeks ago
Claire was a lovely host. Her house was beautiful, clean, and comfortable and just a stone's throw to the main streets. Would definitely recommend to anyone staying in Hudson and would love to stay again!
Guest favourite
Flat in Mohegan Lake
4.81 out of 5 average rating, 175 reviews

Yellow House one bedroom

AmandaRating, 5 stars2 months 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, 111 reviews

Sperry House one bedroom private apartment

AbdoRating, 5 stars1 month ago
I had the pleasure of staying at Rosaria’s apartment for two months, and it was an amazing experience. The place was spotless, well-equipped, and had everything I needed for a comfortable stay. Rosaria herself was incredibly kind and helpful, always making sure everything was perfect. I highly recommend staying here to anyone looking for a great place. Thank you, Rosaria!
Guest favourite
Flat in Town of Rockingham
4.9 out of 5 average rating, 100 reviews

Victorian Inn Apartment

William JeffreyRating, 5 stars1 month ago
beds comfortable. heating works well. everything works well.
Guest favourite
Flat in Claremont
4.89 out of 5 average rating, 148 reviews

Beautiful 1 bedroom apartment with balcony

MeganRating, 5 stars1 month ago
Staying at Pascale’s place was great! If you are looking to ski at Mount Sunapee the drive is easy, 25 mins tops. The Airbnb itself was clean and provided everything that we needed! There are some restaurants in the area that are walkable. Fortunately, Pascale provided a list of things she recommended.

Apartment rentals with a hot tub

Top guest favourite
Flat in New Paltz
4.97 out of 5 average rating, 537 reviews

Relaxing Spa Retreat~Gorgeous View~Walk to Village

RebekahRating, 5 stars3 weeks ago
My husband and I took a couple days away from the city to stay at this lovely airbnb. We were touched by how thoughtful the hosts were in all of the extra details to our stay. It was extremely relaxing and homey. It is also nice that Newpaltz town is just a few minutes drive away, so it is a great balance of being "in the woods" and convenience. Fresh squeezed OJ in the sauna was 10/10!! Highly recommend!
Top guest favourite
Flat in Acra
4.99 out of 5 average rating, 157 reviews

Burnt Knob Mountain Escape

MatthewRating, 5 stars2 months 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.
Superhost
Flat in Salt Point
4.9 out of 5 average rating, 127 reviews

Beautiful & Secluded Hudson Valley Rustic Getaway

ClaireRating, 5 stars1 month ago
This was a great place for a solo vacation! I was able to do yoga, go in the hot tub, and take a walk around the property!
Guest favourite
Flat in Londonderry
4.96 out of 5 average rating, 580 reviews

Vermont Getaway Apartment

JoshuaRating, 5 stars3 weeks ago
This is a lovely home in a beautiful setting. It is quite close to Stratton and the hosts were all great communicators with a quick response time. I hope to stay there again sometime!
Guest favourite
Flat in Tannersville
4.88 out of 5 average rating, 319 reviews

Mountain Top Hot Tub Suite Hiking & Falls 5 min

BrandyRating, 5 stars1 month ago
It was very quiet and clean. So cozy and the hot tub was 10/10.
Guest favourite
Flat in Newburgh
4.95 out of 5 average rating, 245 reviews

Sweet Victory Suite

VishnuRating, 5 stars1 month ago
Extremely clean and well kept. Was super comfortable and the host ensured we had everything we needed during our stay! Would love to come back again!
Superhost
Flat in Kingston
4.9 out of 5 average rating, 221 reviews

Dog Friendly Hudson Valley Escape with Hot Tub

GraceRating, 5 stars2 weeks ago
Absolutely loved Louis's place. Left tons of great recommendations and the place was adorable. We were able to walk to a restaurant/bar and a cute place for ceramics class. Would definitely stay in again!
Superhost
Flat in West Townshend
4.9 out of 5 average rating, 341 reviews

Private Apt on Farm, Hot Tub with views!

EmilyRating, 5 stars1 month ago
We had an amazing stay! The beds were comfy. There is a local grocery store near by. We went snowboarding at Mt snow which was about a 25 min drive - not bad at all! The hot tub was perfect and the views were stunning. We loved Robert’s Glass blowing class as well.

Destinations to explore