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
Apartment in Waterbury
4.99 out of 5 average rating, 99 reviews

Everything you need! Apartment!

RenzoRating, 5 stars1 week ago
Jerry was a fantastic host! Very friendly and helpful. Made my first experience with an Airbnb unforgettable.
Guest favourite
Apartment in Albany
4.85 out of 5 average rating, 137 reviews

Garden Apartment in Ctr. Square: Monthly Discounts

JamesRating, 5 stars1 month 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
Apartment in New Haven
4.95 out of 5 average rating, 113 reviews

DTWN | Yale | Wooster Square | Laundry | Parking

DaoRating, 5 stars3 days ago
Great place. Spacious and clean. Located right in the middle of New Haven. The hosts are very responsive. Woupd strongly recommended
Superhost
Apartment in Irvington
4.92 out of 5 average rating, 112 reviews

Yellow House, East Wing

MariaRating, 5 stars1 month ago
The apartment was beautifully renovated, quiet, and comfortable. Its location is ideal, with easy access to shops, cafes, and restaurants, and it's right next to the Aqueduct Trail. Jay was responsive and quick to address all of my questions. We were sorry our stay was so short, but we definitely plan to return for a longer visit!.
Guest favourite
Apartment in Beacon
4.96 out of 5 average rating, 27 reviews

Adorable Studio Apartment

NicshelRating, 5 stars2 months ago
Dan’s place was so awesome to be in. It felt like we were it such a cozy home. He wrote great instructions for us to find the place and get in. He really did a great job making sure he was available for any questions that we had. The space was very clean and filled with all the necessities we needed! So even if we ran out of something he had extra. He has a Murphy bed that was so cool to see and the space was set up to utilize the small size. Everything in there was intentional. The spot was close to Main St where all the cool shops were at. We took the bus to get to the spot and cabs to get around throughout our weekend. I would definitely come back to beacon and we appreciate that we were able to stay there!
Superhost
Apartment 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
Apartment in Highland Falls
4.83 out of 5 average rating, 275 reviews

Stylish affordable 2BR Steps from Thayer gate+prkg

RitaRating, 5 stars2 days ago
We loved it here! The apartment was comfortable and clean, with a nice kitchen and comfortable, quiet bedrooms. The electronic locks made entry and exit a breeze. Nice bakery next door with good espresso drinks, and walking distance to other pleasant eateries. We could walk in the neighborhood, take the tour of West Point, and celebrate at the nearby Thayer Hotel. Would definitely come again, if we are in the area
Guest favourite
Apartment in Bloomington
4.92 out of 5 average rating, 122 reviews

Hot Tub Bliss 5mi to Kingston on 3 acres

MaureenRating, 5 stars2 weeks ago
Enjoyed our stay. Bed was very comfortable as was the couch. Appreciated having an assortment of spices on hand.

Private apartment rentals

Top Guest favourite
Apartment in Niskayuna
5 out of 5 average rating, 133 reviews

Niskayuna One Bedroom Chalet

JimRating, 5 stars4 months ago
Tim was an exceptional host. The apartment was clean and centrally located. Would definitely stay there again.
Guest favourite
Apartment in Tivoli
4.85 out of 5 average rating, 223 reviews

Ground Floor Apartment on Hudson River

JeffRating, 5 stars2 days ago
Can't think of a better option to the local hotels while visiting my son at Bard. Very comfortable, eclectic, and scenic - with a friendly host and the sweetest cats! Make friends with Kaboodle for free snuggles. Will definitely return next visit. Thanks Tim!
Superhost
Apartment in New Paltz
4.87 out of 5 average rating, 291 reviews

Homey Haven:Inviting Airbnb Suite with kitchen

ElizabethRating, 5 stars2 days ago
Nichole’s place was a great stay in New Paltz. The location was perfect and she was super responsive when needed!
Guest favourite
Apartment in Waterbury
4.94 out of 5 average rating, 264 reviews

Private 1 bedroom apartment in central Connecticut

WilliamRating, 5 stars6 months ago
I chose Marlene’s lovely spot primarily because it was in a location convenient for short trips to visit family and friends in Wallingford, Middlebury and Middletown while on my way south from New Hampshire. The peaceful, quiet surroundings along with a spotless, well-appointed accommodation made it very appealing: highly recommended.
Guest favourite
Apartment in Mohegan Lake
4.81 out of 5 average rating, 175 reviews

Yellow House one bedroom

AmandaRating, 5 stars3 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.
Superhost
Apartment in Little Falls
4.9 out of 5 average rating, 139 reviews

Chez Coco - A shabby chic, bohemian flat.

Sarah (& Edgar)Rating, 5 stars1 month ago
We loved our stay at Melanie's -- she was very laid-back and extremely kind and hospitable when we made a mistake and even gave us a gift to enjoy while we were there! (Thanks Melanie!) It was a perfect location for everything in Little Falls! The only thing to be aware of is that the two bedrooms are not separated by a door and the bathroom is right off the kitchen, so if you're traveling with someone who is not family, you can hear everything, and it may be a little too close for comfort. We were two friends traveling together for work, and at first we were unsure about privacy, but we quickly figured out how to make it work and were so grateful for this wonderful stay at an affordable price while we were working in Little Falls!
Guest favourite
Apartment in New Haven
4.9 out of 5 average rating, 112 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
Apartment in Town of Rockingham
4.9 out of 5 average rating, 100 reviews

Victorian Inn Apartment

William JeffreyRating, 5 stars2 months ago
beds comfortable. heating works well. everything works well.

Apartment rentals with a hot tub

Guest favourite
Apartment in Gansevoort
4.89 out of 5 average rating, 460 reviews

The Yay Frame - Hot Tub & Sauna! Arcade Staycation

KristenRating, 5 stars5 days ago
This place had so much to do that one night just didn’t cut it. We loved the sauna and hot tub. There were beautiful plants all over. The bed linens were very high quality and check in and check out were very easy. We had a question about the hot tub and sent Shane a message and he was responsive. Great stay, we would love to go back!
Guest favourite
Apartment in Suffern
4.94 out of 5 average rating, 128 reviews

Renovated Forest Oasis with Pool & Fire-pit

CarolRating, 5 stars5 months ago
Lovely quiet, pet-friendly place above the garage but note that there is a steep staircase to get up to the second floor. Very friendly hosts - greeted me on arrival and had left the door unlocked so entry was easy and the key was available for my use. Comfy bed, cozy and warm rooms with remote-controlled mini-splits in both the living room and bedroom. Bathroom with tub and separate shower - the water pressure was not as strong in the shower as I would have liked, but it was nice to have the skylight in there. My GPS found it easily but a larger sign with the house number would be helpful, especially at night. I would definitely stay there again.
Top Guest favourite
Apartment in Acra
4.99 out of 5 average rating, 157 reviews

Burnt Knob Mountain Escape

MatthewRating, 5 stars3 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.
Guest favourite
Apartment in Lake George
4.83 out of 5 average rating, 323 reviews

Hot Tub 2 br King Suite in Lake George

MelissaRating, 5 stars1 month ago
Super convenient location. Minutes away from town but still very private and peaceful. Jill was very communicative and helped with recommendations. Apartment was clean and wonderful. Very spacious and comfortable. Hot tub is a definite plus. Would highly recommend.
Superhost
Apartment in Salt Point
4.9 out of 5 average rating, 128 reviews

Beautiful & Secluded Hudson Valley Rustic Getaway

BrookeRating, 5 stars3 weeks ago
A great long weekend getaway! Loved the hot tub! Host was very friendly and responsive!
Guest favourite
Apartment in Londonderry
4.96 out of 5 average rating, 580 reviews

Vermont Getaway Apartment

JoshuaRating, 5 stars1 month 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
Apartment in Tannersville
4.88 out of 5 average rating, 320 reviews

Mountain Top Hot Tub Suite Hiking & Falls 5 min

EllenRating, 5 stars2 days ago
Our stay at the Mountain Top Hot Tub Suite was totally worth it! We were in the area for a relaxing nature weekend. From the start check in was smooth. We arrived in the late evening and the hosts left clear typed instructions with pictures for our stay. The moment we stepped into the space we felt relaxed. The room was so clean, with beautiful nature accents through the room and very comfortable bedding. There is an area for shoes at the door, a laundry basket in the bathroom, and plenty of washcloths. Do bring your own supplies if you’re particular, but the hosts left lotion, shampoo, conditioner, and body wash in the shower. There was tea and coffee, mugs, a water heater that we used in the morning to prepare tea! The mini fridge held all of our cold drinks during the trip! Last but not least the hot tub was a real treat! Really relaxing to the end of our day. Cozy and perfect!
Guest favourite
Apartment in Newburgh
4.95 out of 5 average rating, 246 reviews

Sweet Victory Suite

DanylloRating, 5 stars1 month ago
Me and my partner had such a great time. We gonna be back again. Our new favorite place. Thank you Melissa.

Destinations to explore