Hotel vacation rentals in The Berkshires

Find and book unique hotel rentals on Airbnb

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Popular amenities for The Berkshires hotel rentals

Family-friendly hotel rentals

Superhost
The room features a spacious bed with patterned bedding, complemented by a warm brown blanket. A large framed artwork is mounted on the green wall, while natural light enters through a window covered with a wooden blind, offering a view of the surroundings.
Hotel room in Goshen
4.85 out of 5 average rating, 61 reviews

Mountain View Room, Historic Brook Rd Inn

StacyRating, 5 stars14 months ago
Due to traveling with an infant it was difficult to carry personal items up the narrow stairwell. This is not a negative reflection on the host or place. The room was nice and location was quiet and private.
Superhost
A cozy sleeping area features a queen size bed adorned with a patterned comforter and decorative pillows. A teddy bear rests on the bed. A nightstand, equipped with a lamp and a small vase of flowers, complements a comforting armchair in the corner.
Hotel room in Saugerties
5 out of 5 average rating, 3 reviews

Cozy Room with private bathroom in Victorian home

KellyRating, 5 stars7 months ago
What a charming home. Cozy room, loved the electric fireplace..spacious private bathroom, super clean and great water pressure (I love a good shower)! Justine and David were super friendly, communicative, and thoughtful. We hope to stay again next October!
Guest favorite
A queen bed is adorned with a floral patterned comforter in warm tones of red and cream. Two decorative pillows complement the bedding. A nightstand holds a lamp beside the bed, and plush carpeting covers the floor.
Hotel room in Cold Spring
4.87 out of 5 average rating, 15 reviews

Room 9 Cold Spring Hotel (Main St.)

CherryRating, 5 stars3 months ago
Jimmy and his family are incredibly kind and gracious host, super accommodating and tries their best to make every stay as pleasant as possible. The room was very spacious and clean and location was perfect and central to all.
Superhost
An outdoor patio area is covered with a wooden pergola, featuring seating arrangements with comfortable chairs and small tables. Potted plants add greenery, while a staircase leads to additional accommodations. Umbrellas provide shade, enhancing the inviting atmosphere for guests.
Hotel room in Saugerties
4.92 out of 5 average rating, 65 reviews

Village Inn - Tribeca suite - Saugerties NY

TimRating, 5 stars3 months ago
We had a great stay! The host was super communicative and made sure we had all the information we needed to find the parking lot, check in, etc. They even gave us a heads-up when the weather started to turn, so that we could plan accordingly. The room was comfortable and very spacious, and the location was super convenient. Even with a winter storm hitting, we were able to walk to coffee shops, great restaurants, and multiple bookstores. Would definitely recommend!
A charming motel exterior is showcased, featuring a white building with blue accents. Five guest rooms are visible, each with a door framed by small windows. Neatly trimmed hedges line the walkway, complementing the natural surroundings. A clear sky is seen in the background.
Hotel room in Fort Montgomery
4.77 out of 5 average rating, 120 reviews

Bear Mountain Bridge Motel (Rooms 1, 2, 4, 5)

AidanRating, 5 stars1 month ago
I came to Bear Mountain for a weekend of hiking. This was perfectly placed to be able to access the nearby shops and restaurants (I recommend the Barnstormers BBQ!) as well as most importantly an easy distance to hike to get to the trail heads. The owners were friendly and helpful, full of advice for the area as well as sharing stories about themselves and other hikers. I couldn't have asked for more - and if I'm ever back in the area or I get my wish to hike the Appalachian Trial, I'll be sure to stay here again. Thanks very much!
A spacious bedroom features a large bed adorned with a light green quilt and decorative pillows. Bedside tables with lamps provide soft lighting. A tasteful artwork hangs above the bed, while a patterned area rug complements the hardwood flooring.
Hotel room in Whitingham
4.93 out of 5 average rating, 169 reviews

The Engel House Room 3: Mt Snow/Wilmington VT Area

HeRating, 5 stars17 months ago
Really nice place for stay and thanks for the hospitality, Liz is super friendly and responsive :)
Top guest favorite
A cozy corner room features a queen-sized bed with a textured headboard, complemented by blue accent pillows. A plaid wall adds a pop of color, while a vibrant area rug lies beneath. Natural light brightens the space through a window, creating a warm ambiance.
Hotel room in Woodstock
4.94 out of 5 average rating, 17 reviews

Room 6 - Second Floor - Twin Gables of Woodstock

PaulaRating, 5 stars3 weeks ago
We had the best time!! Leanne was so very friendly and absolutely she is as cool as TWIN GABLES which is saying a lot! We had a gracious welcome and tour and then chatted about the sister hotels and their locations. Our bathroom was SPARKLING and modern and efficient. The artwork through the property was colorful, fun and interesting and a great intro to Woodstock. I just cant believe I was able to secure the room via Airb&b what a total surprise and JACKPOT!!….GOOD karma abides at Twin Gables in Woodstock, NY. I hope to be back and also visit the other hotels all in unique town.
Guest favorite
A multi-story building is depicted, featuring a light-colored facade with dark shutters. Snow blankets the ground and trees in the foreground, creating a serene winter scene. The structure offers several balconies, enhancing its mountain resort appeal.
Hotel room in Hancock
4.87 out of 5 average rating, 15 reviews

Wyndham Bentley Brook ** 2BR Deluxe

KateRating, 5 stars3 months ago
This was a great place to stay as a family for a ski trip! Easy ski on/ski off access to the mountain with ski lockers was a huge plus. Easy enough to walk to a few restaurants. The kids love the movie theater, pool and game room. Very clean and friendly/helpful staff at front desk.

Hotel rentals with a pool

Top guest favorite
A vintage motel sign displays the name 'Star Lite Motel,' illuminated by colorful neon lights in the shape of stars. The background features a gradient sky as daylight fades, while trees frame the scene, creating a welcoming atmosphere with no vacancy indicated.
Hotel room in Kerhonkson
4.96 out of 5 average rating, 54 reviews

Starlite Motel

Frank / StapesRating, 5 stars1 month ago
Great place with huge potential. My wife and I loved everything about the property. We would love to return when season gets going. The property has a beautiful pool area and outside hangouts but we were there just a bit early to be able to enjoy all of that. That’s more reason for us to return. Alix our host was extremely nice and super accommodating. Great retro vibes to the property and our room was incredibly comfortable. Looking forward to coming back. Thank you Alix!
A well-lit room features two spacious beds dressed in white linens. A small desk and chair are positioned beside a window with patterned blinds, allowing natural light to brighten the space. A wall-mounted TV is also visible.
Hotel room in Enfield
4.88 out of 5 average rating, 50 reviews

New, modern hotel in Enfield, CT RM3 2 Queens

Dong,HRating, 5 stars9 months ago
Ended up getting the room right next to ours. It had a connecting room which I can rent separately and worked out great.
Superhost
Hotel room in Dover
5 out of 5 average rating, 7 reviews

Luxury King Suite w/balcony in Historic Inn, rm 1

SamirRating, 5 stars29 months ago
Location to Mt Snow was perfect. Amenities were great. Will be back for sure. Very good and welcoming staff that made you feel at ease and comfortable as you’re home.
A well-appointed guest room features a King-sized bed and a sofa bed, along with a workspace equipped with a modern desk and chair. Large windows allow natural light to fill the space, illuminating the neutral color palette with dark carpeting.
Hotel room in Shelton
4.75 out of 5 average rating, 76 reviews

Comfort retreat: Guest Room allure

LeilaRating, 5 stars3 weeks ago
A very nice hotel, room was very clean. the host was very helpful with my questions and I appreciate that they allowed me to check-in an hour early. will definitely book again.
A welcoming outdoor area features a clear blue pool surrounded by landscaped greenery. Sun loungers are strategically placed along the poolside. The two-story lodge, exhibiting a combination of light and dark siding, provides ample space for guests to relax and enjoy the surroundings.
Hotel room in Cornwall
4.94 out of 5 average rating, 17 reviews

Cornwall Lodge - Queen Room (pet friendly)

BelindaRating, 5 stars13 months ago
Lovely place, very clean. Will be back.
Guest favorite
Hotel room in Wilmington
5 out of 5 average rating, 8 reviews

Brook Bound Inn-Main Lodge-King Room 201-2nd Floor

VictoriaRating, 5 stars4 months ago
This place was everything we could have asked for. Incredible place! Will definitely book again! Easy to access and right nearby town. Driveway was cleared of snow. Very clean room, comfortable bedding. Felt safe staying here.
Private room in Elka Park
4.78 out of 5 average rating, 163 reviews

Lodge Rooms in Historic Elka Park

VeronicaRating, 5 stars3 weeks ago
Theresa's accommodations was really cozy and felt like being in home. Everything was cleaned and we loved the location. Highly recommended!
Superhost
A spacious resort building is set against a clear blue sky, surrounded by lush green grass and strategically placed boulders. A small pond reflects the structure and the nearby trees, offering a serene outdoor atmosphere.
Hotel room in Lee

Great place|2 BD|Kitchen| Pool 

ChelsieRating, 5 stars7 months ago
Wow! We had a wonderful experience at this airbnb. My mom and I planned a trip to Stockbridge and we are so grateful that we were able to stay here. We each got the luxury and privacy of our own bedroom and our own bathroom. The accommodations were comfortable, spacious, clean, functional and well designed. The kitchen was very well stocked, enabling us to eat in most nights. We took advantage of the conveniently located laundry facilities. Instructions on how to access the airbnb were very clear and trouble free. We felt it was reasonably priced. It was a superb stay! We would love to come back.

Hotel rentals with a patio

Guest favorite
A tranquil sleeping area features a spacious bed with white linens, flanked by modern sconces. A floral-patterned wallpaper in shades of blue and green provides a calming backdrop, complementing the warm wood elements of the nightstands.
Hotel room in Shelburne Falls
5 out of 5 average rating, 7 reviews

Shelburne Springs

JoRating, 5 stars11 months ago
We really loved our stay at Shelburne Springs! The suite was immaculate & so very beautiful. Each finish, fabric & fixture felt hand picked by an artisan. Janelle, who makes your breakfast, is worth her weight in gold. The entire experience was absolute perfection.
Top guest favorite
A spacious guest suite is adorned with warm yellow walls and a large area rug. The room includes a comfortable bed with a golden throw, two armchairs, and a ceiling fan. Natural light filters in through the window, creating a bright and inviting space.
Private room in Jamaica
5 out of 5 average rating, 56 reviews

Corsica 2 room Suite at the Jamaicahaus

AndrewRating, 5 stars2 weeks ago
This was our second visit and we were reminded why we loved the Jamaica Haus the first time! We love the quiet atmosphere, the beautiful antiques, and the feeling of staying in a friend’s home. We’ll definitely be staying here again!
Superhost
A room features two spacious beds adorned with blue and white patterned bedding. A bedside table holds a small plant, and soft light is provided by a wall-mounted lamp. The hardwood floor and neutral wall color contribute to a calm environment.
Hotel room in Greenwood Lake
4.93 out of 5 average rating, 14 reviews

Unique lakeside lodging steps from the lake

MattRating, 5 stars1 month ago
Great stay at The Breezy. The convenience of the restaurant deck was nice, and the location is beautiful!
A cozy sleeping area is furnished with a spacious bed adorned with white linens and a decorative yellow pillow. A wooden desk with a green chair is positioned against a wall, complementing the light-colored shiplap and soft green paint. A few framed artworks are displayed.
Hotel room in Mount Tremper
4.8 out of 5 average rating, 5 reviews

Farmhouse Inn in the Heart of the Catskills (Rm 8)

HeatherRating, 5 stars7 months ago
We needed help and William was there. So sorry to bother you William, but you saved us—thank you!!!
Superhost
A spacious room features a large bed dressed in white linens, flanked by nightstands. A seating area includes a sofa and armchair, positioned near windows with views of the outdoors. Sliding doors lead to a private deck, enhancing the natural light and open feel.
Private room in Rhinebeck

The Harlow House: Lotus Suite

MichaelRating, 5 stars7 months ago
A little pricey for what we got in a single room out of town in the woods with no kitchen or breakfast. we come quite often to run back and stay in many places with two bedrooms, a kitchen, etc., for less. The area around the house has no Wi-Fi so could be difficult getting there sometimes.
Superhost
A cozy bedroom features two twin-sized beds with light bedding and natural wood frames. A small red side table is positioned between them, equipped with a reading lamp. A large window allows natural light to illuminate the space, with a nature-themed photo collage adorning the wall.
Private room in New Haven
4.88 out of 5 average rating, 33 reviews

Peaceful Private Room - The “Dutch Room”

JoelRating, 5 stars3 weeks ago
I was visiting for my daughter’s graduation at Yale, so unfortunately did not take time to use the fully equipped and clean kitchen, or sample some of Sascha’s cooking. The home is situated next to one of the 2+ mile trails around Maltby Lakes, where I enjoyed morning walks in the forest and along the lakes. The home concentrates on supporting native plants. I would like to return in the fall for more homemade chocolate and sample some of Sascha’s vegetarian cooking, which includes cuisines from South America and Asia. The stay was enjoyable with clean comfortable rooms and friendly atmosphere.
A spacious lounge area is centered around a circular fireplace with a glass enclosure. Comfortable, green cushioned seating surrounds the fireplace, adorned with patterned throw pillows. A wooden table sits nearby, while a bar area with high stools is visible in the background.
Hotel room in Winhall
4.8 out of 5 average rating, 10 reviews

Bromley View Inn Suite #5

JessicaRating, 5 stars4 months ago
This was our first stay at Bromley Inn and it did not disappoint. Check-in was easy, the room was meticulously clean and service was stellar! The location was perfect for access to Bromley, Mt Snow, Magic and Okemo. Lots of great restaurants close by too! Our pups were welcome and we are grateful for this accomodation- they travel with us everywhere:) thankyou for a wonderful stay- we will definitely come back!
Guest favorite
A queen-sized bed with a light-colored canopy frame is centered in the room, flanked by two bedside tables with lamps. A cushioned bench sits at the foot of the bed, complementing the room's bright white walls and blue carpet.
Hotel room in Albany
5 out of 5 average rating, 7 reviews

Hudson 1 at The Argus Hotel

FreddieRating, 5 stars11 months ago
Great place to stay while in Albany. Clean and comfortable. Great complimentary breakfast. Will be back if I visit area.

Destinations to explore