Boutique hotel vacation rentals in The Berkshires

Find and book unique boutique hotel rentals on Airbnb

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Popular amenities for The Berkshires boutique hotel rentals

Family-friendly boutique hotels rentals

Superhost
A cozy sleeping area features a spacious bed with a floral-patterned coverlet. There are two bedside tables, each topped with lamps. The room is flanked by windows dressed with plaid curtains, while framed artwork adorns the walls, adding a welcoming touch.
Hotel room in Cummington
4.82 out of 5 average rating, 85 reviews

Singing Bridge Harmony Room

EileenRating, 5 stars2 months ago
Wonderful place perfect for our weekend get away with our “ fur baby” felt very welcoming
A cozy room features a spacious bed dressed in white linens and a blue blanket. Wall-mounted sconces provide soft lighting. Decor includes a framed horse painting, a hat hanging on the wall, and a cabinet with a small collection of items, creating a welcoming ambience.
Hotel room in Saratoga Springs
4.69 out of 5 average rating, 183 reviews

Brentwood Single King

ElinRating, 5 stars1 month ago
We stayed here for 2 nights. Loved the area by the track barns, very nice to walk around and close to some great places to get drinks and dinner. Although the room was small, it was all we needed. It is a very unique use of the building !
The exterior of a restored 1795 Federal style home is showcased, featuring white clapboard siding accented by green shutters and doors. Lush hydrangeas in full bloom frame the entrance, complemented by decorative lampposts lining the stone pathway leading to the green front door.
Hotel room in South Hadley
5 out of 5 average rating, 11 reviews

Daniel Stebbins Inn: Francis Perkins Room

RebeccaRating, 5 stars12 months ago
This was by far one of the best Air BNB experiences I have had. We only stayed very briefly for a conference but it was absolutely perfect. It was super close to the college, so easy to find, check-in was a breeze, breakfast was delicious and had lots of options, the room was beautiful and the bed was very comfortable. We felt very at home! We were traveling with a trailer and three mini equines so we didn’t have a lot of room for things to get complicated and Ruth made EVERYTHING so easy and comfortable. I am so grateful for her hospitality and if I attend the conference next year, I will definitely be rebooking! I highly recommend staying here. ☺️
Superhost
A wooden coffee table displays a large pine cone and a pair of cameras, positioned beside a chair upholstered in deep navy fabric. A bright yellow patterned pillow accents the chair, while natural light filters through a nearby window.
Hotel room in Windham
4.71 out of 5 average rating, 7 reviews

Eastwind Hotel & Bar - King Room

BrigitteRating, 5 stars3 months ago
I had an amazing stay at eastwind! The hotel and room were exactly as described — clean, cozy, and beautifully decorated. The location was perfect, with easy access to downtown and right next door is union + post where you can have dinner. Eastwind had a link sent to your phone when we checked in that was incredibly welcoming, providing helpful tips about the area and making sure I had everything I needed. Staff were super friendly and helpful. I would recommend it to others looking for a comfortable and convenient spot. Thanks again for a fantastic experience!
Hotel room in Rhinebeck
4.84 out of 5 average rating, 67 reviews

The Gables of Rhinebeck Inn: Blue Ridge Suite

MarkRating, 5 stars13 months ago
Lovely place to stay while exploring the beautiful Hudson Valley.
A queen bed is presented with a soft green quilt and decorative throw pillows. A modern art piece hangs on the wall above, while bedside lamps provide subtle illumination. A transparent chair and a small side table can be seen beside the bed.
Hotel room in Sharon Springs
5 out of 5 average rating, 16 reviews

Modern luxury suite in the village

DeanRating, 5 stars33 months ago
Charming location and excellent hosts; within 30 minutes to downtown Cooperstown (beautiful farmland and country drives); adjacent restaurant has an outstanding menu and bar; room was very clean and well-appointed; would stay here again without hesitation!
A well-appointed corner of the room features a queen-sized bed dressed in crisp white linens and a deep blue blanket. A bedside lamp is mounted on the wall, illuminating the space. A framed landscape painting adds a touch of elegance to the decor.
Hotel room in Saratoga Springs
4.82 out of 5 average rating, 11 reviews

Brentwood Single Queen

KierstynRating, 5 stars4 months ago
Absolutely perfect. CLEAN. CUTE. Great price and such an awesome location. I will stay there for future Saratoga visits as much as financially possible and that the season allows! 😍

Boutique hotels rentals with a patio

Guest favorite
The spacious sleeping area features a large, neatly made bed with white linens. Natural light filters through multiple shuttered windows, contrasting with the warm wood accents and floor. A small dining table with chairs is positioned nearby, enhancing the inviting atmosphere.
Hotel room in Keene
4.95 out of 5 average rating, 38 reviews

Burrell House Inn, historic Keene NH-" Ivory Room"

JosephRating, 5 stars5 days ago
This was our 3rd time staying here. We have been in three different rooms they have all been great. Last time we had left something in the room they called us within 30 mins of checking out and I was able to go back and get it. Their prices are clear and extremely reasonable for the accommodations and the location. Our daughter is a senior at Keene State College so it has been 4 years of knowing they are there when we need to stay. The rooms are always clean and neat. They are not over burdened with furniture. The rooms are up to date yet also match the area and home. They have a very quaint vibe. Parking is not an issue as they have plenty of it out back. Even when our daughter graduates in May we sill still go back to see her friends next year and the Burrell house will definitely be an option for us. The only thing I would say is the WIFI could use a boost. I was able to use it but only on one side of the room. We would definitely stay there again and recommend it highly.
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
5 out of 5 average rating, 12 reviews

Unique lakeside lodging steps from the lake

CliftonRating, 5 stars7 months ago
The space was wonderful and Aileen was a great host! Would definitely come back!
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 stars5 months ago
We needed help and William was there. So sorry to bother you William, but you saved us—thank you!!!
Superhost
A room features a metal bedframe with a spacious bed, adorned with crisp white linens. Nightstands with lamps sit at either side, illuminating the space. A vintage trunk is positioned at the foot of the bed. Natural light streams through a window with classic shutters.
Hotel room in Keene
4.82 out of 5 average rating, 34 reviews

Historic Burrell House Inn, Keene NH-"Lilac Room"

MikeRating, 5 stars6 months ago
Our second stay at Burrell house and it was better than the first. The 'lilac' room is large and has everything you need for a comfortable stay and was spotlessly clean throughout. Will definitely stay again if we're lucky enough to be visiting the area in the future. Many thanks
Superhost
A spacious king-sized bed is framed by elegant sheer curtains, with intricate wooden pillars creating a distinct focal point. Natural light filters through large windows, illuminating a cozy sitting area in the background, complemented by tasteful decor and a quaint pink fridge.
Hotel room in Warwick
4.73 out of 5 average rating, 169 reviews

The Warwick Inn Boutique Bellvale Room 2

DougRating, 5 stars1 week ago
This is our 2nd stay at The Warwick, because the first visit was so delightful. Gabriella, the host, is always responsive, attentive and proactive with booking arrangements. The rooms are delightful victorian themed comfort. The rooms are upstairs in the historic Warwick Inn, above Prime 36 - an upscale steakhouse restaurant. Besides the delicious fare at the restaurant, the bar is an excellent place to have a cocktail before starting the evening, or ending the evening after the day’s adventures. We recommend The Warwick highly! Be back soon ♥️

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