Boutique hotel holiday rentals in The Berkshires

Find and book unique boutique hotel rentals on Airbnb

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Popular amenities for The Berkshires Boutique Hotels

Family-Friendly Boutique Hotels

Superhost
Hotel room in Saugerties
5 out of 5 average rating, 3 reviews

Cozy Room with private bathroom in Victorian home

KellyRating, 5 stars8 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!
Superhost
Hotel room in Saugerties
4.92 out of 5 average rating, 65 reviews

Village Inn - Tribeca suite - Saugerties NY

TimRating, 5 stars4 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!
Guest favourite
Hotel room in Cold Spring
4.84 out of 5 average rating, 98 reviews

Room 1 Cold Spring Hotel (Main St.)

RobRating, 5 stars3 weeks ago
Jimmy is a respectful, kind & gracious Host. He was there to greet us, was very attentive, had great recommendations for places to go in town and was so accommodating. The room & bathroom were very clean, it is a quiet location and incredibly convenient. Everything is within walking distance in the center of town. He also had a very kind and courteous support staff when we checked out in the morning, simply a wonderful and peaceful stay.
Hotel room in South Hadley
5 out of 5 average rating, 11 reviews

Daniel Stebbins Inn: Francis Perkins Room

RebeccaRating, 5 stars14 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
Hotel room in Saugerties

Zen Room with private bathroom in Victorian home

LarryRating, 5 stars8 months ago
Justine was very responsive and flexible with our accommodations. The place is central to Kingston/Saugerties. If you get a chance check out the deck in the back it was great to relax and enjoy the surroundings. I will stay again.
Superhost
Hotel room in Windham
4.71 out of 5 average rating, 7 reviews

Eastwind Hotel & Bar - King Room

BrigitteRating, 5 stars5 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, 68 reviews

The Gables of Rhinebeck Inn: Blue Ridge Suite

MarkRating, 5 stars15 months ago
Lovely place to stay while exploring the beautiful Hudson Valley.
Hotel room in Sharon Springs
5 out of 5 average rating, 16 reviews

Modern luxury suite in the village

DeanRating, 5 stars35 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!

Boutique Hotels with a patio

Guest favourite
Hotel room in Keene
4.95 out of 5 average rating, 39 reviews

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

JosephRating, 5 stars2 months 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.
Hotel room in Ellenville

81 NORTH- Innkeepers Suite

GeorgeRating, 5 stars19 months ago
Great place to stay, wonderful surroundings and Richard made everything great.
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
Hotel room in Keene
4.82 out of 5 average rating, 34 reviews

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

MikeRating, 5 stars8 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
Guest favourite
Hotel room in Warwick
4.88 out of 5 average rating, 145 reviews

The Warwick Inn Boutique Little York Loft.

RoseannRating, 5 stars2 weeks ago
We frequent Warick, NY often. The Warwick Inn was a delightful stay. The apartment style B & B included a large modern bathroom with a shower, laundry facilities, a kitchen with a variety of appliances, a quaint kitchen area, a small living room and a large bedroom. It is above a lovely restaurant with outdoor dining and a modern bar area. We could not hear the guests below. It was a perfect location and a perfect stay. It is located in the heart of Warwick, NY and close to several of the wineries. There are several restaurants and shopping within walking distance. It is truly a little hidden gem. Thanks to Gabriella, our host, she was able to secure a weekend for us in the country - last minute. Roseann Affinito
Superhost
Hotel room in Great Barrington
4.71 out of 5 average rating, 7 reviews

Luxe Unit in Berkshires|King Bed|Sleeps 4|Wifi

SamanthaRating, 5 stars3 months ago
East Rock Inn was awesome ! 4 minutes from Butternut mountain , and a few minutes from town where there were restaurants, shopping , many antique stores . It was comfortable, spacious , clean . We would definitely stay there again !
Hotel room in Mount Tremper

Farmhouse Inn in the heart of the Catskills (Rm 3)

Hotel room in Manchester

Luxurious Room Incl Pool & Hot Tub Access and More

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