Hotel vacation rentals in The Berkshires

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Popular amenities for The Berkshires hotel rentals

Family-friendly hotel rentals

Hotel room in Saratoga Springs

5 out of 5 average rating, 5 reviews

Triple Room 5 at Anne's Washington Inn

KevinRating, 5 stars38 months ago
Comfortable stay at this charming inn. Felt right at home. Look forward to going back.

Hotel room in Fort Montgomery

4.76 out of 5 average rating, 116 reviews

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

MiaRating, 5 stars2 months ago
They were very friendly! Check in was quick and easy. Place was exactly as described and seen on photograph. Hopefully can go again!

Hotel room in Whitingham

4.94 out of 5 average rating, 170 reviews

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

HeRating, 5 stars11 months ago
Really nice place for stay and thanks for the hospitality, Liz is super friendly and responsive :)
Superhost

Hotel room in Cummington

4.82 out of 5 average rating, 83 reviews

Singing Bridge Harmony Room

CarolineRating, 5 stars4 months ago
Our room was just what we needed while in the area. We enjoyed the common spaces including the back deck despite our short stay, and hope to stay here again in future.

Hotel room in Watertown

4.83 out of 5 average rating, 30 reviews

The Depot Square Inn - Room 525

JenniferRating, 5 stars2 months ago
My husband and I were in the area just for the night to pick up a family member for a road trip. The location in the Depot Square connected to me, as my mom used to take me to the Farm Shoppe when I was little. I wish I had the time to eat there but we left very early. The location was convenient, different for sure - but well done. Easy, spacious, comfortable & clean. Very reasonably priced. Would absolutely stay again when visiting back home.

Hotel room in South Hadley

5 out of 5 average rating, 11 reviews

Daniel Stebbins Inn: Francis Perkins Room

RebeccaRating, 5 stars8 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. ☺️

Hotel room in Cornwall

5 out of 5 average rating, 6 reviews

Cornwall Inn - Suite w/2 bedrooms (sorry, no pets)

DianaRating, 5 stars16 months ago
Very beautiful place and peaceful surroundings. Breakfast is really good and hosts are very nice and friendly. The rooms were very clean and spacious. We enjoyed our stay

Hotel room in Sharon Springs

5 out of 5 average rating, 16 reviews

Modern luxury suite in the village

DeanRating, 5 stars29 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!

Hotel rentals with a pool

Guest favorite

Private room in Stone Ridge

4.97 out of 5 average rating, 77 reviews

VlyHouse - Room 5

WindyRating, 5 stars3 months ago
If you’re lucky enough to find this place, just book it. If you’re looking for a beautiful, comfortable, homey spot with a magical quality to it, this is your place. My daughter and I stayed here for a much too short 2 nights, but it was the most delightful two days I’ve had in a long time. That was in part due to the care and love that John and Doris have put into the house and property, but mostly due to their being two of the most beautiful people you will meet. Thank you from the bottom of my heart Doris and John! ❤️

Hotel room in Monticello

5 out of 5 average rating, 3 reviews

YO1 Longevity & Health Resort, Lakeview King Suite

RockissRating, 5 stars5 months ago
While the resort was outstanding when it comes to the spa treatments everything was very confusing from the treatments itself, to the staff to them not being organized at all. I’m not sure the treatment was performed by a professional certified masseuse. In fact it was a male for both my wife and I. We were never asked to sign a waiver or fill out any kind of paperwork unlike all other spas we’ve been to. I have been with terrible sciatica pain since Sunday July 7, almost a week now. I believe the male therapist worked my back in a way that he shouldn’t have and pinched a nerve. I am unable to walk, get in and out of car and have been seeing a chiropractor since Monday July 8.

Hotel room in Windsor

5 out of 5 average rating, 3 reviews

Revitalized Relaxing in Studio Style

YenniferRating, 5 stars5 months ago
Nice and clean place.
Superhost

Hotel room in West Springfield

4.83 out of 5 average rating, 6 reviews

Comfortable Queen Suite + free breakfast at MA

MykelRating, 5 stars4 months ago
Everything about our stay was great! The host was very responsive and helpful with any questions we had and the service at the front desk was superb.
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 stars23 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.
Guest favorite

Hotel room in Wilmington

5 out of 5 average rating, 6 reviews

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

JeanneRating, 5 stars4 months ago
Fantastic - beautiful grounds and nice quiet location. Room was immaculate, nicely decorated and had everything one would need. Would definitely stay here again - Jacob is terrific!
Guest favorite

Hotel room in Lee

4.91 out of 5 average rating, 22 reviews

Great Place |2 BD|Kitchen| Pool 

SharonRating, 5 stars1 month ago
Luk’s place was great. It had everything we needed, was very clean and Luk made sure we were comfortable and always checked to see if there was anything we needed. Nice bath towels and extra bedding and blankets. Ideal location. We would definitely stay there again.

Hotel rentals with a patio

Guest favorite

Hotel room in Shelburne Falls

5 out of 5 average rating, 6 reviews

Shelburne Springs

JoRating, 5 stars5 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.
Guest favorite

Private room in Jamaica

5 out of 5 average rating, 45 reviews

Corsica 2 room Suite at the Jamaicahaus

ChristineRating, 5 stars2 months ago
Excellent accomodation & amenities to enhance my stay. Friendly atmosphere and exceptional communication among staff.
Superhost

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 stars1 month ago
We needed help and William was there. So sorry to bother you William, but you saved us—thank you!!!
Guest favorite

Hotel room in Kingston

4.99 out of 5 average rating, 69 reviews

Grace and Favor - welcoming one bedroom suite

LisaRating, 5 stars2 weeks ago
If you're heading to Kingston, look no further. I've stayed at several Airbnb's and Grace and Favor is top shelf. It was cozy and beautiful and the sheep were amazing and adorable. This is most likely going to be a repeat stay for me. So many thanks to Robert for his impeccable taste and hospitality.
Superhost

Hotel room in Lake Luzerne

5 out of 5 average rating, 3 reviews

Lake George B&B - Breakfast - Fire Pit - Wine Bar

CharlesRating, 5 stars2 months ago
Stayed here 33 years ago on our last minute change on our honeymoon, loved the place then and now 33 years later love it even more. The staff was very accommodating and friendly the breakfast is to die for nice menu and daily specials make it even more special. Loved the outdoor fire pit and sitting at night on the porch oh! And they have a wine bar with cheese platter accompanied by live music. Definitely be back in the near future. Maria & Charles B

Destinations to explore