
Hotel holiday rentals in Stockbridge
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Top-rated hotel rentals in Stockbridge
Guests agree: these hotel rentals are highly rated for location, cleanliness and more.
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Popular amenities for hotel rentals in Stockbridge
Family-friendly hotel rentals

Gardner Farm Inn - John Waters suite
Staying at the Green Farm is truly a joyful and must-have experience when in the Troy area. John is an exceptional host, providing meticulous care and attention not only to his guests but to the home itself. From the beginning, you are welcomed by beautiful greyhounds and a thoughtful host who prepares the most delicious breakfast! I stayed in the John Waters room, which was amazing—very eclectic, remarkably clean, and the perfect little nook to rest after scouting around town. Whether you’re there for work or leisure, all the amenities provided are top-notch. I definitely will be going back, dreaming of another little getaway!

Stewart House - Room 6 King Suite
My husband and I had a great stay at The Stewart. Our room was just lovely and the view of the river was a bonus. They have done a wonderful job restoring the property.

The Gables of Rhinebeck Inn: Blue Ridge Suite
Lovely place to stay while exploring the beautiful Hudson Valley.

Stewart House - Room 2 Queen
We enjoyed our stay in this stylish place. Our room( room 2 was spacious clean with huge comfy bed and partial Hudson River view. We were late but because of the touch-less check in we used the code and had no problem with finding our room. Nice touch was note left in the room and breakfast “ bag” with yummie granola and yogurt and THE BEST ZUCCHINI BREAD( my boyfriend devoured all 4 slices. On the first floor there is bar and restaurant and also on the second floor breakfast nook with coffee/tea station and all fixing . We appreciate recommendations- the Athen’s Rooster- ( try breakfast pizza and baked goods) and Brewery just 2 minutes walk from HS. Can’t wait for better weather to dine out by the River in theirs Tavern. Overall great experience. Highly recommended.

Wyndham Bentley Brook * Studio
We had such a great time at Rob&Julia's place. Very good communication, great location, the place was sparkling clean! I will definitely come back again with my family! One of my best experiences

Sunny, Spacious & Central: Top Hat
This is a beautiful apartment on Warren St. with easy access to restaurants and shopping. Charlotta was welcoming and responsive. Highly recommended.
Hotel rentals with a pool

Revitalized Relaxing in Studio Style
I really like the set up not your typical hotel setting, very quiet, nice and clean

★ Romantic King Room w/ Double Jacuzzi & Fireplace
Stan made sure we had information on all of the local restaurants, which was super helpful! The hot tub was wonderful, clean, and was perfect for the two of us to enjoy comfortably. Check in was easy and the room was very comfortable. We would happily return!

Great Place |2 BD|Kitchen| Pool
I loved this place. It’s like a hotel/condo stay. It was a little confusing to check in to the hotel to stay there. I’ve never had an Airbnb that was also a hotel but once I figured it out, it was simple. The place was large enough for our 6 person family. Everyone had somewhere to comfortably sleep. There’s lots of options for activities for the family as well. We loved it and loved the area!

Luxury Albany Hotel with Pool & Breakfast
Very good communication, nice rooms! A little confusion when I wanted to extend the stay, and they got it figured out very quickly !

Unwind in Style and Comfort! Pool, Free Breakfast!
Great stay - clean & good layout.
Hotel rentals with a patio

Shelburne Springs
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.

Grace and Favor - welcoming one bedroom suite
Robert’s Airbnb was a very convenient location and super clean interior. Would recommend!

Skion/Skioff Jiminy Peak Resort
Great place to stay! The room was right on the resort and walking distance from everything! Perfect place for our short weekend getaway!
Quick stats about hotel rentals in Stockbridge
Total rentals
20 properties
Nightly prices starting at
£745 before taxes and fees
Total number of reviews
110 reviews
Rentals with a pool
10 properties have a pool
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
Destinations to explore
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- Rentals with a washing machine and dryer Stockbridge
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- Hunter Mountain
- Jiminy Peak Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- Albany Center Gallery
- Six Flags New England
- Berkshire East Mountain Resort
- Taconic State Park
- Bushnell Park
- Zoom Flume
- John Boyd Thacher State Park
- Mohawk Mountain Ski Area
- Mount Greylock Ski Club
- Mount Sugarloaf State Reservation
- Opus 40
- Bash Bish Falls State Park
- Norman Rockwell Museum
- Hartford Golf Club
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Naumkeag
- Beartown State Forest
- Otis Ridge
- Rockledge Golf Club