
Hotel vacation 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 Stockbridge hotel rentals
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.

Singing Bridge Harmony Room
Wonderful place perfect for our weekend get away with our “ fur baby” felt very welcoming

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
Hotel rentals with a pool

★ 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
My sister and I stayed here for a weekend getaway and had a great time. The space was spotless and the bedrooms were very comfortable. The host was attentive and checked in regularly to ensure we were enjoying our stay. The location was convenient to various restaurants and attractions. It was very cold so we didn’t get to enjoy the outdoor activities but still had a great time!

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

Grace and Favor - welcoming one bedroom suite
Robert's place was great for our weekend getaway from the city. We were looking for a cosy place to stay when exploring Catskills and the place was just right. The room is spacious and beautifully decorated; all the little details that the host has put into welcoming their guests were lovely. Another big plus were fruits, yoghurt and delicious cakes. Good location to get to Woodstock, not too far to get to the small towns for restaurants.

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
ﺩ.ﺇ3,636 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
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- Hunter Mountain
- Jiminy Peak Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- Six Flags New England
- Albany Center Gallery
- Berkshire East Mountain Resort
- Taconic State Park
- Bushnell Park
- Zoom Flume
- John Boyd Thacher State Park
- Mount Greylock Ski Club
- Mohawk Mountain Ski Area
- 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
- Beartown State Forest
- Naumkeag
- Otis Ridge
- Talcott Mountain State Park