Hotel vacation rentals in Stockbridge

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Top-rated hotel rentals in Stockbridge

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Guest favorite

Boutique hotel in Copake

4.91 out of 5 average rating, 95 reviews

King Room - Boutique Berkshires Lodge in Copake NY

Situated in the foothills of the Berkshires in beautiful Columbia County NY, the Alander is a newly renovated boutique lodge perfectly located for everything this vibrant area offers. Countless activities such as hiking, biking, skiing and shopping await, including nearby Copake Lake for water activities. With the Berkshires and the Hudson Valley both at your doorstep, there is so much to explore and experience. The owners are knowledgeable and passionate about the area and love to share tips!

Guest favorite

Nature lodge in Sheffield

4.98 out of 5 average rating, 43 reviews

Sheffield Lodge - Ramblewood Master

The Sheffield Lodge is a warm and inviting rustic Bed and Breakfast secluded from city life nestled in a pine forest. Enjoy your home-away-from-home where there is always friendly service, delicious breakfasts, afternoon treats. The lodge features an inviting fireplace, large screen TV, game table for board games or cards and a quiet reading/living room, and ample parking. Outdoor recreation is within minutes in every direction. There are museums, shops and many great restaurants nearby.

Guest favorite

Boutique hotel in Kingston

4.98 out of 5 average rating, 41 reviews

Grace and Favor - welcoming one bedroom suite

Centrally located to all attractions, yet just far enough removed to offer the best of country life. The Grace and Favor Suite offers a large one bedroom (queen size bed) with seating area and private bath on the ground level. We make every effort to offer the best in hospitality while allowing our guests the most amount of privacy. Mini fridge, Keurig coffee maker, fresh fruit, cream, yogurt and fresh bake good are found in your room at checkin. Friendly sheep will greet you on arrival.

Superhost

Hotel in Rocky Hill

4.83 out of 5 average rating, 40 reviews

Near Hartford Hospital -Exit 24 off 91 1 QN Bed

Howard Johnson Inn ( Hotel) -Exit 24 off 91, All rooms come with Microfridge, , Great Wi fi Light breakfast with coffee, juice, cereal and oatmeal. PLEASE KNOW THERE IS $50 DEPOSIT DUE AT CHECK IN - WHICH IS REFUNDABLE WHEN YOU CHECK OUT Well lighted and secure with 24/7 desk clerk. Ten minutes from Downtown Hartford, XL Center, Hartford Hospital, Connecticut Convention Center, Bushnell Theater, Town of Glastonbury. Walking distances to Taco Bell and On The Border Mexican Restaurant

Superhost

Hotel room in Lee

5.0 out of 5 average rating, 3 reviews

Great place for family |2 BD|Kitchen| Pool

After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar. • Pools, Gym, Movie Theater and mini golf  • Accommodate up to 6 people  • One guest in the party, must be at least 21 y/o or older.    * U$10 PER NIGHT OF RESORT FEE.  **Additional charge 

Guest favorite

Hotel room in Lee

4.78 out of 5 average rating, 9 reviews

Great Place |2 BD|Kitchen| Pool 

Superhost

Boutique hotel in Cummington

4.81 out of 5 average rating, 80 reviews

Singing Bridge Harmony Room

Great views of the Berkshire hilly forests, and hiking trails along a scenic river. Couples, families, and pets feel right at home in our recently renovated kitchen and warm, and friendly lodge with four bedrooms, electric baseboard heat and queen-sized beds. The sunny loft has a comfy queen. Gas heat. Call an hour before arrival if you don't have AT&T or Verizon cell service- other carriers may be inconsistent in the area. Wifi enabled. Pets are welcome for a $25 fee.

Guest favorite

Boutique hotel in Bennington

4.9 out of 5 average rating, 67 reviews

Harwood Hill Motel - Cottages Queen+Twin Sofabed

Set into the hillside surrounded by an apple orchard on one side and mountains on the other, The Harwood Hill offers respite in the Southern Vermont countryside within a 10-minute drive to Bennington's restaurants, galleries, and museums. Our rooms are quaint and comfortable, with local art inside and out. Relax on our great lawn, with a hammock, picnic tables, fire ring, and a splendid view of Mount Anthony. On weekends, we provide complimentary continental breakfast.

Guest favorite

Casa particular in New Paltz

4.98 out of 5 average rating, 85 reviews

Hidden Barn Farm Stay Apartment

Secluded feeling and charming, rustic barn apartment located on a working sheep and poultry homestead. Immediately convenient to Minnewaska Cliffs, Mohonk trails, pick your own orchards, vineyards, and the charming towns of New Paltz and Gardiner. Perfect for climbers, hikers, leaf peepers, and farm lovers. Chickens, ducks, and geese wander the property filling it with a symphony of farm sounds. Our flock of friendly sheep is always open to pets and chin scratches.

Guest favorite

Boutique hotel in Hudson

4.93 out of 5 average rating, 40 reviews

The Howard Hotel Hudson - Room 301

The Howard Hotel - RM: 301 – Queen room, windowed sitting area, windowed marble & tiled bath. The Howard Hotel is the most recent addition to the CaMea groups’ boutique properties. Located in the heart of Hudson in the burgeoning BeLo 3rd historic district on Hudson’s famed Warren Street. After an extensive renovation and restoration this historic property has transformed into a modern elegant seven room & suites boutique hotel.

Guest favorite

Nature lodge in Stone Ridge

4.97 out of 5 average rating, 66 reviews

VlyHouse - Room 5

Our home sits on 16 acres of land including 2 beautiful swamps filled with amazing wildlife. The Vly Life is located in the very tranquil area known as the Vly in Stone Ridge, just two hours from NYC. We are centrally located, 25 minute drive to New Paltz, Woodstock and Kingston. All beds have down bedding and pillows along with lush towels. No detail has been forgotten. Come stay with us! Check out our optional meals!

Guest favorite

Boutique hotel in Hudson

4.81 out of 5 average rating, 54 reviews

Hudson Mariner Suite 4

Located downtown Hudson on Warren Street and just steps from a park overlooking the Hudson River, enjoy the finest shopping and restaurants. We offer five unique, large and beautiful suites all with ensuite bathrooms. Plenty of street parking available. All guests have use to the backyard. This room can not accommodate pets or children under 12 years of age.