Hotel holiday rentals in The Berkshires

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Top-rated hotels in The Berkshires

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Guest favourite

Hotel room in Copake

4.91 out of 5 average rating, 106 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!

Superhost

Hotel room in Elka Park

4.78 out of 5 average rating, 161 reviews

Lodge Rooms in Historic Elka Park

We are a private club nestled in the beautiful Catskill Mountains! We offer our lodge rooms to be rented out from May till October. Enjoy the quiet evenings and beautiful sky! we have a pool, volleyball net, tennis court, horse shoes, shuffle board, a playground, and beautiful trails. We are located only minutes from historical Tannersville and Hunter. There is plenty to do for couples or families or even a solo getaway. We are seasonal and only open thru October 12th. We reopen in May.

Guest favourite

Hotel room in Kingston

4.98 out of 5 average rating, 66 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.

Guest favourite

Private room in Sheffield

4.97 out of 5 average rating, 74 reviews

Sheffield Lodge - Everett Room

Sheffield Lodge is a warm and inviting rustic Bed and Breakfast, secluded from the stressful city life, nestled in a forest of tall pines, maples, and birch trees. Enjoy your home-away-from-home where there is always welcoming hospitality, friendly service, and delicious breakfasts. Located just a short distance from the most popular activities and entertainment the Berkshires is known for including Tanglewood, Jacob's Pillow, skiing, stage theater, hiking, museums, and antique shopping.

Superhost

Hotel room in Lee

5 out of 5 average rating, 9 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 favourite

Hotel room in Lee

4.91 out of 5 average rating, 22 reviews

Great Place |2 BD|Kitchen| Pool 

Superhost

Hotel room in Shandaken

4.95 out of 5 average rating, 42 reviews

Treetop Cabin 2 Bed Kitchen Fireplace Spa Tub #6

Belleayre Lodge is a community of several private cabins, offering respite, rejuvenation, & a cozy escape in the winsome foothills of the Catskill Mountains. Home for the night, the week or the month, we cherish this place & the people who pass through it. Our guests soak under the stars in the salt water tub, laze about the bonfire eating s'mores, enjoy community & nature. Located in Pine Hill, NY, five minutes from Belleayre Mountain, short drive to Hunter, and Plattekill.

Guest favourite

Casa particular in New Paltz

4.97 out of 5 average rating, 108 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 favourite

Hotel room in Hudson

4.91 out of 5 average rating, 102 reviews

Nest Hudson Boutique Hotel - Two Bedrooms

This is a 2 bedroom suite. Stay in a beautiful, modern and stylish private suite at Nest Hudson, a newly renovated boutique situated in a charming 100-year-old home. Lounge in the chic rooms featuring hardwood floors and bold blues before heading out the comfortable shared backyard, rocking chair front porch or enjoy a complimentary coffee/tea and relax on the back deck. There are 5 private, well-appointed suites available ideally located in the heart of town.

Guest favourite

Private room in New Milford

4.88 out of 5 average rating, 26 reviews

Candlewood Lake - Cozy private room by the lake

Kick back and relax in this calm, stylish space in Candlewood Lake. Separate entrance, One bedroom with private bathroom. (two full or one king size) Free high speed Wi-Fi, refrigerator, coffee maker & electric oven. Access to family playroom with pool table, home theatre & fireplace. Free use of kayaks. Close to restaurants, shops, water activities, fishing, golfing and tennis (summer only). You can bring your boat and launch it in the next door ramp.

Guest favourite

Hotel room in Hudson

4.93 out of 5 average rating, 45 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.

Superhost

Hotel room in Warwick

4.78 out of 5 average rating, 161 reviews

The Warwick Inn Boutique Amity Room 1

Experience the charm of Historic Warwick while enjoying modern amenities and classic comfort in the beautiful Warwick Inn. With origins dating back to the 1850's this elegant home is filled with old-world appeal and charming renovations. The cozy rooms, feature a comfortable King-sized bed, private bathroom and a quaint sitting area to relax and rejuvenate during your picturesque Hudson Valley weekend getaway.