Hotel vacation rentals in The Berkshires

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Top-rated hotel rentals in The Berkshires

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Guest favorite

A clean and organized kitchen area is displayed, featuring open shelving with coffee supplies, glassware, and mugs. Below, a stainless steel sink is positioned adjacent to a compact cooking surface. A kettle and utensils are neatly arranged, contributing to a functional space for guests.

Hotel room in Hudson

4.95 out of 5 average rating, 111 reviews

Nest Hudson Boutique Hotel - Suite One

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. All rooms are beautifully designed and very comfortable with a ensuite private bathroom. The house itself is 100 years old and fully renovated while maintaining local charm and style. Guests have access to the front porch back porch and the common/shared kitchen located towards the back of the house where coffee and snacks are available 24/7. We have put much thought into all the details to make your stay comfortable and special. Guests have access to their own private room & bath. Public spaces include a front porch, back porch and backyard area. We live nearby and may be available as needed. We also have a cleaning team who services guest bedrooms each day. The hotel is located in the center of town making heading out for delicious dining and fun shopping easy and convenient. Take in the local culture on the main street and go for a scenic hike in the beautiful parks nearby. Ideally located in town so you can walk to everything. Street parking available. Please be sure to read parking signs.

Guest favorite

An outdoor area is illuminated by string lights, creating a warm ambiance. Several wooden Adirondack chairs are arranged around a central fire pit. The grassy space is bordered by a low building, featuring large windows and a welcoming exterior.

Hotel room in Copake

4.91 out of 5 average rating, 110 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!

A private bedroom is shown, featuring a spacious bed with a golden throw blanket draped over it. Two windows are adorned with long, golden curtains, allowing natural light to enhance the room. A small seating area includes a glass coffee table and decorative items on a shelf.

Hotel room in Albany

4.75 out of 5 average rating, 255 reviews

Chic-romantic, center-city, hotel-style apartment.

Nestled in the heart of the city, our Airbnb exudes an enchanting charm with its stylish and romantic decor. Positioned on a vibrant city street, immerse yourself in the lively urban atmosphere. This energetic environment will carry some background noise. We prioritize your comfort and recommend bringing earplugs for light sleepers to ensure a restful stay. Corner store -1 min Airport, bus & train station -15 min. Outdoor cameras $250 indoor smoking violation fee $250 pet cleaning fee, no pets

Top guest favorite

A group of friendly sheep with thick, brown wool stands close to a feeding area, with hay scattered around them. In the background, rustic wooden structures and a fenced pasture create a pastoral scene, surrounded by trees and gentle hills.

Hotel room in Kingston

4.98 out of 5 average rating, 83 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 favorite

A rustic living room features a cozy arrangement of a spacious sofa and two armchairs around a circular coffee table. Natural light pours in through large windows, framed by beige curtains, and two plants hang from the ceiling, enhancing the inviting atmosphere.

Private room in Sheffield

4.98 out of 5 average rating, 47 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.

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Hotel room in Philipstown

4.92 out of 5 average rating, 124 reviews

Inn at The Garrison - Room 204

The Inn at The Garrison is part of the lovely country property The Garrison, in a spectacular setting overlooking the Hudson River and surrounding highlands. Our 4 rooms (separate listings on Airbnb) have king beds, private bathrooms with showers, WiFi, TVs, a coffee/tea set-up, a mini-fridge with complimentary water, and granola bars. During the winter months the inn is very relaxing but may be quiet for some. The inn rooms are private and located on the 2nd floor; there is no elevator.

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An indoor recreation area features a variety of arcade games alongside a ping pong table. Brightly colored game machines and interactive attractions are arranged in a spacious setting, providing options for fun and entertainment for guests of all ages.

Hotel room in Lee

5 out of 5 average rating, 10 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 

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An indoor game area is equipped with various arcade machines and a ping pong table. Colorful games line the walls, featuring bright cabinets and flashing lights. The space is well-lit, with a soft carpet underfoot, creating an inviting environment for family fun.

Hotel room in Lee

5 out of 5 average rating, 3 reviews

Beautiful place|2 BD|Kitchen| Pool

Guest favorite

A game room features a variety of arcade machines, including pinball and racing games, alongside a table for ping pong. Brightly colored machines create an engaging atmosphere, and ample space allows for easy movement.

Hotel room in Lee

4.9 out of 5 average rating, 29 reviews

Great Place |2 BD|Kitchen| Pool 

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A spacious bed with a light pink quilt is positioned against a wall, surrounded by two windows adorned with patterned curtains. A bedside table is located on either side, with lamps providing soft lighting, and a clothing rack is visible along one side.

Hotel room in Cummington

4.83 out of 5 average rating, 89 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.

Top guest favorite

Several chickens rest in wooden nesting boxes, with some perched on a shelf above. The boxes are filled with straw, and the rustic wooden structure has a natural, farm-like atmosphere.

Casa particular in New Paltz

4.97 out of 5 average rating, 123 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.

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The historic Warwick Inn is showcased with its white exterior and classic architectural details. The entrance features dual wooden doors, welcoming guests with a touch of charm. The building's large windows are framed by dark shutters, offering an elegant contrast against the light façade.

Hotel room in Warwick

4.77 out of 5 average rating, 186 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.