Hotel holiday rentals in The Berkshires

Find and book unique hotel rentals on Airbnb

Top-rated hotel rentals in The Berkshires

Guests agree: these hotel rentals are highly rated for location, cleanliness and more.

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Guest favourite

Hotel room

4.95 out of 5 average rating, 102 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.

Superhost

Hotel room

4.88 out of 5 average rating, 76 reviews

The Burrell House Inn- Keene NH-"the Granite Room"

The Burrell House Inn has been lovingly restored, combining historic charm with the modern amenities. We're an easy 2 block walk to downtown Keene, the heart of the Monadnock region. There are indoor and outdoor common areas for all guests to enjoy. The Granite Room offers a King bed with organic linens, temp control, premium cable, wi-fi, private parking, and a private full bath. Fresh cotton towels, soaps, and shampoos are provided. The room has a counter, mini fridge, micro, and coffeemaker.

Superhost

Hotel room

4.79 out of 5 average rating, 19 reviews

Murphys Law Inn 2

Murphy's Law Public House is perfect choice to get away. It is close to many eateries, shops, laundromat, hiking trails, & the list goes on! The Catskill creek runs right behind the property & guests will have special access to the creek during their stay. You will not be disappointed for choosing Murphy's Law Public House for your next stay! All rooms are non-smoking and equipped with WIFI, cable tv, King size beds, mini fridge, microwave, desk for working, and daily service during your stay.

Hotel room

4.76 out of 5 average rating, 239 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

Superhost

Hotel room

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.

Superhost

Hotel room

4.92 out of 5 average rating, 63 reviews

Village Inn - Tribeca suite - Saugerties NY

The Village Inn is the ideal hotel alternative. We offer well appointed private suites with a bit of luxury. Both of our accommodations include Cable TV, WiFi, and A/C. The Tribeca suite is a luxurious loft space with original post & beam construction. It features a queen bed, kitchenette, breakfast bar with exposed brick detail, Mudroom, living area with a twin pullout and a private custom tiled bathroom. Private parking lot to accommodate our guests, and all rooms have private entrances.

Guest favourite

Hotel room

4.85 out of 5 average rating, 13 reviews

Room 9 Cold Spring Hotel (Main St.)

The Cold Spring Hotel charms guests at first glance with its architecture and decor. Located in the quaint village of Cold Spring, NY. With just a little over an hour from NYC on the Metro-North Hudson Line.The most beautiful hiking trails north of city, shops for antiques and more. Each room has carved mahogany queen beds and stained glass windows with a spectacular view. The bathrooms offer a walk-in shower with a ceramic tile wall, with a personalized heating and cooling system.

Superhost

Hotel room

4.89 out of 5 average rating, 123 reviews

The Warwick Inn Boutique Little York Loft.

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 attractive renovations. Feature a comfortable king-sized bed, private bathroom and a pull out couch. Easily explore all that Warwick has to offer including shopping, restaurants, breweries, orchards and more while staying just one block away from downtown Warwick.

Superhost

Private room

4.86 out of 5 average rating, 22 reviews

Hillside Cabin room, Belleayre Lodge near Mountain

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.

Superhost

Hotel room

4.78 out of 5 average rating, 67 reviews

King Room Cristy’s Madison #7

King bed. Private bathroom, free cable/Roku, WiFi and beach access. 1 minute walk from 2 beaches, and minutes from center of town, shopping and various weekly town events. Kuerig machine in room, common area in main building with coffee and water, full restaurant with breakfast, lunch and dinner. Maid service not provided. Dog friendly - dog must be well behaved.