Boutique hotel vacation rentals in The Berkshires

Find and book unique boutique hotel rentals on Airbnb

Top-rated boutique hotel rentals in The Berkshires

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

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Guest favorite

A charming exterior features a brick facade painted in a deep blue shade. Bright red doors lead into each room, complemented by matching red chairs positioned on a gravel pathway. Window frames add a warm touch, inviting guests to enjoy the outdoor seating.

Hotel room in Leeds

5 out of 5 average rating, 29 reviews

Murphys Law Inn 6

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 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 & equipped with WIFI, cable tv, King size or full beds, mini fridge, microwave, desk for working, and daily service during your stay.

Guest favorite

A cozy room features a full size bed with organic linens and two bedside tables, each with a lamp. A compact kitchenette is present, equipped with a microwave, coffeemaker, and mini fridge. Hardwood floors add warmth to the inviting space.

Hotel room in Keene

4.92 out of 5 average rating, 85 reviews

Historic Burrell House Inn, Keene NH, "Birch Room"

The Burrell House Inn has been lovingly restored, combining historic charm with the modern amenities. We're an easy walk to downtown Keene, the heart of the Monadnock region. There are indoor and outdoor common areas for all guests to enjoy. The charming Birch Room offers a full size 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. There is a counter, mini fridge, micro, and coffeemaker.

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, 112 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

A cozy suite is showcased with a spacious bed featuring decorative pillows and a textured blanket. A comfortable seating area is provided with a sofa and chairs. Natural light filters through large windows, and decorative plates adorn the wall above the bed.

Hotel room in Kingston

4.98 out of 5 average rating, 85 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

An outdoor patio area is covered with a wooden pergola, featuring seating arrangements with comfortable chairs and small tables. Potted plants add greenery, while a staircase leads to additional accommodations. Umbrellas provide shade, enhancing the inviting atmosphere for guests.

Hotel room in Saugerties

4.92 out of 5 average rating, 65 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 favorite

The exterior of a three-story resort building is shown, featuring a light-colored facade and multiple balconies. A tranquil pond reflects the structure, surrounded by well-maintained grass and scattered rocks. Lush greenery is visible in the background, enhancing the peaceful setting.

Hotel room in Lee

5 out of 5 average rating, 5 reviews

Cozy 2-bedroom apartment with WiFi, fitness room

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 

Superhost

An open space features distinct wooden beams and large skylights allowing natural light. A vintage desk with a chair is positioned next to a decorative mirror. The warm wooden flooring is complemented by a colorful area rug, and the room is separated by a stylish wooden railing.

Hotel room in Warwick

4.88 out of 5 average rating, 148 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.

Guest favorite

A cozy sleeping area features a spacious bed with a floral-patterned coverlet. There are two bedside tables, each topped with lamps. The room is flanked by windows dressed with plaid curtains, while framed artwork adorns the walls, adding a welcoming touch.

Hotel room in Cummington

4.82 out of 5 average rating, 91 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

A bright sitting area features a cozy sofa with decorative cushions. A small table sits in front, and a floor lamp adds warmth. A mini-fridge is positioned near a window dressed with light curtains, allowing natural light to brighten the space.

Hotel room in Bennington

4.91 out of 5 average rating, 74 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.

Top guest favorite

A view from a cozy sleeping area is shown, framed by a large window with white trim. A textured blanket covers the bed, complemented by soft pillows in shades of pink and blue. The exterior view features a brick building and a glimpse of outdoor space.

Hotel room in Hudson

4.93 out of 5 average rating, 127 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 favorite

An outdoor seating area is surrounded by vibrant gardens, featuring bright pink lounge chairs and tables arranged on a brick patio. A fenced saltwater pool is visible in the background, framed by greenery and situated near decorative lighting.

Hotel room in Mount Tremper

4.81 out of 5 average rating, 59 reviews

Catskill Rose Lodging & Dining

Adult Getaway.Our Inn has four modern rooms mindful of comfort. King beds, private baths, individual porches, Internet, AC, streaming TV and movies, refrigerator, microwave, cell phone booster. In-room breakfast of scones, fruit, hard boiled eggs, OJ, coffee, tea, cocoa.seasonal heated saltwater pool, gardens, courtyard, outdoor shower, year round sauna & Restaurant & bar on site. 10% sales and lodging tax due at check-in.

Superhost

A spacious queen room features light wooden flooring, a comfortable bed with crisp white bedding, and a decorative pillow. Natural light enters through two windows, complemented by modern furnishings including an orange chair, a side table, a desk, and wall art.

Hotel room in Hudson

4.82 out of 5 average rating, 34 reviews

The Howard Hotel Hudson - Room 201

RM: 201 – 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.