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 historic image captures a group of people gathered in front of a large two-story building, with a porch and multiple windows. A classic car is parked nearby, while a large tree provides shade. The scene suggests a sense of community and shared experience.

Hotel room in Leeds

5 out of 5 average rating, 26 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

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!

Guest favorite

The historic Burrell House Inn is depicted in the twilight, showcasing its classic brick facade and detailed architectural elements. Soft lighting emanates from the windows, highlighting the inviting porch with seating. The well-maintained lawn and pathway lead up to the entrance, framed by landscaped greenery.

Hotel room in Keene

4.88 out of 5 average rating, 84 reviews

Historic Burrell House Inn, Keene NH "slate-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 Slate room offers a queen 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.

Guest favorite

A gravel pathway leads to the entrance of the property, framed by lush greenery and decorative trees. A small garden lines the area, while a welcoming porch is visible in the foreground, inviting guests to enjoy the serene surroundings.

Hotel room in Bennington

5 out of 5 average rating, 17 reviews

Harwood Hill Motel - Deluxe King

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 modern and fully renovated, with local art inside and out. Relax around the corner 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 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.

Superhost

The image captures a quaint room featuring a vintage lamp on a dresser and a white pedestal sink. A doorway leads to a private bath, and the walls are adorned with a soft pink wallpaper. Warm wooden accents enhance the historic ambiance of the space.

Hotel room in Davenport

4.73 out of 5 average rating, 183 reviews

The Davemport Inn Room number 5

A nice room with a private bath.. I am posting this a room for 1 person... It has a very nice posturepedic single bed most of the time but I can put in a full size bed as well so 2 persons can stay for 10 bucks more... If you like old historical houses this is interesting because this room is one of the oldest operating hotel rooms in America.... The building is most likely late 18 century but was built as an Inn, not a house so this is a historical hotel room easy to keep distance

Guest favorite

A spacious bathroom is highlighted by a double sink vanity with intricate detailing. Natural light filters through a skylight, illuminating the area. Adjacent, a cozy sleeping area is visible with a partially made bed featuring a blue and white patterned coverlet, and a decorative wrought iron bed frame.

Hotel room in Warwick

4.88 out of 5 average rating, 144 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

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

An elegant staircase is depicted, featuring a patterned carpet runner along the steps. The dark blue walls contrast with the warm wood accents of the banister and balustrade. A window at the top allows natural light to illuminate the ascent.

Hotel room in Hudson

4.93 out of 5 average rating, 125 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

A shaded outdoor patio is presented under a wooden pergola, featuring a circular table with several black chairs and a large red umbrella. Potted plants add greenery, while two wooden chairs are positioned beside a small table on the wooden deck, creating a serene space for relaxation.

Hotel room in Saugerties

4.95 out of 5 average rating, 44 reviews

Village Inn - Chelsea 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 Chelsea suite features a private bedroom with a king sized bed. A kitchenette, with breakfast area and a living area with a twin pullout. Spa soaking tub to help relax and rejuvenate after a long day. Private parking lot to accommodate our guests, and all rooms have private entrances.

Guest favorite

A modern sink area with a spacious white basin is showcased against a backdrop of white subway tiles. A wooden shelf above the sink displays a bottle of amenities. The sleek silver fixtures contrast with the darker wall, creating an elegant and functional space.

Hotel room in Hudson

4.91 out of 5 average rating, 57 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

A modern bathroom vanity features a circular mirror above a sleek countertop. A black faucet complements the minimalist design. White towels are neatly arranged nearby, and a bottle of toiletries is visible, adding functionality to the elegant space.

Hotel room in Great Barrington

4.71 out of 5 average rating, 7 reviews

Luxe Unit in Berkshires|King Bed|Sleeps 4|Wifi

Welcome to East Rock Inn, ideally located 1 mile from downtown Great Barrington. Stretch out in our completely renovated Mountain View King Deluxe Room, featuring a king-sized bed, an ample sitting area with a queen-size sofa bed, a bathroom with tub/shower, separate vanity, and amenities from Public Goods. Sliding glass doors lead out to our sprawling backyard and East Rock Mountain.