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

Boutique hotel in Leeds

5.0 out of 5 average rating, 20 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.

Sep 8 – 15

R2,925 ZAR per night

Guest favorite

Boutique hotel in Keene

4.87 out of 5 average rating, 61 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.

Dec 2 – 9

R2,024 ZAR per night

Guest favorite

Boutique hotel in Copake

4.9 out of 5 average rating, 94 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!

Feb 22 – 27

R4,436 ZAR per night

Superhost

Boutique hotel in Fort Montgomery

4.79 out of 5 average rating, 34 reviews

Bear Mountain Bridge Motel Room 3 (Family Room)

We are a small family owned and operated 5 room motel looking to welcome you like a long lost friend. We live in a home on the property so you will get great customer service. The motel is within walking distance of many great food options. We are 2 mi away from West Point Military Academy and 1 mi away from Bear Mountain and Harriman State Parks. There are many beautiful hiking options nearby. We offer an Appalachian Trail shuttle to and from the trail and our motel. We welcome sleepy guests!

Jul 13 – 20

R3,704 ZAR per night

Boutique hotel in Elka Park

4.76 out of 5 average rating, 139 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.

Dec 22 – 29

R2,690 ZAR per night

Guest favorite

Boutique hotel in Kingston

4.98 out of 5 average rating, 41 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.

Sep 21 – 28

R2,606 ZAR per night

Superhost

Boutique hotel in Town of Rockingham

4.51 out of 5 average rating, 37 reviews

Sweet 1 Bed in Village Vintage Victorian

We are a pet-friendly BnB and this 1865 Victorian Farmhouse has several bedrooms that are available. This listing is for The Yellow Victorian Room. Centrally located for easy walking to the local antique shops, boutiques & restaurants. There’s charm everywhere you look, yet far from being too formal. The decor is filled with original art to antique prints for a fun relaxing vibe while under renovation. Pet friendly, 3 cats & host live downstairs. We welcome all & are 420 friendly.

Sep 14 – 21

R2,637 ZAR per night

Guest favorite

Boutique hotel in Cold Spring

4.84 out of 5 average rating, 91 reviews

Room 1 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.

Feb 1 – 8

R3,572 ZAR per night

Superhost

Boutique hotel in Cummington

4.81 out of 5 average rating, 80 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.

Mar 17 – 24

R1,626 ZAR per night

Guest favorite

Boutique hotel in Bennington

4.9 out of 5 average rating, 67 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.

Jun 19 – 26

R3,374 ZAR per night

Superhost

Boutique hotel in Saratoga Springs

4.8 out of 5 average rating, 129 reviews

Brentwood Single King

All rooms feature iconic views of the Saratoga Race Course and include plush mattresses, down pillows, 100% Italian cotton sheets, hand-dyed French linen blankets, brass rain showers, C.O. Bigelow Apothecaries bath accessories, stocked mini-bars, Tivoli Bluetooth radios, flatscreen TVs, and free high-speed WiFi. We’re also dog friendly, so bring the pooch! ** 13% taxes will be collected upon arrival. These taxes are in addition to the rate that Airbnb has collected.

Nov 17 – 24

R3,041 ZAR per night

Guest favorite

Boutique hotel in Hudson

4.93 out of 5 average rating, 40 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.

Mar 13 – 20

R3,747 ZAR per night