Boutique hotel holiday rentals in The Berkshires

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Top-Rated Boutique Hotels in The Berkshires

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Guest favourite

Hotel room in Hudson

4.96 out of 5 average rating, 114 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.

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Hotel room in Leeds

4.62 out of 5 average rating, 39 reviews

Murphys Law Inn 3

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.

Guest favourite

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 favourite

Hotel room in Copake

4.91 out of 5 average rating, 111 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!

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Hotel room in Dover

5 out of 5 average rating, 7 reviews

Luxury King Suite w/balcony in Historic Inn, rm 1

Deluxe King Suite with balcony and living room inside of our newly renovated historic Inn. King bed and a queen pullout sofa. This unit has 1 full bath with double sinks and 1 half bath. Room comes with towels, toilet paper, shampoo, conditioner, body lotion and other toiletries. The expansive balcony has a bistro set for enjoying a coffee or happy hour. This unit also has a mini fridge and Keurig coffee maker. We provide K-cups, tea, sugars and various snacks. Inn room 1 is not pet friendly.

Guest favourite

Hotel room in Kingston

4.98 out of 5 average rating, 84 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.

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Hotel room in Lee

5 out of 5 average rating, 4 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 

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Hotel room in Warwick

4.74 out of 5 average rating, 180 reviews

The Warwick Inn Boutique Bellvale Room 2

Experience the charm of historic Warwick while enjoying modern amenities in the beautiful Warwick Inn. With origins dating back to the 1850s, this elegant home is filled with old-world appeal and beautiful renovations. The cozy rooms feature a comfortable king-sized bed, a private bathroom, and a quaint sitting area to relax and rejuvenate during your Hudson Valley weekend getaway. Easily explore all that Warwick has to offer, staying just one block away from downtown Warwick.

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Hotel room in Cummington

4.82 out of 5 average rating, 90 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 favourite

Hotel room in Bennington

4.9 out of 5 average rating, 72 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.

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Hotel room in Hudson

4.91 out of 5 average rating, 35 reviews

The Howard Hotel Hudson - Room 202

The Howard Hotel - RM: 202 – King room with dining/working area, marble and 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.

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Hotel room in Great Barrington

4.75 out of 5 average rating, 4 reviews

Studio|King Bed|Wifi|Dog-Friendly|Prime Berkshires

Designed for a long weekend or intimate stay, with or without your furry family member. This is East Rock Inn's brand new King Studio, featuring a king bed, bathroom with a walk-in shower and Roku TV. Quiet and comfortable. Our central location one mile from downtown Great Barrington means you're close to all the shops, restaurants and outdoor activities the Berkshires has to offer.