Boutique hotel holiday rentals in Western Massachusetts

5 out of 5 average rating, 26 reviews

Hotel room in Leeds

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.

4.91 out of 5 average rating, 110 reviews

Hotel room in Copake

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!

4.88 out of 5 average rating, 84 reviews

Hotel room in Keene

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.

5 out of 5 average rating, 7 reviews

Hotel room in Dover

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.

Top Guest favourite

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.

4.83 out of 5 average rating, 89 reviews

Hotel room in Cummington

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.

4.9 out of 5 average rating, 71 reviews

Hotel room in Bennington

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

4.93 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.

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.

4.91 out of 5 average rating, 57 reviews

Hotel room in Hudson

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.

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.

4.82 out of 5 average rating, 56 reviews

Hotel room in Hudson

Hudson Mariner Suite 4

Located downtown Hudson on Warren Street and just steps from a park overlooking the Hudson River, enjoy the finest shopping and restaurants. We offer five unique, large and beautiful suites all with ensuite bathrooms. Plenty of street parking available. All guests have use to the backyard. This room can not accommodate pets or children under 12 years of age.

Holiday rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Chalets

Adventure-ready homes with après-ski style

Apartments

Convenient locations with everyday essentials

Popular amenities for Western Massachusetts Boutique Hotels

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly Boutique Hotels

4.59 out of 5 average rating, 27 reviews

Red White and Blue Room; Historic Brook Rd Inn

OrestesRating, 5 stars12 months ago

nice, clean and comfortable place.

4.85 out of 5 average rating, 61 reviews

Mountain View Room, Historic Brook Rd Inn

StacyRating, 5 stars14 months ago

Due to traveling with an infant it was difficult to carry personal items up the narrow stairwell. This is not a negative reflection on the host or place. The room was nice and location was quiet and private.

5 out of 5 average rating, 3 reviews

Cozy Room with private bathroom in Victorian home

KellyRating, 5 stars8 months ago

What a charming home. Cozy room, loved the electric fireplace..spacious private bathroom, super clean and great water pressure (I love a good shower)! Justine and David were super friendly, communicative, and thoughtful. We hope to stay again next October!

4.71 out of 5 average rating, 28 reviews

Victorian Rose Room; Historic Brook Rd Inn

GabrielRating, 5 stars14 months ago

Great place to crash at an affordable price!

5 out of 5 average rating, 3 reviews

Regal Romantic Luxury Victorian Getaway Catskills

GraceRating, 5 stars8 months ago

It was absolutely fantastic! Honestly even nicer than we expected. Don’t underestimate the jacuzzi or steam shower. EPIC. Also loved Justine - Very friendly, helpful and good vibes. I particularly liked the dvd collection, as an extra touch. We didn’t even watch any, because we were too busy enjoying the jacuzzi, steam shower and surrounding scenery! Nice coffee, tea, snacks etc. Easy parking, and zero issues. Just all around brilliant. We booked this the morning of day 1 of 2, and we really loved it.

4.92 out of 5 average rating, 65 reviews

Village Inn - Tribeca suite - Saugerties NY

TimRating, 5 stars4 months ago

We had a great stay! The host was super communicative and made sure we had all the information we needed to find the parking lot, check in, etc. They even gave us a heads-up when the weather started to turn, so that we could plan accordingly. The room was comfortable and very spacious, and the location was super convenient. Even with a winter storm hitting, we were able to walk to coffee shops, great restaurants, and multiple bookstores. Would definitely recommend!

Hotel room in South Hadley

5 out of 5 average rating, 11 reviews

Daniel Stebbins Inn: Francis Perkins Room

RebeccaRating, 5 stars14 months ago

This was by far one of the best Air BNB experiences I have had. We only stayed very briefly for a conference but it was absolutely perfect. It was super close to the college, so easy to find, check-in was a breeze, breakfast was delicious and had lots of options, the room was beautiful and the bed was very comfortable. We felt very at home! We were traveling with a trailer and three mini equines so we didn’t have a lot of room for things to get complicated and Ruth made EVERYTHING so easy and comfortable. I am so grateful for her hospitality and if I attend the conference next year, I will definitely be rebooking! I highly recommend staying here. ☺️

4.81 out of 5 average rating, 52 reviews

Newport Sunshine Room; Historic Brook Rd Inn

TabathaRating, 5 stars22 months ago

Great place to stay. Cozy inn quiet setting. Kayla was very good communicating information. We’ve stayed twice now and we will be back again.

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Boutique Hotels with a patio

4.95 out of 5 average rating, 39 reviews

Hotel room in Keene

Burrell House Inn, historic Keene NH-" Ivory Room"

JosephRating, 5 stars2 months ago

This was our 3rd time staying here. We have been in three different rooms they have all been great. Last time we had left something in the room they called us within 30 mins of checking out and I was able to go back and get it. Their prices are clear and extremely reasonable for the accommodations and the location. Our daughter is a senior at Keene State College so it has been 4 years of knowing they are there when we need to stay. The rooms are always clean and neat. They are not over burdened with furniture. The rooms are up to date yet also match the area and home. They have a very quaint vibe. Parking is not an issue as they have plenty of it out back. Even when our daughter graduates in May we sill still go back to see her friends next year and the Burrell house will definitely be an option for us. The only thing I would say is the WIFI could use a boost. I was able to use it but only on one side of the room. We would definitely stay there again and recommend it highly.