Boutique hotel vacation rentals in Berkshire County

Find and book unique boutique hotels on Airbnb

Top-rated boutique hotels in Berkshire County

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

0 of 0 items showing

1 of 3 pages

Boutique hotel in Lenox

5.0 out of 5 average rating, 5 reviews

★ Private Peerless Room with Jacuzzi Tub & Fireplace

Known as the Peerless Room, this romantic second-floor room features a Queen bed, corner gas fireplace and private bath with a Jacuzzi tub. Located in the Carriage House of our historic property, this room offers luxurious amenities, privacy and is a short walk to downtown Lenox. Professionally managed by Hampton Terrace Inn, you can be assured of quality and cleanliness. Please note: Breakfast & housekeeping services are not included with our discounted off-season rates from November - April.

Mar. 28 – Apr. 4

$1,748 CAD per night

Boutique hotel in Lenox

5.0 out of 5 average rating, 3 reviews

★ Beautiful Room with Fireplace & Jacuzzi Tub

Known as the Sunol Room, this beautiful second-floor room features a Queen bed, corner gas fireplace and private bath with a Jacuzzi tub. Located in the Carriage House of our historic property, this room offers luxurious amenities, privacy and is a short walk to downtown Lenox. Professionally managed by Hampton Terrace Inn, you can be assured of quality and cleanliness. Please note: Breakfast & housekeeping services are not included with our discounted off-season rates from November - April.

Mar. 14 – 21

$1,748 CAD per night

Boutique hotel in Lenox

4.83 out of 5 average rating, 18 reviews

★ Romantic Room with Jacuzzi Tub & Fireplace

Known as the Rarus Room, this moody and romantic second-floor room features a Queen bed, corner gas fireplace and private bath with a Jacuzzi tub. Located in the Carriage House of our historic property, this room offers privacy and is a short walk to downtown Lenox. Professionally managed by Hampton Terrace Inn, you can be assured of quality and cleanliness. Please note: Breakfast & housekeeping services are not included with our discounted off-season rates from November - April.

Mar. 14 – 21

$1,748 CAD per night

Boutique hotel in Lenox

5.0 out of 5 average rating, 4 reviews

★Romantic! Fireplace, Jacuzzi & Private Entrance

A spacious and private room, our Pearl Davis Suite is perfect for romantic getaways! This room has a private entrance, sitting porch, living room area with a gas fireplace, hot tub size Jacuzzi, wet bar and fridge, 4-poster king bed, a/c, HDTV, and private bathroom. Professionally managed by Hampton Terrace Inn, you can be assured of quality and cleanliness. Please note: Breakfast & housekeeping services are not included with our discounted off-season rates from November - April.

Dec. 29 – Jan. 5

$1,748 CAD per night

Boutique hotel in Lenox

5.0 out of 5 average rating, 5 reviews

★ Romantic King Room w/ Double Jacuzzi & Fireplace

The Marion Slocomb Suite is a spacious, private room perfect for a romantic retreat. This room has a private entrance, sitting porch, living room area with a gas fireplace, hot tub size Jacuzzi, wet bar and fridge, 4-poster king bed, a/c, HDTV and private bathroom. Professionally managed by Hampton Terrace Inn, you can be assured of quality and cleanliness. Please note: Breakfast & housekeeping services are not included with our discounted off-season rates from November - April.

Jan. 18 – 25

$1,748 CAD 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

$130 CAD per night

Boutique hotel in Lenox

5.0 out of 5 average rating, 4 reviews

★ Vintage Romance with Fireplace & Spa Tub

This private room in our Lenox inn offers a Queen bed, fireplace, and a private bath with an Ultra brand spa tub. Professionally managed by Hampton Terrace Inn, you can be assured of quality and cleanliness. Please note: Breakfast & housekeeping services are not included with our discounted off-season rates from November - April.

Feb. 13 – 20

$1,748 CAD per night

Boutique hotel in Lee

5.0 out of 5 average rating, 5 reviews

The Chambery Inn: La Savoie - Deluxe Jacuzzi Suite

This listing is for our Firespa suite on lower level. With King bed, Fireplace, and Large 2 person jacuzzi this room is typically reserved for in room couples massages and romantic getaways. Central to all Berkshire activities and the only hotel on main street, walk to the areas best dining and shopping!

Jan. 5 – 12

$510 CAD per night

Boutique hotel in Williamstown

New place to stay

Two Bedroom Unit with kitchenette

Experience luxury contemporary lodging alongside culinary excellence at the new Mezze Guesthouse. Accessed via a separate entry directly adjacent to Mezze Bistro + Bar, ascend the stairs to this Two Bedroom Unit, which exudes stylish & calming vibes of custom, one-of-a-kind finishes by local artisans.

Oct. 28 – Nov. 4

$612 CAD per night

Boutique hotel in Lenox

4.63 out of 5 average rating, 267 reviews

Standard King in Boutique Lenox Hotel

Designed to relax and inspire, our Standard King guest room is furnished with a writer's desk and harmonious color tones drawn from the seasonal hues of the Berkshires. As always, stocked with luxe touches such as plush linens and terry robes from Revival New York and Le Labo shower amenities.

Feb. 3 – 10

$166 CAD per night

Boutique hotel in Lenox

4.68 out of 5 average rating, 57 reviews

Standard Two Double in Boutique Lenox Hotel

Designed to relax and inspire, our Double Double guest room is furnished with a writer's desk and harmonious color tones drawn from the seasonal hues of the Berkshires. As always, stocked with luxe touches such as plush linens and terry robes from Revival New York and Le Labo shower amenities.

Jul. 17 – 24

$474 CAD per night