Holiday homes & B&B in Tanglewood
Choose the right place for you
REVIEWS
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9+ Exceptional
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8+ Fabulous
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7+ Very Good
Vacation rental deals in Tanglewood
We have selected the best vacation rentals in Tanglewood. Save money with Bluepillow by comparing the best deals from major travel websites in Tanglewood
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Tanglewood - United States
East of 2 b.r's in suite of open plan home
- 2 Guests 1Bedroom
10 Exceptional (115)Our guest suite overlooks our great room. It has two private bedrooms. They share a full bath and sitting area, a sliding door serves a balcony furnished with a patio table and chairs. A small refrigerator, ...Check Availability -
Tanglewood - United States
Honeysuckle Rose Cottage
- 4 Guests 2Bedrooms
10 Exceptional (161)The Honeysuckle Rose Farm Cottage is minutes from Ski areas and Tanglewood and Barrington Stage Theater in Pittsfield, Ma. It is on two quiet acres surrounded by miles of woods , great for hiking and ...Check Availability -
Tanglewood - United States
Cozy Berkshire Cottage Style Apartment
- 2 Guests 1Bedroom
10 Exceptional (91)Stay in a cozy Berkshires apartment! All windows with peaceful views of the surrounding state forest and yard. The house is set back from the main road, easily accessible yet private. The cottage is a ...Check Availability -
Tanglewood - United States
SoloBusiness Traveler 2 @ Cape Serenity Guesthouse
- 1 Guest 1Bedroom
This is our same summer BnB room at a deeply discounted price during the off-season months, November thru Mid-May. Super comfy foam mattress topper, all amenities. Coffee and Tea or fruit available. ...Check Availability -
Tanglewood - United States
The Sanctuary...a quiet and healing space.
- 2 Guests 1Bedroom
10 Exceptional (75)We welcome you to our AirBNB that is on a Community Land Trust. You walk out to woods for quiet and you can drive down the road to see Great Barrington in 5 minutes! Our guest room has a very cozy queen ...Check Availability -
Tanglewood - United States
Warm & Welcoming Room w/ Private Bath
- 2 Guests 1Bedroom
10 Exceptional (66)Lovely private room w/bath in a beautiful, cozy sun-filled home. Lots of open space w/bountiful plants, large windows, hardwood floors, fireplace. On an acre of private forest. Walk or drive to downtown ...Check Availability
Save on Bed & Breakfast in Tanglewood
Are you looking for an accommodation in Tanglewood and do you want to save money? Choose from 56 Bed & Breakfasts in Tanglewood
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Tanglewood - United States
Best Western Plus Berkshire Hills Inn & Suites
- Hotel
8.9 Fabulous (730)One of our top picks in Pittsfield.Located off Route 20, this Pittsfield hotel is 3.6 miles from Lichtenstein Center for the Arts. The hotel features a hydromassage tub and a gym as well as traditional ...Check Availability -
Tanglewood - United States
Hampton Inn & Suites Berkshires-Lenox
- Hotel
9 Exceptional (1158)This Lenox, Massachusetts hotel is situated only a short distance from area attractions, including historic Lenox town centre and features a variety of free amenities along with comfortable and modern ...Check Availability -
Tanglewood - United States
Courtyard by Marriott Lenox Berkshires
- Hotel
9.2 Exceptional (180)Situated within 2.3 miles of Tanglewood and 2.5 miles of Tanglewood Musical Center, Courtyard by Marriott Lenox Berkshires in Lenox offers a fitness centre and rooms with free WiFi. The property is around ...Check Availability -
Tanglewood - United States
Lakehouse Inn
- Hotel
9.4 Exceptional (8)Located in Lee, Lakehouse Inn features water sports facilities, garden, terrace, and free WiFi throughout the property. Among the various facilities of this property are a shared lounge and a ski pass ...Check Availability -
Tanglewood - United States
Hampton Terrace Inn
- Hotel
10 Exceptional (1066)Swim in the outdoor pool or take advantage of the on-site tennis courts at this Massachusetts bed and breakfast. Tanglewood Musical Center is 5 minutes’ drive away. Each uniquely styled room at the ...Check Availability -
Tanglewood - United States
DEVONFIELD INN - The Queen's Cottage -Room #10
- Hotel
This stand alone cottage in the Berkshires is like moving into your own “residence in the country”. The Cottage features a king size bed, Jacuzzi tub, full kitchen, dining area, living room with queen ...Check Availability
Farmhouse or Hotel? Choose from the best offers
Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?
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![Farmstays near Tanglewood]()
Farmstays near Tanglewood -
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Hotels near Tanglewood
The best places to stay in Tanglewood
Book an apartment in Tanglewood and choose the right accommodation for your needs
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Tanglewood - United States
One private single room in Lenox
- 2 Guests 1Bedroom
10 Exceptional (45)Share our home in Lenox, the heart of the Berkshires. We have 1 room available, cool, comfortable, & you can share our kitchen and living room too. There's a delightful garden to relax in. We're only 2 ...Check Availability -
Tanglewood - United States
B&B Berkshire Apt. near Tanglewood (Birch)
- 6 Guests 2Bedrooms
10 Exceptional (94)My place is an easy, 15-min. drive to Tanglewood. The apartment has a full kitchen, and there are five restaurants within a few miles of us. For non-skiers, Hancock Shaker Village is a five minute drive ...Check Availability -
Tanglewood - United States
Beautiful Downtown Lee setting
- 2 Guests 1Bedroom
10 Exceptional (283)Private room with a queen size bed just a few steps away from all the Berkshires has to offer. In Downtown Lee you will find a mixture of wonderful shops, dining and local attractions. The 10 room home ...Check Availability -
Tanglewood - United States
A farmhouse in an old mill town
- 2 Guests 1Bedroom
10 Exceptional (81)You will have a clean, comfortable room in a quiet, recently renovated house with a charming garden in the village of Housatonic, centrally located in the heart of the Berkshires. During the warmer months, ...Check Availability -
Tanglewood - United States
Private En Suite in Beautiful Victorian
- 2 Guests 1Bedroom
10 Exceptional (164)The room is light and airy with morning sun and the shade of the large front porch in the afternoon. This is a place to enjoy a meal or just lounge and relax with a view of the gardens and surrounding ...Check Availability -
Tanglewood - United States
Contemporary Berkshires Getaway
- 2 Guests 1Bedroom
10 Exceptional (220)Our apartment is a 10 minute drive from Tanglewood, just down the street from Barrington Stage, and central to all other activities that the Berkshires have to offer. The bright kitchenette, dining area, ...Check Availability
