Vacation rentals in Tanglewood
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Tanglewood
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Tanglewood vacation rentals
Other great vacation rentals in Tanglewood
Guest favourite
Home in Canaan
5.0 out of 5 average rating, 134 reviewsCountry Cottage
Apr. 13 – 20
$210 CAD per night
Guest favourite
Treehouse in Tyringham
5.0 out of 5 average rating, 228 reviewsGingerbread House Tower in the Berkshire Hills
Aug. 19 – 26
$498 CAD per night
Superhost
Home in Dalton
4.88 out of 5 average rating, 113 reviewsThe Yellow House
Jan. 21 – 28
$156 CAD per night
Guest favourite
Cottage in West Stockbridge
4.98 out of 5 average rating, 107 reviewsHistoric 1810 Farmhouse - Fully Renovated
Jul. 19 – 26
$544 CAD per night
Guest favourite
Cabin in Stockbridge
4.88 out of 5 average rating, 189 reviewsHip Stockbridge Cabin - A stroll to the lake
Dec. 29 – Jan. 5
$776 CAD per night
Guest favourite
Guest suite in Hancock
4.83 out of 5 average rating, 154 reviewsCozy apartment near Jiminy Peak
Oct. 5 – 12
$148 CAD per night
Guest favourite
Home in Lee
4.9 out of 5 average rating, 204 reviews1817 Berkshire Farmhouse- Close to Everything.
Oct. 17 – 24
$417 CAD per night
Guest favourite
Apartment in Canaan
5.0 out of 5 average rating, 86 reviewsMountain View Getaway
Sep. 5 – 12
$161 CAD per night
Destinations to explore
- New City Vacation rentals
- New Haven Vacation rentals
- Lake George Vacation rentals
- Catskill Vacation rentals
- Albany Vacation rentals
- Catskill Mountains Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom