Airbnb, Cabins, Vacation Rentals in Tanglewood, MA
Compare 1,380 available, short term lakefront holiday vacation home properties, starts from $28
Navigate forward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.
Navigate backward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.
Find the best vacation rental
Save Up To 78%
Airbnb, Vacation rentals and hotel deals in Tanglewood, MA
9.8 (120 reviews)
Unique Condo, Quiet Neighborhood, Walk to Town.
Condo · 2 Guests · 1 Bedroom
$155 /night*
9.3 (227 reviews)
Courtyard by Marriott Lenox Berkshires
Hotel · 2 Guests · 1 Bedroom
$163 /night
9.1 (350 reviews)
Hampton Inn & Suites Berkshires-Lenox
Hotel · 2 Guests · 1 Bedroom
$140 /night
9.2 (167 reviews)
Club Wyndham Bentley Brook
Hotel · 2 Guests · 1 Bedroom
$122 /night
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Hotel · 2 Guests · 1 Bedroom
$224 /night
5.4 (128 reviews)
Berkshire Travel Lodge
Motel · 2 Guests · 1 Bedroom
$65 /night
10 (2 reviews)
Cozy apartment overlooking our small farm. Family Friendly.
Apartment · 2 Guests · 1 Bedroom
$150 /night*
9.4 (187 reviews)
Hotel on North
Hotel · 2 Guests · 1 Bedroom
$166 /night
6.2 (59 reviews)
Pilgrim Inn
Inn · 2 Guests · 1 Bedroom
$69 /night
8.8 (386 reviews)
Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$97 /night
9.8 (111 reviews)
Serene, Private Waterfront House --Perfect Summer Retreat!
Holiday home · 2 Guests · 1 Bedroom
$175 /night*
7.7 (316 reviews)
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$122 /night
8.2 (175 reviews)
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk
Holiday home · 2 Guests · 1 Bedroom
$189 /night
10 (2 reviews)
Stockbridge Home: Walk to Town Beach!
Holiday home · 2 Guests · 1 Bedroom
$173 /night*
9.4 (104 reviews)
Chambery Inn
B & B · 2 Guests · 1 Bedroom
$199 /night
6.7 (114 reviews)
Pleasant Valley Motel West Stockbridge
Motel · 2 Guests · 1 Bedroom
$59 /night
8.9 (76 reviews)
The Whitlock
Hotel · 2 Guests · 1 Bedroom
$119 /night
10 (86 reviews)
Cozy Monterey Family Chalet, Minutes From Lake & 10 Minutes From Butternut!
Chalet · 2 Guests · 1 Bedroom
$199 /night*
9.2 (48 reviews)
Cozy Modern Berkshires Rental (Mins from Lenox, Kripalu & Tanglewood)
Condo · 2 Guests · 1 Bedroom
$225 /night*
10 (4 reviews)
Experience the Beauty of the Berkshires and Hudson Valley in Our Historic Home
Holiday home · 2 Guests · 1 Bedroom
$220 /night*
Airbnb, Holiday Lakefront Log Cabin Rentals with Fireplace, and Other Rental Options in Tanglewood, MA
Fireplace
The Upstate Cabin: A secluded getaway in the woods
Cabin · 2 Guests · 1 Bedroom
$395 /night*
Fireplace
9.6 (5 reviews)
The Blue Jay - a New England Cottage
Cottage · 2 Guests · 1 Bedroom
$200 /night*
Fireplace
9.8 (22 reviews)
4 Bedroom House in the Berkshires. Minutes from Tanglewood.
Chalet · 2 Guests · 1 Bedroom
$850 /night*
What Are The Most Popular Amenities in Tanglewood, MA?
Top Rental Amenities in Tanglewood, MA
+
Which Price Range Is Most Typical in Tanglewood, MA Area?
Vacation House & Cottage Rental Price Information in Tanglewood, MA
+
What Are The Most Liked Rental Accommodations in Tanglewood, MA?
Rental Accommodation Info in Tanglewood, MA
+
How Many Rental Accommodations Are Pets Friendly in Tanglewood, MA?
Percentage of Pet Friendly Rental Properties in Tanglewood, MA
+
What Are The Must-Visit Places in Tanglewood, MA?
Points of Interests In Tanglewood, MA
+
Airbnb, Vacation House with Full Kitchen in Tanglewood, MA
Full Kitchen
10 (11 reviews)
The Pinetop Cabin | Modern ∙ Surrounded by Trees ∙ Sustainably-built
Cabin · 2 Guests · 1 Bedroom
$400 /night*
Full Kitchen
9.1 (63 reviews)
The Dewey
B & B · 2 Guests · 1 Bedroom
$117 /night
Full Kitchen
10 (1 review)
Berkshires Colonial on 2 Acres by Evergreen Home
Holiday home · 2 Guests · 1 Bedroom
$447 /night*
* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.