Tolland Cottages
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Cottages in Tolland
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
New Marlborough MA
Located in Great Barrington, this cottage is on a lake, within a 5-minute drive of Lake Buel and Les Trois Emme Winery.
Kitchen
Washer
The Blue Elm - A Historic Berkshire Cottage
Sheffield MA
Located in Ashley Falls, this cottage is in a rural location, within a 15-minute walk of Ashley Falls Woods and Housatonic River.
Kitchen
Free WiFi
Waterfront Cottage 10 Min From Great Barrington
New Marlborough MA
With a stay at this cottage in Great Barrington, you'll be steps from Lake Buel and a 4-minute drive from Les Trois Emme Winery.
Kitchen
Washer
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Winsted CT
With a stay at this cottage in Winsted, you'll be on the waterfront, just a 1-minute walk from Highland Lake and 9 minutes by foot from The Marina at Highland Lake.
Kitchen
Free WiFi
Ashley Falls Home w/ Fire Pit: Hike & Ski!
Ashley Falls MA
Located in Ashley Falls, this cottage is within a 5-minute drive of Ashley Falls Woods and Bartholomew's Cobble.
Kitchen
Parking included
Private Island - Largest Fresh Water Reservoir in Mass
Otis MA
With a stay at this cottage in Otis, you'll be on the waterfront, just steps from Otis Reservoir and a 4-minute drive from Larkum Pond.
Kitchen
Pet friendly
Westfield Vacation Rental w/ Porch, Pets Welcome!
Westfield MA
When you stay at this cottage in Westfield, you'll be near the beach, within a 5-minute drive of Westfield River and Westfield City Hall.
Kitchen
Washer
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
325 Long Pond Road Great Barrington MA
Located in Great Barrington, this cottage is within a 10-minute drive of Art et Industrie and Housatonic River.
Kitchen
Washer
Historic Huntington Home - Walk to Westfield River
Huntington MA
With a stay at this cottage in Huntington, you'll be within a 5-minute drive of Huntington Public Library and Hillgate Park.
Kitchen
Washer
Light-filled cottage
New Marlborough MA
Located in New Marlborough, this cottage is on a lake, within a 15-minute drive of Cookson State Forest and Dry Hill.
Hot Tub
Kitchen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Tolland Cottages essential information
Accommodation | 76 Cottages |
|---|---|
Lowest Price | |
Highest Price | |
Popular accommodation | Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly! , The Blue Elm - A Historic Berkshire Cottage, Waterfront Cottage 10 Min From Great Barrington, The Cottage at Highland Lake, year-round, waterfront with a boat dock , Ashley Falls Home w/ Fire Pit: Hike & Ski!, Private Island - Largest Fresh Water Reservoir in Mass, Westfield Vacation Rental w/ Porch, Pets Welcome!, Lakefront Berkshires Retreat w/ Deck, Dock & Boat!, Historic Huntington Home - Walk to Westfield River, Light-filled cottage, Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge!, Lakefront Tranquility/Fishermans Delight |