Winchester 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 Winchester
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Wilmington VT
With a stay at this cottage in Wilmington, you'll be near the beach, just a 1-minute walk from Lake Raponda and 12 minutes by foot from The Art of Humor Gallery.
Kitchen
Washer
Lakeview Cozy Cottage • Hot Tub • Fireplace • Fish • Ski 30min
Rindge NH
With a stay at this cottage in Rindge, you'll be on the waterfront, just steps from Pearly Lake and a 3-minute drive from Franklin Pierce University.
Hot Tub
Kitchen
Cottage on Partridge Pond
Westminster MA
With a stay at this cottage in Westminster, you'll be on the waterfront, within a 15-minute drive of Great Wolf Lodge Waterpark and 1761 Old Mill Gift Shop.
Kitchen
Washer
Waterfront Cottage on Scenic Sportsman Pond
Fitzwilliam NH
With a stay at this cottage in Fitzwilliam, you'll be on the waterfront, just steps from Sportsman Pond and a 4-minute drive from Lawrence Brook WMA.
Kitchen
Pet friendly
Finnish Cabin with Sauna on Lake Monomonac next to Mt. Monadnock
Rindge NH
$241 nightly
The price is $262 total per night
$262 total
Mar 8 - Mar 9
Total with taxes and fees
Located in Rindge, this cottage is on the waterfront, a 1-minute drive from Wellington Park and 5 minutes from Rindge Historcal Museum.
Kitchen
Washer
Vacationer's oasis on the waterfront of picturesque Pearly Pond.
Rindge NH
When you stay at this cottage in Rindge, you'll be on the beach, just steps from Franklin Pierce University and Pearly Lake.
Kitchen
Washer
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Walpole NH
$231 nightly
The price is $250 total per night
$250 total
Mar 8 - Mar 9
Total with taxes and fees
Located in Walpole, this cottage is in a rural location, within a 10-minute drive of Connecticut River and Walpole Artisans Cooperative.
Kitchen
Air conditioning
10 Mi to Mt Snow! Grand Estate Built to Entertain
Wilmington VT
With a stay at this cottage in Wilmington, you'll be steps from The Art of Humor Gallery and a 3-minute drive from Lake Raponda.
Kitchen
Washer
Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow
Newfane VT
Located in Newfane, this cottage is in a rural location, a 3-minute drive from Rock River Preserve and 7 minutes from West River.
Kitchen
Washer
Cavalier Cottage B&B
236 East Oxbow Road Shelburne Falls MA
Located in Shelburne Falls, this cottage is on the riverwalk, a 4-minute drive from Deerfield River and 8 minutes from Bald Mountain Pottery.
Breakfast included
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.
Winchester Cottages essential information
Accommodation | 58 Cottages |
|---|---|
Lowest Price | $250 |
Highest Price | $262 |
Popular accommodation | Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly, Lakeview Cozy Cottage • Hot Tub • Fireplace • Fish • Ski 30min, Cottage on Partridge Pond, Waterfront Cottage on Scenic Sportsman Pond, Finnish Cabin with Sauna on Lake Monomonac next to Mt. Monadnock, Vacationer's oasis on the waterfront of picturesque Pearly Pond., Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro, 10 Mi to Mt Snow! Grand Estate Built to Entertain, Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow, Cavalier Cottage B&B, Charming Putney Home: Porch, Grill & Hiking Trails, Hiking Trails On-site: Cozy Falls Brook Cabin |