Search Winchester Cottage Rentals from CA $640
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Winchester cottages
1. Cozy Cottage-Sunset On The Lake
Cozy Cottage-Sunset On The LakeOtis
9.8 out of 10, Exceptional, (55 reviews)
"Quiet and peaceful"
Michael S.
The price is CA $346
CA $820 total
includes taxes & fees
Oct 19 - Oct 20
2. Sharon Retreat w/ Private Yard
Sharon Retreat w/ Private YardSharon
9.2 out of 10, Wonderful, (37 reviews)
"Cagney’s home was so comfy! We loved the spacious family room. The beds were comfortable and the fully stocked kitchen made cooking much easier. Absolutely would love to stay at your cottage again!"
Heidi F.
The price is CA $283
CA $640 total
includes taxes & fees
Oct 19 - Oct 20
The price is CA $445
CA $832 total
includes taxes & fees
Oct 27 - Oct 28
4. Escape to Bantam Lake- With Fireplace and Hot tub!
Escape to Bantam Lake- With Fireplace and Hot tub!Morris
10.0 out of 10, Exceptional, (5 reviews)
"This house is a dream. First, the views are incredible. Second, it’s beautifully decorated and very cozy. Lastly, the property location is perfect. I can’t wait to stay again!"
Shannon M.
The price is CA $361
CA $741 total
includes taxes & fees
Nov 2 - Nov 3
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.
Find vacation rentals that suit your style
Apartments
Private vacation homes
Save an average of 15% on thousands of hotels when you're signed in
Top Winchester Hotel Reviews
Interlaken Inn & Resort
10/10 Excellent
Find out more about Winchester
Winchester Cottages information
Number of reviews | 97 |
|---|---|
Accommodation | 79 Cottages |
Lowest Price | CA $640 |
Highest Price | CA $832 |
Explore a world of travel with Expedia
- Motels in Torrington
- B&B in Morris
- Norfolk Hotels
- Villas in Blue Hills
- Marriott Hotels & Resorts in Granby
- Motels in Watertown
- Cabin Rentals in Lime Rock
- Guest Houses in Bloomfield
- B&B in Bristol
- B&B in Sharon
- Lakeville Hotels
- Connecticut Hotels
- 5 Star Hotels in Salisbury
- Hostels in Torrington
- Royal Inn Torrington
- The White Hart
- Wyndham Hotels in Goshen
- Hartford Hotels
- Interlaken Inn & Resort
- B&B in Connecticut
- Simsbury Hotels
- Iron Masters
- Litchfield Hotels
- Burlington Hotels
- Mayflower Inn & Spa
- The Litchfield Inn
- Motels in Bristol
- Castles in Connecticut
- Motels in Suffield
- Motels in Connecticut
- Cottages in Connecticut
- Cottages in Morris
- B&B in Unionville
- Chalets in Lime Rock
- Canaan Hotels
- Colebrook Hotels
- Hilton Hotels in Granby
- Cabin Rentals in Connecticut
- Motels in West Hartford
- Salisbury Hotels
- Cabin Rentals in Unionville
- New Hartford Hotels
- Inns in Connecticut
- B&B in Avon
- Romantic Hotels in Litchfield
- Residences in Unionville
- Torrington Hotels
- Resorts in Connecticut
- Cozy Attic 10 min to Llitchfield
- Vacation Homes in Connecticut
- Granby Hotels
- Avon Hotels
- Mountain View Getaway
- Cabin Rentals in Blue Hills
- Cornwall Inn and Lodge
- Avon Old Farms Hotel
- Green Acres B&B
- Residence Inn by Marriott Hartford Avon
- Cabin Rentals in Sharon
- Hitching Post Country Motel
- Winsted Hotels
- Simsbury 1820 House
- Villas in Bantam
- Hotels near Lime Rock Park
- Spacious country home minutes from Litchfield Green and downtown Torrington
- Cottages in Watertown
- Beach Hotel Hotels in Goshen
- North Canaan Hotels
- Flights from Detroit (DTW) to Hartford (BDL)
- Flights from Buffalo (BUF) to Hartford (BDL)
- Flights to Connecticut
- Flights from Burlington
- Flights from Toronto (YYZ) to New Haven (HVN)
- Flights from Bradley Intl.
- Flights to Hartford
- Flights from Winnipeg (YWG) to Hartford (BDL)
- Flights from Toronto (YTZ) to Hartford (BDL)
- Flights to Litchfield
- Flights from Falls Village
- Flights from Halifax (YHZ) to Hartford (BDL)
- Flights from Montreal (YUL) to Hartford (BDL)
- Flights from New York (JFK) to Hartford (BDL)
- Flights to Avon
- Flights from Calgary (YYC) to Hartford (BDL)
- Flights from Edmonton (YEG) to Hartford (BDL)
- Flights to Torrington
- Flights from Vancouver (YVR) to Hartford (BDL)
- Flights to Lakeville
- Flights from Ottawa (YOW) to Hartford (BDL)
- Flights from Toronto (YYZ) to Hartford (BDL)