Holiday rentals in Winsted
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Winsted
Guests agree: these stays are highly rated for location, cleanliness and more.
Home in Colebrook
4.99 out of 5 average rating, 200 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
Rustic getaway in the beautiful Litchfield Hills of Northwestern Connecticut featuring a 2-acre pond and access to 9 miles of unique hiking trails on 450+ wooded acres. Cozy 1700's farmhouse comfortably sleeps 4 adults in 2 bedrooms, with an additional kids room that has a fold-out double futon and loft with one double air-mattress, perfect for children's sleeping bags. There is a pull out sofa in the living room. Dogs welcome! The house is next to Norbrook Farm Brewery, which you can walk to.
25 Feb – 4 Mar
Flat in Copake Falls
4.93 out of 5 average rating, 250 reviewsModern Copake Falls Getaway - 8 Mins to Catamount
Hudson Valley/Berkshires vacation rental! Located on a 13 acre former horse farm, full size apt (private entrance) features all new everything and sits in the Taconic Mtns. Has a separate bedroom, new bathroom, kitchenette with Nespresso Coffee Maker, dining and living room with a fireplace and a private bathroom. Property has a pond, stream, 360 views. Relax on property or adventure out. 8 min from Catamount, 7 min from Bash Bish Falls, tons to do locally! 7 min walk to nearest hiking trail!
13–20 Sep
Holiday home in Torrington
4.97 out of 5 average rating, 128 reviewsModern/Private Five ★ /Hotel quality stay/1 BR Apt
Enjoy the comfort and tranquility of this modern apt. A lovely space to relax after a busy day. This clean and bright apt offers a tranquil residential vibe alongside quick, easy access to the Torrington downtown areas, restaurants, stores and bars. It features an open-concept layout, a neutral color scheme, wood surfaces, tasteful furnishings and decor. Designed comfortably for your stay offering WiFi, Netflix, laundry, queen bed, well equipped kitchen, and clean fresh white bed sheets.
1–8 Mar
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winsted holiday rentals
Other great holiday rentals in Winsted
Farm stay in Ancram
4.95 out of 5 average rating, 257 reviewsRelaxing secluded stay with loving social animals.
13–20 Jan
Flat in Sheffield
5.0 out of 5 average rating, 318 reviewsHideaway with Spectacular Berkshire Views
22–29 Nov
Chalet in Otis
4.94 out of 5 average rating, 346 reviewsMid-Century Glass Octagon in the Berkshires
13–20 Jun
Flat in Winsted
4.85 out of 5 average rating, 60 reviewsHaven at Highland lake
5–12 Feb
Flat in Winsted
4.94 out of 5 average rating, 34 reviewsGetaway for a weekend! Close to Ski Sundown.
14–21 Sep
Guest house in New Hartford
4.86 out of 5 average rating, 79 reviewsLitchfields West Hill New Hartford Four Season BNB
28 Nov – 5 Dec
Guest suite in Winchester
4.94 out of 5 average rating, 51 reviewsPrivate Suite 2 Bedroom Deck Lake Views
16–23 May
Flat in Winsted
4.87 out of 5 average rating, 30 reviews1st Floor The Inn at Highland Lake
17–24 Mar
Home in Winsted
5.0 out of 5 average rating, 28 reviewsLake House- Great for Families
30 Apr – 7 May
Home in New Hartford
4.96 out of 5 average rating, 27 reviewsPrivate Woodland Sanctuary—3 mins to a lake beach!
13–20 Aug
Home in Torrington
4.99 out of 5 average rating, 85 reviewsCountry living at it's finest
6–13 Apr
Home in Torrington
4.93 out of 5 average rating, 56 reviewsCharming Home in Litchfield County
9–16 Oct
Quick stats about holiday rentals in Winsted
Total rentals | 10 properties |
---|---|
Popular amenities | Kitchen, Wifi and Pool |
Wifi availability | 10 properties include access to wifi |
Rentals with dedicated workspaces | 10 properties have a dedicated workspace |
Family-friendly rentals | 10 properties are a good fit for families |
Total number of reviews | 670 reviews |
Destinations to explore
- New City Holiday rentals
- Long Island Holiday rentals
- Montauk Holiday rentals
- Hoboken Holiday rentals
- New Haven Holiday rentals
- Washington Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
- Jersey City Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday 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