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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Winchester cottages

House (1 Bedroom) | Interior

Bring a Pet: Peaceful Frenchburg Cabin on 1 Acre

Bring a Pet: Peaceful Frenchburg Cabin on 1 Acre
3.0 star property
Frenchburg
10.0 out of 10, Exceptional, (2 reviews)
"The cabin was adorable and had everything we needed for a weekend getaway. The host was very responsive, and we had a wonderful trip! "
United States
Anonymous traveler
The price is AED 360
AED 963 total
includes taxes & fees
25 Jan - 26 Jan
Bring a Pet: Peaceful Frenchburg Cabin on 1 Acre
Exterior

Mountaintop Cottage

Mountaintop Cottage
Stanton
10.0 out of 10, Exceptional, (27 reviews)
"I cannot say enough how CUTE this was we were so happy we found it. Loved the animals and will definitely stay again."
United States
Jessica H.
The price is AED 496
AED 709 total
includes taxes & fees
31 Jan - 1 Feb
Mountaintop Cottage
Exterior

Springside BoHo Getaway

Springside BoHo Getaway
Georgetown
9.8 out of 10, Exceptional, (55 reviews)
"Great property in a great location!"
United States
Brent and Tonya R.
The price is AED 551
AED 1,154 total
includes taxes & fees
25 Jan - 26 Jan
Springside BoHo Getaway
Outdoor dining

Location! Comfy Beds~Hot Tub~6mi KY Horse Park~Walkable

Location! Comfy Beds~Hot Tub~6mi KY Horse Park~Walkable
Georgetown
10.0 out of 10, Exceptional, (2 reviews)
"Thank you for a wonderful stay your house is beautiful and loved all the small details right down to coming in to a vase of fresh flowers. We came down for my husband’s 40th birthday Celebration and Thanksgiving, with our four kids. The board games were a huge hit, we played for hours. They had so many to choose from. The back yard was so incredibly relaxing and the jacuzzi was wonderful. Thank you for making this experience unforgettable, this house does not lack a single thing, the kitchen has...
United States
Jessica G.
The price is AED 1,010
AED 1,940 total
includes taxes & fees
31 Jan - 1 Feb
Location! Comfy Beds~Hot Tub~6mi KY Horse Park~Walkable
Interior

Cozy Cottage Perfect for Girls Night Away

Cozy Cottage Perfect for Girls Night Away
Lexington
10.0 out of 10, Exceptional, (14 reviews)
"The house and Host were perfect! We had such a great weekend. And the house was the perfect home away from home. "
United States
Melinda F.
Cozy Cottage Perfect for Girls Night Away
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.
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Top Winchester Hotel Reviews

Elwood Hotel & Suites

Elwood Hotel & Suites

10/10 Excellent
"Loved this stay! This hotel is adorable and great staff! "
Sierra 2-night trip
Posted 3 days ago
Elwood Hotel & Suites

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