Search Cottages in Winchester

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

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

Property grounds

Cottage in Fallbrook

Cactus Garden Cottage…Best Location!!
10.0 out of 10, Exceptional, (56 reviews)
"Little trouble finding the door at night but overall a great stay!"
United States
Peyton
Cactus Garden Cottage…Best Location!!
Exterior

Cottage in Hemet

The Cottages at Golden Village Palms RV Resort
3.0 star property
9.2 out of 10, Wonderful, (83 reviews)
"Amazing stay, will visit again"
United States
Miguel
The price is AED 555
AED 652 total
includes taxes & fees
25 Jan - 26 Jan
The Cottages at Golden Village Palms RV Resort
House (1 Bedroom) | Interior

Cottage in Fallbrook

Hike, Sip & Explore: Couples Retreat in Fallbrook
3.0 star property
The price is AED 382
AED 975 total
includes taxes & fees
2 Feb - 3 Feb
Hike, Sip & Explore: Couples Retreat in Fallbrook
Property grounds

Cottage in GlenOak Hills

Romantic, private and surrounded by best Wineries!
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful property and great communication! Would definitely book again."
United States
Sam
The price is AED 823
AED 1,448 total
includes taxes & fees
26 Jan - 27 Jan
Romantic, private and surrounded by best Wineries!
Property grounds

Cottage in Valle De Los Caballos

Namaste Farms; Private Working Wool Sheep Farm in Heart of Wine Country 501c3
9.8 out of 10, Exceptional, (9 reviews)
"We had an amazing time! The animals were adorable and it was clean, quite and peaceful!! Will definitely be staying again"
United States
Chloe D.
The price is AED 918
AED 1,269 total
includes taxes & fees
26 Jan - 27 Jan
Namaste Farms; Private Working Wool Sheep Farm in Heart of Wine Country 501c3
Outdoor dining

Cottage in Valley Center

Moonrise Cottage at Buena Terra Lavender Farm
10.0 out of 10, Exceptional, (7 reviews)
"The place was awesome super beautiful place and the hosts are very kind and welcoming!"
United States
Matthew S.
The price is AED 744
AED 1,187 total
includes taxes & fees
5 Feb - 6 Feb
Moonrise Cottage at Buena Terra Lavender Farm
Outdoor dining

Cottage in Valle De Los Caballos

Relaxing Wine Country Stay - Hot Tub - Agave Farm
10.0 out of 10, Exceptional, (1 review)
"Perfect winery getaway! The house was clean and had everything we needed. "
United States
L F.
The price is AED 1,240
AED 1,517 total
includes taxes & fees
25 Jan - 26 Jan
Relaxing Wine Country Stay - Hot Tub - Agave Farm
Sleeping Beauty | Desk, iron/ironing board, free WiFi, bed sheets

Cottage in Fern Valley

Always Inn Idyllwild Vacation Cottages
3.0 star property
6.8 out of 10, (11 reviews)
"Great property, well kept, great for extended vacations"
United States
Domonick
The price is AED 1,046
AED 1,702 total
includes taxes & fees
3 Feb - 4 Feb
Always Inn Idyllwild Vacation Cottages
Property grounds

Cottage in Rainbow

Farm Stay Bungalow And Hot Tub
10.0 out of 10, Exceptional, (16 reviews)
"We only stayed one night, but this bungalow was the perfect little getaway. The animals on the farm are so cool and you really can't beat the views. It was clean and the produce they gave us was so delicious. I would definitely stay again!"
United States
Jen A.
The price is AED 1,168
AED 2,714 total
includes taxes & fees
25 Jan - 26 Jan
Farm Stay Bungalow And Hot Tub
Pool

Cottage in Fallbrook

Charming, quiet cottage in brilliant Fallbrook with AC, WiFi, private, Smart TV.
The price is AED 1,084
AED 1,407 total
includes taxes & fees
24 Feb - 25 Feb
Charming, quiet cottage in brilliant Fallbrook with AC, WiFi, private, Smart TV.
Exterior detail

Cottage in Valle De Los Caballos

Namaste Farms Wine Country Working Wool Sheep Farm; Main Cottage 501c3
9.8 out of 10, Exceptional, (9 reviews)
"Surprised my wife with a trip to Temecula and found this lovely spot on a working farm. We both loved the atmosphere and the experience around the animals was incredible. The hosts were fantastic. Definitely recommend for an animal lover getaway or a cottage stay located close to every attraction/activity in the greater valley."
United States
Brice H.
The price is AED 1,010
AED 1,429 total
includes taxes & fees
25 Jan - 26 Jan
Namaste Farms Wine Country Working Wool Sheep Farm; Main Cottage 501c3
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Temecula

La Quinta Inn & Suites by Wyndham Temecula

10/10 Excellent
"Great rate. Very spacious rooms. Hot as hell hottub!"
Roger 1-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Temecula

Frequently asked questions

Why book your cottage in Winchester with Expedia?
We think that traveling should be stress-free, so if you're in search of cottages in Winchester at a nice price, Expedia has you covered. Keep the budget in check and select an economical option far from the downtown buzz, or splurge on an upmarket cottage to spoil your favorite people.
How can I find cheap cottages in Winchester?
With Expedia's useful filter tool, scoring cheap cottages in Winchester is a cinch. To find stays that are very pocket friendly, narrow your search results by budget, amenities and star rating.

Explore a world of travel with Expedia