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Upfront pricingWe are not like the others - we include taxes and fees
Our top choices for Winchester vacation rentals
1. The Cottages at Golden Village Palms RV Resort
The Cottages at Golden Village Palms RV Resort3.0 star property
Hemet
9.2 out of 10, Wonderful, (113 reviews)
9.2/10
Wonderful
(113 reviews)
"Staff was very friendly , very clean , beautiful place"
"Staff was very friendly , very clean , beautiful place"
Albert
$159 nightly
The price is $178
$178 total
Nov 8 - Nov 9
Total with taxes and fees
2. Harry's Man Cave: The New Star Motel Experience
Harry's Man Cave: The New Star Motel Experience3.0 star property
Edgemont
9.8 out of 10, Exceptional, (25 reviews)
9.8/10
Exceptional
(25 reviews)
"Our stay was pleasant, office manger kind and helpful with "
"Our stay was pleasant, office manger kind and helpful with "CLAUDIA
$121 nightly
The price is $137
$137 total
Nov 7 - Nov 8
Total with taxes and fees
3. Idyllwild Realty Vacations
Idyllwild Realty Vacations3.5 star property
Idyllwild
10.0 out of 10, Exceptional, (21 reviews)
10/10
Exceptional
(21 reviews)
"The cabin was lovely and bigger than expected for the price we paid. Everything was clean and organized. My favorite thing was the fenced backyard because we had our dog with us and he was able to run around freely. Communication was great and quick with the host."
"The cabin was lovely and bigger than expected for the price we paid. Everything was clean and organized. My favorite thing was the fenced backyard because we had our dog with us and he was able to run around freely. Communication was great and quick with the host."Angela
$129 nightly
The price is $142
$142 total
Dec 6 - Dec 7
Total with taxes and fees
4. Always Inn Idyllwild Vacation Cottages
Always Inn Idyllwild Vacation Cottages3.0 star property
Fern Valley
7.0 out of 10, Good, (12 reviews)
7.0/10
Good
(12 reviews)
"Great property, well kept, great for extended vacations"
"Great property, well kept, great for extended vacations"Domonick
$425 nightly
The price is $467
$467 total
Nov 8 - Nov 9
Total with taxes and fees
5. Dog Friendly A-frame Hot Tub Nature Views
Dog Friendly A-frame Hot Tub Nature Views2.0 star property
Idyllwild
10.0 out of 10, Exceptional, (2 reviews)
10/10
Exceptional
(2 reviews)
"The place was great. Very comfortable and well outfitted. It's in a neighborhood, down a short dirt road, no driveway, you will need to park on the street and leave room for neighbor to get to their driveway gate. There are stairs down to the door (not wheelchair accessible). Not a big deal, just a note if you're bringing a lot of stuff or more than 1 car it will be tight."
"The place was great. Very comfortable and well outfitted. It's in a neighborhood, down a short dirt road, no driveway, you will need to park on the street and leave room for neighbor to get to their driveway gate. There are stairs down to the door (not wheelchair accessible). Not a big deal, just a note if you're bringing a lot of stuff or more than 1 car it will be tight."Anthony
$311 nightly
The price is $342
$342 total
Nov 11 - Nov 12
Total with taxes and fees
6. Hike, Sip & Explore: Couples Retreat in Fallbrook
Hike, Sip & Explore: Couples Retreat in Fallbrook3.0 star property
Fallbrook
$248 nightly
The price is $268
$268 total
Nov 9 - Nov 10
Total with taxes and fees
7. Pet-friendly Riverside Retreat w/ Private Spa!
Pet-friendly Riverside Retreat w/ Private Spa!3.0 star property
Canyon Crest
$689 nightly
The price is $779
$779 total
Nov 24 - Nov 25
Total with taxes and fees
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.
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
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Cottages
Aparthotels
Villas
Condos
Top Winchester Hotel Reviews
Hampton Inn And Suites Hemet
Hampton Inn And Suites HemetHemet
10/10 Excellent
Exceptional establishment, clean, classy, and comfortable. This is where you want to stay!
Exceptional establishment, clean, classy, and comfortable. This is where you want to stay!
Jill
Fairfield Inn & Suites by Marriott Menifee
Fairfield Inn & Suites by Marriott MenifeeMenifee
10/10 Excellent
I’m just
I’m just
Kalie
Inn at Churon Winery
Inn at Churon WineryValle De Los Caballos
10/10 Excellent
This place is amazing. The staff even better, especially the front desk staff like Julie who truly made us feel welcomed and was super helpful.
This place is amazing. The staff even better, especially the front desk staff like Julie who truly made us feel welcomed and was super helpful.
Rafael
Holiday Inn Express & Suites Murrieta by IHG
Holiday Inn Express & Suites Murrieta by IHGMurrieta
10/10 Excellent
Good stay but some improvement is needed with continual breakfast.
Good stay but some improvement is needed with continual breakfast.
Anonymous traveler
Soboba Casino Resort
Soboba Casino ResortSan Jacinto
10/10 Excellent
Great property. All employees were a pleasure to deal with. Best casinos customer service.
Great property. All employees were a pleasure to deal with. Best casinos customer service.
Liliana
Best Western Plus Diamond Valley Inn
Best Western Plus Diamond Valley InnHemet
10/10 Excellent
great place to stay the staff very helpful close to shopping center alot of fast food restaurants around i recommend it
great place to stay the staff very helpful close to shopping center alot of fast food restaurants around i recommend it
Jorge
The Cottages at Golden Village Palms RV Resort
The Cottages at Golden Village Palms RV ResortHemet
10/10 Excellent
Place is beautiful and cottage was very comfortable. Only complaint is there is not a registration desk that is open to check in or out. We had to find a worker and they got a hold of security to get our keys. Also there was no instructions on how to check out. We will stay again but recommend better communication
Place is beautiful and cottage was very comfortable. Only complaint is there is not a registration desk that is open to check in or out. We had to find a worker and they got a hold of security to get our keys. Also there was no instructions on how to check out. We will stay again but recommend better communication
Shanna
Hampton Inn & Suites Murrieta Temecula
Hampton Inn & Suites Murrieta TemeculaMurrieta
10/10 Excellent
The hotel is really nice, centrally located with lots of services right down the street. The breakfast is ok, it wasn't the best, but there is food if you are hungry! The only reason I didn't give the best rating for service was because the door on the side of the hotel really didn't work right and it jammed my finger pretty bad. When I told the girl at the front desk she said "yeah, it happens". That was a bummer of a response. Not, wow, sorry, can I get you ice? Or, I will have someone...
The hotel is really nice, centrally located with lots of services right down the street. The breakfast is ok, it wasn't the best, but there is food if you are hungry! The only reason I didn't give the best rating for service was because the door on the side of the hotel really didn't work right and it jammed my finger pretty bad. When I told the girl at the front desk she said "yeah, it happens". That was a bummer of a response. Not, wow, sorry, can I get you ice? Or, I will have someone...
Kelley
Private bedroom in Peach Blossom Country House
Private bedroom in Peach Blossom Country HouseHemet
10/10 Excellent
We LOVE our stay here 10/10 would stay again!
We LOVE our stay here 10/10 would stay again!
Irene
Private bedroom in Western Horizon Home
Private bedroom in Western Horizon HomeHemet
10/10 Excellent
Place was amazing
Place was amazing
Andrew
South Coast Winery Resort and Spa
South Coast Winery Resort and SpaValle De Los Caballos
10/10 Excellent
The only complaint we have is of the pools cleanliness, it had a lot of dead bees inside and when we say a lot we mean A LOT. It also had what looked like dead mosquitoes and tree residue.
The only complaint we have is of the pools cleanliness, it had a lot of dead bees inside and when we say a lot we mean A LOT. It also had what looked like dead mosquitoes and tree residue.
Jesus
Villa Inn-Adult Only- Temecula Wine Country
Villa Inn-Adult Only- Temecula Wine CountryValle De Los Caballos
10/10 Excellent
My husband and I stayed for the second time and our experience was even better! We love it! If you are looking for quiet, cleanliness, and comfort, Villa Inn is the perfect choice.
My husband and I stayed for the second time and our experience was even better! We love it! If you are looking for quiet, cleanliness, and comfort, Villa Inn is the perfect choice.
Heather
Ponte Vineyard Inn
Ponte Vineyard InnValle De Los Caballos
10/10 Excellent
nice property. great staff
nice property. great staff
Mayra
Motel 6 Menifee, CA
Motel 6 Menifee, CAMenifee
10/10 Excellent
Our stay was excellent very pleasant and peaceful
Our stay was excellent very pleasant and peaceful
Jaelynn
Courtyard by Marriott Temecula Murrieta
Courtyard by Marriott Temecula MurrietaMurrieta
10/10 Excellent
Very clean! Very welcoming!
Very clean! Very welcoming!
Sosy
The New Inn
The New InnValle De Los Caballos
10/10 Excellent
It was a wonderful stay, we celebrated our wedding anniversary and it was just perfect. The room, the bathroom, the grounds, everything were perfect! Couldn’t ask for a better stay. I will definitely recommend to my family and friends.
It was a wonderful stay, we celebrated our wedding anniversary and it was just perfect. The room, the bathroom, the grounds, everything were perfect! Couldn’t ask for a better stay. I will definitely recommend to my family and friends.
Lonafel
Holiday Inn Express & Suites Beaumont - Oak Valley by IHG
Holiday Inn Express & Suites Beaumont - Oak Valley by IHGBeaumont
10/10 Excellent
Perfect! Right off the fwy, breakfast was included and it offerwd a variety of delicious food. Beds were comfortable. Soap, shampoo,... toiletries were readily available in the bathroom. Complimentary laundryroom! Definately staying here again
Perfect! Right off the fwy, breakfast was included and it offerwd a variety of delicious food. Beds were comfortable. Soap, shampoo,... toiletries were readily available in the bathroom. Complimentary laundryroom! Definately staying here again
Sergio
Staybridge Suites Temecula Wine Country by IHG
Staybridge Suites Temecula Wine Country by IHGUptown Temecula
10/10 Excellent
All staff were nice, friendly. Room was spacious and clean
All staff were nice, friendly. Room was spacious and clean
Elizabeth
Holiday Inn Express & Suites, Lake Elsinore by IHG
Holiday Inn Express & Suites, Lake Elsinore by IHGLake Elsinore
10/10 Excellent
The bedding was amazing! Soft and comfortable for a traveler. We stayed just two nights, but we will be back, as our son and his family just moved to Lake Elsinore and we are helping them unpack and get settled. We liked this hotel so much that it will be our choice of stay again. ...
The bedding was amazing! Soft and comfortable for a traveler. We stayed just two nights, but we will be back, as our son and his family just moved to Lake Elsinore and we are helping them unpack and get settled. We liked this hotel so much that it will be our choice of stay again. ...
ELIZABETH
Find out more about Winchester
Everything you need to know about Winchester vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winchester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winchester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Winchester vacation rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Winchester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winchester in high season.
Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $83 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!
How to find incredible deals on Winchester rentals
At Expedia, we put the best Winchester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Winchester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winchester vacation.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winchester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
Frequently Asked Questions
Are there vacation rentals in Winchester?
Yes, you can find vacation rentals near well known sights in Winchester, or you can choose a secluded option if you're looking for relaxation. Winchester is known for its wineries and coffeehouses. Make sure you have time to check out the bars while you're in the area.
What's the top vacation rental in Winchester?
Idyllwild Realty Vacations: Located near Winchester, this vacation home rental offers a fireplace, a private yard, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Other favorite homes for rent in Winchester are 1 Bed Room Casita-Suite with Private Entrance and Windridge Manor - Wine Country Retreat w/ 6 Beds, Garden, Pool, Games & BBQ.
How many vacation rentals will I find in Winchester?
Choose from 35 Expedia vacation rentals in Winchester for a memorable vacation.
What can I see and do in Winchester?
Explore the area and family-friendly sights such as Orange Empire Railroad Museum, or get out into nature at a spot like Diamond Valley Lake Marina. K1 Circuit and Pechanga Resort & Casino are a couple of places you'll find in the larger area.
What are vacation rentals like in Winchester?
Vacation rentals are private properties you can stay in for a short or long stay in Winchester. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for small groups.