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Compare 614 Vacation Homes in Winchester with updated reviews, rates, and availability.

1/Bed Room Casita-Suite with Private Entrance

9.8 out of 10, Exceptional, (37)
"This casita was the most perfect place for me to stay. The host, Elizabeth, sure packs a punch in the casita with everything you could possibly need. Relaxing, beautiful, quiet and safe. Elizabeth was very communicative before my arrival and during my stay. Very responsive. I would definitely stay here again, over and over. Thank you Elizabeth and VRBO for offering this casita. "
The price is AED 213
AED 491 total
includes taxes & fees
17 Feb - 18 Feb
1/Bed Room Casita-Suite with Private Entrance

Exclusive Resort Style Estate in Temecula

9.6 out of 10, Exceptional, (30)
"When we arrived, we were told that the appliances were not working properly. In fact, only one mini-oven was working out of the four that were advertised. This was a 16 person Christmas family reunion. And we learn that we are unable to cook with proper ovens. We had to use the barbeque to cook our meals. Unacceptable. The property managers were unwilling to make any refund or concessions about the absolute inconvenience, and in fact tried to charge us extra for using the natural gas. ...
Exclusive Resort Style Estate in Temecula

❤️Amazing Entire Ranch Home in Temecula valley wine country! ❤️

9.2 out of 10, Wonderful, (29)
"Needed to book a house for my friends wedding. House was perfect lots of room very clean. Beautiful views we all had a good timeWould book again "
The price is AED 1,466
AED 2,277 total
includes taxes & fees
17 Feb - 18 Feb
❤️Amazing Entire Ranch Home in Temecula valley wine country! ❤️

Fallbrook Tuscan villa oasis!

9.8 out of 10, Exceptional, (110)
"Beautiful, large home perfect for our multi generational family in town for my son's wedding."
Fallbrook Tuscan villa oasis!

Beautiful Storybook Home with hot tub, in the forest. Close to hiking trails.

9.8 out of 10, Exceptional, (56)
"Wonderful stay in this cozy and clean cabin. Enjoyed the hot tub. The cabin had plenty of cookware to make our own meals. Very close to hiking trails and town. Easy parking. Beds were comfortable but mattresses were very warm - the host recommended low temperature settings for overnight and we were comfortable sleeping. Might be too warm in the summer. Overall a great experience"
Beautiful Storybook Home with hot tub, in the forest. Close to hiking trails.

Hilltop Estate with 4 KING Bedrooms and incredible sunrise and sunset views.

10.0 out of 10, Exceptional, (5)
"This was a beautiful property that was clean and well kept. Matthew’s communication before, during, and after our stay was truly appreciated as he kept us informed and answered our questions throughout our stay. We would highly recommend staying here when you’re in Fallbrook!"
Hilltop Estate with 4 KING Bedrooms and incredible sunrise and sunset views.

Fern Valley--the Perfect Spot in Idyllwild Any Time of Year

10.0 out of 10, Exceptional, (383)
"Cabin was perfect. We recieved snowfall all weekend. Really enjoyed the gas fireplace and building provided puzzles. Great food and hiking nearby. Would definitely stay again. "
Fern Valley--the Perfect Spot in Idyllwild Any Time of Year

4 Bedroom Home Just Minutes From Wine Country

10.0 out of 10, Exceptional, (30)
"Plenty of room for my friends and I. The house is perfect location for wineries and down town Temecula with just a short uber drive. The house was clean and smelled great! Would definitely stay there again! The host also communicates very well "
4 Bedroom Home Just Minutes From Wine Country

25% Off February -Wine Country -Pano-Valley Views

9.8 out of 10, Exceptional, (26)
"This was a quick trip for a wedding in the area. The property was as-advertised. We would definitely stay again."
25% Off February -Wine Country -Pano-Valley Views

Family Fun Awaits! Close To Wineries W/Pool & Spa!

9.8 out of 10, Exceptional, (22)
"Beautiful location in Temecula wine country. We got in late and had some travel challenges. Host was very responsive helping us get sorted out. Overall enjoyed our stay very much."
Family Fun Awaits! Close To Wineries W/Pool & Spa!

Pet-Friendly Temecula Home in Wine Country!

8.6 out of 10, Excellent, (4)
"Great spot for couples or friends to stay to enjoy Temecula. Close to the main drag, but far enough away it felt like we were really out in the hills. Would love to visit again!"
Pet-Friendly Temecula Home in Wine Country!

Lux Vineyard Escapes-Stylish Modern Bunkhouse

10.0 out of 10, Exceptional, (8)
"Absolutely perfect! We definitely enjoyed our time staying in the bunkhouse suite. Perfect little anniversary getaway. Early mornings on the porch listening to the birds and the most beautiful view. Perfect space for 2 or even 4 people. Very well appointed and had absolutely everything you’ll need to bar bq or or even just to hang out. We will definitely be returning. Tally was extremely helpful with check in and made sure everything was perfect for us upon arrival and during our stay. All host...
Lux Vineyard Escapes-Stylish Modern Bunkhouse

7 BR/5.5 bath PERMITTED TEMECULA WINE COUNTRY VACATION RENTAL

10.0 out of 10, Exceptional, (34)
"I rented the property for my birthday party and the house was awesome! Beautiful sunsets and sunrise views plus all amenities you can ask for!"
7 BR/5.5 bath PERMITTED TEMECULA WINE COUNTRY VACATION RENTAL

Hill Top Estate In The Heart Of The Wine Country W/incredible Views!!

10.0 out of 10, Exceptional, (95)
"Really enjoyed the house and the area.With kids it's too bad we couldn't use the pool.Overall had a great experience."
Hill Top Estate In The Heart Of The Wine Country W/incredible Views!!

Sip and Swim Just Minutes From Temecula's Wine Country

10.0 out of 10, Exceptional, (18)
"Loved it. Very easy to communicate with the owner. The backyard looks like a tropical oasis. Very easy checking in & out process. clean & roomy. Several board games to choose from. "
Sip and Swim Just Minutes From Temecula's Wine Country

Hobbit House - Heart of Town - Beautiful Remodel

10.0 out of 10, Exceptional, (10)
"Love this house. Cannot wait to stay again. "
The price is AED 422
AED 1,748 total
includes taxes & fees
2 Mar - 3 Mar
Hobbit House - Heart of Town - Beautiful Remodel

3RV/ parking/Netflix/ private/excellent location

8.4 out of 10, Very Good, (7)
"We had good communication with our host. The stay went exactly as planned. The place was great for what we needed. "
The price is AED 180
AED 455 total
includes taxes & fees
21 Feb - 22 Feb
3RV/ parking/Netflix/ private/excellent location

Villa Cabernet -8 BR Luxury Wine Country Estate

8.4 out of 10, Very Good, (5)
"Girls Gone Wine Travel had a blast in Temecula. The house was perfect and the location was close to all the wineries we wanted to visit "
Villa Cabernet -8 BR Luxury Wine Country Estate

Spacious Sanctuary w/ Creek Access, Tesla Charger, Fire Pit, Pets OK

10.0 out of 10, Exceptional, (4)
"It was the cutest place so clean and had everything we needed. Close enough to town and far enough to feel like your were in the woods. Loved it. Would definitely come back "
The price is AED 470
AED 1,035 total
includes taxes & fees
17 Feb - 18 Feb
Spacious Sanctuary w/ Creek Access, Tesla Charger, Fire Pit, Pets OK

Charming 3-bedroom house in Idyllwild with WiFi and AC

2.0 star property
10.0 out of 10, Exceptional, (3)
"Visited family for the holidays. Great home to gather for meals. Comfy beds and plenty of space! Will rent here again! "
The price is AED 1,396
AED 2,208 total
includes taxes & fees
19 Feb - 20 Feb
Charming 3-bedroom house in Idyllwild with WiFi and AC
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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Other property types in Winchester

1/Bed Room Casita-Suite with Private Entrance

9.8 out of 10, Exceptional, (37)
"This casita was the most perfect place for me to stay. The host, Elizabeth, sure packs a punch in the casita with everything you could possibly need. Relaxing, beautiful, quiet and safe. Elizabeth was very communicative before my arrival and during my stay. Very responsive. I would definitely stay here again, over and over. Thank you Elizabeth and VRBO for offering this casita. "
The price is AED 213
AED 491 total
includes taxes & fees
17 Feb - 18 Feb
1/Bed Room Casita-Suite with Private Entrance

Chateau Vino - French Style Chalet

10.0 out of 10, Exceptional, (36)
"Very friendly host. Very spacious, quiet place. Perfect for our family for my son's wedding in Fallbrook. "
Chateau Vino - French Style Chalet

Sip and Swim Just Minutes From Temecula's Wine Country

10.0 out of 10, Exceptional, (18)
"Loved it. Very easy to communicate with the owner. The backyard looks like a tropical oasis. Very easy checking in & out process. clean & roomy. Several board games to choose from. "
Sip and Swim Just Minutes From Temecula's Wine Country
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.