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Compare 755 Vacation Homes in Winchester with updated reviews, rates, and availability.

5 Mins to Temecula Wine Country; resort-like pool spa with amazing sunset views!

10.0 out of 10, Exceptional, (18)
"We really enjoyed the house! It was clean and comfortable. The neighborhood was nice and safe as well. Our only complaint was that the hot tub was kind of finicky. Some nights no matter what we tried we could not get the temperature above 90. Even with that little quirk we would absolutely stay here again!"
5 Mins to Temecula Wine Country; resort-like pool spa with amazing sunset views!

Blue Lagoon Oasis - Pool - Firepit - Close to Wineries

10.0 out of 10, Exceptional, (107)
"We enjoyed our stay at Casa Vino. We came to Temecula to celebrate my husband’s 50th birthday with our kids & grandkids. House was spacious & cozy for our little family. Beds were comfortable. Eric responded to my messages promptly. House is close by stores and not too far from the golf course & wineries. Highly recommend. "
Blue Lagoon Oasis - Pool - Firepit - Close to Wineries

Wolf's Creek: Hot tub, On the Creek!

10.0 out of 10, Exceptional, (21)
"Great cabin with two large living soaces. Downstairs could use an electric heater as temps are different from upstairs vs downstairs. Hot tub is smaller. There is a grill but it is a george foreman electric grill. I thought it wouldnt do our steaks justice but it worked just fine. Steaks were great. The stay was ceey enjoyable except when we were leaving we got stuxk at the bottom of the driveway. Had to get a wuick tow out because although there are stunps as pilons they need to be a good 3...
Wolf's Creek: Hot tub, On the Creek!

20% Off Mar - Amazing Pool, Spa,Volleyball,Views!

8.4 out of 10, Very Good, (7)
"Overall, everything was good. The house is lacking a few essential items (like oven mits and cleaning spray to wipe down counters) but it worked great for our large group. Location was more remote than expected, but it was absolutely beautiful. Ran into a few minor issues during our stay but always received a timely response from the property manager in a professional manner."
20% Off Mar - Amazing Pool, Spa,Volleyball,Views!

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

9.2 out of 10, Wonderful, (30)
"Great location, accurate listing, cozy and clean home with comfortable beds. Yvonne (Host) is friendly, responds quickly to queries and is very accommodating. Stayed with family (with pet dog) on a spring break; Family enjoyed it."
The price is SAR 938
SAR 1,619 total
includes taxes & fees
1 Apr - 2 Apr
❤️Amazing Entire Ranch Home in Temecula valley wine country! ❤️

1/Bed Room Casita-Suite with Private Entrance

9.8 out of 10, Exceptional, (39)
"Perfect for a quick overnight stay. "
The price is SAR 218
SAR 502 total
includes taxes & fees
1 Apr - 2 Apr
1/Bed Room Casita-Suite with Private Entrance

Perfect 4 Families- LRG Kitchen,Pool,Spa,Wineries!

9.8 out of 10, Exceptional, (40)
"This place was great! It had a wonderful layout that accommodated our group perfectly. It was in a very quiet area with easy access to wineries. The only thing that could have improved our stay was if the jacuzzi was taken care of better. You could tell it had been a while since chemical had been added or that it had been cleaned. I made my son take a shower every time he got out otherwise he got itchy.Overall, I highly recommend this place!"
Perfect 4 Families- LRG Kitchen,Pool,Spa,Wineries!

Quarter Horse by AvantStay | Countryside Retreat

9.8 out of 10, Exceptional, (8)
"The size of the house. More than ample room for our family (12 people). Loved the kitchen, great rooms and layout"
Quarter Horse by AvantStay | Countryside Retreat

Wine Country Resort - Close to Wineries

Wine Country Resort - Close to Wineries

Walking distance to Lorimar, South Coast & Ponte Winery! Stunning Estate!

9.8 out of 10, Exceptional, (89)
"We picked this property because of its proximity to our wedding venue and wineries and capacity to hold our family. The property and grounds are immaculately maintained and we would definitely stay here again!"
Walking distance to Lorimar, South Coast & Ponte Winery! Stunning Estate!

Dove Creek Retreat - Resort Style Home, Saltwater Pool/Jacuzzi, Highspeed Wi-Fi

9.6 out of 10, Exceptional, (4)
"3 couples got together for a weekend focused on hanging out and cooking. The house had great space for all of us, although only one bedroom is en-suite. The house was clean and adequately equipped for basic cooking needs and there is a good grocery and butcher nearby. We loved the wood fired pizza oven although it needs a new door latch and thermometer. With some refreshed shower heads (well water takes a toll) the bathrooms would be great. The property mgr was very responsive."
Dove Creek Retreat - Resort Style Home, Saltwater Pool/Jacuzzi, Highspeed Wi-Fi

Endless Views & Spacious Home, Nature Games Weddings Wineries Hiking

10.0 out of 10, Exceptional, (12)
"Our hostess was awsome. Property very clean and plenty bathrooms"
The price is SAR 315
SAR 1,417 total
includes taxes & fees
28 Apr - 29 Apr
Endless Views & Spacious Home, Nature Games Weddings Wineries Hiking

Ultra Spacious 3000 Sqft 5-Bedroom House with Gated Yard, Garage

10.0 out of 10, Exceptional, (1)
Ultra Spacious 3000 Sqft 5-Bedroom House with Gated Yard, Garage

Lake house with hot tub, pool, game room & BBQ grill

9.6 out of 10, Exceptional, (4)
"Great stay for the price we paid. Everything we needed was ready to go"
Lake house with hot tub, pool, game room & BBQ grill

Beverly's Hilltop Retreat

10.0 out of 10, Exceptional, (7)
"This place is fantastic in every way. We loved our stay in this beautiful home! "
Beverly's Hilltop Retreat

Waterfront Lakeside Mansion Great for Large Families, Retreat, and Events

2.0 star property
9.6 out of 10, Exceptional, (40)
"We had an amazing experience at this property. The space was enormous and regal, offering the perfect setting for our event. The view of the lake, especially during the sunrise, was breathless! The property manager, Daniel, was incredibly responsive and helpful, promptly answering our numerous questions. The highlight of the experience was Daniel's outstanding assistance when we accidentally left a bag behind—he went above and beyond to ensure we got it back. We had a fantastic time and highly...
Waterfront Lakeside Mansion Great for Large Families, Retreat, and Events

20% Off Mar Dates-Stunning Tuscan Retreat,Pool/Spa!

9.0 out of 10, Wonderful, (22)
"Sunny Days was very responsive and took care of us. Temecula Rose was the great home away from home for the bachelorette weekend. Thank you!"
20% Off Mar Dates-Stunning Tuscan Retreat,Pool/Spa!

Enjoy the RANCHO Villa Heart of Temecula Wine Country Golf Casinos Views RVC-023

10.0 out of 10, Exceptional, (93)
"Stayed here with 8 friends for my bachelorette party and we had such a wonderful experience at this property! 1000/10"
Enjoy the RANCHO Villa Heart of Temecula Wine Country Golf Casinos Views RVC-023

Villa Vigna (Gorgeous Mountain View with Private Pool!)

9.8 out of 10, Exceptional, (60)
"We returned gor our 2nd time to this beautifulProperty. We celebrated our dads 80 th birthday. Beautiful property very clean very convenient close to the wineries. The owner was very helpful and great communication. The check-in process was easy. Will come back again soon."
Villa Vigna (Gorgeous Mountain View with Private Pool!)

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

10.0 out of 10, Exceptional, (387)
"This property is spectacular! We were blessed to have chosen ahead of time and didn't realize there would be lots of snow. The place had a great vibe and everything supplied that you needed! The best of all was Suzanne the Host She was very communicative and responded immediately! We really appreciate her having this space. We will be back for sure! We brought our Siberian Huskies they loved it just as much as we did;) Thank you so much! Definitely book it! You will not be disappointed! it inow...
Fern Valley--the Perfect Spot in Idyllwild Any Time of Year
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

Chateau Vino - French Style Chalet

10.0 out of 10, Exceptional, (38)
"The house itself is lovely—well-kept, nicely furnished, and comfortable for a group. Unfortunately, there was a fairly large leak in the living room due to heavy rain right as we checked in. That said, the homeowner responded quickly and handled it to our satisfaction.A couple things to keep in mind: the bunk room doesn’t have a nearby bathroom, so anyone staying there will need to go through another bedroom to shower. It’s manageable, just not the most convenient setup.We also received a...
Chateau Vino - French Style Chalet

5 Mins to Temecula Wine Country; resort-like pool spa with amazing sunset views!

10.0 out of 10, Exceptional, (18)
"We really enjoyed the house! It was clean and comfortable. The neighborhood was nice and safe as well. Our only complaint was that the hot tub was kind of finicky. Some nights no matter what we tried we could not get the temperature above 90. Even with that little quirk we would absolutely stay here again!"
5 Mins to Temecula Wine Country; resort-like pool spa with amazing sunset views!

1/Bed Room Casita-Suite with Private Entrance

9.8 out of 10, Exceptional, (39)
"Perfect for a quick overnight stay. "
The price is SAR 218
SAR 502 total
includes taxes & fees
1 Apr - 2 Apr
1/Bed Room Casita-Suite with Private Entrance
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.