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Compare 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, (19)
"Our family had an incredible stay at Daisy’s Resort & Retreat! The house was spacious enough for everyone to spread out and have their own space, which made our stay so much more enjoyable. The kitchen was well-stocked with everything we needed, making it easy to prepare meals and feel right at home.We spent time exploring Old Town Temecula, which was just a short drive away. The location is perfect – close to all the Temecula Wine Country wineries, Old Town, and Pechanga Resort Casino. Yet, the...
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!

9.8 out of 10, Exceptional, (22)
"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 Apr - 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 Apr - Amazing Pool, Spa,Volleyball,Views!

❤️Amazing Ranch Temecula valley a few miles from Galway Downs equestrian center

9.2 out of 10, Wonderful, (32)
"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 747
SAR 1,377 total
includes taxes & fees
10 Apr - 11 Apr
❤️Amazing Ranch Temecula valley a few miles from Galway Downs equestrian center

1/Bed Room Casita-Suite with Private Entrance

9.6 out of 10, Exceptional, (40)
"Perfect for a quick overnight stay. "
The price is SAR 218
SAR 502 total
includes taxes & fees
14 Apr - 15 Apr
1/Bed Room Casita-Suite with Private Entrance

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

9.8 out of 10, Exceptional, (41)
"Everything as listed. This place was gorgeous. Will be back."
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

8.0 out of 10, Very Good, (1)
"Overall this was a great place to stay! Rooms were clean and spacious, pool/ backyard area is big and provides plenty of space! I would say the one downside was the spa was having difficulties heating up, however Neda was open and available to get that problem solved. I would recommend another option to get the spa heated consistently (it takes about 2 hours for it to heat up at intervals of 4 hours) and we were only able to really use it our second night after waiting for the heating. The fire...
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)
"The house was perfect for our needs. Spacious & cozy with amazing views. "
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, (9)
"We rented this house to attend a wedding in Fallbrook. There were 6 adults total staying. The house is perfectly appointed to cook a family dinner for 10. Each of the 3 couples had a large and comfortable bedroom. The living area and dining are big enough to accommodate everyone. The outdoor spaces are easy to relax in plus the views are lovely. A huge bonus is the variety of plant life that surround the home are marvel! We hated to leave."
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

Family Fun! Amazing Amenities W/Pool/Spa/Views!

9.0 out of 10, Wonderful, (24)
"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!"
Family Fun! Amazing Amenities W/Pool/Spa/Views!

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, (390)
""Sunset Getaway" was a wonderful place to escape from the bustle of "High-Season" in the desert. We enjoyed the cold, fresh, pine-scented air and the solitude of being off the beaten path. The house is beautiful and extremely well-built. It was immaculately clean and very well-provisioned with all we needed for a 3-night stay. The owner/manager couldn't have been more welcoming and responsive.We look forward to returning for a much longer stay. We heartily recommend "Sunset Getaway" without ...
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

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

10.0 out of 10, Exceptional, (19)
"Our family had an incredible stay at Daisy’s Resort & Retreat! The house was spacious enough for everyone to spread out and have their own space, which made our stay so much more enjoyable. The kitchen was well-stocked with everything we needed, making it easy to prepare meals and feel right at home.We spent time exploring Old Town Temecula, which was just a short drive away. The location is perfect – close to all the Temecula Wine Country wineries, Old Town, and Pechanga Resort Casino. Yet, the...
5 Mins to Temecula Wine Country; resort-like pool spa with amazing sunset views!

Retro Ranch-10bd-Pool-Hot Tub-Games-Pickleball

2.0 star property
9.0 out of 10, Wonderful, (4)
"8 cousins and our spouses (50-70 years old)were able to Spend 6 nights reminiscing our childhood memories and making more special memories. Our host, Sam was awesome and very personable to work with from the first day I booked! I recommend anywhere in the area to check it out!!"
The price is SAR 3,679
SAR 6,730 total
includes taxes & fees
14 Apr - 15 Apr
Retro Ranch-10bd-Pool-Hot Tub-Games-Pickleball

1/Bed Room Casita-Suite with Private Entrance

9.6 out of 10, Exceptional, (40)
"Perfect for a quick overnight stay. "
The price is SAR 218
SAR 502 total
includes taxes & fees
14 Apr - 15 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.