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Featured Villas in Winchester

Temecula Vineyard View Mansion-AMAZING VIEWS, Pool/Hot Tub, 10 Acres, Mini Golf
Temecula Vineyard View Mansion-AMAZING VIEWS, Pool/Hot Tub, 10 Acres, Mini Golf
The most luxurious and sought-after Short-Term Rental in Wine Country.
10.0 out of 10, Exceptional, 12 reviews
"I can't say enough about what a beautiful, special home this is. It surpasses the photos and the views are so amazing, you really have to see it in person. We had a 4 day multi-generational family vacation that was perfect for everyone from 4-68!! The backyard alone is worth the stay. There are so many activities from mini golf to pickleball to the putting green to the pool, but the outdoor kitchen is the best! We cooked breakfast and dinner outside. It's the best equipped kitchen I've ever...
The price is AU$4,194
includes taxes & fees
10 July - 11 July
The most luxurious and sought-after Short-Term Rental in Wine Country.
De Luz by AvantStay | 5 Acre Estate w/ Lake, Pool & Hot Tub
9.8 out of 10, Exceptional, 26 reviews
"Loved the property we stayed at. Avantstay manages the property and was available for any issues we had 24/7. Only issue was on our end working the app for pool/spa operation, lol."
De Luz by AvantStay | 5 Acre Estate w/ Lake, Pool & Hot Tub
The Iron Mansion 🔥 9 Acre Luxurious Private Resort🏝️12000 ft Event Space!
10.0 out of 10, Exceptional, 23 reviews
"The pictures did not do it justice. Normally I am impressed with pictures which usually sell the booking, then I get and say "eh, I guess it will work." Not the Iron Mansion! Impressed and then some. Cant wait to go back."
The price is AU$3,022
includes taxes & fees
1 July - 2 July
The Iron Mansion 🔥 9 Acre Luxurious Private Resort🏝️12000 ft Event Space!
Via del Sur by AvantStay | Private Spanish Villa w/ Views | Walk to Wineries!
9.8 out of 10, Exceptional, 31 reviews
"Great location and property. Plenty of room for everyone, especially larger groups"
Via del Sur by AvantStay | Private Spanish Villa w/ Views | Walk to Wineries!
The most breathtaking lake and mountain view
10.0 out of 10, Exceptional, 24 reviews
"The house was amazing! Beautiful sunset views as well as amazing morning views. Host very involved and reponds quickly with any info. I would book again!"
The price is AU$941
includes taxes & fees
23 June - 24 June
The most breathtaking lake and mountain view
Chateau Vino - French Style Chalet
10.0 out of 10, Exceptional, 30 reviews
"I wanted to take a moment to express my sincerest gratitude for the exceptional hospitality and the beautiful accommodation during our recent stay at your property. First and foremost, I must say that our experience was simply fantastic. From the moment we arrived, we were captivated by the beauty and charm of the property. It truly exceeded our expectations, and we were delighted to find ourselves in such a serene and welcoming environment. I cannot go without mentioning how amazing Ms....
Chateau Vino - French Style Chalet
Resort Style Ranch/infinity pool for family
9.6 out of 10, Exceptional, 14 reviews
"Very grateful to have found this place for my birthday trip! It's rare to find a place that sleeps so many people comfortably and doesn't just jam a bunch of bunk beds into every room to maximize on the amount of beds. We all enjoyed the kitchen especially and I appreciated how the hot tub was timed to turn on and off so that we didn't have to think about it. The couches were stained with dirt, but I attribute that to previous guests who have no regard for cleanliness and ignore the hosts'...
The price is AU$2,061
includes taxes & fees
1 July - 2 July
Resort Style Ranch/infinity pool for family
Villa with indoor pool in Temecula wine country-VRBO
9.2 out of 10, Wonderful, 14 reviews
"We were there for my grandson's soccer tournament. This home was perfect, comfortable, and fully equipped to make you feel at home. only 10 minutes away from the soccer fields, the stores. Will certainly book again!!"
The price is AU$1,828
includes taxes & fees
24 June - 25 June
Villa with indoor pool in Temecula wine country-VRBO
Burgundy by AvantStay | Basketball Crt, Pool, Hot Tub, Outdoor Kitchen!
10.0 out of 10, Exceptional, 11 reviews
"This home was so charming. While the outside was a cottage from a fairy tale, the inside was filled with all the modern amenities needed for today. The beds and linens were so comfortable and provided the comfort for a great nights sleep! We brought our kids and close family friends to get away for my son’s 16th birthday. We enjoyed the spa, game room, and really enjoyed cooking in the well stocked kitchen. Our youngest thoroughly enjoyed the basketball court! I literally could not say enough...
Burgundy by AvantStay | Basketball Crt, Pool, Hot Tub, Outdoor Kitchen!
Villa 5B/3B with pool/spa/mini golf putting
9.8 out of 10, Exceptional, 13 reviews
"My friends and I had a blast staying at this beautiful home. It is close to many wineries, and has views of wine country from the property. We felt safe and secure with the coded gate to enter the property. The inside of the house was spacious and felt very fancy. The pool, hot tub, and outdoor area were awesome too! It was a great space to relax with friends, with close proximity to wine tasting during the day. I would definitely recommend!"
The price is AU$1,625
includes taxes & fees
2 July - 3 July
Villa 5B/3B with pool/spa/mini golf putting
The Riesling Retreat by AvantStay | Pool HotTub Putting Green & Pickle Ball Crt!
9.4 out of 10, Exceptional, 13 reviews
"This house was perfect for our family celebration! So many fun activities and we did them all. But we also spent lots of time around the firepit enjoying the view. The house was very clean and well stocked. Easy check-in & check-out. Highly recommended."
The Riesling Retreat by AvantStay | Pool HotTub Putting Green & Pickle Ball Crt!
La Barrique by AvantStay | Secluded 14 Acre Estate w/ Vball & Pool
9.6 out of 10, Exceptional, 30 reviews
"Amazing"
La Barrique by AvantStay | Secluded 14 Acre Estate w/ Vball & Pool
Casa Verde - Villa with private pool, hot tub, game room & home theater
9.6 out of 10, Exceptional, 11 reviews
"So amazing house for leadership meeting. Very quiet and clean."
Casa Verde - Villa with private pool, hot tub, game room & home theater
Bear Bridge by AvantStay | Hilltop Haven in Temecula w/ Views!
10.0 out of 10, Exceptional, 16 reviews
"We thoroughly enjoyed the house! We had 6 adults and the house was spacious with great seating indoors and outdoors. Very nice furnishings. We enjoyed the views and the fire pit as well as the barbecue grill. The only concern we had was the room with the bunk beds is not suitable for 2 adults as the top bunk was inaccessible with the type of ladder for an adult to climb. Would recommend possibly replacing with 2 twin beds. There was also a comment that beds were a bit soft in other bedrooms....
Bear Bridge by AvantStay | Hilltop Haven in Temecula w/ Views!
Villa Verdot by AvantStay | Spectacular 6 BR Estate w/ Pool and Basketball court
9.6 out of 10, Exceptional, 9 reviews
"My family stayed here for wedding weekend and had plenty to do! Everyone enjoyed the games and tennis court. Plenty of space for everyone to spread out and have their own area. Everyone said this was the best house they’ve ever rented! Thanks again!"
Villa Verdot by AvantStay | Spectacular 6 BR Estate w/ Pool and Basketball court
Hilltop Villa, Pool, Hot tub, Views, Avocado Grove
10.0 out of 10, Exceptional, 15 reviews
"This place was a wonderful escape for our family and friends. We ended up spending most of our time there. Outdoor space was so fun, house was comfortable, and we LOVED exploring the grounds. We ate avocado toast almost every morning and enjoyed some fresh squeezed orange juice! Simon was so responsive and helpful. Would highly recommend!"
The price is AU$2,572
includes taxes & fees
12 July - 13 July
Hilltop Villa, Pool, Hot tub, Views, Avocado Grove
Hacienda-In center of Temecula Wine Country
10.0 out of 10, Exceptional, 15 reviews
"We had a wonderful time during our stay as our daughter was married in Temecula. Michael was a wonderful host: super responsive, professional and generous. He went out of his way to help and accommodate and would highly recommend staying here."
The price is AU$2,043
includes taxes & fees
26 June - 27 June
Hacienda-In center of Temecula Wine Country
Owl's Nest by AvantStay | Infinity Pool w/ Incredible Views
9.8 out of 10, Exceptional, 38 reviews
"Perfect place for iur family reunion - everyone enjoyed the property, pool, amenities, etc. Property was clean, very well stocked kitchen, well stocked with towels and extra blankets and pillows. Management responded and resolved any issues quickly. Sauna did not work but we never reached out to mgt about that as didnt know until last couple days of stay. Cant say enough good things, Owl'w Nest and Avantstay were perfect!"
The price is AU$4,015
includes taxes & fees
14 July - 15 July
Owl's Nest by AvantStay | Infinity Pool w/ Incredible Views
Colina by AvantStay | Private Mountain Top Oasis w/ Pool, Hot Tub, Putting Green
9.6 out of 10, Exceptional, 5 reviews
"Overall great no complaints"
Colina by AvantStay | Private Mountain Top Oasis w/ Pool, Hot Tub, Putting Green
Don't see what you're looking for?
See all available properties in Winchester
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.

Other property types in Winchester

Chateau Vino - French Style Chalet
10.0 out of 10, Exceptional, 30 reviews
"I wanted to take a moment to express my sincerest gratitude for the exceptional hospitality and the beautiful accommodation during our recent stay at your property. First and foremost, I must say that our experience was simply fantastic. From the moment we arrived, we were captivated by the beauty and charm of the property. It truly exceeded our expectations, and we were delighted to find ourselves in such a serene and welcoming environment. I cannot go without mentioning how amazing Ms....
Chateau Vino - French Style Chalet
Wine Country Oasis Retreat - Close to wineries
10.0 out of 10, Exceptional, 34 reviews
"Beautiful house with everything you need, home away from home. We had two families, 4 adults, 4 kids and a dog. Eric was available for any questions. We had some issues with the pool, but Eric got on it right away and we worked with him to get it fixed. We enjoyed the pool table and outdoor fire pit. The living room was big enough for all of us to watch movies. The bed in the master was super comfortable. Loved that the bathroom had little toothpastes and soap. Plenty of soap for laundry too."
Wine Country Oasis Retreat - Close to wineries
The Cottages at Golden Village Palms
3.0 star property
9.6 out of 10, Exceptional, 30 reviews
"Check in process was super easy. Friendly and helpful staff. Cute, small accommodations. Great for a quick overnight or two. "
The price is AU$248
includes taxes & fees
23 June - 24 June
The Cottages at Golden Village Palms
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.

Winchester Villas information

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Frequently asked questions

What is there to do near my villa in Winchester?
You’ll find loads of awesome things to sink your teeth into in Winchester. Check out well-known attractions like Diamond Valley Lake Marina, Menifee Lakes Golf Course and Orange Empire Railroad Museum. Skydive Perris, Diamond Valley Golf Club and Western Science Centre also appeal to many visitors.

Recent Reviews in Winchester
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