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Search Vacation Homes in Winchester

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Compare 582 Vacation Homes in Winchester with updated reviews, rates, and availability.

Fern Valley--the Perfect Spot in Idyllwild Any Time of Year
10.0 out of 10, Exceptional, (375)
"This is the third time I have stayed at the Sunset View property. Always clean and welcoming and equipped with everything you need for a comfortable stay. Suzanne is a helpful host."
Fern Valley--the Perfect Spot in Idyllwild Any Time of Year
Modern Spacious home in Murrieta near Temecula wineries and Historic Old Town
9.8 out of 10, Exceptional, (33)
"The house is nice and very clean. The master bedroom is very big and excellent. The town is very peaceful and quiet. It takes only 15 minutes to Temecula golf course."
The price is SAR 863
SAR 1,386 total
includes taxes & fees
3 Dec - 4 Dec
Modern Spacious home in Murrieta near Temecula wineries and Historic Old Town
Luxury Gated Estate with Views of All of Wine Country!
9.6 out of 10, Exceptional, (169)
"The house was very comfortable for a party of 7. Close to wineries, within walking distance. It was fully equipped in the kitchen. Pool and hot tub with a view of the wineries was amazing. "
Luxury Gated Estate with Views of All of Wine Country!
Private Country Style Estate with Private Vineyard
9.6 out of 10, Exceptional, (17)
"The property was beautiful. Incredible views overlooking the vineyards. House was clean and had all the basic necessities for cooking and laundry. We would stay here again and recommend to others."
Private Country Style Estate with Private Vineyard
25% Off Nov 21-23! - Close To Wineries W/Spa!
9.8 out of 10, Exceptional, (20)
"We loved it! Nice pool, hot tub and fire pit. Great location we will definitely be back!"
25% Off Nov 21-23! - Close To Wineries W/Spa!
25% Off Dec 6-8! Tuscan Retreat,Pool/Spa,Views!
9.4 out of 10, Exceptional, (17)
"Beautiful home that was perfect for bride and bridesmaids to prepare. Large house with a great ool and spa. Views from backyard are spectacular. Bedrooms were large and primary was outstanding. Definitely coming back to stay again."
25% Off Dec 6-8! Tuscan Retreat,Pool/Spa,Views!
The Pinnacle: Luxury Home w/ Stunning Views, Spa & Ping-Pong Table, sleeps 16
9.2 out of 10, Wonderful, (51)
"Max 5 cars allowed on the property which made it incredibly difficult for 16 people to spend the night and move around for our wedding. Had a bad experience with our initial conversation with property management. We had ask to talk with the property manager numerous times and were ignored on that request. Outside of those two issues the property was beautiful and a great place to host our wedding party! "
The Pinnacle: Luxury Home w/ Stunning Views, Spa & Ping-Pong Table, sleeps 16
Dog-friendly mountain retreat with private hot tub & well-appointed deck
9.6 out of 10, Exceptional, (140)
"Loved our stay here. Super cozy place, easy to relax but could have easily hosted a small group too if we’d wanted. "
Dog-friendly mountain retreat with private hot tub & well-appointed deck
Best in town location•private•pro clean•dogs ok•kids play space•fire pit•loved!
10.0 out of 10, Exceptional, (138)
"All went well on our stay. Property is in great location, close to town and hiking trails(drivable). Home is older, feels rustic but everything worked. We used the wood burning fireplace every day and it was a godsend on the cool nights and mornings! Great communication with host Melissa, very quick with any inquiries."
The price is SAR 980
SAR 2,022 total
includes taxes & fees
20 Dec - 21 Dec
Best in town location•private•pro clean•dogs ok•kids play space•fire pit•loved!
Temecula hilltop view Glamping next to Wineries
10.0 out of 10, Exceptional, (6)
"The property was exactly as it was described, the check in was easy, and the RV was spotless and clean. It was perfect! "
The price is SAR 563
SAR 1,299 total
includes taxes & fees
4 Dec - 5 Dec
Temecula hilltop view Glamping next to Wineries
Beautiful Ranch Home with views, pool, spa & fire pit.
9.6 out of 10, Exceptional, (34)
"Stayed for 8 days while competing at Galway Downs Equestrian Center. Clean house, large space, big enough for 4 adults. Great kitchen and living spaces. The view is breath taking. Helpful host. Great place to stay. Close to everything we needed. "
Beautiful Ranch Home with views, pool, spa & fire pit.
Beautiful Temecula Wine Country Estate!
10.0 out of 10, Exceptional, (17)
"This house is AMAZING!! great for groups of people.. so many rooms.. 2 kitchens, game room, wine vines on site, pool, hot tub and so much more.. highly recommend!! "
Beautiful Temecula Wine Country Estate!
Wine Country Oasis Retreat - Close to wineries
10.0 out of 10, Exceptional, (43)
"Five of us girls stayed for a weekend and had such a great time! The house was so clean and so comfortable. It had all the amenities we needed, and it was so well decorated and appointed to make for an awesome weekend lounging by the pool and spa. Plenty of towels, dishes, space, linens, pillows, etc. It's a corner house in a tract neighborhood, and it felt very private and the neighborhood was very quiet and relaxing. I would definitely stay here again."
Wine Country Oasis Retreat - Close to wineries
Dog-friendly quaint cabin with two-story deck, fireplace, W/D, & yoga studio
9.6 out of 10, Exceptional, (15)
"This was a great spot for a short getaway in Idyllwild. Super easy check in/out, cute place in a pretty forested area."
Dog-friendly quaint cabin with two-story deck, fireplace, W/D, & yoga studio
Hobbit House - Heart of Town - Beautiful Remodel
10.0 out of 10, Exceptional, (6)
"The Hobbit house was the perfect location and property for us. Walking distance to everything enjoyed our time "
The price is SAR 582
SAR 2,009 total
includes taxes & fees
24 Nov - 25 Nov
Hobbit House - Heart of Town - Beautiful Remodel
20% Off Nov 21-23! - Beautiful Family House-Large Back Yard-Clean!
10.0 out of 10, Exceptional, (4)
"House was beautiful, neighborhood was quiet and lovely, overall experience was great. "
20% Off Nov 21-23! - Beautiful Family House-Large Back Yard-Clean!
Private 18 Hole Golf Pitch & Putt - Pickle Ball Court - Pool 6 Acre Wine Estate
9.8 out of 10, Exceptional, (201)
"We loved our stay in this spacious, yet cozy home. We enjoyed the many amenities such as the pool, pickle ball court, putting green, well-stocked kitchen, and barbeque area. The beds were comfortable and the community was tranquil. It was a great place to relax and reunite with family."
Private 18 Hole Golf Pitch & Putt - Pickle Ball Court - Pool 6 Acre Wine Estate
Charming Hill Top Wine Country Villa- Minutes to all Vineyards
9.8 out of 10, Exceptional, (67)
"Our family traveled to Temecula California For our son’s wedding. "
Charming Hill Top Wine Country Villa- Minutes to all Vineyards
Beautiful 5BR Family Home! 1 King Bed & 6 Queen Beds - Amazing Amenities+Pool, Spa, Fire Pit
9.2 out of 10, Wonderful, (52)
"This will go down as the best stay I've ever had. The house itself was beautiful and spotless. The kitchen was well-stocked with cookware, flatware, silverware, and utensils. The pool and spa were perfect. All instructions for check-in and checkout were very clear. When we ran out of propane the first night, I called Sunny Days the next day and the very friendly agent had someone come out that day to replenish the fuel for the spa and the fire pit. Overall, everyone had an amazing time and I...
Beautiful 5BR Family Home! 1 King Bed & 6 Queen Beds - Amazing Amenities+Pool, Spa, Fire Pit
Beautiful 2-bedroom home with stunning views Sleeps 4 - 2 Bedrooms - 1 Bath
9.6 out of 10, Exceptional, (18)
"Great experience and location!"
Beautiful 2-bedroom home with stunning views Sleeps 4 - 2 Bedrooms - 1 Bath
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, (34)
"Property is beautiful, and within 5 minutes from most wineries, which made it very convenient. Susan was very responsive, and helped with everything we needed. Thank you for the great weekend! "
Chateau Vino - French Style Chalet
Wine Country Oasis Retreat - Close to wineries
10.0 out of 10, Exceptional, (43)
"Five of us girls stayed for a weekend and had such a great time! The house was so clean and so comfortable. It had all the amenities we needed, and it was so well decorated and appointed to make for an awesome weekend lounging by the pool and spa. Plenty of towels, dishes, space, linens, pillows, etc. It's a corner house in a tract neighborhood, and it felt very private and the neighborhood was very quiet and relaxing. I would definitely stay here again."
Wine Country Oasis Retreat - Close to wineries
The Cottages at Golden Village Palms RV Resort
3.0 star property
9.6 out of 10, Exceptional, (45)
"Little cottages are nice and clean way better than a hotel, your own personal house and space, wish it would of been more than 1 night! Would definitely stay again if need be!"
The price is SAR 567
SAR 640 total
includes taxes & fees
25 Nov - 26 Nov
The Cottages at Golden Village Palms RV Resort
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.