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Check prices for these dates

Next weekend
28 Saf. - 2 Rab. I
In two weeks
7 Rab. I - 9 Rab. I
In one month
21 Rab. I - 23 Rab. I
In two months
18 Rab. II - 20 Rab. II

Compare 73 Villas in Winchester with updated reviews, rates, and availability.

Chateau Vino - French Style Chalet

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
The Most Exquisite Vacation Rental in Wine Country
Pool

The Most Exquisite Vacation Rental in Wine Country

10.0 out of 10, Exceptional, (22)
"We absolutely loved our stay at this property! It was the perfect setting for our company retreat with 10 people, and even with a full group, it never felt crowded. Everyone had plenty of space to spread out and enjoy privacy when needed, while the shared spaces were ideal for connecting and unwinding together. The fun and relaxation we experienced around the retreat sessions made our stay even more special. We even had a few people learn pickleball while we were there, adding to the...
The Most Exquisite Vacation Rental in Wine Country
Villa with indoor pool in Temecula wine country-VRBO
Exterior

Villa with indoor pool in Temecula wine country-VRBO

9.4 out of 10, Exceptional, (25)
"We had such a fun time! The property was perfect!"
The price is SAR 1,842
SAR 4,345 total
includes taxes & fees
23 Feb - 24 Feb
Villa with indoor pool in Temecula wine country-VRBO
Private 1-Bedroom Villa on 12 Acres in Temecula Wine Country
Villa Patio at Bella Casa Di Vino

Private 1-Bedroom Villa on 12 Acres in Temecula Wine Country

10.0 out of 10, Exceptional, (9)
"It was a beautiful villa in the country. Such a relaxing few days. The villa is super clean, well stocked, and decorated perfectly. We enjoyed the views of vineyards and quietneighborhood."
Private 1-Bedroom Villa on 12 Acres in Temecula Wine Country
Luxury 5-BR Villa w Pool, Hot Spa, Nature, 3000 sqft,
"Their pool and jacuzzi were awesome, they even have lounge chairs" - Dean

Luxury 5-BR Villa w Pool, Hot Spa, Nature, 3000 sqft,

2.0 star property
10.0 out of 10, Exceptional, (3)
"We came from nearby for a quick staycation, Meiko House fit our needs perfectly. Plenty of bedrooms with comfortable beds and bathroom space was plentiful. Yard and pool area well maintained. Recommend!"
The price is SAR 675
SAR 1,718 total
includes taxes & fees
23 Feb - 24 Feb
Luxury 5-BR Villa w Pool, Hot Spa, Nature, 3000 sqft,
The most breathtaking lake and mountain view
Miscellaneous

The most breathtaking lake and mountain view

9.8 out of 10, Exceptional, (29)
"It was a very relaxing stay. My friends and I booked a weekend for a birthday party. The host was very responsive and accommodating. The house was clean upon arrival and looked exactly like the pictures. The only thing is the drive to the house because of how windy the roads are but it was worth it. "
The most breathtaking lake and mountain view
Resort Style Ranch/infinity pool for family
Exterior

Resort Style Ranch/infinity pool for family

9.2 out of 10, Wonderful, (30)
"We loved the house, it was beautiful and even nicer in person. Loved the chefs kitchen and hot tub! Only wish the rooms had a few more curtains so it didn’t get as bright in the morning but we had a wonderful stay. We could stay again. Great house for groups or a big family vacation. "
The price is SAR 1,785
SAR 4,278 total
includes taxes & fees
23 Feb - 24 Feb
Resort Style Ranch/infinity pool for family
Relaxing Wine Country Estate w/BAR+SPA+POOL+BBQ+VBALL+SOCCER
Pool

Relaxing Wine Country Estate w/BAR+SPA+POOL+BBQ+VBALL+SOCCER

9.0 out of 10, Wonderful, (67)
"We enjoyed our time in the house with relatively nice gathering area, good kitchen, and plenty of room for guests to stay and sleep.Piano was a good addition since we had a piano player among us.Overall it was a good experience. "
Relaxing Wine Country Estate w/BAR+SPA+POOL+BBQ+VBALL+SOCCER
Hacienda-In center of Temecula Wine Country
Aerial View

Hacienda-In center of Temecula Wine Country

10.0 out of 10, Exceptional, (15)
"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 SAR 2,246
SAR 4,672 total
includes taxes & fees
24 Feb - 25 Feb
Hacienda-In center of Temecula Wine Country
Villa Artemis - Luxurious Villa located in Temecula's Wine Valley
Pool

Villa Artemis - Luxurious Villa located in Temecula's Wine Valley

10.0 out of 10, Exceptional, (14)
"House was gorgeous. Loved how private it was. We will definitely go back for a staycation. I got married in Temecula & my family stayed there for the weekend & my husband and I spent one night there to recover from our wedding. It was perfect."
Villa Artemis - Luxurious Villa located in Temecula's Wine Valley
Via del Sur by AvantStay | Private Spanish Villa w/ Views | Walk to Wineries!
Overhead views of the home.

Via del Sur by AvantStay | Private Spanish Villa w/ Views | Walk to Wineries!

9.8 out of 10, Exceptional, (36)
"We gathered to celebrate my mon’s 90th birthday. The home was perfect for our family. We all slept comfortably, had our meals together, played games and enjoyed each other’s company. The kitchen was big and open allowing us to gather and cook together. "
Via del Sur by AvantStay | Private Spanish Villa w/ Views | Walk to Wineries!
De Luz by AvantStay | 5 Acre Estate w/ Lake, Pool & Hot Tub
Enjoy a glass of wine on the balcony while watching the gorgeous sunset.

De Luz by AvantStay | 5 Acre Estate w/ Lake, Pool & Hot Tub

9.6 out of 10, Exceptional, (29)
"This was a great place for our family to meet, gather, eat, and enjoy the scenery. "
De Luz by AvantStay | 5 Acre Estate w/ Lake, Pool & Hot Tub
Beautiful Villa located in Temecula Wine Country
Exterior

Beautiful Villa located in Temecula Wine Country

9.2 out of 10, Wonderful, (18)
"Overall we thoroughly enjoyed our stay. I would give it a 5 star if it wasn't for the lack or supplies in the laundry area, the lack of cleanliness outside the pool area, and the lack of attention to details. The major parts of the home and amenities were excellent as well as location. "
Beautiful Villa located in Temecula Wine Country
Grand Lux II - Luxury Resort Pool Villa - Close to Wineries, Beaches, Temecula
Welcome to the Grand Lux Vacation Villa !

Grand Lux II - Luxury Resort Pool Villa - Close to Wineries, Beaches, Temecula

10.0 out of 10, Exceptional, (26)
"We stayed for a week with a group of 16. The house and yard, and games room were great. The host, Eric, is easy to reach, cares about his guests, and accommodates requests. "
Grand Lux II - Luxury Resort Pool Villa - Close to Wineries, Beaches, Temecula
Colina by AvantStay | Private Mountain Top Oasis w/ Pool, Hot Tub, Putting Green
Welcome to Colina.

Colina by AvantStay | Private Mountain Top Oasis w/ Pool, Hot Tub, Putting Green

9.8 out of 10, Exceptional, (7)
"We had 14 adults and there was plenty of room for us all. The upstairs room was great for the girl cousins to spread out and have their own bath. The space was amazing and the view spectacular! We didn't get to enjoy the hot tub as anticipated due to the power outage and not heating up, so that was disappointing. The power outage was not the fault of the owner and only lasted the first day of our trip. We made the best of it and the property manager did their best to accommodate during the...
Colina by AvantStay | Private Mountain Top Oasis w/ Pool, Hot Tub, Putting Green
Villa 5B/3B with pool/spa/mini golf putting
Exterior

Villa 5B/3B with pool/spa/mini golf putting

9.2 out of 10, Wonderful, (18)
"We were at group of about 11guests and the home felt spacious. Enjoyed the jacuzzi and the proximity to some of the best wineries! The management was prompt to reply to our messages. Wonderful stay… will definitely recommend to grit!"
The price is SAR 1,695
SAR 4,165 total
includes taxes & fees
23 Feb - 24 Feb
Villa 5B/3B with pool/spa/mini golf putting
Warhol by AvantStay | Expansive Estate | Stunning Wine Cty Views
Welcome to Warhol!

Warhol by AvantStay | Expansive Estate | Stunning Wine Cty Views

8.8 out of 10, Excellent, (6)
"We had an awesome time. The house was beautiful. It had everything we need. Plenty of towels and the extra foams for mattress was very helpful. It’s very spacious. Everything was great. Easy to enter , the only thing we couldn’t figure out were the lights in the backyard. We knew it was controlled by the inside panel but we couldn’t get them to turn on. "
Warhol by AvantStay | Expansive Estate | Stunning Wine Cty Views
Burgundy by AvantStay | Basketball Crt, Pool, Hot Tub, Outdoor Kitchen!
Huge, landscaped backyard with a pool, hot tub, and plenty of space to lounge in the shade.

Burgundy by AvantStay | Basketball Crt, Pool, Hot Tub, Outdoor Kitchen!

9.6 out of 10, Exceptional, (14)
"Great home with many rooms and plenty of space"
Burgundy by AvantStay | Basketball Crt, Pool, Hot Tub, Outdoor Kitchen!
Camila by AvantStay | 18-Person Temecula Mansion

Camila by AvantStay | 18-Person Temecula Mansion

9.8 out of 10, Exceptional, (8)
"Check in was easy! The home was exactly as described and just divine for a few days away with the girls!!"
Camila by AvantStay | 18-Person Temecula Mansion
Wilson Creek Manor By AvantStay | Sleeps 10! Amazing Estate w/ Pool & Game Room

Wilson Creek Manor By AvantStay | Sleeps 10! Amazing Estate w/ Pool & Game Room

10.0 out of 10, Exceptional, (18)
"Wilson Creek was the perfect place to stay for our girl's golf trip. Great layout, spacious rooms, beautiful grounds, tons of amenities and well stocked with everything for a comfortable vacation. Because of the high winds, the power was out one night, and even though that was definitely out of anyone's control, we were graciously provided with extra lights and bottles of wine. We will definitely be coming back again! Thanks for everything!"
Wilson Creek Manor By AvantStay | Sleeps 10! Amazing Estate w/ Pool & Game Room
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
Room

1/Bed Room Casita-Suite with Private Entrance

9.8 out of 10, Exceptional, (38)
"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 SAR 218
SAR 502 total
includes taxes & fees
23 Feb - 24 Feb
1/Bed Room Casita-Suite with Private Entrance
Retro Ranch-10bd-Pool-Hot Tub-Games-Pickleball

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

2.0 star property
8.0 out of 10, Very Good, (2)
"Firstly, the pictures do a great job of showing what the home has to offer and what it looks like. However, I was still impressed by the size of the property and all the offerings it had. All of my guests (around 20) greatly enjoyed all the amenities and have high praise, which to me is exactly what I hope for when hosting that many people. Probably one of my favorite features is the speaker system that covers a few main rooms and outside as well. It’s extremely convenient as a host to have full...
The price is SAR 3,675
SAR 6,892 total
includes taxes & fees
23 Feb - 24 Feb
Retro Ranch-10bd-Pool-Hot Tub-Games-Pickleball
Sip and Swim Just Minutes From Temecula's Wine Country
Pool

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.

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