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House vacation rentals in Winchester

Find and book unique houses on Airbnb

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Popular amenities for Winchester house rentals

House rentals with a pool

Superhost
A large pool takes center stage in the backyard, framed by palm trees reaching towards a clear blue sky. A covered patio is visible nearby, providing ample outdoor seating and leisure space. The home features a warm exterior with a spacious layout.
Home in Riverside
4.84 out of 5 average rating, 280 reviews

3 BD |Large Pool|Spa|Basketball|Backyard|Ping Pong

JulianaRating, 5 stars1 week ago
We had a wonderful stay at this Airbnb for my sister’s graduation weekend! The space was spotless, comfortable, and exactly as described in the listing. It had everything we needed to feel at home—plus a few thoughtful touches that made the experience even more special. The location was perfect, close to the graduation venue and great dining spots. Our host was incredibly responsive and kind, making check-in and communication a breeze. We’re so grateful to have had such a cozy and welcoming place to celebrate this special milestone. Highly recommend and would definitely stay again!
Guest favorite
Home in Temecula
4.95 out of 5 average rating, 201 reviews

The Wine Country Ranch Retreat with Pool & Spa

DonovanRating, 5 stars1 week ago
This property is a great getaway. very private and peaceful. But, close to everything. Beautiful surroundings. The host was excellent. Super responsive and friendly. We enjoyed both the inside and outside of the home
Superhost
A serene pool area is showcased, reflecting the warm hues of a sunset. Two stylish cabanas provide shaded seating, while lounge chairs line the pool's edge. An inviting atmosphere is created by the gentle ripples of water and the softly lit surroundings.
Home in Temecula
4.9 out of 5 average rating, 134 reviews

The Peaceful Family Farmhouse(5 min to wineries)

RichRating, 5 stars2 weeks ago
This place was perfect for our family!! We were in town for our son's wedding, and this place was an excellent fit! Clean, roomy, full of amenities and lots to do! The location was perfect, as it's close to wedding venues and many wineries. Also, only about 15min drive to old town. Hosts have excellent communication practices, very responsive to questions, provided great information about the house, and offered many suggestions for local venues. They even went out of their way to film short videos of nearby venues for us to host a rehearsal dinner. Excellent service! Thanks for making the stay memorable! Cheers!
Superhost
A serene pool area is showcased, surrounded by a clean deck and viewing stunning mountain vistas. The vibrant sunset casts warm hues across the sky, reflecting off the tranquil waters of the pool, while the inviting lounge chair offers a perfect spot to relax and take in the view.
Home in Temecula
4.86 out of 5 average rating, 262 reviews

Caballos Manor - Beautiful Wine Country View Home

EdwardRating, 5 stars4 weeks ago
Great location and space!
Superhost
A resort-style pool with a rock waterfall and grotto is surrounded by lush landscaping. The water reflects the vibrant colors of the sunset sky, creating a serene atmosphere. Areas for seating are visible around the pool, contributing to the outdoor relaxation space.
Home in Temecula
4.88 out of 5 average rating, 191 reviews

Resort pool w/waterfall slide,steps from wineries!

AndiRating, 5 stars1 week ago
Great stay overall. Lisa was very friendly. We arrived 1.5 hours early while the house was still being cleaned, and she let us wait at the pool. I had left my glasses behind and she is arranging for them to be mailed to me. The pool is perfect for our 2 young kids given the large shallow area. The house is spacious and has everything we needed. It is a short ride to many wineries, and within 10 minute drive to stores. Everything was cleaned before we checked in and in great working order. Would definitely stay here again!
Guest favorite
A fire pit is framed by four wooden chairs, set in a gravel area surrounded by flowering plants. Logs are arranged in the center of the fire pit, with petals scattered on the ground, adding a touch of color to the outdoor seating space.
Home in Riverside
4.91 out of 5 average rating, 124 reviews

Summer Oasis: Tropical Vibes + Pool & Mini Golf!

OmarRating, 5 stars3 weeks ago
Everything was as described. Worked perfect for us.
Guest favorite
A clear and inviting pool is surrounded by palm trees and patio seating. Lush greenery can be seen along the edges, and a textured concrete deck provides access to the pool area. The sky is bright and blue, complementing the tranquil setting.
Home in Riverside
4.96 out of 5 average rating, 112 reviews

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*

JoseRating, 5 stars1 week ago
My family and I stayed in this Airbnb and we had an amazing time! Everything was amazing. We appreciate how organized the house was. The pool was fantastic my family and I enjoyed every minute about staying at this Airbnb. The beds were comfy and had everything we needed! I will definitely be back again ❤️❤️❤️❤️❤️
Superhost
A private pool area is depicted, surrounded by a concrete deck with loungers and dining tables. A shaded bar area is visible, equipped with seating. The modern home is in the background, enhanced by evening lighting, creating a serene outdoor space for relaxation.
Home in Temecula
4.86 out of 5 average rating, 112 reviews

Wine Country Heaven Surrounded by Vineyards!!

GabrielleRating, 5 stars1 month ago
Our family had an AMAZING time here! We truly could not have found a better spot. The backyard is incredible, full of so much charm and had beautiful views! The pool is wonderful and so refreshing (we opted to heat it and glad we did as it was ideal for swimming in the morning and evenings as well). There is also a covered cabana area with chairs and a fireplace - this was a great place to duck out of the heat for a bit, to chat and play cards and relax. They even have a fun game room where my kids played pool (you can also play ping pong). The bar/grill area is pretty big with additional seating and also has a tv (which my husband loved so he could grill and watch golf ;) This place had it all! We truly had a fantastic time here and Justin was amazing as well - he was super responsive and answered all of our questions very quickly. Great host, great place - it was perfect! We had an awesome time and would love to come back again soon!

Weekly house rentals

Top guest favorite
A spacious backyard is shown featuring a well-maintained putting green bordered by gravel and a concrete patio. Tall fences ensure privacy while the home is visible in the background, with several windows that provide natural light to the interior.
Home in San Jacinto
5 out of 5 average rating, 21 reviews

Casa Isabel

DeniseRating, 5 stars1 week ago
This is our second visit to Mariela's place. It is a great location for us during my work trips to Hemet. It is so much better than staying at a hotel. We are very comfortable at the house and have everything we need. I expect we'll be back in the Fall. We did take a weekend drive to BigBear and enjoyed that trip. Thank you!
Guest favorite
A stone archway frames a view of rolling hills and mountains. The scene showcases a wooden deck extending outward, with greenery visible in the foreground and a clear blue sky above. The natural landscape emphasizes the tranquil setting of the getaway.
Home in Temecula
4.9 out of 5 average rating, 90 reviews

3Bedroom 2bath in-law unit with kitchen and washer

RoohbakhshRating, 5 stars1 day ago
we enjoyed staying there, even though was little far from wineries but the place was so nice and private we did n't mind driving, Ping is a great host, he had breakfast for us available, the place was clean and organized
Superhost
A tranquil outdoor space showcases a large pool with gentle waterfalls under a vibrant sky at dusk. Palm trees line the area, and cozy lounge chairs are positioned nearby. Soft lighting adds ambience to the well-maintained landscape, enhancing the overall inviting atmosphere.
Home in Winchester
4.87 out of 5 average rating, 92 reviews

Temecula Wine Country Oasis Experience/Game Room

CathyRating, 5 stars3 weeks ago
Great house for my daughter’s wedding weekend. Plenty of room close to the venue. Host was amazing!!!! Close to the venue & the wineries . Thank you!!!
Guest favorite
A serene backyard scene is captured as twilight descends. A sparkling pool is framed by comfortable lounge chairs and a seating area with a modern fire pit, providing a cozy ambiance. Soft lighting enhances the space, creating a perfect spot for relaxation and gathering.
Home in Hemet
4.86 out of 5 average rating, 28 reviews

Hemet Haven |Jacuzzi|Pool|Backyard|Games & Arcades

BrianRating, 5 stars1 week ago
We enjoyed our stay - close to all of our planned activities- easy to find, kids loved the pool! Clean, quiet, comfortable.
Guest favorite
A well-maintained front yard showcases lush green grass, flanked by palm trees and bushes. The single-story home features a warm exterior, with a driveway leading to a two-car garage. An American flag is visible in the distance, adding a touch of local charm.
Home in Winchester
5 out of 5 average rating, 12 reviews

Wine country 4 bedroom, game room and chalk wall.

VanessaRating, 5 stars3 days ago
Amber and Jacob were great hosts. The Airbnb had everything we needed and plenty of beds.
Top guest favorite
A spacious living area showcases a dark sectional sofa adorned with decorative cushions. A large coffee table with colorful candles sits on a patterned area rug. Soft natural light enters through three large windows, complementing the light-colored tile floor.
Home in Menifee
4.95 out of 5 average rating, 86 reviews

Brand new home/close to wineries

FernandoRating, 5 stars4 weeks ago
I recently stayed at Victoria Place for a 3-day tournament with my son and family , and it felt just like home. The location is fantastic, situated near a shopping center with groceries and various food spots within walking distance. The neighborhood is quiet and peaceful, making it an ideal retreat after our busy days. Communication with Victoria was excellent; she responded quickly and provided detailed instructions for check-in and check-out, which made the whole experience seamless. I will definitely be staying here again on our next visit. Highly recommend!
Top guest favorite
The backyard features a swimming pool surrounded by lounge chairs in soft blue tones. An umbrella provides shade over a small seating area. Soft lighting from string lights enhances the serene atmosphere. Lush greenery is visible along the perimeter and the sky transitions to dusk.
Home in Murrieta
5 out of 5 average rating, 9 reviews

~NEW~Insurance•Claim•Welcome~Pool•SPA•Billiards!

KellyRating, 5 stars6 months ago
Chose this location for holiday family gathering for rooms and entertainment factor and it did not disappoint. Lots of space to socialize, watch the big game, shoot some pool, and splash in the jacuzzi! Family loved playing some blackjack and cornhole too. I want to go back already! Host was so responsive and helpful on every level. Neighborhood was safe, quiet, and backyard was very private too. Don’t wait to book this lovely home, reserve for your vacay today!
Guest favorite
A private pool is surrounded by a safety fence and illuminated by warm string lights, creating a relaxing evening vibe. Palm trees are visible, adding a touch of greenery. The patio area features outdoor furniture for guests to enjoy the space.
Home in Winchester
4.93 out of 5 average rating, 43 reviews

Pool Paradise near Temecula wineries w/ spa/games

Klaudia MaeRating, 5 stars3 days ago
We had a fantastic time at this Airbnb! The space was clean, comfortable, and had everything we needed for a relaxing getaway. The guide provided with local things to do was super helpful and led us to some great hidden gems in the area. We especially loved the grill area and spent lots of time enjoying the pool. It was the perfect setup for both fun and relaxation. Highly recommend this place for anyone looking for a memorable stay!

Private house rentals

Top guest favorite
A private backyard features a sparkling saltwater pool with a built-in hot tub, surrounded by lounge chairs and umbrellas. The scene is complemented by palm trees against a vibrant sunset sky, creating a serene outdoor space for relaxation.
Home in Murrieta
4.94 out of 5 average rating, 34 reviews

Dove Creek Retreat | Chef's Kitchen & King Beds

JessicaRating, 5 stars3 weeks ago
We had a wonderful stay! The house was beautiful—clean, spacious, and located in a quiet, peaceful neighborhood. Our host was incredibly responsive and always available to help, especially with the hot tub, which made our stay even more relaxing. Would definitely recommend and would love to stay again!
Guest favorite
The outdoor pool area is illuminated by subtle lighting, creating a serene ambiance at night. The pool features a smooth tile border, and steps are visible leading into the water. Surrounding patio space offers ample room for relaxation, with nearby landscaping visible in the background.
Home in San Jacinto
4.75 out of 5 average rating, 24 reviews

Modern Family Oasis

LaurenRating, 5 stars2 weeks ago
The home was prefect for our trip. After our daughters played softball all day they came back to the home and swam and relaxed. It was great. Thank you again!!
Top guest favorite
A poolside area is depicted with a refreshing blue pool surrounded by natural rock formations and palm trees. A red umbrella provides shade over a wooden table, complemented by wicker chairs. Scenic hills are visible in the background beneath a clear blue sky.
Home in Lake Elsinore
4.98 out of 5 average rating, 91 reviews

Peaceful Healing Best Of Everything

JakeRating, 5 stars2 weeks ago
Our stay at Dee’s place was absolutely amazing. The space is nothing short of beautiful. Dee was so kind and responsive from the moment we got there meeting us and showing us everything. She even left snacks and a bottle of champagne in the fridge for us. The pool and hot tub were great and the views were fantastic. This is absolutely one of the best Airbnbs we’ve ever stayed out and Dee is an outstanding and kind host!
Guest favorite
A dining area features a rectangular marble table surrounded by six black chairs. Natural light enters through large sliding glass doors, providing a view of the outdoor pool and surrounding greenery. Soft, neutral curtains frame the windows, creating a bright and inviting space.
Home in Lake Elsinore
4.91 out of 5 average rating, 35 reviews

Stunning & Cozy Pool House

AnaRating, 5 stars5 days ago
The home was perfect! It felt very welcoming and it was in a quiet area it was very clean and the pool was a big plus !! The host was very nice and very quick to respond if I needed something, Would definitely stay again ! 😊
Guest favorite
A spacious outdoor balcony offers an inviting seating area with two light-colored chairs, complemented by a wooden table nearby. Expansive views of the landscape and sunset can be seen in the background, with golden hues illuminating the sky.
Home in Temecula
5 out of 5 average rating, 17 reviews

New - VIEWS, Spa, Game Room, Minutes To Wineries

ChabellysRating, 5 stars1 week ago
Absolutely loved our stay! The home was immaculate, incredibly comfortable, and nestled in the heart of wine country with stunning views. The host was super responsive and made everything seamless. A perfect getaway—highly recommend wish I could have stayed longer. Short 20 min drive to the main stores so if you arrive early get your groceries first. Small dirt road driveway no biggie we had an SUV. Apple Maps took us directly north issues finding the location.
Guest favorite
A spacious living room is highlighted by a comfortable sectional sofa and armchairs. Natural light fills the area through large windows, with a view of the outdoors. Decorative mirrors and a coffee table with a plant accent the space, complemented by a fireplace against a neutral wall.
Home in Murrieta
4.96 out of 5 average rating, 79 reviews

Casa Escondido Horse Ranch.

DanielleRating, 5 stars4 weeks ago
Christopher’s home was a perfect getaway for myself and my family! Only one tv, but we were too busy cooking and talking to even use it! The outside surroundings were gorgeous! So peaceful and quiet. We walked around a bit and came across one of the dogs on the property. Such a sweet girl who guided us back up to the house. We were not able to use the outside seating couches as there were dirt marks and paw prints all over lol. Dogs clearly love it. This didn’t bother us at all but putting it out there for those who like to sit outside. The house was perfectly clean! Beautiful open kitchen and lots of amenities. It is pretty far from Temecula. Took us about 50 minutes on a Saturday morning to arrive in Temecula. Granted it was Memorial Day Weekend. We appreciated the wine bottle for us too! Just lovely personal touches in this home. We definitely plan to stay again. We missed the tour of the animals but hope to do it soon.
Superhost
A welcoming coffee station is presented in a black cabinet, displaying an assortment of coffee and tea supplies. A ‘Good Morning’ sign is perched above, while a small desk with a printer and two chairs is situated nearby, offering a practical workspace.
Home in Hemet
4.84 out of 5 average rating, 43 reviews

Peaceful & Cozy 3 bedroom Ranch-Home w/Fireplace

CarrieRating, 5 stars1 month ago
Patrick was a great host. Clear instructions and checked to make sure our stay was going well. Even offered to bring by some fresh eggs…basically gold these days. Location was perfect for Nationals at K1 Circuit. We enjoyed the pool table and foosball in the garage. The coffee bar was a nice touch. The house matches the description and pictures, so nothing fancy, but good value and perfect for what we needed. Bonus of comfortable beds. Overall excellent stay.
Superhost
A serene outdoor space features a sparkling pool and a connected hot tub surrounded by palm trees. A shaded patio area includes a grill and light-colored outdoor furniture, providing a relaxing spot for leisure. The well-maintained yard adds to the tranquility of the setting.
Home in Murrieta
4.85 out of 5 average rating, 68 reviews

Peaceful Temecula Valley | Pool, Hot Tub, and Pets

TriciaRating, 5 stars1 week ago
We had a wonderful stay, house is clean and had everything we needed. Backyard and pool are lovely, we were able to relax and spend time with family. Would definitely rent again.

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