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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

Top guest favorite
A private outdoor area features a curved saltwater pool surrounded by palm trees and lounge chairs. The bright yellow exterior of the single-level home offers large windows and a welcoming atmosphere. The pool deck offers ample space for relaxation under a clear blue sky.
Home in Temecula
4.98 out of 5 average rating, 195 reviews

♥ Of Wine Country | Privacy+, Gazebo, BBQ, Jacuzzi

JumeeRating, 5 stars1 week ago
We enjoyed our stay. Rob is a super host and his home is spacious and comfortable.
Top guest favorite
A spacious living area features a large sectional sofa and two patterned lounge chairs, complemented by a round coffee table. Natural light is softened by window coverings, and a potted plant adds a touch of greenery to the inviting space.
Home in Riverside
4.97 out of 5 average rating, 116 reviews

Charming 5 bed, 3 bath home with pool

SayifRating, 5 stars1 week ago
The rental was beautiful-clean, stylish, and very comfortable. It offered a peaceful and relaxing atmosphere, perfect for a getaway. The only downside was the limited phone service and spotty WiFi, which made staying connected a bit challenging. Still, if you're looking to unplug and enjoy a cozy stay, this is a great spot!
Top guest favorite
An aerial view captures the expansive swimming pool surrounded by lush greenery and trees. The pool's blue water contrasts with the earthy tones of the patio, providing a serene retreat. The property features natural landscaping, enhancing the tranquil atmosphere of this wellness oasis.
Home in Fallbrook
4.98 out of 5 average rating, 189 reviews

Nature focused Villa designed for wellness

RebeccaRating, 5 stars1 week ago
The Emerald Bungalow was a magical getaway. We enjoyed how the entire property is enveloped in trees and plants and there are many singing birds. The lush green and abundant flowers of spring made it even more exceptional. Addy was consistently responsive and friendly which made us feel at ease and at home. We are grateful to have been able to experience this wonderful space and would definitely come back!
Superhost
A tranquil rock pool features a gentle waterfall cascading over natural stone, surrounded by lush greenery. The clear turquoise water reflects the surrounding landscape, providing a serene backdrop for relaxation and outdoor activities.
Home in Temecula
4.88 out of 5 average rating, 183 reviews

Resort pool w/waterfall slide,steps from wineries!

BrianRating, 5 stars1 week ago
My family thoroughly enjoyed our stay here. We had a wedding to attend to at Morgan Estate, which was just walking distance across the street. A lot of wineries along the main road. We will definitely be returning to this home in future vacations in Temecula.
Superhost
Home in Temecula
4.85 out of 5 average rating, 158 reviews

Beautiful Wine Country 4 Bdrm with Pool/Spa/Views!

DeniceRating, 5 stars1 month ago
Stephanie’s house was perfect for our family. We attended my cousins wedding at a nearby winery and this house was super convenient. It was a large group of 9 adults and 2 kids and the space was just right. House was very clean and beds were very comfortable. We would definitely stay here again. Thank you Stephanie for a great stay!!!
Guest favorite
A heated pool is set in a spacious outdoor area, flanked by two white structures. Adjoining lounge chairs and potted plants enhance the relaxing environment under a clear blue sky.
Home in Riverside
4.95 out of 5 average rating, 109 reviews

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*

GabrielleRating, 5 stars3 months ago
SUPER CLEAN HOME!!! My family felt very comfortable and secure at this property. Host were super responsive especially when we voiced some concerns about the heating they sent someone out right away to fix the problem. Will definitely stay again if in the area.
Guest favorite
A stylish lounge area features a unique black chair with a sleek curve, positioned next to a brown leather sofa. A colorful art piece adorns the wall, and two small, decorative tables add to the inviting ambiance of the space.
Home in Fontana
4.94 out of 5 average rating, 209 reviews

❤️Large & COZY , 6 Bedrooms With 65” Tvs + Pool ❤️

AshleyRating, 5 stars4 weeks ago
I had a very pleasurable experience staying at John’s! It’s amazing with a big group of people because there are so many rooms with huge couch space where you can hang out depending on the vibe. The place was basically spotless and was equipped with all the essentials. John was responsive and was so helpful with any requests. Would highly recommend staying here!
Superhost
The exterior showcases a spacious backyard featuring a large pool surrounded by palm trees and lounge chairs. The back of the home is visible, with expansive windows and a patio dining area, providing access to outdoor relaxation and leisure.
Home in Murrieta
4.61 out of 5 average rating, 18 reviews

Fully Furnished | Pool, Hot Tub, 5 Bed, Office

YutengRating, 5 stars4 months ago
My family had a great stay at Jonathan’s place! He was very responsive and always super helpful. We love the place, the floor is updated and the house has plenty of space for big families. The neighborhood feels very safe and walkable, there are Christmas lights everywhere this time of year! Would definitely recommend to anyone needs a place to stay in Murrieta area.

Weekly house rentals

Guest favorite
A comfortable living room is presented with soft beige sofas adorned with patterned throw pillows. A dark coffee table centers the space, accompanied by a decorative plant and a decorative bowl. Natural light filters through sheer curtains, while a ceiling fan adds a touch of airflow.
Home in Moreno Valley
5 out of 5 average rating, 16 reviews

Beautiful 4 bed 4-bathroom house in Moreno Valley

MaribelRating, 5 stars3 months ago
This was our second time booking with them. Felt right at home and host was always responsive if I had a question or concern. Would definitely recommend.
Guest favorite
An open living area is presented with modern furnishings, including a gray sofa, a coffee table with a unique design, and a wooden foosball table. A dining table with white chairs is visible, alongside a contemporary kitchen equipped with stainless steel appliances.
Home in Hemet
4.88 out of 5 average rating, 255 reviews

✧ King + Queen // 500 MBPS // Laundry + Driveway ✧

AdrianeRating, 5 stars6 days ago
Molly is such a great host! Easy to communicate with and quick with her responses! The place itself was clean and matched perfectly to her description. Check in/check out instructions were very clear and easy to understand. I’d highly recommend staying with Molly if you’re in the area!
Guest favorite
A private outdoor space features a curved pool surrounded by a patio. Lush greenery and string lights create a cozy ambiance, while distant mountains can be seen in the background. Lounge chairs and a small seating area invite relaxation in this tranquil setting.
Home in Trabuco Canyon
4.92 out of 5 average rating, 13 reviews

Sunset & Mountain View Peaceful Retreat Pool & Spa

LyndaRating, 5 stars8 months ago
We had to extend our stay here due to repairs on our house, but we felt right at home in this beautiful home. Mandy is a wonderful host and we greatly enjoyed our stay.
Top guest favorite
A colorful hot air balloon rises in the sky above a white house surrounded by landscaped gravel and vegetation. The patio features a shaded pergola and outdoor furniture, contributing to a relaxed outdoor atmosphere.
Home in Temecula
4.94 out of 5 average rating, 238 reviews

A Wine Country Comfort: In the heart of the valley

CandiceRating, 5 stars1 week ago
We loved staying in Diana’s home! The area is absolutely beautiful, surrounded by vineyards. We fully utilized being that close to so many wineries. The home itself is SO CUTE! As well as very clean and organized, we felt at home right away. Diana was also very friendly and responded quickly. 10/10 recommend.
Top guest favorite
The exterior of a Mediterranean-style home is showcased, featuring a tiled roof and a wide entrance framed by tall glass doors. Surrounding trees and shrubs are visible, set against a clear blue sky, providing a picturesque view of the spacious front yard.
Home in Temecula
4.99 out of 5 average rating, 141 reviews

10 Acre Estate * Incredible Views

JoanRating, 5 stars2 weeks ago
Had the opportunity to stay at Irina’s after an unfortunate mishap with our previous Airbnb, and the space was absolutely breathtaking! The amount of space, cleanliness of the place, and the overall experience communicating with Irina made our visit to Temecula so much better, especially since our group had to make a last minute reservation! This is definitely a spot we’ll be saving for future visits to Temecula.
Guest favorite
An open living space features pale hardwood flooring and a light-colored sectional sofa adorned with decorative pillows. Large windows allow natural light to fill the area, while a woven rug adds texture. A desk is positioned by a window, enhancing the workspace's functionality.
Home in Fallbrook
4.82 out of 5 average rating, 74 reviews

Family Friendly Rainbow Home

A’iRating, 5 stars3 months ago
House was beautiful and perfect for my family and I as I came out to California to handle some business. My kids really enjoyed enjoyed having having the playground in front yard and as a parent it was comforting, knowing it was often and stuff, but the clear view.The house were always responsive, and there was never any issues. Definitely recommend staying here if you’re down in Fallbrook.
Guest favorite
A stone pathway leads to a charming home, framed by lush trees and soft landscaping. Soft, warm lighting is visible through the multiple windows, and a tranquil fountain creates a serene ambiance. The area includes a seating arrangement for outdoor relaxation.
Home in Temecula
4.97 out of 5 average rating, 153 reviews

Temecula Wine Country Home on 5 Acre Vineyard

AltheaRating, 5 stars2 weeks ago
We stayed here for my daughter's wedding and it was the perfect location. The house was clean, well appointed. and spacious. Enjoyed watching the balloons float by in the mornings and sitting out by the vineyards in the evenings enjoying the peace and quiet. Kristen was responsive to our requests and very helpful. We would certainly stay here again if we return to the area. Highly recommend this home as a place for vacations.
Guest favorite
A bright living area features two distinct seating arrangements, including a brown leather sofa with striped cushions and a dark blue upholstered couch. A small coffee table is centered on a neutral rug, and a potted plant adds a touch of greenery. Natural light illuminates the space.
Home in Bloomington
4.97 out of 5 average rating, 113 reviews

La Chiquita! Entire 2 Bedroom Home just for you

ColleenRating, 5 stars3 weeks ago
I was in the area with a colleague for work. The home had everything we needed in the kitchen area and bath. Plenty of room for two people. Gated parking area was great for parking our motorcycles. Close to groceries and both freeways for easy access. Instructions were clear for entry and departure instructions. We didn’t need to contact the host because everything was ready!

Private house rentals

Superhost
Lined with tall eucalyptus trees, a quiet gravel path leads to a welcoming property featuring two adjacent houses. The homes are built in a ranch-style design, surrounded by natural greenery and wooden fencing, creating an inviting outdoor atmosphere.
Home in Temecula
4.95 out of 5 average rating, 135 reviews

Rancho Del Vinedos Villa in Temecula Wine Country

MichaelRating, 5 stars3 weeks ago
Very responsive and great location. Large area and great backyard! Private as well.
Superhost
A spacious living area features large windows allowing natural light to fill the room. A piano and a gray sofa are positioned across from patterned armchairs. A wooden table complements the contemporary design, with potted greenery adding a touch of freshness to the space.
Home in Wildomar
4.77 out of 5 average rating, 30 reviews

Desert Escape: 3BD/3BA with Pool & Jacuzzi

DebraRating, 5 stars3 weeks ago
We were very happy with Dianna‘s place. We have a son that lives in Temecula so this was very convenient. Dianna was very responsive and quick to answer any questions. The only disadvantage is the traffic if you have to go into Orange County other than that, we had a wonderful time and I would highly recommend this place.
Guest favorite
The exterior of the house is showcased in twilight, featuring a modern design with arched doorways and a terracotta tiled roof. Soft lighting illuminates the entrance and landscaped areas, while a spacious driveway leads up to the structure amidst a peaceful setting.
Home in Temecula
4.94 out of 5 average rating, 173 reviews

Unique Hacienda in the Temecula Wine country

AlexaRating, 5 stars2 weeks ago
We had the most amazing stay at Pavlina’s stunning Temecula home. Perfect for my group of girls and would 100% recommend to anyone looking for nice, fun and big house by the wineries!
Guest favorite
A serene backyard scene features a large saltwater pool surrounded by lush greenery and tropical palm trees. Comfortable lounge chairs are positioned on a stone patio, offering a perfect spot to relax amidst beautiful flowers and well-maintained grass.
Home in Fallbrook
4.85 out of 5 average rating, 140 reviews

Grander Tradition>Retreat>Wineries>Weddings>Resort

AndreRating, 5 stars1 week ago
Sarajane’s house was exactly as advertised, and was everything we expected it to be! She was extremely communicative, and very helpful with any questions we had, as well as recommendations for things to do with our two young boys! Would happily come back!
Superhost
The exterior of the house is showcased with a spacious front yard, highlighted by lush green grass and bordered by garden shrubs. A palm tree stands to the side, complementing the terracotta roof and light-colored facade. The driveway leads to a three-car garage.
Home in Riverside
4.9 out of 5 average rating, 151 reviews

Bright, Beautiful, & Tranquil Riverside Haven

RoyRating, 5 stars1 month ago
This place was absolutely amazing! The backyard is beautiful, I love the orange and lemon trees! The place is very spacious and open. As far as host, Ana is a great, responsive host. She was fantastic to work with and very communicative. Would definitely come back
Guest favorite
A vibrant hot air balloon floats above a picturesque landscape, featuring rolling hills and vineyards. The balloon displays a bright color scheme of yellow, red, and blue, set against a cloudy sky that hints at the serenity of the rural surroundings.
Home in Murrieta
4.91 out of 5 average rating, 106 reviews

Your home away from home near Wineries & Shopping

MartinaRating, 5 stars1 week ago
We booked this home for a family vacation and had a wonderful experience. The house was very clean, cozy, and had everything we needed for a comfortable stay with kids. Juliette was friendly and easy to communicate with, which made everything smooth from check-in to check-out. We really appreciated the calm atmosphere and would definitely book again if we’re in the area.
Superhost
The open concept living area is visible, showcasing a modern kitchen with a granite countertop and stainless steel appliances. A cozy seating arrangement includes a light-colored sofa and chairs, with soft natural light filtering through the large windows dressed in sheer curtains.
Home in Ontario Ranch
4.86 out of 5 average rating, 7 reviews

@ Marbella Lane - Rejuvenating Single-Family Home

SteffanyRating, 5 stars1 month ago
We absolutely loved it there! We were looking for a place to stay for our family vacation where we would feel at ease and comfortable and this place absolutely nailed it! And the place was so beautifully furnished and decorated. Also we had enough space, since the place had a big living / dining room and kitchen.
Guest favorite
A dining area features a wooden table with four black chairs. A small refrigerator is positioned beside a built-in shelf displaying colorful dishware. A living room space is visible in the background, equipped with a gray sofa, lounge chair, and an entertainment unit.
Home in Redlands
4.95 out of 5 average rating, 111 reviews

Entire home near campus - private yard

NicoleRating, 5 stars3 weeks ago
They were amazing. I had a hiccup with the shower, and they came to fix it right away! (Amazing shower btw) Also, I got the flu while I was there and they made it so easy to tack on an extra night. Thank you guys! I’m so grateful for that space.

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