Some info has been automatically translated. Show original language

House holiday rentals in Winchester

Find and book unique houses on Airbnb

Top-rated house rentals in Winchester

Guests agree: these houses are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Guest favourite
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, 102 reviews

Casa Escondido Horse Ranch.

Casa Escondido is a hidden escape situated in the beautiful hills of the Santa Rosa Plateau between wineries and horse ranches. Located on a 17 acre horse ranch with endless views of live oak trees and granite boulders. The Spanish style cottage has 3 light and bright bedrooms, 2.5 bathrooms and includes a spacious kitchen, dining room, family room and covered patio. It is a working horse ranch and you may get a glimpse of horses being trained. Wonderful hiking trails are nearby. NO EVENTS

Guest favourite
Home in Nuevo
4.91 out of 5 average rating, 171 reviews

Mountain Views Near Lake - Spacious Rural Retreat

15 miles to over 40 wineries in Temecula, just minutes to lakes, casinos, apple farms, skydiving, water park, mountain charms of Oak Glen, Idyllwild and more. Our spacious property provides the atmosphere to unwind, rejuvenate and enjoy a peaceful stay in our rural setting. Our space features a classic and timeless aesthetic with elements such as a gambrel roof, extra-large picture windows, 180 degrees of clear mountain views & sunsets on the deck which overlooks the entirety of the property.

Top guest favourite
Home in Temecula
4.98 out of 5 average rating, 106 reviews

Vineyard Vista | Modern • Renovated • Private

Follow us @vineyardvistavibes on i n s t a g r a m for a closer look at Vineyard Vista & Temecula Wine Country. Set atop a hillside overlooking the vineyards and mountains with a private pool, hot tub, multiple outdoor lounging spaces, and no immediate neighbors. Premium finishes and a modern Mediterranean aesthetic, you’ll enjoy a fully renovated, luxury home. 5 minutes to town in one direction and over 30 wineries in the other, with breathtaking views including our own private vineyards.

Guest favourite
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
4.89 out of 5 average rating, 170 reviews

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

Take it easy at this unique and tranquil getaway, situated in an organic citrus farm on a 27-acre private land with mountain and valley view of citrus and avocados groves. This unit has its own private entrance and a private deck with outdoor sink, BBQ and dining area. The indoor living space is about 960 sf, and the deck area is about 800 sf. The house is powered by solar array and Tesla batteries, so we won’t have a blackout even during power outages as long as not a lot of AC being used.

Guest favourite
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
4.93 out of 5 average rating, 102 reviews

Brand new home/close to wineries

Single home with 3 BR, 2.5 BR with a 2-bay garage and one private open space. Open layout downstairs, great room, dining room and kitchen, walk-in pantry. Downstairs is a powder room. Upstairs, 2 secondary BR and a full BR along with the master suite. The secondary BR comes with dual sinks and tub/shower combo. The master suite features a bedroom and bathroom with dual sinks, vanity and shower, walk in closet. Laundry room upstairs along with a separate linen closet. Patio with BBQ grill.

Guest favourite
The kitchen features modern appliances and ample cabinet space, complemented by a spacious granite countertop. Two wooden stools are positioned at the counter, providing a casual dining option. Under-cabinet lighting enhances the work area, creating a bright and welcoming atmosphere for meal preparation.
Home in East Hemet
4.89 out of 5 average rating, 127 reviews

Welcoming & Cozy Mid-Century Home- Self Check-In

Entire Stylish Mid-Century home-Perfect for Cozy Getaway! Garage parking…2 BDRM w/ Fireplace & A/C. Nearby Attractions: Ontario International Airport-55 min SOBOBA Casino-10 min Morongo Casino-30 min Cabazón Outlets-31 min Lake Perris&Diamond Valley Marina-36 min Lake Elsinore-40 min Idyllwild Park-36 min Temecula Wine Country-36 min Aerial Tramway-50 min Nearby: Golf Rancho Bravo, Little Lake & 123 Farm;CA Route 62, Cabazon Dinosaurs, Hemet Theatre & Museum, Ramona Bowl Amphitheater.

Superhost
A private backyard oasis is showcased, featuring a sparkling pool surrounded by palm trees and lush grass. Comfortable lounge chairs are positioned for relaxation. String lights illuminate the space, creating a cozy ambiance, while a mural reading 'Temecula Wine Country' adds a vibrant touch to the atmosphere.
Home in Winchester
4.87 out of 5 average rating, 130 reviews

Stunning Temecula Wine Country Oasis|Pool|Gameroom

Welcome to our exquisite Airbnb retreat in Temecula Wine Country. With a new pool, fully remodeled interior, all new mid-century modern furniture, including memory foam mattresses, exterior BBQ, pool table, and spa, Conveniently located minutes from wineries, Enjoy a glass of wine, or cook an exquisite meal in the backyard.Relax, unwind, and create unforgettable memories in your own slice of paradise. Book your stay with us today and embark on an extraordinary wine country adventure.

Top guest favourite
A serene outdoor area features a sparkling saltwater pool surrounded by palm trees and tropical landscaping. The pool area is complemented by a spa and patio space, with the main house visible in the background against a vibrant sky.
Home in Temecula
4.98 out of 5 average rating, 233 reviews

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

Private, 3-BR, single-level home on 5 acres in the heart of Wine Country is a resort-style paradise. Self check-in. If you're looking for a party or large gathering this home is NOT for you. • Grill + Seasonal Pool (saltwater) + Jacuzzi. Pool toys on site. • Gazebo • Smart TVs • Work stations in two bedrooms • Fully equipped + stocked kitchen • On-site washer + dryer • 5 min drive to most wineries • Ping pong table • Pets allowed, with notice and additional fee.

Top guest favourite
The exterior of a charming two-story home is displayed, featuring light-colored walls and a covered front porch. Lush greenery frames the windows and entrance, providing a welcoming ambiance. A garage door is visible to the right, complemented by neatly trimmed shrubs at the base.
Home in Hemet
4.97 out of 5 average rating, 178 reviews

Tuscan Retreat: Mountain Views & Sun-Drenched Yard

Welcome to The Cozy Charmer, your ultimate home-away-from-home! Spacious and Tastefully Decorated: Featuring 25-foot ceilings upon entry, this large 4-bedroom, 3-bathroom home is perfect for families, friends, or a work retreat. Stunning Outdoor Space: Enjoy sunsets and mountain views from the expansive backyard - perfect for a coffee or refreshing beverage. Book your stay today for an exceptional experience combining tranquility and adventure!

Top guest favourite
A four-poster bed with a white duvet is featured in the center of the room. Soft light filters through horizontal blinds, illuminating a cozy seating area with an armchair. A dresser and console table are positioned against the walls, complemented by tasteful décor.
Home in Lake Elsinore
5 out of 5 average rating, 139 reviews

Great getaway near everything!

Great getaway country feel near everything! Forget your worries in this spacious and serene space. Entire house, newly remodeled: Full kitchen with all appliances, washer/dryer, 3 bedrooms sleeps 5 to 6, 2 baths, all amenities – everything you need for a great vacation get-away. Plenty of room to park your boat and trailer and just minutes away from the Lake! Close to shopping center but private enough to feel like you are in the country.

Top guest favourite
A serene backyard oasis features a wrap-around saltwater pool, accentuated by a rock waterfall and built-in hot tub. A shaded seating area under a palapa offers relaxation, surrounded by lush greenery and palm trees, with a clear blue sky visible above.
Home in Murrieta
4.99 out of 5 average rating, 193 reviews

Blue Lagoon Oasis - Close to Wineries - Fire Pit

This private single level home is a stylishly decorated resort style lagoon oasis for your next vacation in the heart of the Temecula Wine Country. The South Pacific is calling ! Come relax under Tahitian palapas in this tropical themed backyard and cool down in its wrap around salt water pool with splashing waterfalls and soothing spa/jacuzzi. Enjoy afternoon grilling on outdoor BBQ while sampling your favorite Tiki beverages.

Guest favourite
The exterior of the home features a two-story structure with a smooth driveway leading up to a garage. Lush palm trees and vibrant landscaping create a welcoming entrance, framed by a clear blue sky and distant hills.
Home in Murrieta
4.93 out of 5 average rating, 182 reviews

Entire Home near Temecula Wineries & Hot Springs

A spacious retreat with a large backyard nestled in cul-de-sac for you and your guests to play, unwind in the hot tub and relax. Centrally located between San Diego and OC/LA Counties, Murrieta sits at the juncture of both the 15 and 215 Freeways. Awake refreshed and ready for a day of exploring the area, with a variety of activities to enjoy in the area.

Popular amenities for house rentals in Winchester

Quick stats about house rentals in Winchester

  • Nightly prices starting at

    Winchester holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 50 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winchester rentals

  • 4.9 Average rating

    Winchester stays are highly rated by guests – averaging 4.9 out of 5!