
House holiday rentals in Winchester
Find and book unique houses on Airbnb
Quick stats about house rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at €104 per night before taxes and fees

Verified guest reviews
Over 30 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winchester rentals

4.8 Average rating
Winchester stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated house rentals in Winchester
Guests agree: these houses are highly rated for location, cleanliness and more.

Temecula Wine Country Retreat w/ Saltwater Pool
Escape to the picturesque wine country and enjoy luxury living in our stunning vacation home, just minutes from Old-Town & Temecula wineries Features: Saltwater pool & spa - ask about pool heating! Pool table, shuffleboard, poker table, ping pong, giant jenga, corn-hole, Arcade… 4 TVs Rainfall showers in all bathrooms Roman tub in master bath Spacious layout for large groups Outdoor lounge area, BBQ island, fire pit Workspace Make unforgettable memories in this beautiful setting

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.

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.

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.

Luxury Wine Country Retreatl Pool Spa & Game Room
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.

Pinot Hills Estate
The décor is upscale and all brand new. TV's in all bedrooms 2 bonus rooms and spa. Gourmet kitchen with top of the line appliances! Fireplace in the huge great room with walk-in wine room and bar. Huge master suite and closet with wrap around balcony. Spa has a steam room, sauna and dual jetted tub. Formal dining room and sitting area overlooking the mountains. Enjoy hot air balloons from this amazing home. This property will WOW you!! Parking for 20 plus cars with three car garage.

♥ 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.

Tuscan Retreat: Private yard & Mountain views
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!

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.

Private Palm Tree Home with Huge Gated Yard!
🌿 Private rural home with a large gated yard and wide-open space. Located in a quiet country setting with easy access to the 215 freeway. The property offers plenty of parking for multiple vehicles, including RVs, boats, trailers, and work trucks. About 10 minutes from Menifee Town Center with shopping, dining, and essentials nearby. A simple, spacious stay with privacy, convenience, and room to park and relax.

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.

Cooper's Casita in Wine Country
This charming detached Casita in a quiet cul-de-sac is located near Temecula Wine Country and is just a short drive to local attractions. The kitchenette is equipped with a mini fridge, microwave, toaster oven and kitchen essentials. Queen bed with a full bathroom, walk-in closet, and tv w/ cable **Current Riverside County STR Certificate #002552**
Popular amenities for house rentals in Winchester
House rentals with a pool

Wine Country Retreat | Pool, Spa, Views

Beautiful home with Amazing views

Vineyard Vista | Modern • Renovated • Private

Resort pool w/waterfall slide,steps from wineries!

Heated Pool to 80° Included *Wine Country Views

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

Private European Vineyard𖡼BEST Views𖡼 Wine Country

Wine Country Heaven Surrounded by Vineyards!!
Weekly house rentals

Coyote den in wine country (3br/2bath)

Temecula Wine Country Villa So Cal

Serene getaway with Sunrise views

Easy Retreat

Great getaway near everything!

Temecula Wine Country Home on 5 Acre Vineyard

A Wine Country Comfort: In the heart of the valley

The Love Shack -Temecula Wine Country
Private house rentals

5 Bedroom Home Just Minutes From Wine Country.

Lakefront Oasis Short&Mid-TermRent

Getaway to Temecula wineries w/ spa and pool table

Wine Country Resort - Close to Wineries

Hidden Jackpot Near Soboba Casino

Winchesters Safari Oasis near Temecula Wineries

The Buzze

La Casa Bonita: Stay in Style
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