
House vacation 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.

A Wine Country Comfort: In the heart of the valley
RivCo Ordinance #927 requires person responsible for making any AirBnB reservation be at least 25 yrs of age Nightly room rate is for TWO (2) adults & 2 night min Like other establishments, each additional guest (max 8)@ $30 extra per night & auto calculated when making the reservation Level 2 EV charger w/20' cord available We clean according to CDC guidelines NO smoking & NO pets Service Animal documentation required 100% Solar Powered 2-1/2 acres Most wineries and wedding venues within 15 min

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

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.

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.

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.

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.

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!

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.

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**

Temecula Valley Retreat
Inviting home 15 minutes away from the Temecula Wine Country that boasts over 50+ vineyards farms. This is the perfect retreat after shopping expeditions in Old Town Temecula or spa day at Murrieta Hot Springs or Glen Ivy Hot Springs. A perfect getaway to invest in yourself, unwind and recenter yourself.
Popular amenities for Winchester house rentals
House rentals with a pool

The Wine Country Ranch Retreat with Pool & Spa

Casa de Agua Retreat

Nature lovers wellness home

Resort pool w/waterfall slide,steps from wineries!

Riverside Serenity Spring Oasis|Spa/Pool/Mini Golf

𝟜𝐵𝑅 /Pool & SPA |Pool Table|Mini Golf|Fire pit

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

Hilltop Wine Estate- Pickleball | Pool | 360 views
Weekly house rentals

Family Getaway/Saltwater Pool & Spa-Pet Friendly

VIEW!!VIEW!!Temecula Wine Country home with a view

Modern Family Retreat Near Temecula Wine Country S

Temecula Wine Country Home with Pool, Spa, & more!

La Casa Bonita: Stay in Style

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

Resort living in the Desert with Pool & Jacuzzi

The Coolest Casita
Private house rentals

Wine Country Resort - Close to Wineries

Hacienda Haven-Close to wineries

Home away from Home! By WearehomeIE

Wineries, Views, Game Room & Spa - Hilltop Haven

Peaceful & Cozy 3 bedroom Ranch-Home w/Fireplace

Brand new home/close to wineries

Spacious So-Cal Retreat (3,000 sqft)

The Grape Escape: Panoramic Views In Wine Country
Quick stats about house rentals in Winchester

Nightly prices starting at
Winchester vacation rentals start at ﺩ.ﺇ110 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

4.9 Average rating
Winchester stays are highly rated by guests—averaging 4.9 out of 5!
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