
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.

Peaceful & Private w Stunning Mountain View’s
Our private, separate and detached guesthouse is located in a rural country setting with mountain views all around for those seeking a relaxing and peaceful atmosphere to unwind, relax, rest and rejuvenate, 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 space features a modern contemporary aesthetic inside w stunning mountain views & sunsets on the deck to stargaze and unwind.

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

Jet'd Spa-Outdoor Kitchen-Game Room-Massage Chair
Welcome to your own private oasis with stunning views in this spacious and tranquil retreat, enjoy the firepit & jetted hot tub, Massage chair & Game room ☞ 6-person hot tub ☞ Pool Table ☞ King Bed with ensuite ☞ Fenced yard ☞ Parking (onsite, 7 cars) ☞ Free 1Gbps Wi-Fi ✭Add my listing to your Wishlist by clicking ❤️the upper rt corner ☞ 5 Smart TVs (largest is 65 inches) ☞ Pet friendly ☞ Outdoor kitchen with gas BBQ ☞ Self check-in ☞ Onsite washer + dryer ☞ Fully equipped + stocked kitchen

Colonial Cottage Get-A-Way
650 square feet of completely remodeled mobile home in quiet neighborhood. Ideal as a cozy retreat for a couple or single traveler. Large kitchen with all new appliances and plenty of utensils for those who like to cook. Formal dining area for guests you would like to entertain. Comfortable sitting area in living room. Cot available for a 3rd person . Private parking in a long driveway - so bring your SUV! Very close to all shopping. Plenty of free bottled water. You will love this place!

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.

Private Murrieta Casita with Separate Entrance
Retro feel getaway that is cozy and private near amazing attractions like the: Pechanga Resort Casino, Temecula Wine Country, California Dreamin’ Balloon Adventures, Promenade Shopping Mall and much more. This private Casita detached has TV,smart lockaccess, plenty of windows microwave, electric stove fridge, and coffee machine toaster and electric kettle This relaxing vacation or staycation, with a home away from home feel will have you recommending this place to your family and friends!

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.

The Love Shack -Temecula Wine Country
This private cheerful 1-bedroom apartment is nestled in the Temecula wine country. This property is just minutes from over 40 Temecula wineries. Have a glass of wine and BBQ your favorite meal on the porch while watching the beautiful sunset. In the morning, have a cup of coffee and wave to hot air balloons flying overhead. Enjoy the grounds, with a fishpond, succulent garden and fire pit. For extra fun, play a game of Pickleball, horseshoes or cornhole.

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**

Beautiful Family Home With Relaxing Spacious Yard
This is a perfect home for families, couples, a group of friends or solo riders! In a more rural area you will hear roosters to start your morning, it has a huge gated yard, plenty of parking space, & close to the 215 freeway. Only 10 minutes from the Menifee Town Center. The property is RV / Boat friendly!

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 The Promenade. A perfect getaway to invest in yourself, unwind and recenter yourself.
Popular amenities for house rentals in Winchester
House rentals with a pool

The Wine Country Ranch Retreat with Pool & Spa

Casa de Agua Retreat

Resort pool w/waterfall slide,steps from wineries!

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

Riverside Serenity Winter Oasis|Spa/Pool/Mini Golf

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*

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

Blue Lagoon Oasis - Close to Wineries - Fire Pit
Weekly house rentals

Walk to Leoness Cellars, Oak Mountain & more!

Entire GuestSuite W/Private Entrance @ Bathroom

Temecula Wine Country Home on 5 Acre Vineyard

La Casa Bonita: Stay in Style

Cozy Modern | 3BR Home • Games • Relaxing Outdoors

Wonderfully, spacious 3 bdr home

Convenient Wine Country Escape

Resort living in the Desert with Pool & Jacuzzi
Private house rentals

Home away from Home! By WearehomeIE

Your Wine Country Getaway Awaits!

Casa Escondido Horse Ranch.

Spacious Wine Country Retreat | Work-Friendly

Family Getaway/Saltwater Pool & Spa-Pet Friendly

Western Horizon Home

Brand new home/close to wineries

Brand New/Fully Furnished
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 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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