
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.

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.

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!

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!

Chic Mountaintop retreat! Hot tub & Sauna
NEW! Available for the first time! Welcome to High Rock House. Extensively remodeled with captivating views, generous space and a genuine mountain-meets-city vibe, this eclectic residence offers the ultimate Idyllwild lifestyle experience. Located on a private hillside site of nearly .45 acres, the private home offers multiple outdoor spaces, and a 2-story, 3-bedroom, 3-bath design with a great room, new kitchen, billiards room, pub-style wet bar, cedar plunge hot tub and 6 person sauna.

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.

Wine Country Heaven Surrounded by Vineyards!!
Renovated Contemporary Farmhouse nestled around 4 acres of vineyards! Take a stroll through the vines and create that Insta worthy photo! Sunbathe in the heart shaped private pool or relax under the stars at night with the 6 person hot tub! The inside of the house boasts some of the most unique woodwork! Pool is an extra 600 to heat. We do not allow any sort of parties or events/amplified music due to new Riverside County Laws. Permit #RVC1412

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 Winchester house rentals
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!

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*

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

Hilltop Wine Estate- Pickleball | Pool | 360 views

Blue Lagoon Oasis - Close to Wineries - Fire Pit

New 4 Bed Home w/pool/spa, 20 mins from winery’s
Weekly house rentals

Spacious Wine Country Retreat | Work-Friendly

La Casa Bonita: Stay in Style

Cozy Modern | 3BR Home • Games • Relaxing Outdoors

Riverside Wood Streets Duplex 2Bdrm/1Bthrm/Kitchen

Wonderfully, spacious 3 bdr home

Convenient Wine Country Escape

Resort living in the Desert with Pool & Jacuzzi

The Coolest Casita
Private house rentals

6BR|Pool&SPA|Mini Golf|Sauna|10 Min to Winery

Entire GuestSuite W/Private Entrance @ Bathroom

Your Wine Country Getaway Awaits!

Casa Escondido Horse Ranch.

Family Getaway/Saltwater Pool & Spa-Pet Friendly

Western Horizon Home

Peaceful & Cozy 3 bedroom Ranch-Home w/Fireplace

Brand new home/close to wineries
Quick stats about house rentals in Winchester

Nightly prices starting at
Winchester vacation rentals start at G$6,267 GYD 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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