
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.

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.

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.

Guesthouse: spectacular vistas, privacy and nature
*Please read house rules before booking* Our guesthouse presents our visitors with a 180 degree view of nature at it's finest. It's at the edge of a wild life preserve, which provides , privacy, tranquility, and natural beauty. Our indigenous creatures abound here: coyotes, turkey vultures, red tail hawks, road runners, snakes, raccoons, squirrels, owls and many other. This is truly the place for nature and seclusion.

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.

Cabin in the Sky - Stunning Mountain Views
Beautiful and secluded modern house with spectacular views , perfect for an unforgettable romantic getaway for two or group trip for up to six guests. Please read house rules, especially if planning on bringing a dog. Acct: 003372
Popular amenities for Winchester house rentals
House rentals with a pool

The Wine Country Ranch Retreat with Pool & Spa

Charming 5 bed, 3 bath home with pool

Spacious 5-bedroom home for your relaxation needs

Resort pool w/waterfall slide,steps from wineries!

Vineyard Retreat, Pool & Amazing Views!

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

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*

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

Walk to Leoness Cellars, Oak Mountain & more!

Spacious 4BR Home: Mtn Views & Private Yard

Entire GuestSuite W/Private Entrance @ Bathroom

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

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

Temecula Wine Country Home on 5 Acre Vineyard

La Casa Bonita: Stay in Style

3 Daughters vineyard
Private house rentals

Vineyard Vista | Modern • Renovated • Private

Soaking Tub, Fireplace | Casita on 12Acre Vineyard

Family Getaway/Saltwater Pool & Spa-Pet Friendly

Hill House: mountain serenity with modern touches

mikes exquisite suite

Cozy Modern | 3BR Home • Games • Relaxing Outdoors

SIMPLY PARADISE! Pool • SPA • Sunset • Getaway •

Private Guesthouse overlooking vineyards & hills
Quick stats about house rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at $44 AUD per night before taxes and fees

Verified guest reviews
Over 30 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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