
Vacation rentals in Winchester
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Top-rated vacation rentals in Winchester
Guests agree: these stays 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.

Soft Air...A Luxury suite with a view!
'Soft Air' is becoming a destination in itself. A getaway surrounded by nature, this Murrieta luxury suite in Temecula Valley overlooks an oak filled canyon... fresh ocean air! Close to wineries, your own private exterior entrance, king size bed, fireplace, large bathroom with soaking tub & shower...comfort & atmosphere. An exquisite experience! Enjoy the wonderful view from your own private spacious deck complete with a relaxing swing and outdoor kitchen. First morning breakfast included.

Temecula - A Modern Cabin, BBQ, Fire pit, w/ VIEWS
This unique place has a style all its own. Handmade rustic ceilings being the highlight of this beautiful cabin. You'll be entering a one of a kind space with doors that open up to the back patio and view. Catch the sunrise and sunsets, and stargaze to the thousands of stars at night. Kick your feet up on the patio with a glass of wine, take a bath in our vintage tub, do some bbqing to the view, or relax with 2.5 acres of Mountain View’s. A peaceful stay that creates memories for a lifetime.

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 Roadhouse Follow us at @roadhousewinecountry
The RoadHouse! A cozy, stylish spot smack dab in the middle of wine country. You can walk to many wineries from our location, really! Or stay on site and enjoy the private jacuzzi spa (always hot!), have a round of mini golf or just relax on the deck. Located on a fully fenced property The Roadhouse has everything you need for a fantastic wine country getaway. Don’t forget to get up early and check out the hot air balloons. They land outside our fence most days!

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.

Ranch/Separate Private 2 Bdrm Suite w/Patio
Very private suite of 2 bedrooms that sleeps 5 people, your own private bath, a sitting area, and your own patio on a horse ranch with its own separate entry. Just 25 minutes drive from northern most end of the Temecula Wine Country. Guests enjoy use of an outdoor patio with mountain and ranch views, mini fridge, coffee maker and microwave. Suite is connected to our home but private. Families are especially welcome --

Carter's Wine Country Luxury Casita
This luxurious casita includes a queen bed and is the perfect retreat for the traveler wanting an opulent experience on an affordable budget. It has a private entrance with no common walls to the main home. There's a dedicated walk-in closet with washer and dryer. It also has a private bath and private courtyard entrance. This casita is located minutes from the Temecula wineries, and in a peace and quiet neighborhood.

Private cozy Studio guesthouse
Cozy studio guesthouse is separate from our house, no connecting walls and in front of our house so we're available if you need anything. New queen-size cool-gel / memory foam mattress. Small area with refrigerator, Kherug coffee and microwave. Guests check in with smart code door lock. Close to wineries in Temecula and skydiving. 1-1.5 hours to beach, Disneyland and many amusement and water parks.

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 Winchester vacation rentals
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Quick stats about vacation rentals in Winchester

Total vacation rentals
Explore 10 vacation rentals in Winchester

Nightly prices starting at
Winchester vacation rentals start at € 26 per night before taxes and fees

Verified guest reviews
Over 320 verified reviews to help you choose

Wi-Fi availability
10 of Winchester vacation rentals include wi-fi access

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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