
Vacation rentals in Winchester
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Top-rated vacation rentals in Winchester
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Charming One Bedroom Guest Suite Home
Charming Menifee Retreat: Fully Furnished One-Bedroom Home Discover a cozy home in the heart of Menifee, perfect for comfort and convenience. This fully furnished one-bedroom, one-bath residence offers a private entrance in a quiet neighborhood, less than two miles from the freeway. Centrally located between LA and San Diego, and minutes from Temecula wineries and Pechanga Casino. Amenities include a fully equipped kitchen, AC, electric fireplace, and safety essentials. NB: No Pets Allowed

Convenient Wine Country Escape
Updated 2 bedroom 2 bath home on 2.5 acres in the heart of Temecula wine country. 40 wineries within 4 miles! Bring your family or friends and enjoy the beautiful views, and amazing location. Fill your day with wine tasting, gourmet dining, or play at local golf courses. Enjoy the spa, play Ping Pong, horse shoes or play on the putting green. Horseback, hiking & biking trails. Take a hot air balloon ride. Three lakes are nearby for fishing/boating. Try your luck at nearby casinos.

La Casa Bonita: Stay in Style
Welcome to your cozy escape in the heart of Menifee! Our modern, stylish apartment is perfectly located near Temecula Wine Country, Diamond Valley Lake, and local dining spots. Relax in the spacious living area, cook in the fully equipped kitchen, or enjoy the serene views from the private patio. Perfect for couples, families, or business travelers, our pet-friendly space offers thoughtful amenities and easy access to nearby attractions. Your perfect Southern California getaway awaits!

Private Studio close to Temecula Wine Country.
Our home is in Murrieta, conveniently located 10 minutes from Temecula wine country. It is close to the malls, Pechanga Casino, Equesterian, and Lake Skinner. It is a private studio with your own private entrance, private bath-room, private kitchen with a microwave-oven, hot plate burners, sink and mini fridge, cofee maker, outdoor gym, romantic walking trails. Perfect place to stay if you are attending a wedding, visiting the local winery, vinyards, fising and more in lake skinner.

Wonderfully, spacious 3 bdr home
Beautifully furnished, spacious, three bedroom, 3.5 bathroom home. This beautifully spacious home has vaulted ceilings and an additional grand Hacienda suite with Sottillo tile floors, walk-in closet, customized vanity shower and tub with lovely Spanish tile. This room has access to your private gated backyard. This lovely casa has two living rooms, two dining areas, a large kitchen and a great sound system for listening to music. Upstairs has two bedrooms and two bathrooms.

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!

Private King Suite + Amenities
Indulge in elevated comfort within this thoughtfully curated in-law suite featuring a premium king bed, sleek futon, and 65” smart TV. The lift-top coffee table offers versatile function for dining or remote work. Enjoy a spa-style shower, dedicated desk, and Samsung all-in-one washer/dryer. Climate-controlled with private code entry and free parking. Stocked with refined essentials—where modern luxury meets effortless living.

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.

Buckley Farm's Casita
The Casita is a newly remodeled little farm house. It’s located between 15 and 215 freeways on Bundy Canyon making it very accessible. It has a gated entrance, a relaxing feel with a full bath, kitchen and laundry. If your looking for a peaceful get away while still being close to all the amenities, this is it!! We are a small family farm with chickens, free ranging turkeys, peacocks, pigs dairy cows and more.

Owl's Treetop Hideout 1br 1ba
Our treetop cabin is the perfect getaway in the San Jacinto mountains. Located in a quiet neighborhood of Pine Cove, it is less than a 10 minute drive to Idyllwild. Have your morning coffee on the front deck at eye level with the tree tops or have lunch on our picnic table in the open forest under the large live oaks and pines. We pride ourselves in being very responsive hosts and always keep the place nice.

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.
Popular amenities for Winchester vacation rentals
Other great vacation rentals in Winchester

Private room- R2

Large Private Room/Bath+Keyless 100% Private Entry

Room for Rent in Quiet MoVal 3 Neighborhood $800

Stylish Room w/ full bath in Menifee

Nice cozy warm room nice quiet area

Golf Course Community

Peaceful rest on the Heron way.

Affordable Suite Near Temecula Wineries & I-215
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 R483 ZAR 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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