House vacation rentals in Winchester

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Top-rated house rentals in Winchester

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Nuevo
4.91 out of 5 average rating, 142 reviews

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.

Top guest favorite
A remodeled mobile home exterior is showcased, featuring blue siding with white trim and a sloped roof design. The entrance is accessible via a set of stairs with a small porch area. Decorative stones are arranged in the front yard, complemented by low-maintenance plants and palm trees in the background.
Home in Hemet
4.95 out of 5 average rating, 211 reviews

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!

Top guest favorite
The main living area is enhanced by a modern kitchen featuring green cabinetry and a large marble countertop. A spacious seating area is defined by a plush rug, where large glass doors open to a terrace, inviting in scenic mountain views and natural light.
Home in Idyllwild-Pine Cove
4.98 out of 5 average rating, 127 reviews

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.

Superhost
A private backyard oasis is showcased, featuring a sparkling pool surrounded by palm trees and lush grass. Comfortable lounge chairs are positioned for relaxation. String lights illuminate the space, creating a cozy ambiance, while a mural reading 'Temecula Wine Country' adds a vibrant touch to the atmosphere.
Home in Winchester
4.88 out of 5 average rating, 122 reviews

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.

Top guest favorite
A porch area is shown with a small table and two chairs. The view reveals lush greenery and a spacious outdoor area, including trees and seating arrangements. Natural light fills the scene, highlighting the peaceful ambiance of the surroundings.
Home in Temecula
4.99 out of 5 average rating, 155 reviews

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.

Top guest favorite
A living room is presented with a vibrant red sofa, complemented by two patterned armchairs. A round coffee table sits at the center, and decorative items are placed on side tables. Natural light filters through sheer curtains, enhancing the warm atmosphere.
Home in Hemet
4.96 out of 5 average rating, 161 reviews

Spacious 4br/3ba Home w/ Mtn Views & Private Yard

Welcome to The Cozy Charmer, your ultimate home-away-from-home! Spacious and Tastefully Decorated: Featuring 25-foot ceilings upon entry, this large 4-bedroom, 3-bathroom home is perfect for families, friends, or a work retreat. Stunning Outdoor Space: Enjoy sunsets and mountain views from the expansive backyard - perfect for a coffee or refreshing beverage! Book your stay today for an exceptional experience combining tranquility and adventure!

Guest favorite
A panoramic view of rolling hills showcases a vibrant landscape, filled with lush greenery and patches of purple flora. The sky is partly cloudy, allowing natural light to illuminate the terrain, enhancing the sense of tranquility and seclusion.
Home in Fallbrook
4.83 out of 5 average rating, 515 reviews

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.

Top guest favorite
The room features a queen bed with a light gray patterned comforter, accompanied by a cozy chair in the corner. A round wooden table with two chairs sits beside the bed. Natural light enters through two windows, enhancing the bright, neutral color scheme of the space.
Home in Winchester
4.98 out of 5 average rating, 371 reviews

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**

Guest favorite
A small dining area features a round black metal table with two matching chairs. A pair of wine glasses rests on the table, accompanied by a decorative book. A bookshelf filled with books is visible in the background, alongside a framed wall art piece.
Home in Nuevo
4.91 out of 5 average rating, 290 reviews

Private retreat off the beaten path

25 miles to Temecula wineries, 5 miles from Dropzone but without the high prices. Your wing of the house is closed off from rest of house and includes 2 bedrooms, 2 bath ,KITCHENETTE for light meals integrated into Living Room which includes Queen size sleeper couch providing a bed for two and a private outside entrance.

Guest favorite
A large paved driveway leads to a single-story house surrounded by a spacious grassy yard. A shaded swing hangs from a tree, offering a relaxing spot. Palm trees and well-maintained landscaping enhance the rural setting, creating a peaceful outdoor environment.
Home in Menifee
4.91 out of 5 average rating, 285 reviews

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!

Top guest favorite
A single-family house is framed by a well-maintained lawn and various shrubs. The exterior features warm-toned walls and an inviting entrance, with a driveway leading to a two-car garage. The sky glows with soft hues at sunset, enhancing the home's welcoming presence.
Home in Winchester
4.98 out of 5 average rating, 304 reviews

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.

Guest favorite
A spacious property is showcased, featuring a red wrap-around porch that offers expansive views. The structure is elevated, sitting on a landscaped area with low shrubs and stone pathways leading to the steps. Clear blue skies form the backdrop, enhancing the serene setting.
Home in Temecula
4.83 out of 5 average rating, 308 reviews

Winery Getaway

Beautiful, quiet, private property located in the heart of wine country. The property is right up the down the road from Doffo winery and within a minute drive to most of the major wineries in wine country.

Popular amenities for Winchester house rentals

Quick stats about house rentals in Winchester

  • Nightly prices starting at

    Winchester vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 10 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winchester rentals

  • 5 Average rating

    Winchester stays are highly rated by guests—averaging 5 out of 5!