House holiday 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 favourite
Home in Nuevo
4.91 out of 5 average rating, 128 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 favourite
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, 208 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!

Guest favourite
A stone archway frames a view of rolling hills and mountains. The scene showcases a wooden deck extending outward, with greenery visible in the foreground and a clear blue sky above. The natural landscape emphasizes the tranquil setting of the getaway.
Home in Temecula
4.88 out of 5 average rating, 129 reviews

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

Take it easy at this unique and tranquil getaway, situated in an organic citrus farm on a 27-acre private land with mountain and valley view of citrus and avocados groves. This unit has its own private entrance and a private deck with outdoor sink, BBQ and dining area. The indoor living space is about 930 sf, and the deck area is about 750 sf. The house is powered by solar array and Tesla batteries, so we won’t have a blackout even during power outages as long as not a lot of AC being used.

Top guest favourite
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, 122 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, 118 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 favourite
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, 152 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.

Guest favourite
The exterior of the home features a two-story structure with a smooth driveway leading up to a garage. Lush palm trees and vibrant landscaping create a welcoming entrance, framed by a clear blue sky and distant hills.
Home in Murrieta
4.95 out of 5 average rating, 163 reviews

Large House 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.

Top guest favourite
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, 367 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**

Top guest favourite
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, 288 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.

Top guest favourite
A charming country home is seen amidst lush vineyards, offering a tranquil rural setting. The two-story structure features a light exterior and multiple windows, with trees surrounding the property and distant hills visible under a soft sky.
Home in Temecula
4.98 out of 5 average rating, 163 reviews

Temecula Wine Country Home on 5 Acre Vineyard

Welcome to our beautiful home in Temecula wine country, your vacation starts as soon as you arrive! Located at the end of a quiet street and surrounded with views of rolling hills and acres of vineyards, this country home is perfect for family getaways, wine tasting at local wineries, or attending wine country weddings.

Guest favourite
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, 278 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 favourite
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, 297 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.

Popular amenities for house rentals in Winchester

Quick stats about house rentals in Winchester

  • Nightly prices starting at

    Winchester holiday rentals start at £38 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!