
House holiday rentals in Winchester
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Quick stats about house rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at $43 AUD per night before taxes and fees

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Over 50 verified reviews to help you choose

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!
Top-rated house rentals in Winchester
Guests agree: These houses are highly rated for location, cleanliness and more.

Casa Escondido Horse Ranch.
Casa Escondido is a hidden escape situated in the beautiful hills of the Santa Rosa Plateau between wineries and horse ranches. Located on a 17 acre horse ranch with endless views of live oak trees and granite boulders. The Spanish style cottage has 3 light and bright bedrooms, 2.5 bathrooms and includes a spacious kitchen, dining room, family room and covered patio. It is a working horse ranch and you may get a glimpse of horses being trained. Wonderful hiking trails are nearby. NO EVENTS

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.

Brand new home/close to wineries
Single home with 3 BR, 2.5 BR with a 2-bay garage and one private open space. Open layout downstairs, great room, dining room and kitchen, walk-in pantry. Downstairs is a powder room. Upstairs, 2 secondary BR and a full BR along with the master suite. The secondary BR comes with dual sinks and tub/shower combo. The master suite features a bedroom and bathroom with dual sinks, vanity and shower, walk in closet. Laundry room upstairs along with a separate linen closet. Patio with BBQ grill.

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.

♥ Of Wine Country | Privacy+, Gazebo, BBQ, Jacuzzi
Private, 3-BR, single-level home on 5 acres in the heart of Wine Country is a resort-style paradise. Self check-in. If you're looking for a party or large gathering this home is NOT for you. • Grill + Seasonal Pool (saltwater) + Jacuzzi. Pool toys on site. • Gazebo • Smart TVs • Work stations in two bedrooms • Fully equipped + stocked kitchen • On-site washer + dryer • 5 min drive to most wineries • Ping pong table • Pets allowed, with notice and additional fee.

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.

Tuscan Retreat: Mountain 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!

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.

Private Palm Tree Home with Huge Gated Yard!
🌿 Private rural home with a large gated yard and wide-open space. Located in a quiet country setting with easy access to the 215 freeway. The property offers plenty of parking for multiple vehicles, including RVs, boats, trailers, and work trucks. About 10 minutes from Menifee Town Center with shopping, dining, and essentials nearby. A simple, spacious stay with privacy, convenience, and room to park and relax.

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**

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.
Popular amenities for Winchester house rentals
House rentals with a pool

Colonial Cottage Get-A-Way

The Wine Country Ranch Retreat with Pool & Spa

Caballos Manor - Beautiful Wine Country View Home

Vineyard Vista | Modern • Renovated • Private

Wine Country with the Best Sunset/Sunrise in Town!

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

Temecula Wine Country Retreat • Pool, Spa, Views

Heated Pool to 80° Included *Wine Country Views
Weekly house rentals

Temecula Wine Country Ranch with 200 year old oaks

Easy Retreat

Cabin in the Sky - Stunning Mountain Views

Jet'd Spa-Built-In BBQ-Big Game Room-Massage Chair

VIEW!!VIEW!!Temecula Wine Country home with a view

A Wine Country Comfort: In the heart of the valley

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

Temecula Wine Country Villa So Cal
Private house rentals

Charming Norwegian Ski Cabin w/ Sauna & Hygge

6BR|Pool&SPA|Mini Golf|Sauna|10 Min to Winery

Charming Home that's Walking Distance to Wineries!

Wine Country Resort - Close to Wineries

Work Retreat /Saltwater Pool & Spa-Pet Friendly

Temecula Wine Country Home with Pool, Spa, & more!

5 Bedroom Home Just Minutes From Wine Country.

La Casa Bonita: Stay in Style
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