Vacation rentals in Winchester

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Top-rated vacation rentals in Winchester

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Guest favorite

A well-lit bedroom features a spacious bed adorned with decorative pillows. Natural light enters through a window with sheer curtains. A small plant is positioned in a woven basket, and a ceiling fan enhances airflow. A modern art piece hangs above the bed.

Guest suite in Menifee

4.93 out of 5 average rating, 120 reviews

Convenient King suite w/kitchenette + coffee bar

You won't find a more conveniently located place to stay! You will be close to all of the conveniences without all of the traffic and yet tucked away on a hilltop for peace and quite. You will be minutes from: restaurants, grocery stores, shopping, gas stations. You'll have easy access to the 215 freeway giving you close access to the wine country, casinos, malls and skydiving. You are only an hour from the beach, Big Bear mountain, Palm Springs/Coachella, Disneyland, SeaWorld, and LAX, etc.

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, 201 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 favorite

The exterior of a newly built, single-story home is displayed with a light-colored facade and a tiled roof. A spacious driveway leads to an attached garage. A fenced yard with landscaping features low-maintenance plants and shrubs, contributing to a calm neighborhood atmosphere.

Home in Winchester

4.92 out of 5 average rating, 26 reviews

Entire house 3 Bdrm 3 Full bath modern+spacious

Bring your family, friends & pets to stay at this spacious, stylish home. The entire place will be yours with access to a fenced yard for your pet with a doggy door inside, full kitchen, Office space, 3 bedrooms each with private bathrooms, fully equipped laundry room, + EV charging & Living space with a couch that sleeps 2! What to do: 20 min from Temecula Wineries Hot air balloon Pechanga Casino K1 Racing Track Ziplining Coachella 1 hr radius : Los Angeles, San Diego and Palm Springs

Superhost

A serene outdoor space is highlighted by a sparkling pool with a waterfall feature. Sun loungers are positioned nearby, and a shaded cabana provides a relaxing retreat. Lush greenery surrounds the area, creating a tranquil atmosphere for guests to enjoy.

Guest suite in Winchester

4.86 out of 5 average rating, 84 reviews

Wine Country Studio with Pool/Spa

This private studio has a style all its own, perfect for a romantic getaway, or fun trip with a friend. Elegantly decorated, located in a quiet neighborhood only 4 minutes to the closest winery, and near Old Town Temecula, it’s the perfect spot for a short stay. Amenities include a resort style pool and spa, complete with outdoor fireplace, fire bowls, waterfall, and s’mores fire table. Wake up to a view of the floating wine country balloons in the distance, often visible each morning.

Guest favorite

A well-lit outdoor pathway leads through a neatly manicured lawn, surrounded by white fencing. Soft illumination from ground lights highlights the curve of the path, creating an inviting evening ambiance. A serene atmosphere is maintained by the surrounding greenery.

Home in Menifee

4.94 out of 5 average rating, 31 reviews

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!

Guest favorite

A cozy studio setup is provided with a spacious bed dressed in a patterned comforter. Nightstands with lamps flank the bed, while a dining table for two is visible in the background. The kitchenette area is equipped with cabinets and appliances, enhancing the functionality of the space.

Guest suite in Murrieta

4.9 out of 5 average rating, 252 reviews

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.

Superhost

Home in Menifee

4.75 out of 5 average rating, 4 reviews

mikes exquisite suite

Take it easy at this unique and tranquil getaway. Mikes suite have a private entrance, beautiful mountain scenery and great location for hiking. Suite location is walkable distance to your favorite restaurant and shopping mall also close to 215 and 15 freeway. it's only 15mins drive to Perris skydive and Kaiser Permanente hospital, this suite is perfect for date night or baby showers. Main house has full kitchen and laundry if you like to use, maximum hospitality is guaranteed.

Superhost

Tiny home in Fallbrook

4.78 out of 5 average rating, 9 reviews

Tiny One at So Cal Campground

Tiny Home, Big Adventure in Fallbrook! Welcome to our brand-new tiny home, hosted at the beautiful So Cal campground, where nature is truly at your door. Breathe fresh, cozy up by the fire, and stare off in the Milky Way. When you’re done, come inside for some AC, TV, Starlink, and the privacy of your own tiny home. We’re pet-friendly too 🐕 just keep tails wagging and neighbors happy. This isn’t “glamping.” This is a tiny vacation destination.

Guest favorite

A well-lit bedroom features a plush king bed neatly made with soft pillows. Natural light filters through a window, enhancing the warm walls. Two bedside lamps offer gentle illumination, and a closet with sliding doors is positioned along one wall.

Guesthouse in Winchester

4.94 out of 5 average rating, 51 reviews

The Wine Down Courtyard

Escape to Wine Down Court Yard in Winchester, just minutes from Temecula wineries! This ADU offers: Bedroom with Plush King bed Living Room with pull-out queen sofa Private Bathroom with essentials Kitchenette for light meals Close to wineries, shopping, dining, and Old Town Temecula. Enjoy free WiFi, smart TV, AC, and parking. Perfect for wine lovers, couples, or families. Relax, unwind, and “wine down” in this cozy retreat!

Top guest favorite

A welcoming patio area features two wicker chairs adorned with cushions and a small table. A striped rug complements the space, which is surrounded by greenery and a rustic fence, offering a comfortable spot to enjoy the outdoors.

Guest suite in Winchester

4.95 out of 5 average rating, 233 reviews

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 --

Top guest favorite

A well-appointed room features a queen bed dressed in soft linens, complemented by decorative pillows. A charming artwork hangs above the headboard. Natural light enters through a nearby window, illuminating a small dining table and two chairs, enhancing the cozy ambiance.

Cottage in Winchester

4.95 out of 5 average rating, 157 reviews

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.

Top guest favorite

The living area is furnished with a cozy sofa adorned with decorative pillows and a sleek coffee table. A television is mounted on the wall, while a small desk sits in the corner. Natural light enters through a window, complemented by light curtains.

Guest suite in Murrieta

4.93 out of 5 average rating, 200 reviews

Welcome to the Private Suite in French Valley!

The quiet and stylish private suite located in the countryside-style boomtown of French Valley, within 30-min driving distance from Temecula vineyard and downtown or hours distance from Palm Spring, San Diego, or Los Angeles. The hostess used to host people from all over of the worlds, and will do the best to make the guest’s comfortable stay regardless for leisure or business.