House holiday rentals in Winchester

A hot tub is included within a scenic setting, surrounded by tall trees. A clear view of the valley and distant mountains can be seen in the background, providing a peaceful atmosphere for relaxation.

4.96 out of 5 average rating, 121 reviews

Big Game Room-Built-in BBQ-Massage Chair-Fire Pit

Welcome to your own private oasis with stunning views in this spacious and tranquil retreat, enjoy the firepit & jetted hot tub, Massage chair & Game room ☞ 6-person hot tub ☞ Pool Table ☞ King Bed with ensuite ☞ Fenced yard ☞ Parking (onsite, 7 cars) ☞ Free 1Gbps Wi-Fi ✭Add my listing to your Wishlist by clicking ❤️the upper rt corner ☞ 5 Smart TVs (largest is 65 inches) ☞ Pet friendly ☞ Outdoor kitchen with gas BBQ ☞ Self check-in ☞ Onsite washer + dryer ☞ Fully equipped + stocked kitchen

4.91 out of 5 average rating, 148 reviews

Home in Nuevo

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.

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.

4.95 out of 5 average rating, 213 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!

The exterior of a private casita is displayed, featuring a light-colored stucco facade with a distinctive roofline. Two large windows are framed by greenery, while vibrant flowers bloom in a garden area. A decorative gate leads to the pathway, inviting guests to enter.

4.8 out of 5 average rating, 259 reviews

Private Murrieta Casita with Separate Entrance

Retro feel getaway that is cozy and private near amazing attractions like the: Pechanga Resort Casino, Temecula Wine Country, California Dreamin’ Balloon Adventures, Promenade Shopping Mall and much more. This private Casita detached has TV,smart lockaccess, plenty of windows microwave, electric stove fridge, and coffee machine toaster and electric kettle This relaxing vacation or staycation, with a home away from home feel will have you recommending this place to your family and friends!

The kitchen features modern appliances and ample cabinet space, complemented by a spacious granite countertop. Two wooden stools are positioned at the counter, providing a casual dining option. Under-cabinet lighting enhances the work area, creating a bright and welcoming atmosphere for meal preparation.

4.88 out of 5 average rating, 117 reviews

Welcoming & Cozy Mid-Century Home- Self Check-In

Entire Stylish Mid-Century home-Perfect for Cozy Getaway! Garage parking…2 BDRM w/ Fireplace & A/C. Nearby Attractions: Ontario International Airport-55 min SOBOBA Casino-10 min Morongo Casino-30 min Cabazón Outlets-31 min Lake Perris&Diamond Valley Marina-36 min Lake Elsinore-40 min Idyllwild Park-36 min Temecula Wine Country-36 min Aerial Tramway-50 min Nearby: Golf Rancho Bravo, Little Lake & 123 Farm;CA Route 62, Cabazon Dinosaurs, Hemet Theatre & Museum, Ramona Bowl Amphitheater.

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.

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.

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.

4.99 out of 5 average rating, 157 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.

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.

4.95 out of 5 average rating, 167 reviews

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.

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.

4.98 out of 5 average rating, 374 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**

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.

4.91 out of 5 average rating, 287 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!

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.

4.98 out of 5 average rating, 306 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.

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.

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 house rentals in Winchester

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The pool area is surrounded by a landscaped yard featuring palm trees and shrubs. Several lounge chairs and umbrellas are placed around the pool, which is shaped uniquely and offers clear blue water. A white fence and rolling hills can be seen in the background.

4.94 out of 5 average rating, 235 reviews

The Wine Country Ranch Retreat with Pool & Spa

A resort-style pool with a rock waterfall and grotto is surrounded by lush landscaping. The water reflects the vibrant colors of the sunset sky, creating a serene atmosphere. Areas for seating are visible around the pool, contributing to the outdoor relaxation space.

4.89 out of 5 average rating, 210 reviews

Resort pool w/waterfall slide,steps from wineries!

4.89 out of 5 average rating, 108 reviews

An outdoor living space features a large pool surrounded by sun loungers, with a cozy fire pit area nearby. The two-story estate is visible in the background, showcasing a blend of modern and rustic elements against a backdrop of mountainous scenery.

Home in Yucaipa

Vineyard Retreat, Pool & Amazing Views!

4.94 out of 5 average rating, 126 reviews

An inviting outdoor area features a heated pool surrounded by colorful lounge chairs and umbrellas. Tropical plants add to the ambiance, while string lights create a warm glow against the evening sky. The setting is framed by a home and palm trees, enhancing the tranquil environment.

Home in Lake Elsinore

𝟜𝐵𝑅 /Pool & SPA ｜Pool Table｜Mini Golf｜Fire pit

4.96 out of 5 average rating, 129 reviews

A clear and inviting pool is surrounded by palm trees and patio seating. Lush greenery can be seen along the edges, and a textured concrete deck provides access to the pool area. The sky is bright and blue, complementing the tranquil setting.

Home in Wood Streets

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*

An outdoor lounge area features a wooden daybed adorned with colorful cushions, positioned near a custom rock pool. The pool's serene blue water reflects the expansive landscape, revealing distant mountains under a clear blue sky. Lush greenery surrounds the space, enhancing the natural setting.

4.93 out of 5 average rating, 107 reviews

Hilltop Wine Country Estate- Rock Pool + 360 views

A serene backyard oasis features a wrap-around saltwater pool, accentuated by a rock waterfall and built-in hot tub. A shaded seating area under a palapa offers relaxation, surrounded by lush greenery and palm trees, with a clear blue sky visible above.

5 out of 5 average rating, 187 reviews

Blue Lagoon Oasis - Close to Wineries - Fire Pit

4.91 out of 5 average rating, 114 reviews

A clear blue pool is surrounded by a smooth stone patio, with a small rock waterfall cascading into the water. Comfortable lounge seating is located nearby, and palm trees add a tropical touch against a vibrant sunset sky.

Home in Lake Elsinore

New 4 Bed Home w/pool/spa, 20 mins from winery’s

Weekly house rentals

A single-story estate is positioned amidst rolling vineyards, with lush greenery surrounding the property. The backdrop features distant mountains under a colorful twilight sky, creating a serene and picturesque setting.

4.97 out of 5 average rating, 153 reviews

Walk to Leoness Cellars, Oak Mountain & more!

5 out of 5 average rating, 11 reviews

Home in Moreno Valley

Entire GuestSuite W/Private Entrance @ Bathroom

A spacious two-story home is depicted with a large covered patio extending across the backyard. The exterior features light-colored walls and multiple windows. Surrounding trees offer shade, and the backyard includes seasonal fruit trees, creating a peaceful outdoor environment.

4.97 out of 5 average rating, 34 reviews

Spacious So-Cal Retreat (3,000 sqft)

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.

4.94 out of 5 average rating, 54 reviews

La Casa Bonita: Stay in Style

A coffee station is presented, featuring a coffee maker next to a basket of assorted coffee pods and creamers. Two bottles of flavored syrups stand on the counter, alongside cups hanging from a wall-mounted rack. The setup offers a welcoming touch for guests.

5 out of 5 average rating, 28 reviews

Tranquil Escape | Modern 3BR • Games • Outdoor Fun

5 out of 5 average rating, 141 reviews

The exterior of the house showcases a modern black façade with white trim, complemented by a welcoming front door. Elegant potted plants frame the entrance, while the surrounding landscape is dotted with trees and stone features, creating a serene outdoor setting.

Home in Fallbrook

NEW Uber to Wineries/Weddings PUPS mountain escape

4.98 out of 5 average rating, 51 reviews

The Ultimate Private Getaway - Hilltop Haven®

A spacious living area is presented, featuring a mix of modern and vintage furniture. A wooden shelving unit with geometric patterns stands prominently. Seating includes a sleek black chair and a light-colored couch, complemented by a coffee table adorned with decorative items. Natural light is filtered through sheer curtains.

4.86 out of 5 average rating, 28 reviews

Wonderfully, spacious 3 bdr home

Private house rentals

4.99 out of 5 average rating, 98 reviews

Vineyard Vista | Modern • Renovated • Private

An outdoor patio area is featured, showcasing a long dining table surrounded by black chairs. A lounge seating area is positioned nearby, with a stunning view of the sunset over the horizon, framed by a fence and lush greenery.

5 out of 5 average rating, 26 reviews

New - VIEWS, Spa, Game Room, Minutes To Wineries

5 out of 5 average rating, 4 reviews

Soaking Tub, Fireplace | Casita on 12Acre Vineyard

A spacious living room is highlighted by a comfortable sectional sofa and armchairs. Natural light fills the area through large windows, with a view of the outdoors. Decorative mirrors and a coffee table with a plant accent the space, complemented by a fireplace against a neutral wall.

4.96 out of 5 average rating, 93 reviews

Casa Escondido Horse Ranch.

The main living area features a spacious, cozy sofa arranged around a coffee table. A gas fireplace is situated on the wall, complemented by a mounted television. Large windows provide natural light, while the decor maintains a calming and neutral palette.

4.81 out of 5 average rating, 21 reviews

Spacious Wine Country Retreat | Work-Friendly

5 out of 5 average rating, 24 reviews

Family Getaway/Saltwater Pool & Spa-Pet Friendly

4.68 out of 5 average rating, 50 reviews

Western Horizon Home