House holiday rentals in Winchester

4.91 out of 5 average rating, 158 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, 218 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 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, 120 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, 125 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, 163 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 a charming two-story home is displayed, featuring light-colored walls and a covered front porch. Lush greenery frames the windows and entrance, providing a welcoming ambiance. A garage door is visible to the right, complemented by neatly trimmed shrubs at the base.

4.96 out of 5 average rating, 171 reviews

Modern Tuscan Retreat: 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!

4.94 out of 5 average rating, 173 reviews

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

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, 376 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, 292 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, 313 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, 310 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.

A cozy living area is presented with a light gray sofa adorned with decorative pillows. Two side tables with lamps flank the sofa, providing soft illumination. A dark coffee table is centered in front, while abstract wall art and a wall clock add subtle personality to the room.

4.85 out of 5 average rating, 408 reviews

Beautiful home with Amazing views

Beautiful 2 bedroom 2 bath comfortly sleeps 4 minutes away from Soboba Casino Idyllwild mountains Palm Springs relaxing stress-free atmosphere walking distance to Hemet Valley Mall restaurants groceries

Popular amenities for Winchester house rentals

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, 247 reviews

The Wine Country Ranch Retreat with Pool & Spa

4.96 out of 5 average rating, 146 reviews

A spacious outdoor pool is surrounded by a concrete patio and palm trees, providing a relaxing area for guests. The lush greenery and well-maintained landscaping enhance the outdoor setting, while the house features a tiled roof and large windows that allow natural light.

Home in Canyon Crest

Charming 5 bed, 3 bath home with pool

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, 215 reviews

Resort pool w/waterfall slide,steps from wineries!

4.96 out of 5 average rating, 133 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 aerial view captures a spacious single-story home surrounded by lush greenery on three acres. A well-maintained pool glistens in the sunlight, and a solar panel system is visible on the roof. Fenced outdoor areas and a red barn complement the serene landscape.

4.86 out of 5 average rating, 170 reviews

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

4.91 out of 5 average rating, 115 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

4.9 out of 5 average rating, 321 reviews

Heated Pool to 80° Included *Wine Country Views

A private pool area is depicted, surrounded by a concrete deck with loungers and dining tables. A shaded bar area is visible, equipped with seating. The modern home is in the background, enhanced by evening lighting, creating a serene outdoor space for relaxation.

4.84 out of 5 average rating, 130 reviews

Wine Country Heaven Surrounded by Vineyards!!

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!

4.57 out of 5 average rating, 7 reviews

Modern Family Retreat Near Temecula Wine Country

4.83 out of 5 average rating, 529 reviews

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

Guesthouse: spectacular vistas, privacy and nature

A welcoming coffee station is presented in a black cabinet, displaying an assortment of coffee and tea supplies. A ‘Good Morning’ sign is perched above, while a small desk with a printer and two chairs is situated nearby, offering a practical workspace.

4.87 out of 5 average rating, 53 reviews

Peaceful & Cozy 3 bedroom Ranch-Home w/Fireplace

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.

4.95 out of 5 average rating, 61 reviews

La Casa Bonita: Stay in Style

Colorful hot air balloons are seen floating in a clear blue sky above a charming villa surrounded by lush greenery. Flower beds with vibrant blooms, palm trees, and an inviting outdoor seating area add to the tranquil atmosphere of the property.

4.88 out of 5 average rating, 366 reviews

Temecula Wine Country Villa So Cal

5 out of 5 average rating, 12 reviews

The backyard features a swimming pool surrounded by lounge chairs in soft blue tones. An umbrella provides shade over a small seating area. Soft lighting from string lights enhances the serene atmosphere. Lush greenery is visible along the perimeter and the sky transitions to dusk.

Home in Murrieta

~NEW~Insurance•Claim•Welcome~Pool•SPA•Billiards!

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.

4.8 out of 5 average rating, 35 reviews

Wonderfully, spacious 3 bdr home

Private house rentals

An inviting outdoor space features a heated pool and spa, surrounded by lounge chairs. The vibrant green lights of the spa stand out against the tranquil blue water, while the backyard is complemented by palm trees and a colorful sunset sky.

4.96 out of 5 average rating, 24 reviews

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

A private pool area features inviting turquoise water, surrounded by comfortable seating options. Umbrellas provide shaded spots, while a view of the house reveals large windows reflecting natural light. Lush greenery and a wooden fence enhance the serene outdoor environment.

5 out of 5 average rating, 23 reviews

Home away from Home! By WearehomeIE

A cozy outdoor seating area features a large sectional sofa with soft cushions surrounding a fire pit. An umbrella offers shade, and the landscape provides a scenic backdrop with trees and a sunset view, creating a peaceful atmosphere for relaxation.

5 out of 5 average rating, 19 reviews

Your Wine Country Getaway Awaits!

A welcoming living area features a light-colored coffee table with a decorative arrangement of flowers. A dark TV stand is positioned against a wall, with a flat-screen television mounted above. A cozy sofa with a quilted pattern invites relaxation, complemented by a fireplace nestled in the corner.

5 out of 5 average rating, 7 reviews

Lovely Home in a desirable location of Menifee.

4.96 out of 5 average rating, 98 reviews

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.

Home in Murrieta

Casa Escondido Horse Ranch.

5 out of 5 average rating, 27 reviews

Family Getaway/Saltwater Pool & Spa-Pet Friendly

4.98 out of 5 average rating, 42 reviews

Spacious So-Cal Retreat (3,000 sqft)

A spacious living area showcases a dark sectional sofa adorned with decorative cushions. A large coffee table with colorful candles sits on a patterned area rug. Soft natural light enters through three large windows, complementing the light-colored tile floor.