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, 151 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!

4.8 out of 5 average rating, 260 reviews

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.

Home in Murrieta

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!

Home in Idyllwild-Pine Cove

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.

4.98 out of 5 average rating, 131 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.

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 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, 164 reviews

Spacious 4BR Home: 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!

4.98 out of 5 average rating, 374 reviews

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

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!

4.98 out of 5 average rating, 308 reviews

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

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, 309 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, 404 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 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.

4.95 out of 5 average rating, 237 reviews

The Wine Country Ranch Retreat with Pool & Spa

4.96 out of 5 average rating, 143 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

4.94 out of 5 average rating, 127 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

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, 166 reviews

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

4.96 out of 5 average rating, 130 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

5 out of 5 average rating, 187 reviews

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.

Home in Murrieta

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

5 out of 5 average rating, 14 reviews

Home in Moreno Valley

Entire GuestSuite W/Private Entrance @ Bathroom

5 out of 5 average rating, 24 reviews

Family Getaway/Saltwater Pool & Spa-Pet Friendly

4.81 out of 5 average rating, 21 reviews

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.

Home in Winchester

Spacious Wine Country Retreat | Work-Friendly

4.88 out of 5 average rating, 52 reviews

4.97 out of 5 average rating, 35 reviews

Spacious So-Cal Retreat (3,000 sqft)

4.81 out of 5 average rating, 16 reviews

mikes exquisite suite

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, 55 reviews

La Casa Bonita: Stay in Style

A light-filled living area features a neutral color palette with a modern sofa and decorative pillows. A round wooden coffee table is centered beneath a plant. A mirror reflects the space, and an entryway leads towards additional areas of the home.

5 out of 5 average rating, 28 reviews

Cozy Modern | 3BR Home • Games • Relaxing Outdoors

Private house rentals

4.99 out of 5 average rating, 98 reviews

Vineyard Vista | Modern • Renovated • Private

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, 22 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, 17 reviews

Your Wine Country Getaway Awaits!

5 out of 5 average rating, 4 reviews

Soaking Tub, Fireplace | Casita on 12Acre Vineyard

4.96 out of 5 average rating, 95 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.

4.68 out of 5 average rating, 50 reviews

Western Horizon Home

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.

4.93 out of 5 average rating, 96 reviews

Brand new home/close to wineries