House vacation rentals in Winchester

4.91 out of 5 average rating, 127 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, 208 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!

A stone archway frames a view of rolling hills and mountains. The scene showcases a wooden deck extending outward, with greenery visible in the foreground and a clear blue sky above. The natural landscape emphasizes the tranquil setting of the getaway.

4.88 out of 5 average rating, 126 reviews

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

Take it easy at this unique and tranquil getaway, situated in an organic citrus farm on a 27-acre private land with mountain and valley view of citrus and avocados groves. This unit has its own private entrance and a private deck with outdoor sink, BBQ and dining area. The indoor living space is about 930 sf, and the deck area is about 750 sf. The house is powered by solar array and Tesla batteries, so we won’t have a blackout even during power outages as long as not a lot of AC being used.

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, 118 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, 152 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.

A living room is presented with a vibrant red sofa, complemented by two patterned armchairs. A round coffee table sits at the center, and decorative items are placed on side tables. Natural light filters through sheer curtains, enhancing the warm atmosphere.

4.96 out of 5 average rating, 156 reviews

Spacious 4br/3ba Home w/ 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!

5 out of 5 average rating, 184 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

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.

4.95 out of 5 average rating, 121 reviews

A bright and spacious living area features two orange sofas facing a central coffee table on a light rug. Flanking the space are two lamps on side tables, with natural light filtering through several windows with white blinds, illuminating the warm wood flooring.

Home in Lake Elsinore

Private Hilltop Beauty in a Rural Setting

Relax with the whole family at this peaceful place to stay. Custom built with all the upgrades. Home is situated on one of the most Private Hilltop streets in Northern Lake Elsinore. Easy access to the 15 freeway and Ortega Highway. Accommodates up to 6 people. No parties or events. Don’t forget to look up at all the gorgeous stars in the evening!

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, 367 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**

4.91 out of 5 average rating, 288 reviews

A small dining area features a round black metal table with two matching chairs. A pair of wine glasses rests on the table, accompanied by a decorative book. A bookshelf filled with books is visible in the background, alongside a framed wall art piece.

Home in Nuevo

Private retreat off the beaten path

25 miles to Temecula wineries, 5 miles from Dropzone but without the high prices. Your wing of the house is closed off from rest of house and includes 2 bedrooms, 2 bath ,KITCHENETTE for light meals integrated into Living Room which includes Queen size sleeper couch providing a bed for two and a private outside entrance.

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, 278 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, 297 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.

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, 226 reviews

The Wine Country Ranch Retreat with Pool & Spa

4.94 out of 5 average rating, 104 reviews

An expansive outdoor area features a large swimming pool surrounded by a spacious patio. Lounge chairs and an outdoor dining set offer inviting spaces to relax. Lush greenery and palm trees enhance the natural surroundings, while a perimeter fence provides privacy.

Home in Fallbrook

Sunset Crest - Home with stunning views, Pool, BBQ

A spacious outdoor pool area is visible, featuring a clear blue pool surrounded by a sun deck. Steps lead up to a large two-story structure showcasing expansive windows. Decorative vases sit along the edge of the pool, enhancing the serene atmosphere.

4.86 out of 5 average rating, 270 reviews

Caballos Manor - Beautiful Wine Country View Home

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, 207 reviews

Resort pool w/waterfall slide,steps from wineries!

4.96 out of 5 average rating, 125 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, 163 reviews

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

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, 105 reviews

Hilltop Wine Country Estate- Rock Pool + 360 views

4.91 out of 5 average rating, 110 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

4.99 out of 5 average rating, 150 reviews

The spacious balcony is furnished with black wicker seating and a glass-topped table, offering sweeping views of surrounding greenery and distant hills. A gas grill is located to the side, with vibrant cushions adding comfort to the seating area beneath a shaded pergola.

Home in Fallbrook

Hilltop Penthouse Cottage with Sweeping Views

A spacious living area features two inviting sofas arranged around a coffee table, with comfortable armchairs nearby. Large windows allow natural light to fill the room, while decorative elements such as plants and a chandelier enhance the serene ambiance.

5 out of 5 average rating, 12 reviews

Hacienda Haven-Close to wineries

4.94 out of 5 average rating, 32 reviews

Entire house 3 Bdrm 3 Full bath modern+spacious

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.

4.96 out of 5 average rating, 24 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.

4.93 out of 5 average rating, 94 reviews

Brand new home/close to wineries

4.91 out of 5 average rating, 11 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, 43 reviews

La Casa Bonita: Stay in Style

4.79 out of 5 average rating, 19 reviews

A spacious living area is furnished with two light-colored sofas and a round wooden coffee table at the center. Large windows provide natural light, and a ceiling fan is visible. Minimalist decor, including a plant, contributes to the serene environment.

Home in Homeland

Brand New/Fully Furnished

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.

5 out of 5 average rating, 14 reviews

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

A bright living area is highlighted by a blue sectional sofa and an accent chair, with a neutral area rug underfoot. Double glass doors open to an outdoor pool space, while a TV is mounted on the wall opposite a decorative fireplace.

5 out of 5 average rating, 14 reviews

"Casa Cheers"- Retreat with Pool

A resort-style backyard features a large, sparkling pool surrounded by palm trees and boulders. Soft lighting highlights the pool area, creating an inviting ambiance. A separate spa is positioned nearby, adding to the outdoor luxury experience.

5 out of 5 average rating, 22 reviews

Wine Country Resort - Close to Wineries

4.97 out of 5 average rating, 32 reviews

A spacious living area features high wooden ceilings and a large stone fireplace. Comfortable sofas are arranged around a central coffee table. Natural light streams through multiple windows, highlighting decorative plants and artful wall niches.

Home in Murrieta

Casa Encantado Horse Ranch

5 out of 5 average rating, 25 reviews

A spacious backyard is shown featuring a well-maintained putting green bordered by gravel and a concrete patio. Tall fences ensure privacy while the home is visible in the background, with several windows that provide natural light to the interior.

Home in San Jacinto

Casa Isabel

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.

4.8 out of 5 average rating, 20 reviews

Extended Stay - Charming Temecula Valley Home

An inviting backyard area is illustrated, featuring a sparkling pool and a bubbling jacuzzi. Warm evening lights are strung overhead, creating a serene ambiance. The sky transitions from golden to soft purple, complementing the peaceful setting.

4.89 out of 5 average rating, 46 reviews

Hemet Havens |Hot Tub|Pool|Arcades & Game Room|BBQ

A lively game room is showcased with various entertainment options. Air hockey, foosball, and basketball games are visible, along with a backdrop that reads 'YOU ARE NOW ENTERING OUR GAME ZONE'. A washing machine is also present in the corner.