Vacation rentals in Winchester

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Top-rated vacation rentals in Winchester

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Superhost

A vibrant outdoor space features a colorful mural with tropical plants. White Adirondack chairs surround a fire pit, with flames flickering in the foreground. Two glasses stand on a low table, hinting at a cozy gathering under the evening sky.

Home in Winchester

5 out of 5 average rating, 30 reviews

Winchesters Safari Oasis near Temecula Wineries

An urban safari escape perfect for a family retreat! This elegant jungle-themed home is packed with character in every room. Challenge your skills in the LED arcade room, play a round of pool, take a refreshing swim, or soak in the 7-person hot tub. Enjoy a life-size chess match, unwind by one of two outdoor fire pits, or watch a movie on the patio as the sun sets. After a day of adventure, relax, and rest well in the beautifully designed safari-themed bedrooms, sure to impress the whole family.

Superhost

A winding trail meanders through grassy hills adorned with patches of vibrant yellow wildflowers. The surrounding landscape consists of rolling hills under a clear blue sky, punctuated by scattered clouds, creating a serene outdoor environment.

Guest suite in Menifee

4.93 out of 5 average rating, 115 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.

Superhost

The exterior view of the two-story house is captured at dusk, showcasing a well-lit facade. The backyard features a pool and a jacuzzi. Seating areas are arranged under a covered porch, providing options for relaxation amidst the surrounding lawn.

Home in Winchester

4.78 out of 5 average rating, 27 reviews

Vineyard Poolside Retreat

DEAR GUEST, PLEASE NOTE THAT WHLE YOU'LL ENJOY THE PRIVACY OF YOUR OWN SPACE. THE HOUSE IS ATTACHED TO A SEPARATE APARTMENT WITH ITS OWN RESIDENTS. YOU'LL SHARE THE FRONT STEPS AND DRIVEWAY BUT THE BACKYARD IS EXCLUSIVELY FOR YOUR USE. THE RESIDENTS MAY OCCASIONALLY ACCESS THE GARAGE TO CHARGE THEIR ELECTRIC VEHICLE BUT THEY DO NOT HAVE ACCESS TO YOUR AIRBNB SPACE. WE STRIVE TO MAINTAIN A QUIET ENVIRONMENT AND HOPE THIS SETUP ADDS TO YOUR COMFORT. FEEL FREE TO REACH OUT IF YOU HAVE ANY QUESTI

Superhost

The exterior of a two-story townhome features a welcoming entrance with a secure gate and a path leading to the doorway. Lush greenery and neatly trimmed shrubs frame the entrance, while large windows allow natural light to illuminate the interior.

Home in Menifee

4.97 out of 5 average rating, 34 reviews

Cozy 2BD/2.5BR Townhouse w Gym & Laundry

Welcome to your boho retreat in Menifee! This 1,632 sq ft townhome in The Townes features 3 rooms, including 2 bedrooms and a gym, 2.5 baths, full size washer and dryer, open concept with chic decor, and a private patio with a fire pit. Enjoy nearby parks, shops, and restaurants within walking distance. Explore Temecula Wine Country, golf at Menifee Lakes, or take a short drive to LA, OC, or San Diego. Perfect for relaxation or adventure, this peaceful, vibrant home is your ideal getaway!

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

4.87 out of 5 average rating, 82 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.

Superhost

Two goats are seen standing on a wooden picnic table. The goat on the left has a predominantly black coat with white markings on its legs, while the smaller goat on the right displays a light gray and brown coat. A sunny blue sky is visible in the background.

Camper/RV in Winchester

4.99 out of 5 average rating, 84 reviews

Beautiful RV on animal sanctuary in wine country

Our brand new RV is located in the heart of wine country. You can see the vineyards from the many panoramic windows throughout the trailer. You have your own private fenced in backyard and will be able to have our furry residents visit you throughout the day. Enjoy your morning coffee while seeing hot air balloons fly by or have a glass of wine by the gas fire pit while enjoying breathtaking sunsets. Our property is right next to the lake skinner as well as many wineries.

Superhost

An open kitchen features rich wood cabinetry and stainless steel appliances. A round dining table with four chairs is positioned to the side, complemented by a vibrant vase of flowers. Natural light streams through sliding glass doors leading to the patio.

Home in Winchester

4.97 out of 5 average rating, 29 reviews

Temecula Valley Retreat

Just 10 minutes on back roads to Temecula's Wine Country & close to golf, shopping, Lake Skinner, motorcycle tracks & Pechanga Casino. The home is nicely decorated and well stocked with everything you need WITH LEVEL 2 EV CHARGING UPON REQUEST. Located in a quiet neighborhood with over 2600 sq feet of living space. Perfect for wine tasting adventures, bridal parties, or whatever it is that brings you and your family into town. Enjoy your stay.

Superhost

A cozy outdoor seating area is displayed, featuring a sectional sofa with plush gray cushions. A wooden coffee table sits at the center, accompanied by a decorative plant. Nearby, a modern fireplace adds a touch of warmth to the inviting courtyard setting.

Cottage in Winchester

4.95 out of 5 average rating, 152 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.

Superhost

Farm stay in Menifee

5 out of 5 average rating, 124 reviews

Buckley Farm's Casita

The Casita is a newly remodeled little farm house. It’s located between 15 and 215 freeways on Bundy Canyon making it very accessible. It has a gated entrance, a relaxing feel with a full bath, kitchen and laundry. If your looking for a peaceful get away while still being close to all the amenities, this is it!! We are a small family farm with chickens, free ranging turkeys, peacocks, pigs dairy cows and more.

Superhost

The exterior of a guesthouse is illuminated at night, showcasing landscaped greenery, including palm trees and decorative lighting. A winding path leads through the garden, and a driveway with a parked vehicle is visible. The inviting architecture features substantial windows and a charming entrance.

Guesthouse in Menifee

4.95 out of 5 average rating, 375 reviews

Private cozy Studio guesthouse

Cozy studio guesthouse is separate from our house, no connecting walls and in front of our house so we're available if you need anything. New queen-size cool-gel / memory foam mattress. Small area with refrigerator, Kherug coffee and microwave. Guests check in with smart code door lock. Close to wineries in Temecula and skydiving. 1-1.5 hours to beach, Disneyland and many amusement and water parks.

Superhost

A community pool area is depicted under a colorful sky filled with clouds at sunset. Several poolside lounge chairs are arranged around the water. Children splash and swim while adults relax nearby, creating a lively yet relaxed atmosphere.

Guest suite in Murrieta

4.93 out of 5 average rating, 180 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.

Superhost

Home in Winchester

4.97 out of 5 average rating, 354 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**