Vacation rentals 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.

4.93 out of 5 average rating, 115 reviews

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

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.

4.77 out of 5 average rating, 26 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

4.97 out of 5 average rating, 34 reviews

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

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.

4.99 out of 5 average rating, 84 reviews

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

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.

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.

4.96 out of 5 average rating, 28 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.

4.95 out of 5 average rating, 152 reviews

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

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.

4.95 out of 5 average rating, 375 reviews

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

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.

4.98 out of 5 average rating, 46 reviews

A modern kitchen features white cabinetry and a sleek countertop. Essential appliances, including a microwave and a coffee maker, are positioned for convenience. The kitchen is equipped with a stainless-steel sink and dishwasher. Light walls create a bright, clean atmosphere, enhancing the functional design.

Guest suite in Menifee

Cozy Nest

Welcome to our Cozy Nest in the middle of a quiet community! Kick back and relax in this calm, serene & stylish space! Enjoy the Keurig Machine with free coffee pods, smart TV, mini refrigerator, and microwave, private entrance, and a small work space in the living room. This suite is set up for 2 adults. The couch can be converted into a futon upon request. Any questions? Ask anytime!

4.93 out of 5 average rating, 180 reviews

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

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.

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**

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Winchester vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Winchester

Private room in Perris

5 out of 5 average rating, 3 reviews

Cozy Stay in a Newly Built Modern Home

AbbyRating, 5 stars1 week ago

I have stayed in countless Airbnb’s. Some good, some not so great… Josh’s place is beyond what I expected. The moment you walk through the door you feel the love and attention they put towards their home. You feel immediately welcomed and cared for. Incredible amenities, stylish comforts, and even a gym! The bed was comfy, the house guests were kind as well. Above and beyond that, they had amenities for my dog. They truly thought of everything. I highly recommend it! Looking forward to staying there once more.

Private room in Winchester

A well-lit hallway is flanked by two doors, leading to a bedroom and a bathroom. Soft carpeting covers the floor, while a black rug lays in front of the bathroom vanity. A window with dark curtains is visible in the bedroom, enhancing the inviting space.

4.82 out of 5 average rating, 11 reviews

Private Bedroom/Shared Bathroom.

PhillipRating, 5 stars4 weeks ago

It was a good place for the price. I would probably continue booking this place if I wanted to come to Temecula again. Thank you for the flexible check in time!

Private room in Winchester

A kitchen space is shown with a light granite countertop. A decorative bowl containing corks is placed next to a power outlet, equipped with additional charging ports, for convenience. In the background, kitchen items such as paper towels and a coffee maker are visible.

4.95 out of 5 average rating, 22 reviews

Private room/shared bath

JamesRating, 5 stars3 weeks ago

If you’re looking for a great deal and value, this is the place to go. Winchester is small, but close to surrounding towns. Very responsive host, and she was very nice and helpful. Everything was clearly outlined and obvious. Thanks again

4.97 out of 5 average rating, 65 reviews

Private room in Murrieta

Tulip private room + bathroom/wineries

WendyRating, 5 stars2 weeks ago

I stayed in the downstairs bedroom with a friend. Everything was clearly labeled and there were instructions for everything you could possibly need which I always find so useful. The small touches made it obvious how much they enjoy being hosts. We didn't use the terry cloth bathrobes and slippers but it was the first time I found such thoughtful amenities at an Air BnB! The portable standing fan will certainly be handy later in the season but as the evening temps are so cool we just opened the window at night. There were spare bath towels and the coffee/tea station had everything you could want including honey. We really enjoyed the cookies in the evening :) The small touches made it obvious how much they enjoy being hosts. I will certainly look to book again. Thank you for such a nice stay and a friendly family!

Private room in Moreno Valley

A bathroom is showcased, featuring a clean white toilet adjacent to a sleek marble countertop. Decorative tiles add texture to the walls, and a small box of tissues with a red design is positioned on the countertop. A bottle of liquid soap sits nearby.

4.86 out of 5 average rating, 7 reviews

Nice cozy warm room nice quiet area

YadianRating, 5 stars3 weeks ago

Recommended, everything is very clean and I love its amenities, Congratulations

5 out of 5 average rating, 33 reviews

A well-lit bathroom features a double sink vanity with dark wood cabinetry. Two mirrors reflect the space, enhancing the openness. Navy blue towels are neatly hung on a rack, while decorative items are arranged on the countertop. A door leads to another area.

Private room in Murrieta

Lucky's In

MarioRating, 5 stars5 days ago

Had a great time huge pool and spa backyard was huge with lots to do played Basketball went swimming. Great and friendly very welcoming would stay longer if we could have.

4.97 out of 5 average rating, 30 reviews

A private outdoor area features a round table surrounded by four chairs with floral cushions. Lush green grass stretches across the space, bordered by a wooden fence, with trees and shrubs visible in the background under a clear blue sky.

Private room in Murrieta

Vic’s Place #2

RoseRating, 5 stars2 weeks ago

It was a very comfortable stay!