Holiday 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

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.

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

4.97 out of 5 average rating, 34 reviews

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!

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.

Campervan/Motorhome 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.

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.

4.95 out of 5 average rating, 152 reviews

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.

5 out of 5 average rating, 124 reviews

Farm stay in Menifee

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.

4.95 out of 5 average rating, 375 reviews

Guest house 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.

4.93 out of 5 average rating, 180 reviews

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**

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's 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 holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Winchester

4.96 out of 5 average rating, 28 reviews

Private room in Menifee

Quiet, relaxing +microwave,small fridge & tv!

JosephRating, 5 stars2 weeks ago

Had a great stay at Edgar’s place! The room was clean and comfortable, and check-in was super easy. Edgar was friendly and responsive, which made everything smooth. Would definitely stay again. Thanks, Edgar!

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

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!

Top guest favourite

Private room in Murrieta

4.97 out of 5 average rating, 65 reviews

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

4.86 out of 5 average rating, 7 reviews

Nice cozy warm room nice quiet area

YadianRating, 5 stars3 weeks ago

Recomendable, todo muy limpio y adore sus amenidades, Felicidades

Top guest favourite

Private room in Murrieta

5 out of 5 average rating, 33 reviews

Lucky's In

MarioRating, 5 stars6 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.