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Vacation rentals in Winchester

Find and book unique accommodations on Airbnb

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Popular amenities for Winchester vacation rentals

Other great vacation rentals in Winchester

Guest favorite
Cabin in Idyllwild-Pine Cove
4.97 out of 5 average rating, 180 reviews

Rustic Luxury~Theater Room, 2 King Suites &HotTub

LouisRating, 5 stars1 month ago
Charming and unique 3-level cabin built on a steep hillside that feels very private and secluded. Very roomy for our party of 6. The king size beds were very comfortable, cabin was well furnished. Loved that theatre room! Living room is very inviting gathering place with nice wood fireplace. Lot’s of outdoor deck space to hang out, too. Easier to find home from lower cul-de-sac entrance. Use upper driveway entrance from highway to avoid stairs but may be intimidating with steep and curvy turns. Shelley is an excellent and communicative host. Great location only a 5 min drive from town.
Guest favorite
A spacious outdoor area is framed by palm trees, providing shade and greenery. The driveway leads to the entrance of the house, with a small table and chairs nestled among the landscaped surroundings. Sunlight filters through the palm fronds, creating a warm ambiance.
Home in Menifee
4.92 out of 5 average rating, 254 reviews

Beautiful Family Home With Relaxing Spacious Yard

JackyRating, 5 stars3 weeks ago
I think she was fantastic! We just had some troubles with the doors and locks!
Superhost
A spacious living area features large windows allowing natural light to fill the room. A piano and a gray sofa are positioned across from patterned armchairs. A wooden table complements the contemporary design, with potted greenery adding a touch of freshness to the space.
Home in Wildomar
4.77 out of 5 average rating, 30 reviews

Desert Escape: 3BD/3BA with Pool & Jacuzzi

DebraRating, 5 stars2 weeks ago
We were very happy with Dianna‘s place. We have a son that lives in Temecula so this was very convenient. Dianna was very responsive and quick to answer any questions. The only disadvantage is the traffic if you have to go into Orange County other than that, we had a wonderful time and I would highly recommend this place.
Top guest favorite
The villa is situated on a gentle slope, surrounded by landscaping and palm trees. A winding driveway leads to the entrance, which is framed by colorful plants. A vibrant sunset casts warm hues across the sky, enhancing the tranquil setting.
Villa in Temecula
5 out of 5 average rating, 38 reviews

Villa Artemis

TiffanyRating, 5 stars3 days ago
This is by far the best Airbnb I have ever stayed in and I will for sure be coming back! Both Dr. Dimitris and the property manager, Tyler, were incredibly responsive and attentive. The house was stunning both inside and outside and we felt right at home. We all felt safe and comfortable - and we were thoroughly impressed by how well the property was taken care of. The house was clean and was full of useful amenities that made us feel right at home. Super close to our favorite wineries, but to be honest - we couldn’t wait to get back and lay by the pool. The house made our trip memorable and I cannot wait to stay here again.
Top guest favorite
A spacious property is set against a mountainous backdrop, featuring a combination of outdoor living areas and landscaped grounds. The layout includes several seating areas under shaded pergolas, with pathways leading to the main house and additional buildings.
Home in Fallbrook
5 out of 5 average rating, 13 reviews

Fab home with amenities galore!

JuliRating, 5 stars1 month ago
We had a wonderful stay! The place was spotless, cozy, and just as described. The host was attentive and made everything seamless. We truly enjoyed our time here and would love to return. Highly recommend!
Guest favorite
An outdoor seating area is framed by a wooden gazebo with soft lighting. Comfortable seating is arranged around a central table. The surrounding area features a clean concrete surface, and distant lights from neighboring properties create a gentle glow in the twilight.
Home in Temecula
4.95 out of 5 average rating, 44 reviews

Temecula Wine Country Ranch

AlanaRating, 5 stars2 months ago
My group of girlfriends and I enjoyed staying at the house. The living rooms are bigger than in the pictures. The house was spacious and accomodated all of us comfortably. The property is beautiful and sunsets from the porch were stunning. It was private and quiet. Brett also gave us recommendation to have lunch at Oak Mountain Winery and it was amazing! Thank you!
Guest favorite
A festive display features multiple brightly lit trees adorned with colorful lights against a dark night sky. The moon shines above, illuminating the scene, while visitors are seen walking among the vibrant decorations, creating a joyful atmosphere.
Cabin in Idyllwild-Pine Cove
4.95 out of 5 average rating, 64 reviews

Sunny Cottage. Pets friendly-fenced yard & patio

NicholasRating, 5 stars1 week ago
Very welcoming host and clean comfortable cabin. Lovely decorations and quite dog friendly to top it off. The cabin has a few years on it, and is charming for it. Takes a bit of detective work to locate a light switch or two, but I find things like that a joy in getting used to the surroundings. Excellent wildlife viewing. During our stay we saw a bobcat, a herd of 5 deer, and tons of birds. Our dogs were welcomed and safe.
Superhost
A cozy, cottage-style home is nestled among snow-covered trees, with a white roof blanketed in fresh snow. The warm-toned wooden siding contrasts with the winter scenery, while a deck wraps around the structure, providing a space to enjoy the serene, snowy surroundings.
Home in Idyllwild-Pine Cove
4.89 out of 5 average rating, 112 reviews

Pine Nest Cottage relaxing getaway 5 Min. to town

LaurenRating, 5 stars1 month ago
We thoroughly enjoyed our stay here and appreciate James' lending out his home for our visit. The heaters work well, beds are comfy, and we enjoyed playing some of the provided games at the table for a couple of hours during our stay. We had a quick overnight visit to Idyllwild, and found this to be a nice quiet place to rest for the evening. Overall a great stay!

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