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Holiday rentals in Winchester

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Popular amenities for Winchester holiday rentals

Other great holiday rentals in Winchester

Guest favourite
Home in Menifee
4.92 out of 5 average rating, 254 reviews

Beautiful Family Home With Relaxing Spacious Yard

JackyRating, 5 stars1 month ago
I think she was fantastic! We just had some troubles with the doors and locks!
Superhost
Home in Wildomar
4.77 out of 5 average rating, 30 reviews

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

DebraRating, 5 stars4 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 favourite
Villa in Temecula
5 out of 5 average rating, 38 reviews

Villa Artemis

TiffanyRating, 5 stars2 weeks 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 favourite
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 favourite
Home in Fallbrook
4.84 out of 5 average rating, 32 reviews

Breathtaking views of Avocado Country

ViryRating, 5 stars4 months ago
My family and I had an absolutely wonderful time staying at this house! It was very private, gorgeous setting, and well stocked. The beds are very comfortable! We would love to come back here when it's warmer to use the pool. The pool was heated - a plus! We met the groundskeeper, Roberto. He was very helpful amd even gifted is some mandarins from their grove. A great stay overall!
Superhost
Villa in Temecula
4.84 out of 5 average rating, 101 reviews

Beautiful Villa located in Temecula Wine Country

TaylorRating, 5 stars1 week ago
The property was beautiful and Ben was proactive with responding. The jacuzzi was really nice. The neighbor came up once to tell us trash was blowing out of the trash cans (not sure how that happened) which kind of startled us just a heads up.
Guest favourite
Home in Lake Elsinore
4.96 out of 5 average rating, 102 reviews

Private Hilltop Beauty in a Rural Setting

ShawnRating, 5 stars4 months ago
This home was perfect for bringing together family. The three bedrooms were very comfortable with great beds and bedding. The downstairs living space was roomy with plenty of seating for our family gatherings. We had nightly dinners with family members joining us from surrounding areas and there was plenty of room for everyone without being crowded. Thank you for a wonderful time.
Guest favourite
Guest house in Temecula
4.98 out of 5 average rating, 163 reviews

Wooden Cottage

MeganRating, 5 stars2 months ago
We had an absolutely wonderful stay at this charming cottage! It had everything we needed for a relaxing getaway. The kitchen was fully stocked with all the supplies we could ask for, making it easy to cook and enjoy meals together. The hot tub was such a treat—perfect for unwinding after a day of exploring. The bed was super comfortable, and with two televisions, we had plenty of entertainment options for my husband and my different tastes in shows and movies. The hosts were incredibly friendly and responsive, making communication a breeze. Plus, the location couldn’t have been better—just a short drive to some amazing wineries! If you’re looking for a peaceful, well-equipped, and perfectly located spot for your next trip, this cottage is a must-stay. Highly recommend!

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