Vacation rentals in Winchester

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Top-rated vacation rentals in Winchester

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Murrieta

4.97 out of 5 average rating, 246 reviews

Divine Outdoor Space at The Nest!

Relax at the Nest in the wonderful outdoor swing bed. The Nest is a stylish two room suite/apt and bath in the midst of oak trees and rolling hills of the Santa Rosa Plateau in Temecula Valley. Close to wineries, high above the cities, it is ideal for an extended stay. Near conveniences, enough away from it all, there are special touches everywhere. Your own patio and garden area, coffee maker, toaster, mini fridge, microwave and bbq for your convenience. First morning breakfast is included.

Oct 15 – 22

R2,530 ZAR per night
Superhost

Apartment in Murrieta

4.83 out of 5 average rating, 728 reviews

Clear your mind in the country /minutes 2 the city

My place is good for couples, solo adventurers, and business travelers. The apartment is above our detached garage with a private balcony. Stunning views of city lights and rolling hills. If you have little ones we have a fire pit for smores. Our full size kitchen and laundry facilities within the apartment. Please enjoy our beautiful pool area with a bathroom and dry sauna within pool area. Temecula Wine Country Row just 25 minutes away Hiking /mountain bike trails are 5 minutes away.

Oct 10 – 17

R2,588 ZAR per night
Guest favorite

Guest suite in Temecula

4.98 out of 5 average rating, 359 reviews

Celestial Moments of Temecula - Casita Cosmos

At Casita Cosmos, you will enjoy the pastoral valley and rolling hills from the private patio outside your entrance, highlighted by the Palomar Mountains and the Observatory domes in the distance. This is the the inspiration for the Space related wall decor throughout the casita, which is set up for comfort and relaxation. It's a short drive to Temecula Wine Country and event venues, and a great jumping off spot for other attractions, but note that Old Town & shopping can take 20+ minutes...

R2,148 ZAR per night

Popular amenities for Winchester vacation rentals

Other great vacation rentals in Winchester

Guest favorite

Guest suite in Murrieta

4.89 out of 5 average rating, 218 reviews

Private Studio close to Temecula Wine Country.

May 30 – Jun 6

R2,265 ZAR per night
Guest favorite

Guest suite in Murrieta

4.92 out of 5 average rating, 140 reviews

Private Casita Near Temecula

Apr 28 – May 5

R2,583 ZAR per night
Guest favorite

Guesthouse in Murrieta

4.96 out of 5 average rating, 208 reviews

Detached Temecula Valley Casita

May 17 – 24

R2,553 ZAR per night
Guest favorite

Guest suite in Winchester

5.0 out of 5 average rating, 30 reviews

Suite with private entry near Temecula Wineries

May 25 – Jun 1

R1,905 ZAR per night
Guest favorite

Guest suite in Winchester

4.93 out of 5 average rating, 43 reviews

Rockin~Private Entry Suite minute’s to Wineries

Dec 8 – 15

R2,097 ZAR per night
Guest favorite

Guesthouse in Winchester

5.0 out of 5 average rating, 61 reviews

The Bungalow - Near Temecula Wine Country

Feb 22 – Mar 1

R2,216 ZAR per night
Guest favorite

Guest suite in Menifee

4.93 out of 5 average rating, 73 reviews

Convenient King suite w/kitchenette + coffee bar

Apr 9 – 16

R1,903 ZAR per night
Guest favorite

Farm stay in Menifee

5.0 out of 5 average rating, 62 reviews

Buckley Farm's Casita

Jun 17 – 24

R2,078 ZAR per night
Guest favorite

Guest suite in Menifee

4.86 out of 5 average rating, 83 reviews

Modern Farmhouse Suite in the Hills

Jun 13 – 20

R2,529 ZAR per night
Guest favorite

Guesthouse in Menifee

4.98 out of 5 average rating, 49 reviews

Southampton Guest House

Apr 24 – May 1

R1,858 ZAR per night
Guest favorite

Guest suite in Menifee

4.91 out of 5 average rating, 53 reviews

Beautiful Private Entry, 1 Bedroom Suite.

Oct 15 – 22

R1,895 ZAR per night
Guest favorite

Guest suite in Menifee

4.98 out of 5 average rating, 55 reviews

Guest Suite in Menifee

Jul 29 – Aug 5

R2,450 ZAR per night

Destinations to explore