Vacation rentals in Winchester

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Top-rated vacation rentals in Winchester

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Guest favorite

Guest suite in Murrieta

4.97 out of 5 average rating, 248 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.

Sep 13 – 20

G$27,815 GYD per night

Guest favorite

Guest suite in Temecula

4.98 out of 5 average rating, 360 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...

Jun 13 – 20

G$22,333 GYD per night

Guest favorite

Guest suite in Temecula

4.98 out of 5 average rating, 192 reviews

Spacious casita in the heart of Wine Country

Get comfortable and enjoy plenty of extra room in this spacious casita. This large space is family friendly with plenty of room for two adults and one or two young children. It features a queen bed, futon, kitchenette, eating area and attached bath. Stroll the 4.36 acre property, enjoy the views of neighboring vineyards and balloons floating above. Walk, drive or Uber to dozens of nearby wineries. Enjoy the sights, sounds, restaurants, and shopping in Old Town Temecula. (Permit # RVC-1570)

Oct 14 – 21

G$25,332 GYD per night

Guest favorite

Home in Hemet

4.96 out of 5 average rating, 138 reviews

Colonial Cottage Get-A-Way

650 square feet of completely remodeled mobile home in quiet neighborhood. Ideal as a cozy retreat for a couple or single traveler. Large kitchen with all new appliances and plenty of utensils for those who like to cook. Formal dining area for guests you would like to entertain. Comfortable sitting area in living room. Cot available for a 3rd person . Private parking in a long driveway - so bring your SUV! Very close to all shopping. Plenty of free bottled water. You will love this place!

Feb 21 – 28

G$19,648 GYD per night

Superhost

Guesthouse in Menifee

4.88 out of 5 average rating, 306 reviews

Cozy Farm Cottage on the Creek

Your own Studio Cottage on 6 acre hobby farm. Large Bathtub, Queen Bed and Sofa Bed. Running creek and duck pond on property surrounded by huge trees. Feed chickens, geese, goats, turkeys and animals everywhere. Enjoy your own Full Kitchen, Charcoal BBQ, and Firepit. House has Good Wifi, Smart TV, DVDs and Reading Library. Enjoy Tee-Pee, Tree house, Trampoline, Tetherball, Darts, Axe throwing and Archery. Or just Relax and get away from the City and enjoy Rural living. Long Dirt road access.

Mar 3 – 10

G$25,715 GYD per night

Guest favorite

Guest suite in Temecula

4.91 out of 5 average rating, 184 reviews

Chic Vineyard Suite Perfect for Romantic Getaway!

This modern, sun-drenched cozy room offers a tranquil wine-country vibe alongside quick, easy access to downtown areas. Admire the crisp, transitional decor of the space and take in the peaceful surroundings. Includes its own private entrance, with a shared driveway. The suite is completely private with its own staircase and private deck with a fire pit. There is no shared spaces with the main home. Property is located in the same neighborhood as Doffo Winery and Chapin Winery.

Mar 21 – 28

G$21,580 GYD per night

Guest favorite

Guest suite in Murrieta

4.96 out of 5 average rating, 453 reviews

Lovely 2bd/1ba close to wineries

A completely private, clean, comfortable suite attached to the main house but with your own entrance. Enjoy two large bedrooms with a queen bed in each room. The suite has it's own heat and a/c, with wifi and a 32" tv in each room. The bathroom is spacious with a double vanity and lots of counter space. There is also a coffee cart with fridge, coffee maker and microwave. Guests also have use of the courtyard patio area for lounging. We are a NO SMOKING of ANY KIND property.

Aug 4 – 11

G$25,927 GYD per night

Guest favorite

Guest suite in Winchester

4.95 out of 5 average rating, 215 reviews

Ranch/Separate Private 2 Bdrm Suite w/Patio

Very private suite of 2 bedrooms that sleeps 5 people, your own private bath, a sitting area, and your own patio on a horse ranch with its own separate entry. Just 25 minutes drive from northern most end of the Temecula Wine Country. Guests enjoy use of an outdoor patio with mountain and ranch views, mini fridge, coffee maker and microwave. Suite is connected to our home but private. Families are especially welcome --

Nov 9 – 16

G$26,892 GYD per night

Guest favorite

Cottage in Winchester

4.95 out of 5 average rating, 132 reviews

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.

Sep 18 – 25

G$25,144 GYD per night

Guest favorite

Guesthouse in Murrieta

4.96 out of 5 average rating, 210 reviews

Detached Temecula Valley Casita

Private, detached casita in a quiet cul-de-sac with kitchenette. Separate entrance with private courtyard, perfect for outdoor dining. Room includes a cozy queen sized bed, sitting area, full size closet and bathroom. Max Guest allowance is 2 guests. No early check in Due to city ordinances all guests must provide a copy of a valid photo id. Renter must be at least 21 yrs of age. No children under 12

May 18 – 25

G$25,028 GYD per night

Guest favorite

Guesthouse in Menifee

4.95 out of 5 average rating, 294 reviews

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.

Feb 22 – Mar 1

G$20,609 GYD per night

Guest favorite

Guest suite in Murrieta

4.9 out of 5 average rating, 118 reviews

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.

Jul 21 – 28

G$16,863 GYD per night