Compare Winchester Guest House Rentals
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Featured Guest Houses in Winchester
Villa Del Enzo Your Wine Country Hideaway CLOSE TO ALL WINERIES!
Temecula CA
$200 nightly
The price is $221 total per night
$221 total
Dec 15 - Dec 16
Total with taxes and fees
This guesthouse features a hot tub and a garden.
Hot Tub
Air conditioning
Balloons and Wine
29598 Hazel Glen Rd Murrieta CA
$104 nightly
The price is $118 total per night
$118 total
Dec 15 - Dec 16
Total with taxes and fees
Guests of Balloons and Wine enjoy access to free WiFi in public areas, microwave in a common area, and refrigerator in a common area. If you drive, put free parking to good use. A multilingual staff is on hand to help with luggage storage, and offer sightseeing advice. Additional amenities include laundry facilities and a TV in a common area.
Parking included
Free WiFi
Private bedroom in Peach Blossom Country House
3040 W Fruitvale Ave Hemet CA
$95 nightly
The price is $103 total per night
$103 total
Dec 14 - Dec 15
Total with taxes and fees
If you plan to drive, free parking is available.
Parking included
Free WiFi
Private bedroom in Western Horizon Home
3142 W Fruitvale Ave Hemet CA
$103 nightly
The price is $112 total per night
$112 total
Dec 14 - Dec 15
Total with taxes and fees
At Private bedroom in Western Horizon Home, guests enjoy features like microwave in a common area, refrigerator in a common area, and a garden. Free parking is available if you drive.
Parking included
Free WiFi
Magic Villas
39651 Via Cacho Temecula CA
Guests of Magic Villas enjoy features like an outdoor pool, free WiFi in public areas, and free use of bicycles. Free parking is available if you drive. Additional amenities include an arcade/game room, a terrace, and a garden.
Pool
Parking included
COZY PRIVATE STUDIO GUEST HOUSE.
Menifee CA
$124 nightly
The price is $124 total per night
$124 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
Guests staying at this guesthouse enjoy features like a water park.
Pet friendly
Free WiFi
Temecula Wine Country Guest House w/Kitchen - Prime Location
Temecula CA
Guests staying at this guesthouse can enjoy an outdoor pool, a garden, and barbecue grills.
Pool
Free WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotel Options in Winchester
Pala Casino Spa And Resort
11154 Highway 76 Pala CA
$139 nightly
The price is $150 total per night from Jan 4 to Jan 5
$150 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.6/10 Excellent! (4,184 reviews)
Studio 6 Suites Perris, CA
480 S Redlands Ave Perris CA
$76 nightly
The price is $84 total per night from Dec 14 to Dec 15
$84 total
Dec 14 - Dec 15
Total with taxes and fees
8.2/10 Very Good! (1,005 reviews)
Motel 6 Temecula, CA - Historic Old Town
41900 Moreno Rd Temecula CA
$49 nightly
The price is $56 total per night from Dec 28 to Dec 29
$56 total
Dec 28 - Dec 29
Total with taxes and fees
8.2/10 Very Good! (1,783 reviews)
Winchester Guest Houses essential information
Accommodation | 30 Guest Houses |
|---|---|
Lowest Price | $56 |
Highest Price | $221 |
Popular accommodation | Villa Del Enzo Your Wine Country Hideaway CLOSE TO ALL WINERIES!, Balloons and Wine, Private bedroom in Peach Blossom Country House, Private bedroom in Western Horizon Home, Magic Villas, COZY PRIVATE STUDIO GUEST HOUSE., Temecula Wine Country Guest House w/Kitchen - Prime Location, Scenic De Luz Guest Suite, Beautiful Guest Cottage PERMITTED TEMECULA WINE COUNTRY VACATION HOME |