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Search Guest Houses in Winchester

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Check prices for these dates

Next weekend
9 Jum. I - 11 Jum. I
In two weeks
16 Jum. I - 18 Jum. I
In one month
30 Jum. I - 1 Jum. II
In two months
27 Jum. II - 29 Jum. II

Compare 30 Guest Houses in Winchester with updated reviews, rates, and availability.

Country Holiday House
Living area

Country Holiday House

2.0 star property
9.0 out of 10, Wonderful, (31)
"Love staying here "
Country Holiday House
Private bedroom in Desert Western House near Wine Country
Living area

Private bedroom in Desert Western House near Wine Country

2.0 star property
9.4 out of 10, Exceptional, (24)
"Place was amazing "
The price is SAR 260
SAR 423 total
includes taxes & fees
17 May - 18 May
Private bedroom in Desert Western House near Wine Country
Villa Del Enzo Your Wine Country Hideaway CLOSE TO ALL WINERIES!
Exterior detail

Villa Del Enzo Your Wine Country Hideaway CLOSE TO ALL WINERIES!

9.8 out of 10, Exceptional, (206)
"Beautiful property"
The price is SAR 473
SAR 814 total
includes taxes & fees
10 May - 11 May
Villa Del Enzo Your Wine Country Hideaway CLOSE TO ALL WINERIES!
COZY PRIVATE STUDIO GUEST HOUSE.
Exterior

COZY PRIVATE STUDIO GUEST HOUSE.

9.8 out of 10, Exceptional, (48)
"Quiet and cozy. Great amenities, everything you need for a relaxing stay."
The price is SAR 319
SAR 563 total
includes taxes & fees
5 May - 6 May
COZY PRIVATE STUDIO GUEST HOUSE.
Beautiful Guest Cottage PERMITTED TEMECULA WINE COUNTRY VACATION HOME
Aerial view

Beautiful Guest Cottage PERMITTED TEMECULA WINE COUNTRY VACATION HOME

9.6 out of 10, Exceptional, (29)
"We thoroughly enjoyed our stay. The rooms were great. And the scenery was fantastic."
Beautiful Guest Cottage PERMITTED TEMECULA WINE COUNTRY VACATION HOME
Large Custom Guest House On Hill Top Estate In Bonsall
Outdoor dining

Large Custom Guest House On Hill Top Estate In Bonsall

9.6 out of 10, Exceptional, (104)
"Place was beautiful and had all the amenities you could possibly need. We loved having coffee on the deck every morning and even brought our dogs as well as they loved the quiet and paths to take walks on. We will be staying here every time we come to visit family! Highly recommend!"
Large Custom Guest House On Hill Top Estate In Bonsall
Temecula Wine Country Guest House w/Kitchen - Prime Location
Outdoor pool

Temecula Wine Country Guest House w/Kitchen - Prime Location

10.0 out of 10, Exceptional, (79)
"nice quiet place close to all the wineries, "
Temecula Wine Country Guest House w/Kitchen - Prime Location
Bella Casita-A Quiet Gem Near Wine Country
Outdoor pool

Bella Casita-A Quiet Gem Near Wine Country

10.0 out of 10, Exceptional, (22)
"Quiet and accomidating."
Bella Casita-A Quiet Gem Near Wine Country
Balloons and Wine
Full-size fridge, microwave, oven, stovetop

Balloons and Wine

4.0 star property
8.8 out of 10, Excellent, (9)
"Very comfortable and relaxing overnight stay, just what we needed after spending a whole day visiting wineries. "
The price is SAR 392
SAR 443 total
includes taxes & fees
19 May - 20 May
Balloons and Wine
The Twin Cabs-Active Winery House
Outdoor pool

The Twin Cabs-Active Winery House

8.4 out of 10, Very Good, (17)
"A nice place for take a break from our trip around us "
The Twin Cabs-Active Winery House
The Banana Belt Bungalow (air-conditioning! - 4WD/AWD required)
1 bedroom, free WiFi, bed sheets

The Banana Belt Bungalow (air-conditioning! - 4WD/AWD required)

9.0 out of 10, Wonderful, (94)
"Overall everything was great!"
The Banana Belt Bungalow (air-conditioning! - 4WD/AWD required)
Newly Remodeled Wine-Country Retreat
Fridge, microwave, oven, stovetop

Newly Remodeled Wine-Country Retreat

9.6 out of 10, Exceptional, (10)
"Wonderful stay everything was as advertised!"
Newly Remodeled Wine-Country Retreat
Fallbrook's Finest Hideaway Casa - Pool, Game Rm
Outdoor dining

Fallbrook's Finest Hideaway Casa - Pool, Game Rm

10.0 out of 10, Exceptional, (6)
"Property was clean and updated. Great relaxing location. I will stay again!"
The price is SAR 911
SAR 1,962 total
includes taxes & fees
31 May - 1 Jun
Fallbrook's Finest Hideaway Casa - Pool, Game Rm
Mountain Rim Retreat - Miles of Private Hiking & Biking Trails - Endless Views
Outdoor pool

Mountain Rim Retreat - Miles of Private Hiking & Biking Trails - Endless Views

10.0 out of 10, Exceptional, (37)
"Wine and sunsets. Amazing location!"
Mountain Rim Retreat - Miles of Private Hiking & Biking Trails - Endless Views
Scenic De Luz Guest Suite
Outdoor dining

Scenic De Luz Guest Suite

10.0 out of 10, Exceptional, (4)
"Great place in great Temecula location."
Scenic De Luz Guest Suite
Golf courses, Wineries, beaches
Terrace/patio

Golf courses, Wineries, beaches

10.0 out of 10, Exceptional, (32)
"All of the 5 stars I gave this property are real. I would choose to stay here again when in the area."
Golf courses, Wineries, beaches
WELCOME TO THE BEAUTIFUL CASITA DEL CIELO.
Fridge, microwave, oven, stovetop

WELCOME TO THE BEAUTIFUL CASITA DEL CIELO.

10.0 out of 10, Exceptional, (14)
"We had a wonderful time during our month stay. The hosts have all the details covered. The property has great amenities and Bianca and Jiamez were so warm and welcoming. I would recommend this property to anyone traveling to the Fallbrook area."
WELCOME TO THE BEAUTIFUL CASITA DEL CIELO.
Retro Ranch Cottage 800sf Pool HotTub Pickleball
Pool

Retro Ranch Cottage 800sf Pool HotTub Pickleball

9.0 out of 10, Wonderful, (2)
"This cottage was amazing! Not only was it super clean but the decor was great and host was awesome! Very attentive and accommodating with any requests. The pool and outdoor area beautiful and everyone enjoyed there stay. We would definitely book another stay!"
The price is SAR 834
SAR 1,941 total
includes taxes & fees
5 May - 6 May
Retro Ranch Cottage 800sf Pool HotTub Pickleball
Magic Villas
Property grounds

Magic Villas

3.0 star property
Magic Villas
Spacious Retreat w/ Private Entrance
Fridge, microwave, coffee/tea maker, toaster

Spacious Retreat w/ Private Entrance

10.0 out of 10, Exceptional, (4)
"Beautiful, private casita. Super clean, quiet, and comfortable!"
Spacious Retreat w/ Private Entrance
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.
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Other property types in Winchester

1 Bed Room Casita-Suite with Private Entrance
Outdoor pool

1 Bed Room Casita-Suite with Private Entrance

9.8 out of 10, Exceptional, (40)
"Very nice neighborhood and close to shopping. Host is very communicative."
The price is SAR 218
SAR 502 total
includes taxes & fees
4 May - 5 May
1 Bed Room Casita-Suite with Private Entrance
Wine Country Resort - Close to Wineries
Outdoor pool

Wine Country Resort - Close to Wineries

8.0 out of 10, Very Good, (1)
"Overall this was a great place to stay! Rooms were clean and spacious, pool/ backyard area is big and provides plenty of space! I would say the one downside was the spa was having difficulties heating up, however Neda was open and available to get that problem solved. I would recommend another option to get the spa heated consistently (it takes about 2 hours for it to heat up at intervals of 4 hours) and we were only able to really use it our second night after waiting for the heating. The fire...
Wine Country Resort - Close to Wineries
Chateau Vino - French Style Chalet
Exterior

Chateau Vino - French Style Chalet

10.0 out of 10, Exceptional, (41)
"We booked Chateau Vino to celebrate my mom’s 90th birthday. We wanted a home that fit our whole family comfortably. The house is amazing and having space to relax, eat, and enjoy the outdoors with seating for all was perfect. We had a wonderful time and hope to return again. "
Chateau Vino - French Style Chalet
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.