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Search Guest Houses in Winchester

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Check prices for these dates

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

Country Holiday House

2.0 star property
8.8 out of 10, Excellent, (28)
"Everything expected lovely home to stay "
The price is SAR 259
SAR 402 total
includes taxes & fees
20 Mar - 21 Mar
Country Holiday House

Private bedroom in Desert Western House near Wine Country

2.0 star property
9.4 out of 10, Exceptional, (23)
"Place was amazing "
The price is SAR 260
SAR 404 total
includes taxes & fees
2 Apr - 3 Apr
Private bedroom in Desert Western House near Wine Country

Beautiful Guest Cottage PERMITTED TEMECULA WINE COUNTRY VACATION HOME

9.6 out of 10, Exceptional, (28)
"Nothing like coming back from a day out on the vineyards to a hot tub, and access to your smart TV for your movies. Then to have a cup of coffee the next morning on a chair overlooking beautiful scenery. This place has access either way across Rancho CA and then the back way to dePortola. A very well kept and appointed property that we would come back to as a couple time and time again. "
Beautiful Guest Cottage PERMITTED TEMECULA WINE COUNTRY VACATION HOME

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

9.8 out of 10, Exceptional, (201)
"The location of the property is remote but that is exactly what we wanted and exactly what we got. Great views and very quiet. Steve is very nice an accommodating. My only comment is that the kitchen was not as well supplied as I thought it might be but Steve helped with that. Check out Lorenzi Winery. Had some of the best wines we tried. That said did tast the premium wines. "
The price is SAR 473
SAR 814 total
includes taxes & fees
20 Mar - 21 Mar
Villa Del Enzo Your Wine Country Hideaway CLOSE TO ALL WINERIES!

Temecula Wine Country Guest House w/Kitchen - Prime Location

10.0 out of 10, Exceptional, (78)
"Loved the location and privacy!"
Temecula Wine Country Guest House w/Kitchen - Prime Location

Large Custom Guest House On Hill Top Estate In Bonsall

9.6 out of 10, Exceptional, (103)
"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

COZY PRIVATE STUDIO GUEST HOUSE

9.8 out of 10, Exceptional, (45)
"When visiting Menifee to see our grandbaby, we need a place to stay as her house is too small for overnight visitors. We don't usually spend a lot of time actually in the rental because we spend our days at their home. I found this Casita on VRBO and it was perfect! Small in size, every amenity was provided. It was immaculate, comfortable and stocked with snacks, water, a variety of coffee, personal care items and any random item you may have forgotten. We had a nice bed, extra pillows, Wifi and...
The price is SAR 300
SAR 544 total
includes taxes & fees
1 Apr - 2 Apr
COZY PRIVATE STUDIO GUEST HOUSE

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

9.0 out of 10, Wonderful, (94)
"This was a studio cabin. It is located beside the host’s home. I needed to talk with him about the tv. I could not reach him so I knocked on his door. He was not home. I drove into town to get a connection. I have not had a response. I needed to turn the wifi off to use my devices. No tv not good wifi. Squeaky bed and broken hanging porch chairs mentioned in other reviews were not fixed. No instructions at all for air conditioner nor fireplace or using tv. No phone number was given for host. ....
The price is SAR 469
SAR 675 total
includes taxes & fees
31 Mar - 1 Apr
The Banana Belt Bungalow (air-conditioning! - 4WD/AWD required)

Balloons and Wine

4.0 star property
8.6 out of 10, Excellent, (7)
"The owner was very nice and it is obvious. She put a lot of effort into the rooms in the rooms. The first night was wonderful. The bedding was so comfortable. Everything was great. Bottom line, it is a shared situation. People arrived talking at 3/2 AM and continued to talk For over 30 minutes."
The price is SAR 392
SAR 443 total
includes taxes & fees
2 Apr - 3 Apr
Balloons and Wine

The Twin Cabs-Active Winery House

8.4 out of 10, Very Good, (17)
"My partner and I stayed here for a week before our wedding in Temecula. It was ths perfect combination of relaxation and convenience "
The Twin Cabs-Active Winery House

Newly Remodeled Wine-Country Retreat

9.6 out of 10, Exceptional, (10)
"The property was spotless and cozy. It was just big enough for 4 of us, no more than 4, though, to sleep in this house. That web description is very accurate. The property manager is very responsive and kind. Always make sure to check in with you. The property is secluded, so you aren’t bothered by street noise. It’s nice to see the Milky Way at night because of the location. Also, it is not more than 15 mins from apart the ocean side, with plenty of dining options and stores. The absolute only...
Newly Remodeled Wine-Country Retreat

Bella Casita-A Quiet Gem Near Wine Country

10.0 out of 10, Exceptional, (21)
"This was the first time I stayed at a vrbo and had everything I needed. I didn’t have to go buy oil or spices or pans/utensils to cook with, laundry detergent for the washer, and there was even coffee/sugar/creamer. They literally thought of everything! Other rental owners should take a lesson from Bella Casita. Thank you so much!"
Bella Casita-A Quiet Gem Near Wine Country

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

10.0 out of 10, Exceptional, (37)
"This is a unique place nestled in the hills and mountains near Eucalyptus and Avocado trees. It is so natural and beautiful. I will be back."
Mountain Rim Retreat - Miles of Private Hiking & Biking Trails - Endless Views

Scenic De Luz Guest Suite

10.0 out of 10, Exceptional, (3)
"Great place in great Temecula location."
Scenic De Luz Guest Suite

Golf courses, Wineries, beaches

10.0 out of 10, Exceptional, (32)
"We just loved! staying at the beautiful “touch of Tuscany” hilltop location! Private parking and entrance and view over the town of Fallbrook and surrounding mountains. The host Paul and his wife were very friendly and communicative. Kitchen is well equipped with full size refrigerator and stove. Was "
Golf courses, Wineries, beaches

Fallbrook's Finest Hideaway Casa - Pool, Game Rm

10.0 out of 10, Exceptional, (5)
"Property was clean and updated. Great relaxing location. I will stay again!"
Fallbrook's Finest Hideaway Casa - Pool, Game Rm

WELCOME TO THE BEAUTIFUL CASITA DEL CIELO.

10.0 out of 10, Exceptional, (14)
"A beautiful Casita and the views are spectacular. They have done such a great job with decorating, stocking and landscaping. The care they have put into all the succulent plants adds so much beauty and interest. We loved the deck on all the sides and furnished and decorated for you comfort. Bianca is so hospitable, we arrived and there was fresh croissants with butter and jam waiting under a glass cover and fresh fruit that we had to pinch to see if it was real. I never imagined being treated so...
WELCOME TO THE BEAUTIFUL CASITA DEL CIELO.

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!"
Retro Ranch Cottage 800sf Pool HotTub Pickleball

Magic Villas

3.0 star property
Magic Villas

Spacious Retreat w/ Private Entrance

10.0 out of 10, Exceptional, (4)
"This rental was exactly what I needed for my stay in the area! The neighborhood is safe and secure. The unit was a perfect place to relax at the end of some stressful days. The property owners were accommodating and responded quickly to messages. If I come back to the area, I will checking the availability here before anywhere else. Very convenient to anything a person could need! Enjoyed my stay very much!"
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

Chateau Vino - French Style Chalet

10.0 out of 10, Exceptional, (37)
"Very friendly host. Very spacious, quiet place. Perfect for our family for my son's wedding in Fallbrook. "
Chateau Vino - French Style Chalet

1/Bed Room Casita-Suite with Private Entrance

9.8 out of 10, Exceptional, (39)
"Perfect for a quick overnight stay. "
The price is SAR 218
SAR 502 total
includes taxes & fees
24 Mar - 25 Mar
1/Bed Room Casita-Suite with Private Entrance

5 Mins to Temecula Wine Country; resort-like pool spa with amazing sunset views!

10.0 out of 10, Exceptional, (17)
"This was by far one of the best places I've stayed. Everything was exceptional! Little touches like water bottles, toothbrushes (in case you forgot yours) to cereal, coffee, real cream, wine and other goodies. The pool and hot tub were beautiful and easy to turn on. Fun games and plenty of room for the 6 of us on a girl's wine tasting birthday weekend. Highly, highly recommend. Beds were very comfortable (pillows were a little hard so if you want soft pillows you might want to bring your own)...
5 Mins to Temecula Wine Country; resort-like pool spa with amazing sunset views!
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.