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Search Guest Houses in Winchester

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Compare 23 Guest Houses in Winchester with updated reviews, rates, and availability.

Private bedroom in desert haven house near Wine Country
Living area

Private bedroom in desert haven house near Wine Country

2.0 star property
9.4 out of 10, Exceptional, (20)
"The attentiveness of the host (all via excellently descriptive texts) was perfection… as were the facilities as well."
The price is AED 216
AED 342 total
includes taxes & fees
26 Nov - 27 Nov
Private bedroom in desert haven house near Wine Country
The Twin Cabs-Active Winery House
Pool

The Twin Cabs-Active Winery House

8.4 out of 10, Very Good, (16)
"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
Temecula Wine Country Guest House w/Kitchen - Prime Location
Pool area at night

Temecula Wine Country Guest House w/Kitchen - Prime Location

10.0 out of 10, Exceptional, (72)
"nice quiet place close to all the wineries, "
Temecula Wine Country Guest House w/Kitchen - Prime Location
Scenic De Luz Guest Suite
Outdoor dining

Scenic De Luz Guest Suite

10.0 out of 10, Exceptional, (2)
"We had a great stay! The casita was clean and comfortable. It was quiet and the kitchen was well stocked which is nice for us as we always cook at least a couple times when we travel since I have food allergies. The espresso machine was a bonus. Would recommend if you want to be a bit away from town but still in a great location (just about 5 minutes from Old Town Temecula). The view from the backyard was lovely and you can see the hot air balloons flying over the valley."
Scenic De Luz Guest Suite
Golf courses, Wineries, beaches
Entrance to your private retreat

Golf courses, Wineries, beaches

10.0 out of 10, Exceptional, (31)
"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
Balloons and Wine
Exterior

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 AED 384
AED 425 total
includes taxes & fees
27 Nov - 28 Nov
Balloons and Wine
Private bedroom in Country house near wineries
Living area

Private bedroom in Country house near wineries

2.0 star property
8.6 out of 10, Excellent, (18)
"It was relatively inexpensive since it was simply a room in a home. The house was very clean and in good shape. Unfortunately, there was only one bathroom for several of us guests, so at times I had to wait to use it. There was really no service to speak of. We were pretty much on our own."
The price is AED 216
AED 342 total
includes taxes & fees
16 Dec - 17 Dec
Private bedroom in Country house near wineries
The Banana Belt Bungalow (air-conditioning! - 4WD/AWD required)
Terrace/patio

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

9.0 out of 10, Wonderful, (94)
"Check in was a breeze. Consistent communication with the owner made the whole stay hassle-free. You are less than 5 minutes from town, but nestled up in the hills with a gorgeous view of the mountains. The wood burning stove kept the cabin nice and warm. We will definitely be back!"
The price is AED 1,102
AED 1,407 total
includes taxes & fees
30 Nov - 1 Dec
The Banana Belt Bungalow (air-conditioning! - 4WD/AWD required)
Large Custom Guest House On Hill Top Estate In Bonsall
Sunrise sometimes places you above the marine layer; watch the clouds roll by.

Large Custom Guest House On Hill Top Estate In Bonsall

9.6 out of 10, Exceptional, (101)
"Such a beautiful and peaceful property. Loved the view. We had no issues and really enjoyed our stay. Very close to everything we did. "
Large Custom Guest House On Hill Top Estate In Bonsall
COZY PRIVATE STUDIO GUEST HOUSE
Our home. The studio Casita is completely detached and facing the street.

COZY PRIVATE STUDIO GUEST HOUSE

9.8 out of 10, Exceptional, (41)
"The private patio was great. It came with everything we needed plus more. The bed a little to soft for us, and the outlet for the appliances was hard to get to. Otherwise the stay was great."
The price is AED 220
AED 459 total
includes taxes & fees
6 Dec - 7 Dec
COZY PRIVATE STUDIO GUEST HOUSE
Mountain Rim Retreat - Miles of Private Hiking & Biking Trails - Endless Views
Pool

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

10.0 out of 10, Exceptional, (36)
"Wine and sunsets. Amazing location!"
Mountain Rim Retreat - Miles of Private Hiking & Biking Trails - Endless Views
Newly Remodeled Wine-Country Retreat
Private kitchen

Newly Remodeled Wine-Country Retreat

10.0 out of 10, Exceptional, (8)
"Great quiet cottage in the foothills. Warm, inviting and private ADU. Gracious and attentive host - will stay again in the future! Very enjoyable and relaxing."
Newly Remodeled Wine-Country Retreat
Vineyard Retreat-Private Guest home
Living Room

Vineyard Retreat-Private Guest home

10.0 out of 10, Exceptional, (10)
"This property is exactly as described. We went to a wedding across the street at the winery and this location was PERFECT! The owners are so sweet and are very accommodating. It was a nice surprise to meet them! Hostess with the mostess!! Highly recommend staying at this property. We will be back! "
Vineyard Retreat-Private Guest home
Bella Casita-A Quiet Gem Near Wine Country
Living area

Bella Casita-A Quiet Gem Near Wine Country

10.0 out of 10, Exceptional, (20)
"Very comfortable and quiet. Terry, has thought of everything. Thanks again!"
Bella Casita-A Quiet Gem Near Wine Country
Fallbrook's Finest Hideaway Casa - Pool, Game Rm

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
Retro Ranch Cottage 800sf Pool HotTub Pickleball

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
Pool

Magic Villas

3.0 star property
Magic Villas
WELCOME TO THE BEAUTIFUL CASITA DEL CIELO.
Interior

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.
Spacious Retreat w/ Private Entrance
Exterior

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
Genesis Guest House
Room

Genesis Guest House

4.0 star property
Genesis Guest House
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

Chateau Vino - French Style Chalet

10.0 out of 10, Exceptional, (34)
"Property is beautiful, and within 5 minutes from most wineries, which made it very convenient. Susan was very responsive, and helped with everything we needed. Thank you for the great weekend! "
Chateau Vino - French Style Chalet
Wine Country Oasis Retreat - Close to wineries
Pool

Wine Country Oasis Retreat - Close to wineries

10.0 out of 10, Exceptional, (43)
"Five of us girls stayed for a weekend and had such a great time! The house was so clean and so comfortable. It had all the amenities we needed, and it was so well decorated and appointed to make for an awesome weekend lounging by the pool and spa. Plenty of towels, dishes, space, linens, pillows, etc. It's a corner house in a tract neighborhood, and it felt very private and the neighborhood was very quiet and relaxing. I would definitely stay here again."
Wine Country Oasis Retreat - Close to wineries
The Cottages at Golden Village Palms RV Resort
Exterior

The Cottages at Golden Village Palms RV Resort

3.0 star property
9.6 out of 10, Exceptional, (45)
"Little cottages are nice and clean way better than a hotel, your own personal house and space, wish it would of been more than 1 night! Would definitely stay again if need be!"
The price is AED 555
AED 626 total
includes taxes & fees
26 Nov - 27 Nov
The Cottages at Golden Village Palms RV Resort
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.