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Featured Villas in Windsor

Property grounds
Valley of the Moon Getaway
10.0 out of 10, Exceptional, (189)
"If you are visiting wine country you MUST stay at Valley of the Moon. Our group of three couples just returned and we are all still raving about this property! It truly has one of the most beautiful views I have ever seen along with amazing amenities without the Napa resort price tag. We are already trying to plan another trip, so that we can bring the rest of our family to experience this incredible place! Thank you for your hospitality!"
Valley of the Moon Getaway
Exterior
Modern Luxury - Year-Round Heated Pool - Hot Tub - Fire Pit
10.0 out of 10, Exceptional, (19)
"Our group of 8 adults had a wonderful stay. The backyard was incredible with the swimming pool, grilling area, large table, and fire pit...and then there's the beautiful view of the vineyards and sunset. The layout of the house was perfect with a big living room and the outdoor space, and privacy when needed with the rooms spread out. Super well-stocked kitchen with everything needed for cooking and dining. Convenient location, house is super clean, comfortable beds, beautiful outdoors with an...
The price is NZ$2,960
per night
28 May - 29 May
Modern Luxury - Year-Round Heated Pool - Hot Tub - Fire Pit
Property grounds
Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards
8.4 out of 10, Very good, (10)
"The grounds were expansive and the location was great but the property and house need some love. There was lots of space for our party to explore and hang out on the property and everyone enjoyed the pool. The kitchen, dining and living room areas were nice. The master bedroom has to be accessed via walking through another bedroom unless you want to jump over a little fence to get to it from the outside. There is no shower in the master, so you had to walk through another guest room, out to a...
Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards
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Pool
Locanda Winery estate with Olympic-size pool & Starlink WiFi - dog-friendly
9.6 out of 10, Exceptional, (25)
"Just a beautiful experience to stay at this private gated winery with our family. So peaceful to lounge by the pool in those hanging daybeds with lilacs, lavender and rosemary blooming all around you. The kitchen in this Villa was our favorite place to hang out with our friends and family. It was hard to leave the property to go to dinner because we enjoyed the outdoor dining as well. A very special treat was when the owner and host, Kelly showed up to stay in the apartment above the detached...
Locanda Winery estate with Olympic-size pool & Starlink WiFi - dog-friendly
Outdoor dining
Stunning Country Retreat, Pool, Hottub, Views, 92 Acres
9.6 out of 10, Exceptional, (14)
"Nice space for a big group. We spent most of our time in the farm house because that is where the majority of the group slept. Pool house is very nice and spacious."
Stunning Country Retreat, Pool, Hottub, Views, 92 Acres
4 bedrooms, desk, iron/ironing board, travel cot
Sky View: All-Season Heated Pool & Hot Tub, 5 Acres, EV Plug
10.0 out of 10, Exceptional, (19)
"We had a lovely 4 nights at this home, really enjoyed the amenities of the house - especially the view and heated pool! Everything was as advertised, and the hosts were very gracious and responsive!"
The price is NZ$2,566
per night
16 Jun - 17 Jun
Sky View: All-Season Heated Pool & Hot Tub, 5 Acres, EV Plug
A heated pool
Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall
9.8 out of 10, Exceptional, (8)
"We had a last minute booking for 11 and this was the perfect place! The host was great and easy to get in touch with. Would definitely come back!"
The price is NZ$2,147
per night
12 Jun - 13 Jun
Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall
Property grounds
Exceptional Estate Vineyards in Healdsburg Sonoma County
8.0 out of 10, Very good, (1)
"Beautiful property, excellent host and easy check-in, check-out and communications. Wasn't clear until we arrived that the spa was off limits. Could have been a bit cleaner and provided a little better bath amenities. However, well-stocked kitchen and wonderful outdoor living spaces-we were able to put together a great meal to enjoy all of the wine we bought throughout the day. We would stay again and hope to enjoy a full wine tasting at the property on our next trip out."
Exceptional Estate Vineyards in Healdsburg Sonoma County
Property grounds
Mountain Serenity: Luxe Pool, Views, Comfort
10.0 out of 10, Exceptional, (1)
"Beautiful home! Everything was perfect for our group of 8. The pool and hot tub were very relaxing and we loved the gorgeous scenery. The house was extremely comfortable, and spotlessly clean. We felt right at home. Highly recommend!"
The price is NZ$2,044
per night
23 Jun - 24 Jun
Mountain Serenity: Luxe Pool, Views, Comfort
Pool
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
Property grounds
Luxury Napa Estate With Pool/Hot-tub/Concierge
10.0 out of 10, Exceptional, (28)
"Thank you so much for our stay in your beautiful house in Calistoga. It was everything it was advertised to be. It accommodated our family of 12 ranging from 9 months to 66 with ease. Perfect setup, the grounds were beautiful, communication and support were excellent, and convenience to Calistoga and Triple S Ranch could not have been better. It was clean and our daily cleaning service was fantastic. Thank you for everything. Our family vacation was so enjoyable, thanks to you."
Luxury Napa Estate With Pool/Hot-tub/Concierge
Pool
Pool, 3 Acres, Pool Table, Hot Tub
9.8 out of 10, Exceptional, (27)
"Thank you for being great Hosts! I really enjoyed my stay! Will say cellular reception is practically non existent, however there was clear instructions on how to enable WiFi calling for most phones. There was another room for pets to roam around in the yard and there was clear directions on how to use the hot tub! Definitely recommended this place for a quiet get-away!"
Pool, 3 Acres, Pool Table, Hot Tub
Property grounds
Haven: Heated Pool & Hot Tub, Gigabit
9.8 out of 10, Exceptional, (18)
"Loved the retro style and the gorgeous windows open to the Mountain View. Pool was up and running and the hot tub was perfect! Appreciated super responsive host Peter. Easy to contact and responded immediately. We needed a few extra hours after check out because of a late flight- no problem. Super comfortable house!! Neighborhood was gorgeous at the top of a hill! Dishes and utilities in kitchen were good- bring your own foil- or wrap for leftovers. I would highly recommend this house for a...
The price is NZ$2,282
per night
9 Jun - 10 Jun
Haven: Heated Pool & Hot Tub, Gigabit
Outdoor pool
You Will Dream of this House AND its Views!
9.2 out of 10, Wonderful, (7)
"This is a singular property, with amazing views of Sonoma countryside, and every conceivable luxury and convenience. The perfect environment for an unforgettable family reunion."
You Will Dream of this House AND its Views!
Exterior
Titan: Theater, Heated Pool, Gym, Billiards
9.0 out of 10, Wonderful, (4)
"Wanted to explore Napa during the weekend!"
Titan: Theater, Heated Pool, Gym, Billiards
Exterior
Wellington by AvantStay | Secluded Wine Country Estate w/ Gorgeous Mtn Views
9.6 out of 10, Exceptional, (15)
"We had a wonderful time at this home. I would recommend it to most everyone. Great location, check in was smooth, beautiful spacious home with lots to do even on rainy days. The fireplaces provide coziness and comfort. Beds were great! I will provide my constructive criticism, the home needed a bit of attention to detail. When you looked out into the backyard. The hose was old and flung across the property. There were random broken planters and orange cones. It was distracting from the beauty of...
Wellington by AvantStay | Secluded Wine Country Estate w/ Gorgeous Mtn Views
Pool
MTV Cribs, Live like a rock star.
10.0 out of 10, Exceptional, (3)
"Our extended family had a memorable stay at this wonderful mountain estate. The spacious house was furnished with all the amenities, the person who checked us in was gracious and thorough, the surroundings idyllic. A great place for a large group vacation with plenty to keep children and adults occupied. Highly recommended."
MTV Cribs, Live like a rock star.
Property grounds
Luxury Executive or Vacation Rental in Kenwood
10.0 out of 10, Exceptional, (5)
"We had a fantastic weekend. The villa is very spacious. Each bedroom has complete privacy which is great. The property is beautiful, the pool area is fantastic complete with fire pit and outdoor kitchen. The location os fantastic for wine tasting as well. There were 9 Of us and everyone had a awesome weekend! Maureen the owner was very nice and communicative."
Luxury Executive or Vacation Rental in Kenwood
Interior
Villa Tranquila ~ Historic Mediterranean Home, Mountain Views, Spa!
9.6 out of 10, Exceptional, (15)
"Family wedding. We also rented the house next door. Kids and adults totaled 20. The rentals and location were perfect. It was a great experience. Incidentally 1 kitchen cabinet door had a loose hinge."
Villa Tranquila ~ Historic Mediterranean Home, Mountain Views, Spa!
Exterior
Villa Vista, The Absolute Jewel of Jenner
10.0 out of 10, Exceptional, (38)
"This property is clean, stocked, and thoughtfully laid out. Beautiful detailed artwork throughout and comfort just where you need it. We loved the style, and the views from every room are breathtaking. Garden full of blooming coastal plants loaded with hummingbirds. We hope to comeback soon!"
Villa Vista, The Absolute Jewel of Jenner
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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.

Other property types in Windsor

Property grounds
Cottage home near the Russian River; county parks; numerous wineries
10.0 out of 10, Exceptional, (79)
"Our family had a wedding to attend in the area and the accommodations were perfect for us! Close to everything. We appreciated having some staples available too (coffee!). Would stay there again for sure!"
Cottage home near the Russian River; county parks; numerous wineries
Property grounds
ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH
9.2 out of 10, Wonderful, (157)
"This beautiful home is located in a very convenient and safe location, with a short walk to a private clean beach. The views from the house are gorgeous and the beach tidepool area is amazing! The home is fully stocked and looks professionally decorated. The sheets and towels were luxurious! The hot tub and pool table were a very nice added feature. We can't wait to visit again!"
The price is NZ$1,361
per night
30 May - 31 May
ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH
Fridge, microwave, oven, stovetop
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
10.0 out of 10, Exceptional, (49)
"We had a girls weekend at the Villa and it was absolutely amazing. Randy and his staff were super attentive to us and helped us the entire weekend. The house is absolutely amazing and very well stocked. We have zero complaints and would love to stay here again. Highly recommend utilizing all of the amenities that the house has to offer including the pickle ball court, gym, steam room, hot tub and wine cave! Thanks Randy for an amazing experience"
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
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.

Windsor Villas information

Number of reviews
431
Accommodation
41 Villas
Lowest Price
NZ$2,044
Highest Price
NZ$2,960

Recent Reviews in Windsor
Expedia verified reviews