Villa vacation rentals in Windsor

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Popular amenities for Windsor villa rentals

Private villa rentals

Superhost
A spacious deck overlooks a serene forest landscape bathed in soft morning light. Comfortable seating areas with cushions invite relaxation. Trees gently rise in the background, creating a sense of natural seclusion as a gravel path meanders below.
Villa in Occidental
4.84 out of 5 average rating, 79 reviews

Dreamy Artist Cabin w/ Jacuzzi in a Private Forest

JenRating, 5 stars3 weeks ago
Airy artsy cabin in woods, perfect locale for a ladies weekend. Large windows make it feel like your one with the outside world. Close to all the beauty and cuteness that the Russian river valley has to offer.
Superhost
Villa in Monte Rio
4.75 out of 5 average rating, 32 reviews

Rivendell – Lovely Riverfront Home, Classic Style

ShannonRating, 5 stars2 weeks ago
Absolutely stunning property. You'll find everything you need in the home. The kitchen is stocked with anything and everything you need to prepare any kind of dish should you want to stay in a cook, and eat outside to view the stunning surroundings. Great location for restaurants, hikes, shopping, etc. River access is a huge plus for warmer months. Loved everything about this place.
Superhost
A sunny living area is highlighted by a curved, plush sectional sofa adorned with decorative pillows. Large windows offer views of the surrounding hills, and a modern chandelier hangs overhead. A potted plant and a floral arrangement add touches of nature to the space.
Villa in Novato
4.75 out of 5 average rating, 4 reviews

Under the Oaks | Luxe 2-Acre Wine Country Estate

SandraRating, 5 stars3 weeks ago
Beautiful home and was wonderful for our family get a way. The home was clean and had everything you need for comfort!
Superhost
The exterior of the lodge is surrounded by lush greenery and mature palms, highlighting a mix of natural stone and wood finishes. A stone pathway leads to an inviting entrance flanked by steps, enhancing the connection to the serene outdoor space.
Villa in Geyserville
4.93 out of 5 average rating, 42 reviews

Adventure Alexander Valley Lodge w/ Pool & Hot tub

CherylRating, 5 stars3 weeks ago
We had a fabulous time staying at the Alexander Valley Lodge. The location was fantastic -- private, peaceful, and beautiful, while also being a close driving distance to Geyserville and Healdsburg and all the wonderful wineries in the area. The master bedroom is huge, open, bright, and surrounded in windows and decks with gorgeous views -- looking down at the pool area, and out to the woods. We paid extra money to heat the pool, but unfortunately, even though the day was pleasant (72 degrees and sunny), the pool was shaded by the trees, so we didn't spend much time in the pool. But on a hot, sunny day, the pool would be a wonderful way to cool off. It's smaller than anticipated, but perfect for dipping and floating. We enjoyed the hot tub. We comfortably sat all eleven of us around the dining room table off the kitchen. It was fun to be able to share a meal together. The living room is split levels, with a pool table on the upper level and the couches on the lower level.
Superhost
A wooden balcony offers a view of the surrounding landscape at sunset. The space features a built-in bench along the railing, with tiled flooring and a stone chimney visible in the background.
Villa in Penngrove
4.92 out of 5 average rating, 104 reviews

Charming Home in Penngrove

MoyraRating, 5 stars3 months ago
Frank was very easy to work with and was extremely responsive. Penngrove is such a quaint town. Franks place feels like a treehouse! So beautiful inside and out.
Top guest favorite
The exterior of the house is presented at twilight, showcasing its elevated design supported by red stilts. Lush greenery lines the driveway, with pine trees in the background. A colorful sunset creates a serene backdrop that enhances the peaceful rural setting.
Villa in Santa Rosa
4.96 out of 5 average rating, 23 reviews

Mountain Villa near Calistoga with Hot Tub

ReijiRating, 5 stars1 week ago
We loved the place and will be back there again. The location is isolated but convenient to both Sonoma and Napa.
Guest favorite
A heated pool is framed by a spacious patio featuring outdoor seating and an umbrella. The villa's exterior is characterized by earthy tones with large windows providing views of the surrounding greenery. The sky is bright with scattered clouds above.
Villa in Santa Rosa
4.89 out of 5 average rating, 94 reviews

Spacious wine country villa with pool

KatyRating, 5 stars5 months ago
We really enjoyed our Thanksgiving stay at this beautiful property. Our kids loved the swing set, the yard, watching deer and listening to frogs, and all the toys and games inside. The adults in our party enjoyed the gorgeous scenery and spacious clean property.
Superhost
An inviting outdoor space features a well-manicured lawn surrounded by mature trees and a spacious patio. A variety of lounge chairs and seating areas are visible, creating a relaxed atmosphere for enjoying the sun. Solar panels are installed on the roof of the house.
Villa in Sebastopol
4.86 out of 5 average rating, 72 reviews

Fallen Tree Ranch - Wine Country, Pool, Hot Tub

AmbroseRating, 5 stars5 months ago
Beautiful secluded property in stunning countryside, well designed and maintained, surrounded by vines and forest yet close to amenities and activities, overall a great experience. Host was responsive, house was well stocked especially the kitchen, and the grounds (and fruit trees) were amazing. Wineries within walking distance.

Luxury villa rentals

Luxe
The outdoor area features a sparkling pool surrounded by a spacious patio, lounge chairs, and a shaded dining table. Lush greenery, including a palm tree and flowering plants, enhances the serene environment. Mature trees provide partial shade, creating an inviting space for relaxation.
Villa in Kenwood
4.83 out of 5 average rating, 36 reviews

Kenwood Knoll

MargauxRating, 5 stars1 month ago
We absolutely loved our stay here. The hosts couldn’t be more accommodating or communicative. The beds were all very comfortable, the kitchen had everything we needed, and the location was nearby so many wineries. I can’t recommend this place more for a girls trip!
Superhost
An inviting outdoor space features a well-manicured lawn surrounded by mature trees and a spacious patio. A variety of lounge chairs and seating areas are visible, creating a relaxed atmosphere for enjoying the sun. Solar panels are installed on the roof of the house.
Villa in Sebastopol
4.86 out of 5 average rating, 72 reviews

Fallen Tree Ranch - Wine Country, Pool, Hot Tub

AmbroseRating, 5 stars5 months ago
Beautiful secluded property in stunning countryside, well designed and maintained, surrounded by vines and forest yet close to amenities and activities, overall a great experience. Host was responsive, house was well stocked especially the kitchen, and the grounds (and fruit trees) were amazing. Wineries within walking distance.
A serene outdoor pool area is surrounded by lush greenery and tall trees. Sun loungers are positioned nearby for relaxation. Soft reflections are visible on the water's surface, creating a calm ambiance. The space is designed for enjoyment and provides a quiet retreat.
Villa in Calistoga
4.5 out of 5 average rating, 12 reviews

Villa in French Chateau Estate in Napa Valley

JamesRating, 5 stars2 months ago
Our family of three really enjoyed the stay in Calistoga. The house is great and very clean. The location is beautiful and very peaceful. The house is close to 5 min away from downtown and we drove there a few times for meals. We also visited the petrified forest which is about 15 min away. Overall was a great stay.
Superhost
Villa in Monte Rio
4.75 out of 5 average rating, 32 reviews

Rivendell – Lovely Riverfront Home, Classic Style

ShannonRating, 5 stars2 weeks ago
Absolutely stunning property. You'll find everything you need in the home. The kitchen is stocked with anything and everything you need to prepare any kind of dish should you want to stay in a cook, and eat outside to view the stunning surroundings. Great location for restaurants, hikes, shopping, etc. River access is a huge plus for warmer months. Loved everything about this place.

Villa rentals with a pool

A sunlit outdoor patio features stone flooring, surrounded by lush palm trees and vibrant greenery. Comfortable seating arrangements include a table with chairs, ideal for relaxation. A small water feature adds a tranquil element, while a scenic view of the rolling hills can be seen in the background.
Private room in Geyserville
4.63 out of 5 average rating, 8 reviews

Alexander Valley Lodge Cabana suite

KimRating, 5 stars23 months ago
A beautiful remote place in wind country.
An outdoor patio area is surrounded by palm trees, offering views of the distant hills. The space features a stone pathway, a seating arrangement with four chairs, and a small table. Colorful plants add a natural touch to this tranquil setting.
Private room in Geyserville
5 out of 5 average rating, 3 reviews

Alexander Valley Lodge - Queen Room

GalenRating, 5 stars124 months ago
The hosts were awesome and Danielle was very generous. This is a GREAT place to use a base for wine tasting. They serve wine and cheese in the afternoon, and breakfast was delicious. They also have tons of connections to the local wineries, and we were always treated wonderfully when we mentioned we were staying at the Alexander Valley Lodge. The lodge and the property are beautiful and comfortable; this would be an awesome place for parties.
A stone patio area features a set of outdoor furniture surrounded by lush greenery and palm trees. A small water feature is visible, with the backdrop of rolling hills beneath a bright sky, creating a serene environment for relaxation.
Private room in Geyserville
4.83 out of 5 average rating, 6 reviews

Alexander Valley Lodge - Jr Suite

DonaldRating, 5 stars67 months ago
Danielle heard that there would be power outages due to high winds and fire danger in Geyserville so seamlessly found us another bnb in Healdsburg. Thank goodness, as there was a fire and all Geyserville got evacuated. This is a high level of customer service and a tribute to how the inn keepers in Sonoma look out for their guests and each other. Thanks Danielle, you saved our trip. We’ll be back.
Superhost
An outdoor deck is shown with wooden lounge chairs arranged around a small table. Lush greenery surrounds the deck, providing a sense of privacy. The clear blue sky adds to the peaceful atmosphere. The white railing and wooden flooring create a bright, inviting space.
Private room in Santa Rosa
4.81 out of 5 average rating, 64 reviews

Cozy en-suite in a newly remodeled house-room 2

JoseRating, 5 stars1 month ago
This is a Great place to just Relax and get an Amazing Rest and forget about all your worries. Very Nice and Clean place and Surroundings are Incredible!
A landscaped outdoor area features a stone-paved terrace surrounded by palm trees and shrubs. A dining set with four chairs and a table is visible, offering a scenic view of the rolling hills and trees in the distance under a cloudy sky.
Private room in Geyserville
4.64 out of 5 average rating, 14 reviews

Alexander Valley Lodge Valley View Grand Suite

LucasRating, 5 stars127 months ago
I could not have asked for anything more. It was the perfect setting for my girlfriends birthday. Looking out the lodge's windows are like looking into a beautiful painting. Our host Daniell was exceptional, very warm and open. All in all I could not recommend that place more. It is close to many beautiful wineries and if you dont feel like leaving the lodge there is plenty to do there. perfect place to stay.
An outdoor patio area is surrounded by lush palm trees and overlooks a scenic landscape of rolling hills. A stone pathway leads to seating arrangements, including a table and several chairs. The space offers a tranquil atmosphere, perfect for relaxation.
Private room in Geyserville
5 out of 5 average rating, 5 reviews

Alexander Valley Lodge -King Room

PhilipRating, 5 stars71 months ago
Danielle's Place is a wonderful home up in the woods in a very private location. Plenty of bedrooms to hold a large family if needed. It is very comfortable and relaxing. A nice patio with a hot tub and pool are perfect for a laid back afternoon or evening. Very convenient to wine country. A large family room and kitchen make staying in easy. Highly recommend.

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