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Compare 49 Villas in Oakville with updated reviews, rates, and availability.

Luxury ⭐ Pool ⭐ Hot Tub ⭐ Wine Country Views
10.0 out of 10, Exceptional, (37)
"Great property. Responsive owner. This property is definitely a “hidden “ gem. I would definitely stay here again."
Luxury ⭐ Pool ⭐ Hot Tub ⭐ Wine Country Views
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
Valley of the Moon Getaway
10.0 out of 10, Exceptional, (191)
"What a gorgeous house and area. The owners did a fantastic job making it feel homey and elegant. We loved our stay. The photos don’t do it justice. The hosts were so helpful and kind. We very much enjoyed our stay here."
Valley of the Moon Getaway
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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
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 SAR 2,240
SAR 4,486 total
includes taxes & fees
19 Jun - 20 Jun
19 Jum. II - 20 Jum. II
Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall
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
Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms
10.0 out of 10, Exceptional, (2)
"This iconic mansion certainly took our breath away from the moment we walked in. The architecture, furnishings, and even the accessories made us feel like we were entering another era. It took us a while to simply explore the property, but when we settled in, we got to cook a meal for our large group in the well-appointed and updated kitchen. After dinner, we enjoyed a wonderful evening in the really neat hot tub and finished the night with a movie on the projector! The host was prompt and kind...
Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms
Modern Villa On Private Vineyard, Perfect For Family Or Couples To Share
10.0 out of 10, Exceptional, (77)
"We had a wonderful time and loved the house. It was a family trip with our two grown for Thanksgiving weekend. The house was nicely decorated and the kitchen was well stocked. Definitely arrive before dark since the drive up the road is dark and windy. We didn’t mind the road after the first drive up."
Modern Villa On Private Vineyard, Perfect For Family Or Couples To Share
Year-Round Heated Pool , Hot Tub, Fire Pit, Lawn, Luxury Villa
10.0 out of 10, Exceptional, (21)
"Home was perfect for our group of 4 couples. Each couple had their own space. Common areas including pool and outdoor space were amazing. Would highly recommend."
Year-Round Heated Pool , Hot Tub, Fire Pit, Lawn, Luxury Villa
Belleza by AvantStay | Hilltop Mansion w/ Pool & Ultra Modern Interior
10.0 out of 10, Exceptional, (1)
"The house was amazing, a little far of a drive but well worth it"
Belleza by AvantStay | Hilltop Mansion w/ Pool & Ultra Modern Interior
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 SAR 2,427
SAR 4,697 total
includes taxes & fees
23 Jun - 24 Jun
23 Jum. II - 24 Jum. II
Haven: Heated Pool & Hot Tub, Gigabit
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!
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
Wildflower by AvantStay | Gorgeous Wine Country Home w/ Pool!
8.8 out of 10, Excellent, (11)
"Lovely property situated a short drive from Sonoma plaza. Excellent bbq and hot tub which was perfect in the cooler weather. Visited Napa as well but honestly preferred Sonoma. And take a drive out to Jack London’s home at Glen Ellen. And if wine is the primary reason for your visit you are spoilt for choice. Do your research and simply catch a taxi out to -and between - numerous very good vineyards. And you do not have to pay a premium. Make sure Loxton is on your list. The Aussie owner was...
Wildflower by AvantStay | Gorgeous Wine Country Home w/ Pool!
Modern Luxury Villa at base of Sonoma Mountain- Includes Wine Tasting Passport
10.0 out of 10, Exceptional, (2)
"This place is amazing.It exceeded expectations. It's bigger, nicer, and more spacious than the pictures represent. Everything is really high quality. One thing to note: The "4th bedroom", is disappointing. It's an office with a pull-out couch. This room is definitely not like the others. Fortunately, we only had 3 couples..."
Modern Luxury Villa at base of Sonoma Mountain- Includes Wine Tasting Passport
Marquee By AvantStay | Modern Stylish Estate w/ Pool & Entertainers Courtyard
10.0 out of 10, Exceptional, (16)
"We had a family of 8 staying here over the holidays and loved our time here. The proerty is laid out beautifully to maximize enjoyment for everyone. Kitchen well stocked and easy to cook and prepare meals for a group. Will come again!"
Marquee By AvantStay | Modern Stylish Estate w/ Pool & Entertainers Courtyard
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
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 SAR 2,626
SAR 4,975 total
includes taxes & fees
24 Jun - 25 Jun
24 Jum. II - 25 Jum. II
Sky View: All-Season Heated Pool & Hot Tub, 5 Acres, EV Plug
Serene estate, an entertainer's paradise
9.6 out of 10, Exceptional, (9)
"All good except the dog noise"
Serene estate, an entertainer's paradise
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.
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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 Oakville

RiverPointe Napa Valley Resort
3.0 star property
8.6 out of 10, Excellent, (1122)
"River trail nice"
The price is SAR 578
SAR 735 total
includes taxes & fees
18 Jun - 19 Jun
18 Jum. II - 19 Jum. II
RiverPointe Napa Valley Resort
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
10.0 out of 10, Exceptional, (50)
"We celebrated a 50th Birthday and 20 year anniversary with 12 people and this was the perfect place. Randy and Seth were very accommodating and always available for any requests. We had dinner one night with chef Lisa in the wine cave and the food was absolutely amazing with a wonderful touch! Highly recommend!!"
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
St Helena ~ Best Views Over Both Famous Valleys ~ Blair Spangler Design Group
10.0 out of 10, Exceptional, (15)
"12 of us traveled to Napa for my 40th birthday and we had THE BEST trip ever. The accommodations were lovely, spacious, clean and luxurious. The concierge was so responsive and helpful. The chefs were fantastic. I'd highly recommend this property. As a frequent traveler, I've stayed in many luxury rentals and this was by far my favorite."
St Helena ~ Best Views Over Both Famous Valleys ~ Blair Spangler Design Group
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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