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Compare 618 Vacation Homes in Oakville with updated reviews, rates, and availability.

Exterior
Sonoma's Best Cottages
3.5 star property
9.6 out of 10, Exceptional, (52)
"What an adorable spot! Will definitely stay again. "
Sonoma's Best Cottages
Private kitchen
1 Block To St. Helena Main Street Shops-Restaurants! Avail June 2-7, Aug 18-21
10.0 out of 10, Exceptional, (230)
"Beautiful home - extremely clean- the kitchen was well equipped and beautiful! Comfortable beds beds- nice sheets. Very private backyard- nice to sit out and visit and enjoy a bottle of wine. There were 4 of us- two couples. Close walking distance to restaurants and shops. Really enjoyed it. The only thing we would have liked was if there were TV’s in all the bedrooms- not just the Main bedroom. Perfect place to stay in St Helena! ❤️"
1 Block To St. Helena Main Street Shops-Restaurants! Avail June 2-7, Aug 18-21
Dining
Napa Valley Modern Bungalow
10.0 out of 10, Exceptional, (12)
"The location was perfect and the house was very clean and updated."
Napa Valley Modern Bungalow
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Property grounds
Hot Tub | PRIME DWTN NAPA | 3 bed | 2 Bath
9.8 out of 10, Exceptional, (28)
"What a great location and great place to stay. Both nights we stayed we walked into town for dinner and enjoyed our stroll back."
Hot Tub | PRIME DWTN NAPA | 3 bed | 2 Bath
Pool Area - hot tub above water fall
Great Value - Heart of the Wine Country - Pool-Hot Tub 3K 1Q Bedroom
9.6 out of 10, Exceptional, (101)
"House was short drive to Sonoma wineries and restaurants. Pool area and hot tub were fun for lounging and enjoying the weather. House was comfortable and supported work from home."
Great Value - Heart of the Wine Country - Pool-Hot Tub 3K 1Q Bedroom
Less Than a Mile to Downtown, Pets Welcome!
9.8 out of 10, Exceptional, (139)
"My family and I had a great stay in this adorable house. It was just enough space for my husband and I with our baby, and the location was great."
Less Than a Mile to Downtown, Pets Welcome!
Living area
Home near Sonoma & Calistoga in heart of Wine Country
9.6 out of 10, Exceptional, (22)
"This is an annual event and we love to stay in a house together, cook our meals and spend quality time. This house was perfect for that, especially the amazing outdoor space. And, there was plenty of seating inside as well. Plus, I was able to bring my 9 pound Yorky poo which made the stay complete. Would absolutely stay here again."
Home near Sonoma & Calistoga in heart of Wine Country
Exterior
Charming Country Cottage walk to Plaza OUTDOOR GAS FIRE PIT & Bocce Ball Court
10.0 out of 10, Exceptional, (104)
"Super cute house that is well located. Peaceful and lovely backyard to relax and enjoy a game of bocce. Had all that we needed for our girls getaway."
Charming Country Cottage walk to Plaza OUTDOOR GAS FIRE PIT & Bocce Ball Court
Pool
Pool, Spa, Huge Backyard, 3 Miles from Sonoma Square and 1 mile from Wineries
10.0 out of 10, Exceptional, (186)
"Very nice. Great host. Thanks!"
Pool, Spa, Huge Backyard, 3 Miles from Sonoma Square and 1 mile from Wineries
Wine Country Harvest Vacation Home
9.8 out of 10, Exceptional, (58)
"This was a very spacious and clean house with everything you would need. Great stop on our family California coast trip."
Wine Country Harvest Vacation Home
The deck is magical at night!
Wildlife Viewing Overlooking Sonoma Creek In The Heart Of The Wine Country!
9.8 out of 10, Exceptional, (342)
"I love this property. It’s my second time staying. I enjoy the quiet oasis it offers!"
Wildlife Viewing Overlooking Sonoma Creek In The Heart Of The Wine Country!
Maison Jacqueline in summer..
Charming Country Home Nestled In Kenwood Village the heart of the wine country.
10.0 out of 10, Exceptional, (158)
"What a relaxing stay in Kenwood. Such a cute, comfortable house with a beautiful yard and patio area. I was traveling with my dogs and they loved the fenced in yard. Everything was great!"
Charming Country Home Nestled In Kenwood Village the heart of the wine country.
Deck overlooking Valley of the Moon
Modern Sonoma Home! Beautiful Views, Hot Tub. Relax on The Patio, Wine Country!
10.0 out of 10, Exceptional, (151)
"This property is absolutely amazing! Tucked away in a private area, this home truly feels like a spa retreat (which is exactly what I was hoping for). Perfect for a group - we had 7 girls staying here. Kim thought of all the little things (make-up mirrors in the bathrooms, q-tips, removal rounds, amenities in the showers, etc). And when I couldn't find something, she was easily reached and responsive. We are already planning another trip to stay here again!"
Modern Sonoma Home! Beautiful Views, Hot Tub. Relax on The Patio, Wine Country!
Living area
Winepress Cozy Getaway
10.0 out of 10, Exceptional, (69)
"Fantastic property! Beautifully decorated, fully stocked, spotless. Loved the little courtyard area in the front of the property - perfect for wine and charcuterie and hanging out. Parking was readily available on the street in front. Only a few blocks to town but it was very quiet too. Jane was a great communicator as well. Highly recommend!!"
Winepress Cozy Getaway
Exterior
Calistoga Dream Inn
10.0 out of 10, Exceptional, (3)
"Our stay at the Calistoga Dream Inn was nothing short of exceptional. This charming boutique inn, located in the picturesque town of Calistoga offers a dreamy escape that combines luxury and comfort. From the moment we arrived, we were impressed by the serene and welcoming atmosphere. The inn's exterior, with its beautifully landscaped gardens and quaint architecture, sets the stage for a relaxing stay. Inside, the decor is tasteful and elegant, with a perfect balance of modern amenities and...
Calistoga Dream Inn
Spacious Home Near Downtown Napa
9.8 out of 10, Exceptional, (99)
"Super easy to check in. Lots of space for a group. Extremely clean and well stocked with kitchen and bath items. Great gas stove if you like to cook. Only negative is street noise with front bedrooms. And, not to seem picky but it really needs a professional sprayer for the kitchen sink."
Spacious Home Near Downtown Napa
Exterior
Beautiful Home in Northwest Napa
10.0 out of 10, Exceptional, (7)
"We stayed for two nights to celebrate birthdays. There was tons of space, a nice outdoor seating area, it was spotless and close to amazing wineries. The perfect place for our trip!"
Beautiful Home in Northwest Napa
Indoor dining table
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N
10.0 out of 10, Exceptional, (200)
"The house was gorgeous, but the views still take the cake. The kitchen is stocked full of everything you could need to cook in, you won't want to leave! William was responsive, and provided plenty of information to guide your stay."
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N
Inviting dining room/kitchen to spend time together with friends and family
The Banks House, Upscale 3BD/3BA Home,10 Min Walk to World Class Downtown Napa
10.0 out of 10, Exceptional, (140)
"I brought my mother and two other family members to Napa for a long weekend and this property was perfect for a girls' trip. Centrally located and close to downtown Napa (two members of our crew were too old to walk the .8 or so miles to downtown, but it would be walkable for most groups). Elizabeth, the hostess, was so helpful with Napa-area recommendations before our trip. The house is beautifully remodeled and very comfortable, with thoughtful touches like a full, well-stocked coffee bar. We...
The Banks House, Upscale 3BD/3BA Home,10 Min Walk to World Class Downtown Napa
Exterior
Down Town NAPA HOT TUB Retreat - 3 Bed l 2 bath Center Location around Wineries
9.4 out of 10, Exceptional, (13)
"We absolutely loved this property. It had ample room for all four of us to spread out, to enjoy sitting with a glass of wine at night or cup of coffee in the morning. The hot tub was perfect for a late night soak. The neighborhood was quiet and so quaint. We enjoyed walking and looking at the beautiful homes. The cottage was within walking distance of a wonderful breakfast bakery, Monday Bakery - highly recommend. Also ate supper at Don Giovanni which was fantastic! Visited Jarvis, Silver Oak,...
Down Town NAPA HOT TUB Retreat - 3 Bed l 2 bath Center Location around Wineries
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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

Exterior
RiverPointe Napa Valley Resort
3.0 star property
8.6 out of 10, Excellent, (1105)
"Great location! Very quiet. Small but so cozy and cute! Perfect for a winery weekend with the girls."
The price is SAR 457
SAR 599 total
includes taxes & fees
30 Jum. I - 31 Jum. I
RiverPointe Napa Valley Resort
Villa Mpntebella
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
Pool
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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