Oakville Vacation Rentals

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Vacation Rentals in Oakville

Outdoor pool
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 ￥19,113
per night
May 30 - May 31
RiverPointe Napa Valley Resort
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
Pool | Outdoor pool, a heated 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
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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
Interior
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
10.0 out of 10, Exceptional, (198)
"This property is amazing and conveniently located."
The price is ￥258,918
per night
Jun 2 - Jun 3
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Exterior
Safari West
2.0 star property
9.4 out of 10, Exceptional, (219)
"Incredible experience!"
The price is ￥59,433
per night
May 30 - May 31
Safari West
3 bedrooms, internet, bed sheets
Dog-friendly wine country Home on four scenic acres with private hot tub & pool
8.4 out of 10, Very Good, (28)
"60th birthday couldn’t have been better. Amazing house."
Dog-friendly wine country Home on four scenic acres with private hot tub & pool
Fridge, microwave, oven, stovetop
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
Property grounds
The Corner Cottage ~ Downtown out your door with Private Vineyard
10.0 out of 10, Exceptional, (194)
"We were very fortunate to find this relaxing retreat in Napa. We enjoyed walks around town and easy access to wineries."
The Corner Cottage ~ Downtown out your door with Private Vineyard
Property grounds
The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018
10.0 out of 10, Exceptional, (209)
"The peace, serenity, and splendor of your house was perfect. Our stay will be long remembered. Thank you for your hospitality! As a bonus, the house was marvelously fit out for the times we elected to stay in and cook!"
The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018
Private kitchen | Fridge, microwave, oven, stovetop
Romantic Getaway
10.0 out of 10, Exceptional, (58)
"Nicely renovated 1 bed/1 bath cottage in North Napa. Very clean and comfortable. Convenient to downtown Napa and Hwy 29. Looking forward to our next stay!"
Romantic Getaway
Exterior
Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country
9.6 out of 10, Exceptional, (69)
"We very much enjoyed our respite for a couple of nights here at this condo that is well-positioned location-wise. It is clean, with coffee maker, comfortable bed, with respectfully quiet neighbors. The resort's store/gift shop/bakery has a good selection of food and drink and other items one might need. Would stay here again."
The price is ￥31,384
per night
Jun 2 - Jun 3
Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country
Pool | Outdoor 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
Outdoor dining
Cozy Retreat, Studio Apartment, City Permit VR09-0038.
9.6 out of 10, Exceptional, (244)
"Very clean, plenty of room, close to downtown and roads up to the vineyards. Well stocked room, would like a larger refrigerator."
Cozy Retreat, Studio Apartment, City Permit VR09-0038.
Outdoor pool, a heated pool
Lovely 6 acre property near charming Sonoma Square, Napa Valley and all wineries
10.0 out of 10, Exceptional, (47)
"It was such a great place for our family of 6 to stay at the property and enjoyed our Thanksgiving holiday. The property is beautiful and has a lot to offer for everyone. We had such a wonderful time! We look forward to come back and visit again soon. Hopefully in the summer time, so we will get to enjoy the pool. The hosts were very friendly and responsive, we are really thankful for the whole experience! JC"
Lovely 6 acre property near charming Sonoma Square, Napa Valley and all wineries
Outdoor dining
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
Private kitchen
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
4 bedrooms, iron/ironing board, travel crib, free WiFi
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2
9.8 out of 10, Exceptional, (175)
"Had a great time in the Sonoma & Napa areas. The house was very comfortable for 7 adults. The hot tub was always warm, which is something we haven’t experienced in other rentals. House was well stocked & conveniently located. Would definitely stay here again."
The price is ￥94,181
per night
Jun 18 - Jun 19
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2
Exterior
Luxury Napa Valley Estate Surrounded by Vineyards
9.8 out of 10, Exceptional, (24)
"Blown away with this home and property. Couldn’t have imagined how beautiful and spacious it was. The grounds were gorgeous"
Luxury Napa Valley Estate Surrounded by Vineyards
Property grounds
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!
Don't see what you're looking for?
See all available properties in Oakville
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 types of properties in Oakville you may be interested in

Terrace/patio
Silverado Resort
4.0 star property
8.4 out of 10, Very Good, (1001)
"The resort was beautiful. Our room was really nice and private. We enjoyed it and would stay again. Would only have liked to have had information in the room on the amenities available to us. "
The price is ￥50,089
per night
Jun 16 - Jun 17
Silverado Resort
Hot springs, body treatments, aromatherapy, body wraps, body scrubs
Fairmont Sonoma Mission Inn & Spa
5.0 star property
8.6 out of 10, Excellent, (1002)
"We had a wonderful relaxing stay. The spa was amazing. Spent an entire day there. The food and service from all employees was amazing "
The price is ￥46,684
per night
Jun 18 - Jun 19
Fairmont Sonoma Mission Inn & Spa
Lobby lounge
The Sandman Hotel
3.0 star property
8.2 out of 10, Very Good, (1775)
"I like the room nice and clean "
The price is ￥18,880
per night
Jun 9 - Jun 10
The Sandman Hotel
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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Frequently asked questions

Can I find a vacation rental in Oakville?

Yes, we have vacation rentals in Oakville close to Folie a Deux, or you can go with a more remote option if you're looking for extra privacy while you relax. Oakville is known for its wineries and restaurants. Make sure you have time to check out the local tours and mountain views during your trip.

What are some of the best vacation home rentals in Oakville?

Sonoma's Best Cottages: This vacation home rental outside of Oakville has air-conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Oakville?

Family-friendly attractions include Folie a Deux, whereas Napa River is a spot to enjoy the outdoors. In the larger area, you’ll find popular places like Sonoma Plaza and Napa Valley Wine Train.

What are vacation rentals like in Oakville?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Oakville. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family trips.

Recent reviews of Oakville properties
Expedia verified reviews

Archer Hotel Napa

Archer Hotel Napa

5/5 Excellent
"Beautiful Hotel conveniently close to restaurant and bars. "
A verified traveler stayed at Archer Hotel Napa
Posted 3 hours ago
Archer Hotel Napa