Holiday Rentals in Oakville

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Holiday Rentals in Oakville

RiverPointe Napa Valley Resort

3.0 star property
8.6 out of 10, Excellent, (1229)
"Great property. Rooms are tight but having a living room area makes up for it. Would definitely stay there again. "
RiverPointe Napa Valley Resort

Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

10.0 out of 10, Exceptional, (59)
"Villa Montebella is a wonderful place for a large group. Our families stayed at the Villa over the Thanksgiving Holiday week to celebrate our Daughter’s Napa Wedding. The pictures are accurate, but do not do the property justice. The place is Stunning! There are many comfortable and secluded bedrooms and facilities. The wine cave was amazing and we hired Chef Adair for a special rehearsal dinner there. We have an active group and took advantage of the many amenities. The media room was perfect...
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

Beautiful Home in Northwest Napa

10.0 out of 10, Exceptional, (27)
"Property is in a great location. Public park a very short walk away. "
Beautiful Home in Northwest Napa

Enjoy A Modern Hacienda In The Heart Of Sonoma!

9.8 out of 10, Exceptional, (161)
"The property was very much like it was advertised - nice gathering spaces and well-stocked kitchen for dishes and cookware. There could have been more towels to fit the number of guests allowed and there were no blankets. For the cooler seasons, some throw blankets would be good. The property is in a nice area with easy access to everything in sonoma. It was nice and quiet at night. We would definitely stay there again."
Enjoy A Modern Hacienda In The Heart Of Sonoma!

Charming Newcomb Cottage Downtown Sonoma

10.0 out of 10, Exceptional, (30)
"The cottage was perfect for our group of four on a birthday trip to wine country. The house exceeds the pictures and the back yard space is amazing."
Charming Newcomb Cottage Downtown Sonoma

Napa Valley Modern Bungalow

10.0 out of 10, Exceptional, (37)
"We absolute loved our stay. So cozy, clean and inviting. Highly recommend! "
Napa Valley Modern Bungalow

Wildlife Viewing Overlooking Sonoma Creek In The Heart Of The Wine Country!

9.8 out of 10, Exceptional, (366)
"Comfortable place. Didn’t know the washer and dryer were coin op. Would recommend adding that to property description so guest can bring quarters. "
Wildlife Viewing Overlooking Sonoma Creek In The Heart Of The Wine Country!

Beautiful Napa Valley Home on Golf Course - Perfect Wine Country Retreat

9.8 out of 10, Exceptional, (175)
"Our stay at this beautiful home was lovely. The house has a very unique design. The fourth bedroom is significantly smaller than the other three so would recommend drawing cards from a card deck for room choices so that nobody feels left out. We also had to open windows due to the amount of insulation and heat that the house kept in but it was beautiful and we had a great time. "
Beautiful Napa Valley Home on Golf Course - Perfect Wine Country Retreat

Luxury Napa Estate With Pool/Hot-tub/Concierge

10.0 out of 10, Exceptional, (40)
"This property is simply amazing from the special touches and decorations that welcomed us for my daughter‘s bachelorette weekend to the recommendations of chef Misty Phelps all the touches were just simply above and beyond. We thoroughly enjoyed ourselves and had a wonderful time."
The price is €2,180
includes taxes & fees
12 Feb - 13 Feb
Luxury Napa Estate With Pool/Hot-tub/Concierge

Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

10.0 out of 10, Exceptional, (218)
"Our family getaway to Lavender Hill was definitely one to remember.  This was for a joint birthday celebration for sister and mom, the perfect coming together place for our three families, ages ranging from 3yo to 80yo.  We enjoyed our time making meals together in the spacious kitchen and countless hours spent outdoors - on the swings, court, around the fire pit, in the hot tub, and exploring the overall grounds.  William was a fantastic host, so incredibly kind and thoughtful.  Extremely...
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Valley of the Moon Getaway

10.0 out of 10, Exceptional, (223)
"The property and location were beautiful! The pictures of the outside and landscape were not fake! The pictures of the inside of the home did not do it justice. Very clean and had everything you could need. Host was readily available to assist and answer any questions we could have"
Valley of the Moon Getaway

'De Mar House'- Historic Victorian Residence "Stroll Downtown Napa!"

10.0 out of 10, Exceptional, (176)
"We had a great stay in Napa. Great location to downtown. The house is very nice. "
'De Mar House'- Historic Victorian Residence "Stroll Downtown Napa!"

1 Acre with 3 homes in the heart of wine country with last minute specials!

9.6 out of 10, Exceptional, (28)
"A group of 11 stayed at this property over a long weekend and enjoyed our stay. The location was great, everything we needed was very easy to get to. It was nice that we could all stay together while still having our space when we needed. "
1 Acre with 3 homes in the heart of wine country with last minute specials!

Casa Loma - THE best Napa Valley Views at an amazing, modern 35 acre estate

10.0 out of 10, Exceptional, (127)
"Don’t hesitate to book this place! Amazing 360 views, gorgeous house that’s even bigger and nicer than the photos. The owner Per is super nice and communicative. Everything in the house is top of the line. We loved it!"
Casa Loma - THE best Napa Valley Views at an amazing, modern 35 acre estate

Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms

10.0 out of 10, Exceptional, (4)
"One of a kind property in a beautiful location. The layout was super well suited for our group, with lots of spaces to relax and enjoy each other's time. The host is great - very responsive and kind, with all the amenities you need/expect. Would love to stay at this property again. Thank you so much!"
The price is €2,253
includes taxes & fees
6 Mar - 7 Mar
Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms

Spanish Bungalow with Hot Tub! Close to downtown and easy access to Wine Country

9.8 out of 10, Exceptional, (266)
"We had a great stay here, mattresses were comfortable, and everything was clean and comfortable. Kitchen had the basics, there was a great Taco restaurant a few doors down, downtown Napa was a 10-15 min walk. Hot tub was lovely, but you will want to preheat it. It is elevated from the patio, so it takes two to remove and replace the cover. We had a little trouble with the controls, but there were some troubleshooting tips in the house binder. (We did have to turn on the outdoor...
The price is €417
includes taxes & fees
10 Feb - 11 Feb
Spanish Bungalow with Hot Tub! Close to downtown and easy access to Wine Country

The Corner Cottage ~ Downtown out your door with Private Vineyard

10.0 out of 10, Exceptional, (213)
"The Corner Cottage is a lovingly restored cottage next door to the owner/host and within walking distance to amazing food, wine tastings and sites in downtown Napa. We highly recommend it Susan was an amazing host!"
The Corner Cottage ~ Downtown out your door with Private Vineyard

The Cypress Bungalows

10.0 out of 10, Exceptional, (1)
"The Cypress Bungalows was the perfect setting for my group and I while visiting Sonoma. Close proximity to Sonoma Square and gorgeous wineries, this property gave us everything we desired from privacy and comfort to fun and luxury. I highly recommend Cupress Bungalows for anyone’s small group for a fantastic wine country weekend. "
The Cypress Bungalows

Spacious Home Near Downtown Napa

9.8 out of 10, Exceptional, (113)
"This home was exactly what we were looking for, somewhere close to Downtown, Yountville, and the wineries. The home was clean and bigger than expected, plenty of room for a group of 6. Everything we needed but most importantly, communication was seamless from start to finish. We’ll definitely stay here when we visit again. Thank you, Laura for an amazing stay! "
Spacious Home Near Downtown Napa

Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country

9.6 out of 10, Exceptional, (83)
"Having lived in the Greater SF Bay Area for over 50 years, it was sort of amazing I had never been to Silverado. I am not a golfer but walking around the cart paths of the courses was delightful. The unit is super quiet - as it is set back facing the golf course - and who plays golf at night!!!!!!!????? Becky was really a dream to work with. Recommend this place highly. My one 4 star is simply because I am not a golfer and to get anywhere that met my interest levels, I did have to drive. "
The price is €400
includes taxes & fees
23 Feb - 24 Feb
Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country
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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Other types of properties in Oakville you may be interested in

Archer Hotel Napa

4.5 star property
9.4 out of 10, Exceptional, (1002)
"This was a lovely property with all the amenities and very conveniently-located. We loved our glass of wine at check-in! We would recommend this property and would definitely stay here again."
The price is €293
includes taxes & fees
17 Feb - 18 Feb
Archer Hotel Napa

Silverado Resort

4.0 star property
8.6 out of 10, Excellent, (1002)
"Lovely resort! My family and I had a wonderful stay. Front desk staff was excellent in communication and check in/out process was super smooth. The room it self was spacious with a living room and kitchen separate from the beds and bathroom. We’ll definitely be back!"
The price is €266
includes taxes & fees
23 Feb - 24 Feb
Silverado Resort

The Sandman Hotel

3.0 star property
8.2 out of 10, Very good, (2032)
"Between checking in and having a small problem with my room the front desk was exorbitantly awesome in solving all of the issues and made me feel happy."
The price is €81
includes taxes & fees
17 Feb - 18 Feb
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.

Frequently asked questions

Can I find a holiday rental in Oakville?

Yes, there are holiday rentals in Oakville close to Folie a Deux, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Oakville has to offer?

Beautiful Home in Northwest Napa : This holiday home rental outside of Oakville is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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. Opus One Winery and Robert Mondavi Winery are other places to visit while you're in town.

What are holiday rentals like in Oakville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oakville. Holiday rentals offer amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.