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, (1223)
"The house is overall charming but has several issues that need attention: - There was an unpleasant smell in the bathroom. - The bathroom wasn't cleaned properly, as the tub had black hair. - The thermostat was challenging to figure out, and it was cold inside. - Equipment noises could be heard coming from the attic. - There were no power outlets near the nightstands in the bedroom to charge phones. - The TVs were outdated, making it impossible to watch YouTube. - There was no lighting above...
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 Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

10.0 out of 10, Exceptional, (221)
"Great place and good location to host 4 couples to celebrate our 50th birthdays. Thank you!"
The price is €2,087
includes taxes & fees
5 Jan - 6 Jan
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

The Corner Cottage ~ Downtown out your door with Private Vineyard

10.0 out of 10, Exceptional, (212)
"We loved the corner cottage and Susan was extremely helpful, knowledgeable, and kind! This place had everything we could possibly need. We plan to be back!! "
The Corner Cottage ~ Downtown out your door with Private Vineyard

The St. Helena House

10.0 out of 10, Exceptional, (223)
"Our family stayed at the St. Helena House while attending a memorial. The house exceeded our expectations. It was beautifully decorated, comfortable, and homey with many wonderful nooks to read, views of the vineyards out of every window, and a beautiful well stocked kitchen. The beds were very comfortable. The bathrooms were fine with fluffy towels and plenty of hot water with good water pressure in the showers. The owner was very welcoming and available for any questions. It rained all...
The St. Helena House

Wine Country Harvest Vacation Home

9.8 out of 10, Exceptional, (67)
"Very niche home with plenty of space inside and out. Lots of space to gather. Convenient location close to grocery shopping and restaurants. "
Wine Country Harvest Vacation Home

Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

9.8 out of 10, Exceptional, (187)
"The property was as advertised with ample space for all guests. There was supposed to be a twin bed in the king bed room but otherwise, we had the beds needed/expected. There was a plumbing issue with one of the bathrooms (water leaking to ceiling below) that needs to be addressed. All else was good."
The price is €869
includes taxes & fees
2 Feb - 3 Feb
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

Cozy Retreat, Studio Apartment, City Permit VR09-0038.

9.6 out of 10, Exceptional, (267)
"Great location, well appointed and host was responsive to requests. "
Cozy Retreat, Studio Apartment, City Permit VR09-0038.

New Modern House in Sonoma Valley's Best Area

10.0 out of 10, Exceptional, (239)
"Loved this little get-away in an amazing location! Driving up country roads with red and gold vineyards on your right and left in autumn was amazing. And yet, so close to all the best Sonoma wineries!!! The house itself was thoughtfully decorated, with all you need for a wonderful Sonoma escape. We will definitely be back!!!"
New Modern House in Sonoma Valley's Best Area

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

9.6 out of 10, Exceptional, (82)
"We loved everything about this condo!! Very charming, "
The price is €396
includes taxes & fees
19 Jan - 20 Jan
Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country

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

9.8 out of 10, Exceptional, (172)
"We had the most amazing and memorable stay! The house was fantastic for our family, so much room and a perfect location- easy to head into town for a bite or go wine tasting. The check in process was beyond smooth and I can’t thank owners Lisa and Jack enough for their hospitality- they knew we had 2 kiddos under 2 and made sure the house was baby proofed for us. Lisa also called to let us know that Santa and his train ride were at the clubhouse, it was definitely a highlight :) we can’t wait to...
Beautiful Napa Valley Home on Golf Course - Perfect Wine Country Retreat

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

10.0 out of 10, Exceptional, (215)
"Our stay at the Kenwood country estate was a wonderful and memorable experience! The property was private and secluded and exactly as listed. We stayed over Thanksgiving week and although our food was catered, we found all the entertaining essentials to complement our meal and make us feel right at home. The weather was warm, so we were able to join in the local Turkey Trot, play pickle ball on the well equipped courts, ride bikes on local trails, and enjoy morning yoga while taking in the...
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Beautiful Home in Northwest Napa

10.0 out of 10, Exceptional, (25)
"Great location in a quiet neighborhood. Host was super responsive throughout the visit. Perfect house for our family vacation to Napa Valley! "
Beautiful Home in Northwest Napa

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

10.0 out of 10, Exceptional, (175)
"We took a family trip to Napa to visit our oldest son and spend some time in the valley. There was no doubt that we were going to stay in the damar house again and it was perfect just like the last time. Beautiful home, perfect location, and great host. Highly recommended."
'De Mar House'- Historic Victorian Residence "Stroll Downtown Napa!"

Charming Napa Valley Retreat w/ Pool Near Wineries

8.6 out of 10, Excellent, (14)
"Great location to downtown Napa and Silverado resort was fantastic for coffee drinks and dinner. "
The price is €325
includes taxes & fees
5 Jan - 6 Jan
Charming Napa Valley Retreat w/ Pool Near Wineries

Napa Valley Modern Bungalow

10.0 out of 10, Exceptional, (37)
"Fantastic Stay! Highly Recommend! We had an amazing time. The home was spotless, beautifully decorated, and fully equipped with everything we needed. The location was perfect—close to downtown. The host was attentive and added thoughtful touches that made our stay extra special. We can’t wait to come back!"
Napa Valley Modern Bungalow

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

10.0 out of 10, Exceptional, (125)
"This house has everything and comes well stocked! Love that each bedroom has a king bed and its own bathroom! It’s perfect for groups! The kitchen was well stocked with platters, drink ware, bar essentials, etc. Also, the views are spectacular! We loved our stay! "
Casa Loma - THE best Napa Valley Views at an amazing, modern 35 acre estate

Sonoma's Best Cottages

3.5 star property
9.6 out of 10, Exceptional, (58)
"Very clean and cute cottages. Ours had a porch and we got to enjoy the stars at night, gorgeous. Its also very close to all the fun stuff in Sonoma. Close to a few wineries. Thank you very much. "
Sonoma's Best Cottages

New Years Special! Cozy Fireplace - 2 bd/2 bath at Silverado Country Club

9.8 out of 10, Exceptional, (312)
"Lovely surroundings. "
New Years Special! Cozy Fireplace - 2 bd/2 bath at Silverado Country Club

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
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

The Sandman Hotel

3.0 star property
8.2 out of 10, Very good, (1999)
"Always enjoy staying at the Sandman, easy parking, large clean pool and spa. The remodel is wonderful and we love staying here. "
The price is €90
includes taxes & fees
7 Jan - 8 Jan
The Sandman Hotel

Silverado Resort

4.0 star property
8.6 out of 10, Excellent, (1005)
"Beautiful property, great amenities, very clean."
The price is €254
includes taxes & fees
26 Jan - 27 Jan
Silverado Resort

Napa Valley Marriott Hotel & Spa

4.0 star property
8.2 out of 10, Very good, (1001)
"Thank you!"
The price is €251
includes taxes & fees
26 Jan - 27 Jan
Napa Valley Marriott Hotel & Spa
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?

Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella: This holiday home rental outside of Oakville is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a library and 1 hot tub.

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.