Oakville Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Oakville vacation rentals

Restaurant

The Napa Residences

The Napa Residences
5.0 star property
Napa
8.8 out of 10, Excellent, (32 reviews)
"Great stay! Would highly recommend!"
United States
Sophie
The price is ￥4,475
￥72,318 total
includes taxes & fees
May 5 - May 6
The Napa Residences
Lobby sitting area

Sonoma Stonehouse, Wine Country Vibes

Sonoma Stonehouse, Wine Country Vibes
2.0 star property
Santa Rosa
8.0 out of 10, Very Good, (1 review)
"Muy bonito diseño interior en ambos la recepción y el cuarto."
Mexico
Tara
The price is ￥23,114
￥53,685 total
includes taxes & fees
May 5 - May 6
Sonoma Stonehouse, Wine Country Vibes
Outdoor pool

2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (22 reviews)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
The price is ￥18,188
￥41,617 total
includes taxes & fees
May 3 - May 4
2 Hidden Wine Country Gem Upstairs Unit
2 bedrooms, iron/ironing board, travel crib, free WiFi

Glen Ellen Retreats Sunset Cottage

Glen Ellen Retreats Sunset Cottage
Glen Ellen
10.0 out of 10, Exceptional, (75 reviews)
"Perfect for a weekend getaway with family."
United States
Tara C.
The price is ￥39,165
￥79,771 total
includes taxes & fees
May 3 - May 4
Glen Ellen Retreats Sunset Cottage
Exterior

RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort
3.0 star property
Stonehouse
8.8 out of 10, Excellent, (1,372 reviews)
"Cute and Cozy. It was a great stay."
United States
fernanda
The price is ￥16,312
￥24,164 total
includes taxes & fees
May 10 - May 11
RiverPointe Napa Valley Resort
Terrace/patio

Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (163 reviews)
"Absolutely loved our time at the Glen Ellen retreat. The home is so cozy and welcoming. "
United States
Amanda D.
The price is ￥39,165
￥79,771 total
includes taxes & fees
May 3 - May 4
Glen Ellen Retreats Coastal Cottage
2 bedrooms, desk, iron/ironing board, free WiFi

Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.6 out of 10, Exceptional, (73 reviews)
"We stayed for a girls weekend for a napa get away. and we brought the dog and it was a great stay. And clean too. Easy for a home base. And it was affordable. Would stay again "
United States
Valerie C.
The price is ￥29,765
￥64,512 total
includes taxes & fees
May 6 - May 7
Wine Country Cottage in downtown Santa Rosa, CA
Exterior

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Calistoga
9.8 out of 10, Exceptional, (39 reviews)
"Perfect little cottage within walking distance to everything in downtown Calistoga! Bed was so comfy and the fireplace made it feel extra cozy. We definitely want to stay here again!"
United States
Cameron D.
The price is ￥43,708
￥59,778 total
includes taxes & fees
May 5 - May 6
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Outdoor dining

Cottage at Main Street Farmhouse!

Cottage at Main Street Farmhouse!
McPherson
10.0 out of 10, Exceptional, (88 reviews)
"Excellent location and cozy!"
United States
Lori
The price is ￥32,064
￥57,114 total
includes taxes & fees
May 3 - May 4
Cottage at Main Street Farmhouse!
TV, fireplace

Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries

Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
Northwest Santa Rosa
9.8 out of 10, Exceptional, (73 reviews)
"Loved our stay!!"
United States
kristen s.
The price is ￥33,212
￥79,471 total
includes taxes & fees
May 3 - May 4
Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
Terrace/patio

Petaluma Wine Country relaxing get away w/salt water pool/ spa close to downtown

Petaluma Wine Country relaxing get away w/salt water pool/ spa close to downtown
Petaluma
9.8 out of 10, Exceptional, (109 reviews)
"This was hands-down, one of my favorite VRBO‘s!!!! 5 star service gorgeous property, incredible amenities. "
United States
Jessieca M.
The price is ￥28,355
￥42,611 total
includes taxes & fees
May 3 - May 4
Petaluma Wine Country relaxing get away w/salt water pool/ spa close to downtown
Dining

Charming Napa Retreat | Walk to Wineries & Dining

Charming Napa Retreat | Walk to Wineries & Dining
Napa County
8.4 out of 10, Very Good, (21 reviews)
"Beautiful location. Some of the things listed as walking distance required a lot of walking."
United States
Debbi S.
The price is ￥14,099
￥82,716 total
includes taxes & fees
May 5 - May 6
Charming Napa Retreat | Walk to Wineries & Dining
Exterior

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Calistoga
10.0 out of 10, Exceptional, (3 reviews)
"Yes, our little buddy was welcome!"
United States
Doug G.
The price is ￥43,708
￥58,995 total
includes taxes & fees
May 5 - May 6
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Terrace/patio

Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage
Glen Ellen
10.0 out of 10, Exceptional, (85 reviews)
"Great house in a perfect location. Short distance to Jack London State Park, various wineries, and walking distance to lovely restaurants near by. We enjoyed our long weekend and will definitely stay here again when we're up in the area!"
United States
sandra h.
The price is ￥43,082
￥84,628 total
includes taxes & fees
May 3 - May 4
Glen Ellen Retreats Hot Tub Cottage
Outdoor dining

Napa Escape, Patio, Washer/Dryer, 10 MIN 2 DT Napa

Napa Escape, Patio, Washer/Dryer, 10 MIN 2 DT Napa
Napa
10.0 out of 10, Exceptional, (5 reviews)
"The apartment was extremely nice and complete with all you could need while in vacation with your family. Everything was very comfortable. Kitchen was complete for us to cook our dinners and breakfasts. Krista, our host, was always available with constant communication with us. Lovely place to stay to visit Napa. "
United States
Rene Arturo Chen
The price is ￥41,907
￥75,139 total
includes taxes & fees
May 12 - May 13
Napa Escape, Patio, Washer/Dryer, 10 MIN 2 DT Napa
Pool

Cozy Wine Country Guesthouse with Private Pool & Yard

Cozy Wine Country Guesthouse with Private Pool & Yard
Santa Rosa
10.0 out of 10, Exceptional, (10 reviews)
The price is ￥43,285
￥48,611 total
includes taxes & fees
May 5 - May 6
Cozy Wine Country Guesthouse with Private Pool & Yard
Fridge, microwave, oven, stovetop

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Northwest Santa Rosa
9.4 out of 10, Exceptional, (23 reviews)
"enjoyed our stay, no surprises and a good value"
United States
Craig M.
The price is ￥22,559
￥63,394 total
includes taxes & fees
May 11 - May 12
Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Dining

Comfort and Style in Our Queen Cottage

Comfort and Style in Our Queen Cottage
Calistoga
9.8 out of 10, Exceptional, (49 reviews)
"Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants "
United States
Robert
The price is ￥28,042
￥35,382 total
includes taxes & fees
May 5 - May 6
Comfort and Style in Our Queen Cottage
Exterior

Charming King Cottage

Charming King Cottage
Calistoga
9.8 out of 10, Exceptional, (11 reviews)
"Nice comfortable cottage."
United States
Michael E. S.
The price is ￥32,742
￥41,256 total
includes taxes & fees
May 6 - May 7
Charming King Cottage
TV, fireplace

Bright & Stylish Home Stay Minutes from Wineries

Bright & Stylish Home Stay Minutes from Wineries
Petaluma
10.0 out of 10, Exceptional, (2 reviews)
"Host was very responsive to messages."
United States
Kelly P.
The price is ￥33,087
￥73,662 total
includes taxes & fees
May 5 - May 6
Bright & Stylish Home Stay Minutes from Wineries
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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Top Oakville Hotel Reviews

Hotel Indigo Napa Valley by IHG

Hotel Indigo Napa Valley by IHG

2/10 Terrible
"Our experience was horrible the toilet overflowed at midnight and we were unable to use it and had to call for a mop and plunger and had to clean it up The bathroom kept overflowing and when reported to management they did nothing and did not bother to call me when I requested to speak to someone! Do not stay here!"
Alicia 1-night trip
Posted 4 hours ago
Hotel Indigo Napa Valley by IHG

Find out more about Oakville

Search for holiday rentals in Oakville on Expedia! You can easily find your home rentals, villas, holiday apartments in Oakville using one of the methods below:

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Look no further and take a look at our great range of rental properties in Oakville!

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?

Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella: This vacation home rental outside of Oakville is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a library and a 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 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.