
House holiday rentals in Oakville
Find and book unique houses on Airbnb
Quick stats about house rentals in Oakville

Total holiday rentals
Explore 470 holiday rentals in Oakville

Nightly prices starting at
Oakville holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 10,130 verified reviews to help you choose

Family-friendly holiday rentals
250 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 110 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
300 properties have a dedicated workspace

Wi-Fi availability
460 of Oakville holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oakville rentals

4.8 Average rating
Oakville stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Oakville
Guests agree: These houses are highly rated for location, cleanliness and more.

Lakehouse on the Vineyard in Lincoln-Beamsville!
Escape to peace and quiet and relaxation! Charming rustic farmhouse cottage nestled in a stunning 100 acre working vineyard with magnificent views of Lake Ontario and the Toronto Skyline. Little slice of heaven! Perfect for relaxation. Close to all winery routes, restaurants and Niagara Falls attractions. One hour from Toronto and minutes away from numerous outdoor activities for all ages including the Charles Daley Beach, Bruce Trail, Balls Falls Conservation Area and Niagara Wine Country!

California Chic +Breathe +Unwind +Restore
Enter through the grand foyer with a winding staircase, pass the kitchen, and step into the relaxing backyard featuring an in-ground, diamond-shaped, solar-heated swimming pool and a stunning lake. The view of the lake is beautiful! The area is quiet and scenic, with the soothing sounds of the lake lulling you to sleep. You are just 30 minutes away from Niagara Falls and 1 hour from Toronto. On a clear day, you can even see the Toronto skyline. It's the perfect place for a group or family of 9.

Sun-kissed 3BR family home in a quiet neighborhood
♡ The fastest internet w/ 1Gb download speed ♡ Fully Equipped Kitchen ♡ minutes drive to Sheridan college, Walmart, Oakville Place, lakeshore ♡ 7 min. drive to Trafalgar GO Station, 20 min. to Toronto premium outlets 25 min. to Pearson airport 30 min. to Toronto downtown ♡ Walking distance to convenient store, trails, food, bus stop, library. ♡ Free Parking ( 2 Spots) ♡ Automated Check in & Check Out ♡ Flexible Check in Check out - Message for Details ♡ A/C ♡ Laundry ❤ Book today!

"Clement House" a Restored Residence built in 1786
Welcome to this fully renovated house originally built in 1786 by Joseph Clement, the only non-stone home to survive the burning of St Davids in 1814. Backing onto the award-winning Ravine Vineyard Estate Winery, The Clement House sits along the grapevines featuring a large patio and two-person swing. Located on the Niagara Escarpment, you are 15 minutes from Old Town Niagara-On-The-Lake and 18 minutes from Niagara Falls. Licensed by the Town of Niagara-on-the-Lake. License number 044-2023.

Stunning Home on Lake Ontario
Welcome to this cozy lakeside getaway on the shores of Lake Ontario - a beautifully updated modern bungalow/cottage designed for comfort, relaxation with a bright open-concept living, dining, and kitchen. Enjoy breathtaking sunrise and stunning sunset views from the lakeside patio. Located near Fifty Point Conservation Area, an 80-hectare park with marina, as well as water park, Costco, and dinning options. Enjoy free unlimited high-speed internet and a Smart TV for a comfortable stay.

Private 1-br Apartment: Your Secluded Getaway!
Welcome to our modern, fully-equipped unit that features a spacious backyard. Whether you are traveling for business or pleasure, our unit is the perfect base. The location provides convenient access to everything, just 10 minutes from downtown Toronto and the airport, 5 minutes from Lakeshore Blvd, Port Credit, and the GO stn, and steps away from public transportation. Additionally, you will find a plethora of local restaurants, shops, a scenic walking trail, and beautiful parks in the area.

Stylish 1870s Home near Distillery District & Old Toronto
Visiting for fifa? Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

Quiet Vaughan Retreat near Wonderland & Hwy 400
Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

3Bd 2.5Bth House w/ Pool Table, Swing, Outdoor BBQ
Bring your friends and family to this family-friendly, centrally-located neighbourhood with lots of room for fun and find a home away from home during the travelling. Enjoy your stay in this licensed short-term accommodation for a modern, luxurious, and spacious three-bedroom and two-bathroom detached home with a huge backyard: watching a movie and cozying up by the fire, enjoying the company of friends and family seated around the dining table, or simply in between moving or renovations.

Modern Executive Townhome w/ Rooftop Hot Tub Oasis
Stylish contemporary townhome in Oakville! The perfect retreat for couples, families, and friends alike. Experience the rooftop terrace, complete with a Private Jacuzzi Hot Tub that provides the ultimate relaxation experience! It's the perfect spot to unwind after a long day of sightseeing or to enjoy an evening under the stars. You'll love the stunning and spacious living areas, fully equipped kitchen, and two comfortable bedrooms. Close to Three Major Highways in a Central Location!

Large Luxury Villa with Swim Spa! Near downtown!
Forget your worries in this spacious, serene and unique house! Large backyard with a Swim Spa to enjoy! Backyard filled with fire places! 6 Bedroom, 7 beds, 4 full baths, 4 offices, 3 family rooms, 9 TV, equipped kitchen, patio, board games, BBQ grill, fire place, Tesla charger. Quiet yet central from downtown Oakville, highways, groceries, shopping, bars, restaurants, cafe's and much more! Always professionally cleaned. For elderly guests a bedroom and full bath is on ground floor.

Luxury Home - 5 min from airport, 15 to downtown
The stunning house in Etobicoke is only a few minutes from the Airport and City Centre. This spacious open concept, rare luxury modern home, is beautifully designed and decorated. It is a fully stocked home and will have everything you could ever wish for a short-term stay. Perfect for large families and groups! min age 25 yrs to book. Room 1 king bed Room 2 queen Room 3 twin and another twin roll out Room 4 queen no party policy or excessive noise. this is a quiet listing
Popular amenities for Oakville house rentals
House rentals with a pool

Toronto Backyard w/ Pool, Hot Tub & Sauna | 4BR

Ravine Paradise ! heated pool and hot tub!

WhiteOrchid LuxuryHome WithSaltHeatedSwimmingPool

private backyard SPA oasis in Toronto

Wine country Cottage 15 min drive to old Town NOTL

Victorian Charm – Prime FIFA Base in King West

Boutique Wine Country Home with Pool and Hot Tub

Cozy Country Spring Getaway | HotTub + Fire Pit
Weekly house rentals

Stunning Luxury Home

Sheridan Park Luxury Home

Magnificent 3BR: Near Lakeshore: FIFA World Cup

Welcome to Your Comfort Retreat by the Lake

Cozy Campbellville

Charming retreat with lake view

2026 FIFA |40 Mins to BMO Field |Oakville GO Train

The Oakville Comfort and Modern Stay
Private house rentals

Cozy Spacious 2 bedrooms

Designer 4BR Basement Suite – Oakville

Bright & Stylish 5 BR Modern Getaway!

Tranquil Oasis

Panoramic Lake Views | Hot Tub • Beach • Firepit

Unobstructed Lake Views | Hot tub, BBQ & Firepit

Luxury Oakville Home, Hot Tub, Fireplace (Upper)

*~Sunny Heaven Retreat~*
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $186 NZD | $185 NZD | $167 NZD | $157 NZD | $197 NZD | $217 NZD | $217 NZD | $226 NZD | $198 NZD | $195 NZD | $176 NZD | $210 NZD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
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- Grand River Holiday rentals
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- Niagara Falls Holiday rentals
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- Pet-friendly rentals Oakville
- Rentals with a hot tub Oakville
- Rentals with a fire pit Oakville
- Rentals with beach access Oakville
- Fitness-friendly rentals Oakville
- Townhouse rentals Oakville
- Waterfront rentals Oakville
- Rentals with a patio Oakville
- Apartment rentals Oakville
- Cottage rentals Oakville
- Rentals with lake access Oakville
- Rentals with an EV charger Oakville
- Rentals with a fireplace Oakville
- Rentals with a washing machine and dryer Oakville
- Family-friendly rentals Oakville
- Rentals with pools Oakville
- Rentals with outdoor seating Oakville
- Condo rentals Oakville
- Rentals with breakfast Oakville
- Private suite rentals Oakville
- House rentals Halton
- House rentals Ontario
- House rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Niagara Falls State Park
- Downsview Park
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls
- Casa Loma
- Wilfrid Laurier University
- Massey Hall
- Scarborough Town Center
- York University
- Casino Niagara





