
House holiday rentals in Oakville
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Top-rated house rentals in Oakville
Guests agree: These houses are highly rated for location, cleanliness and more.

Private Walk Out Garden Apartment With Patio
Welcome to your spacious, private walk-out garden apartment! Relax comfortably with a king-size bed, plus a pull-out queen sofa bed accommodating two extra guests. Enjoy a full bathroom featuring a luxurious jacuzzi whirlpool. Amenities include a fully-equipped kitchen, spacious lounge with fireplace, central heating, and a large mirrored closet. Close to shopping & Ridgeway Food Plaza, transit, highways 401 & 403,UTM, Square One, and Oakville.Perfect for family getaways or peaceful retreats

Beautiful family Home near Downtown
A beautiful naturally bright, well-decorated, contemporary & open-concept home conveniently located in a peaceful & posh Oakville area. *Close to major highways QEW/403 & *Oakville GO Station. *A bus stop is right across its driveway. *The Beautiful view of Lake-Ontario, Shorewood-Promenade-Park, approx.1km; *Famous Kerr-Village, approx.1km & *Historic Downtown-Oakville, approx.2km are just at a walking distance. With multiple landmarks, upscale retail, exceptional dining, bars, cafes & etc.

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!

Cozy 2 Bedroom Basement, 2 Queen Beds, 1 Parking.
Brand new basement 2 Bedrooms with comfortable Queen bed in each room and one full washroom legal basement, seprate entrance and 1 parking in Milton. Have fun with your family/ friends. Gather around the breakfast dining table, comfortably seating four. Stay connected and entertained with high-speed Wi-Fi and a smart TV. Laundry, free parking. Minutes to Kelso Park, Mattamy Cycling Center, Milton Go station. Border of Burlington, Oakville and Mississauga, 15 minutes to Toronto Premium Mall.

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.

Private Home for 2 |Central to Wineries | BohoVibe
Welcome to Field House, in the heart of the Village of Virgil, Niagara-on-the-Lake. Minutes to countless wineries and the Old Town Heritage district of NOTL, our newly renovated home welcomes guests with: - 1 Queen Bedroom & Full Bathroom - Complimentary bikes - Incredibly spacious backyard w/ patio, BBQ Complemented w/ WIFI, free parking, clean linens & towels, hairdryer, coffee, tea our space is an ideal escape for 1-2 travellers looking for an honest home with caring hosts!

Amazing Lake-Front Retreat w/ Hot Tub + WOW Views!
HIGHLIGHTS: - Priceless lake views that changes every day - Amazing wineries, Niagara attractions nearby - Hot tub - Lake access - Kayaks to explore the lake - Deck with BBQ - Putting green - Luxury boat rental to cruise the lake - Smart TVs (Netflix included) - Ping pong, air hockey - Clean linens, towels + surfaces disinfected to ensure guests have a clean and comfortable stay ** Please review the "Other details to note" section prior to booking **

Elegant 2BR townhouse condo in central Oakville
Enjoy your stay in this elegant, clean, and fully equipped two bedroom and two-bathroom condo townhouse. Centrally located in Oakville and within walking distance to shops, restaurants, and parks. Beautiful upscale building in a quiet and safe neighborhood with large terrace overlooking a mature tree lined street. Abundant walking trails nearby for you to explore and enjoy. Easy access to highway 407, 403, QEW and Trafalgar GO Station.
Popular amenities for Oakville house rentals
House rentals with a pool

Luxury House with a Bright Sunroom & a heated pool

*5BR 4Bath Family GetAway near Lake & Harbor*

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

Ravine Paradise ! heated pool and hot tub!

Comfortable &Stylish 4BD Stay Near Toronto Airport

WhiteOrchid LuxuryHome WithSaltHeatedSwimmingPool

Wine country Cottage 15 min drive to old Town NOTL

Modern Custom Built Walkout to Marble Pool Game RM
Weekly house rentals

Stunning Luxury Home

Lavish Waterfront Oasis - HOT TUB & 2 King Bed

Lovely House fully Equipped- Lake & Shopping

2,800 Sq Ft Oakville Executive Home | 4BR 4BA

House in South Oakville - Close to Lake

Sweet Suite At Lock 7 Private 1000sq ft

Family-Ready 4BR | Close to Trails, Shops & More

Applewood Basement Suite
Private house rentals

Executive Stay | Port Credit/Tor

Brant Hills - Clean 3BR - 12min to Burlington GO

Cozy Spacious 2 bedrooms

Spacious three bedroom Semi

Rutherford Go/Wonderland

Welcome to Your Comfort Retreat by the Lake

Family Getaway | Style Meets Comfort |4BD|Bunkbed

Spacious 2 BR apartment | Glen Eden Ski
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $127 AUD | $140 AUD | $131 AUD | $129 AUD | $161 AUD | $178 AUD | $178 AUD | $185 AUD | $162 AUD | $160 AUD | $144 AUD | $172 AUD |
| 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 |
Quick stats about house rentals in Oakville

Total holiday rentals
Explore 490 holiday rentals in Oakville

Nightly prices starting at
Oakville holiday rentals start at $14 AUD per night before taxes and fees

Verified guest reviews
Over 10,550 verified reviews to help you choose

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

Pet-friendly accommodation
Find 120 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
310 properties have a dedicated workspace

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

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

4.7 Average rating
Oakville stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
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- Rentals with beach access Oakville
- Rentals with a hot tub Oakville
- Rentals with pools Oakville
- Private suite rentals Oakville
- Rentals with a patio Oakville
- Condo rentals Oakville
- Rentals with outdoor seating Oakville
- Rentals with a fire pit Oakville
- Rentals with an EV charger Oakville
- Rentals with breakfast Oakville
- Fitness-friendly rentals Oakville
- Townhouse rentals Oakville
- Rentals with a fireplace Oakville
- Rentals with a washing machine and dryer Oakville
- Waterfront rentals Oakville
- Rentals with lake access Oakville
- Pet-friendly rentals Oakville
- Family-friendly rentals Oakville
- Apartment rentals Oakville
- Cottage rentals Oakville
- House rentals Halton
- House rentals Ontario
- House rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- Distillery District
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Massey Hall
- Niagara Falls State Park
- Financial District
- Wilfrid Laurier University
- Casa Loma
- Downsview Park
- Dufferin Grove Park
- York University
- Casino Niagara




