
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.

" The Heart of the Village" Main Street, Jordan
Located in the center of the quaint historic village of Jordan, 2 bedrooms , and sofa bed. This upper level self contained apartment has a separate entrance. Minutes to the more than 60 local wineries, the Bruce Trail is across street for the avid hiker and nature lover. Walk to Jordan's quaint shops, restaurants, and Lincoln's cultural centre. 20 minutes to the incredible Niagara Falls many attractions including a casino and three US border crossings. Pet friendly. 2 max (approval if 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.

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!

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.

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.

Wake Up To Lake Views!
Licence #26-000115. Book now! Bring your whole family to the lake! Need a relaxing weekend? Family Get togethers, Girl’s Trip! Guy’s weekend! Couple’s getaway! Go for a hike, a wine tour, cozy up with friends. Welcome to a beautiful, spacious Lake House. Located 20 min from the wineries in Niagara-on-the-lake, the waterfront trail 5 minutes away. Bring your bikes for a ride along the lake and a local lunch. This property has 180 degree lake views.

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

The Bayfront Flat - Harbour Views + Private Pool!

Comfortable &Stylish 4BD Stay Near Toronto Airport

California Chic +Breathe +Unwind +Restore

4 Bedrms, Indoor HotTub, Wineries & Niagara Falls

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

Cozy Spacious 2 bedrooms

Wine Country Beach Cottage

Opulent Lakeside Hideaway - HOT TUB & 2 King Bed

Cottage Style House with Hot Tub

Bright & New Home, Great place

Cozy & Beautiful, Entire Oakville House,

Maia's cozy Bronte cottage by the Lake

Centrally Located, Walk to Lake, Spacious | SH
Private house rentals

1BD Exective Suite, Separate ent, Parking/ Wifi

Relaxing Home Away From Home

Spacious 4-Bedroom Home w/Free Parking and Wifi

Welcome to Your Comfort Retreat by the Lake

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

The Escarpment- 4BR Home Near Niagara & Toronto!

Spacious Private Suite | King Bed

Luxury 4 bedroom house near the Lake
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $153 NZD | $168 NZD | $158 NZD | $154 NZD | $193 NZD | $214 NZD | $214 NZD | $222 NZD | $195 NZD | $192 NZD | $173 NZD | $207 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 |
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 $17 NZD 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
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- Pet-friendly rentals Oakville
- Rentals with outdoor seating Oakville
- Rentals with a hot tub Oakville
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- Rentals with a fire pit Oakville
- Rentals with lake access Oakville
- Rentals with pools Oakville
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- Rentals with a fireplace Oakville
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- Rentals with a patio Oakville
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- Distillery District
- The Danforth Music Hall
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Massey Hall
- Financial District
- Casa Loma
- Wilfrid Laurier University
- Dufferin Grove Park
- Downsview Park
- York University
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