
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.

Christie St. Coach House
Located steps from Lake Ontario you will find peace and quiet at the Coach House. One of the best streets to view the sunset over Lake Ontario! A short 10min walk to Port Dalhousie business district and Lakeside Park Beach. Find all you need to eat and drink at several restaurants and cafés. Quick access to the QEW and 406 highways. Centrally located between the Wine Regions of Niagara-on-the-lake and The Bench. 15mins East or West will find you at most Niagara Wineries. Licence No: 23112230 STR

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.

Cozy Basement Suite_Private Entrance, Kitchen&Bath
Clean, Comfortable & Spacious basement 1Bedroom apartment in a Great neighbourhood in Mississauga(Port Credit). Fully furnished, Separate Entrance, Full kitchen+dining set and 3pc bath. All utilities are included. Free Wifi. 1 parking space available. Step to Bus Stop to Port Credit Go station, Square One Shopping Centre, Sherway Gardens Mall & Dixie Outlet. Walking distance to Lake. We deep clean and disinfect the entire unit after every guest to ensure this basement is safe and COVID-19 free.

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.

Private 1 Bed & Den Lower Apartment, Close to Sq1!
Enjoy your own private living space in a renovated lower level semi-detached apartment. Excellent location, close to City Center, Highways, Train, Bus. Easy drive to Toronto. A great space for a variety of visitors. ❗PLEASE NOTE!! We live on the upper level with two active children and a dog. There are occasional times where the kids play. We do not recommend the space for those looking for complete quietness, although we do try our best to keep it down. We hope you enjoy your stay!

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.

Spacious and Comfy 2 BR Suite
Discover tranquility in our 2-bedroom legal basement apartment, nestled in Milton’s quiet and peaceful neighborhood. Enjoy an open-concept living room with 8.5 ft ceiling, and 2 roomy bedrooms; perfect for couples or families to relax in this comfortable, private, retreat. Easy access to Oakville, Burlington, Mississauga, and Toronto Pearson Airport, and minutes away from Toronto Premium Outlets, Mattamy Cycling Centre, and scenic trails, makes this location ideal for both work and play.

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.

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.

Harbour front CHA CHA - Lake view house
Live by the water! Relax with your family at this peaceful 2Bd 1Bath Lakeview property in Hamilton West Harbour. Enjoy a cup of Nespresso on the house. Steps from the Bayfront park with beautiful lake views, Collective Arts Brewing to enjoy a cold local beer, trendy James St N for all the restaurants, West Harbour Go Train Station , and much more! It is located within an hour from Toronto and Niagara Falls. Book your stay now!

Warm & Cozy Home w/3 Bedrooms Free WIFI & Parking
Enjoy a peaceful stay in our modern 3-bedroom Milton home! Perfect for families or business travelers, featuring a fully equipped kitchen, fast Wi-Fi, private parking, and cozy living space. Minutes from Kelso, Rattlesnake Point, and shops. Please: no parties, no pets, no smoking. Quiet hours after 10 PM. Entire home is yours—no one lives in the basement. Book your relaxing getaway today!
Popular amenities for house rentals in Oakville
House rentals with a pool

Luxury House with a Bright Sunroom & a heated pool

Modern Luxury House w/EV Charger & Heated Pool

Year-Round Heated Pool & Hot Tub Family Oasis

The Bayfront Flat - Harbour Views + Private Pool!

Cozy Retreat in Oakville

The Nautical Nook | Luxury Beach House

California Chic +Breathe +Unwind +Restore

Fun Modern Home Game Rm Cozy Heated Floors Toronto
Weekly house rentals

Cozy Spacious 2 bedrooms

Luxurious House with pond view and Jacuzzi

Stunning Luxury Home

Modern 4BR Executive House

Chaplin Residence

Upscale & Cozy 2 BR Apartment - Fast WiFi, Parking

Oakville Oasis

Burlington Gem - King bed - Stylish Townhome
Private house rentals

2BR-2BA Main Level Private Guest Suite near SQ1

Credit Valley Cozy Suite

Stylish, spacious & cozy 2 bdr home in Mississauga

Luxurious Burlington Orchard Rental

South Oakville Apartment near Lake (Basement)

Home, away from home !

Private cozy loft apartment

Joshua Creek - 5-Drive-In - Sheridan College - 5BD
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $117 SGD | $129 SGD | $121 SGD | $118 SGD | $148 SGD | $164 SGD | $164 SGD | $170 SGD | $149 SGD | $157 SGD | $138 SGD | $138 SGD |
| 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 460 holiday rentals in Oakville

Nightly prices starting at
Oakville holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 10,110 verified reviews to help you choose

Family-friendly holiday rentals
250 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
290 properties have a dedicated workspace

Wifi availability
460 of Oakville holiday rentals include wifi 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
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Mount Pocono Holiday rentals
- Grand River Holiday rentals
- Niagara Falls Holiday rentals
- St. Catharines Holiday rentals
- Northeast Ohio Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Detroit Holiday rentals
- Columbus Holiday rentals
- Rentals with beach access Oakville
- Rentals with outdoor seating Oakville
- Flat rentals Oakville
- Cottage rentals Oakville
- Rentals with a hot tub Oakville
- Rentals with a patio Oakville
- Rentals with a firepit Oakville
- Rentals with a washing machine and dryer Oakville
- Rentals with breakfast Oakville
- Fitness-friendly rentals Oakville
- Townhouse rentals Oakville
- Rentals with a fireplace Oakville
- Pet-friendly rentals Oakville
- Private suite rentals Oakville
- Rentals with an EV charger Oakville
- Rentals with lake access Oakville
- Rentals with pools Oakville
- Apartment rentals Oakville
- Family-friendly rentals Oakville
- Waterfront rentals Oakville
- House rentals Regional Municipality of Halton
- House rentals Ontario
- House rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- CF Toronto Eaton Centre
- Financial District
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara




