
Holiday rentals with outdoor seating in Oakville
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Oakville
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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!

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS MONDAY NOVEMBER 17 (1 night/2 days) NOVEMBER 19-23 NOVEMBER 24-DECEMBER 12 DEC 14-23 Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. We are located along the south shore of Lake Ontario amongst the fruit belt of the Niagara. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging on-site. Views from the cottage

Cozy Apt w/Deck| Full Kitch, Bath, sep Laundry,Ent
-Newly-renovated modern walkout basement suite w/ separate entrance -Complete unit: fully private kitchen, bathroom, & laundry -Free parking on the driveway The area is considered one of Mississauga's nicest neighborhoods, close to Toronto, Oakville, & Lakeshore -20min drive to Pearson International Airport -15min drive/40min bus to Square One -8min drive/ 30min bus to UofT Mississauga, Sheridan College -5min walk to Coffee, Stores, Restaurants, Community Centre -Easy access to hw 403 & QEW

Lake View Farm House | Hot Tub | Sauna | Fire Pit
Welcome to our stunning modern farmhouse loft, nestled on a 10-acre farm with breathtaking lake views. This farm stay retreat offers a perfect blend of rustic charm & organic luxury. Our home has an open-concept living space with vaulted ceilings & an abundance of natural light. It also has a hot tub, sauna, deck, patio furniture, gas BBQ, and a lakefront bonfire pit. The farm soil is currently regenerating & we are between crops. Book your escape now & experience the our lakefront farm.

Bright, Spacious, Quiet 2 bedroom - Licensed
Quiet family neighborhood great for professionals, couples or family. Spacious and cozy home away from home. You control heat and cooling fan. Sound dampening so natural noises are minimized, not eliminated. 1 queen and 1 double bed. Two desks for computer work. Extra seating. Fast WiFi! Full kitchen. Bathroom with shower and bathtub. Close to highways, hospital, recreation centers, playgrounds, shopping, schools and college. All registered guests may be asked to provide ID upon request.

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.

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.

The Best of Downtown Burlington - Safe & Clean
Experience the magic of downtown Burlington voted Canada's best city to live your stay allows you to walk no more then 10 minutes to Award Winning Restaurants, Spencer Smith Park, Joseph Brant Hospital, and so much more. Get cozy in a self contained townhouse unit that's quiet, clean, safe, with free parking and a dog friendly fully fenced in backyard. All guests wishing to book must provide a valid first and last name. I'm sorry cats are not permitted

Animal Lovers Dream! Barn Loft in Burlington
Experience life on a tiny farm just outside the city! Stay in our charming and comfortable barn loft and wake up to the sounds of chickens, ducks, geese, pigs, goats and horses and our adorable Highland cows. Spend time watching or interacting with all the very friendly animals that surround the barn. You will meet all the animals as they all come up readily to anyone who visits the farm. Guests are welcome to participate in the morning feeding.

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.

Backyard Oasis Guesthouse.
POOL IS CLOSED TILL MAY 2026 Welcome to our cozy walk-out basement apartment with no kitchen. It is a completely private unit with separate entrance. Perfect for making some memories at this unique and family-friendly place. Backing on to the Sixteen-mile creek, this backyard oasis has a sun-drenched inground pool surrounded by mature perennial gardens, a new manufactured stone patio, with upper and lower shaded lounge areas.
Popular amenities for outdoor seating rentals in Oakville
House rentals with outdoor seating

Cozy Spacious 2 bedrooms

Luxurious House with pond view and Jacuzzi

Family friendly and spacious 3 bdrms basement unit

Clean & Beautiful Home

Maia's cozy Bronte cottage by the Lake

Modern & Elegant Brand New Home ~ Oakville

Luxurious & Modern Home in Oakville - Sleeps 12

Entire Lower Level Home 3500 Sq Walk Out
Apartment rentals with outdoor seating

hidden gem retreat-HotTub, Igloo & movie room

THE NEST - Cuddle Up In This Quaint Retreat

Cute Private Apartment near University of Toronto

Bright, spacious luxury basement apartment

Niagara Hideaway

Inner City Retreat

Cozy basement apartment in the heart of Oakville

DUNDaS in LOVE! -Parking included-
Apartment rentals with outdoor seating

Bright & Stylish 1 Bedroom Condo in King West

The Penty: Luxurious Penthouse with Pool, Hot Tub

Lux Waterfront Condo Pool Hot Tub Free Parking

Modern Residence with Parking @ Heart of Downtown

Humber Bay Family Friendly condo w Terrace&Parking

Hidden gem in Humber bay shores Toronto w/ parking

Luxury Entire Condo At Downtown+parking

Trendy King West townhome
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $146 SGD | $146 SGD | $145 SGD | $150 SGD | $165 SGD | $184 SGD | $195 SGD | $199 SGD | $171 SGD | $163 SGD | $168 SGD | $166 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 holiday rentals with outdoor seating in Oakville

Total holiday rentals
Explore 190 holiday rentals in Oakville

Nightly prices starting at
Oakville holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 6,570 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
190 of Oakville holiday rentals include wifi 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!
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
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- Rentals with a fireplace Oakville
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- Rentals with pools Oakville
- Rentals with a washing machine and dryer Oakville
- Rentals with a firepit Oakville
- Rentals with lake access Oakville
- Rentals with an EV charger Oakville
- Waterfront rentals Oakville
- Rentals with a hot tub Oakville
- Pet-friendly rentals Oakville
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- House rentals Oakville
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- Rentals with breakfast Oakville
- Flat rentals Oakville
- Cottage rentals Oakville
- Rentals with a patio Oakville
- Rentals with outdoor seating Regional Municipality of Halton
- Rentals with outdoor seating Ontario
- Rentals with outdoor seating 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
- Trinity Bellwoods Park
- BMO Field
- Financial District
- Massey Hall
- Niagara Falls State Park
- Whistle Bear Golf Club
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara




