
Waterfront holiday rentals in Oakville
Find and book unique waterfront accommodation on Airbnb
Quick stats about waterfront rentals in Oakville

Total holiday rentals
Explore 20 holiday rentals in Oakville

Nightly prices starting at
Oakville holiday rentals start at $51 NZD per night before taxes and fees

Verified guest reviews
Over 480 verified reviews to help you choose

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 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 waterfront accommodation in Oakville
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

Outstanding Waterside Retreat - HOT TUB & 2KingBed
Welcome to your DREAM home away from home! Nestled on the serene waterfront, this elegant four-bedroom, three-bath haven offers the perfect blend of luxury and comfort for your next getaway. Whether you’re seeking a peaceful escape or an adventure-filled trip, our chic property is designed to exceed your expectations. Ready to experience the ultimate retreat? Book now and prepare for an unforgettable vacation where luxury meets nature. We’re here to ensure your stay is nothing short of perfect!

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!

Beautiful Renovated Beach Cottage Home
When you enter our immaculately clean Beach Cottage home you will feel like you are at a boutique hotel. Beautiful white linens and towels, WIFI, smart TV, Keurig coffee machine and more. Choose to have a BBQ with friends and family on one of our two decks as you watch the Sunset from Lake Ont. Take a stroll or a bike ride down the Beautiful boardwalk or visit the beautiful beach all located at the end of our yard. Whether you are here for business or pleasure there is something for everyone!

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.

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS AUGUST 30-SEPTEMBER 3 (4 nights/5 days) OCTOBER 18-21 (3 nights) Please mark this listing as a favourite to get notifications of last minute deals. 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. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include orchards & direct Lakefront.

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.

Burlington core.Walk to to lakefront and downtown
Large bright lower level walkout 3 bedroom in quiet residential neighborhood within walking distance to downtown and lake. Plenty of greenspace and deck and parking. Brand new kitchen fully stocked including oil spices tea coffee. Separate entrance with self-check in. Own free laundry facilities. Close to beach, promenade, festivals, trails, restaurants, shopping and more. 45 mins to Niagara Falls and Toronto. Wi-Fi, freezer, cable, Netflix included. 3 piece bathroom and unlimited towels.

Lakefront Farm | Hot Tub | Fire Pit | Beach Access
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.

Lakefront 1 bedroom tiny home
Reconnect with nature at this unforgettable escape. Enjoy a wonderful stay in our lovely waterfront trailer located on Breezes Trailer park. It is a private quiet trailer park with 15 acres of nature and private access to Fairy Lake (Acton). Trailer is suitable for couple or small family. It is suited to people looking to relax and enjoy the scenery, explore the lake on kayak, exercise and explore on water bikes, fishing in the lake, enjoy some outdoor movies or campfire or under the stars.

Lake Guest Suit> 15 mins YYZ>private whole place
You will enjoy this newly renovated private space! Located on the edge of beautiful Professor's Lake, a walk-out basement apartment with a separate entrance, spacious living room, bright bedroom, jet shower bathroom, comfortable king-size bed and new kitchen. Everything separated from upstairs. Private access to the lakeside path from the backyard. Enjoy your morning breeze from the lake when you walk around the lake. A lot of natural beauties, birds, fishes, turtles and great lake views.

Lake front home in Niagara region
A lakefront bungalow located in a gorgeous, friendly, safe neighbourhood and a short drive from wineries, orchards, sandy beaches, hiking trails on the escarpment and outlet shopping malls. 30 min drive from Niagara Falls and the Hamilton Airport, 1hr from Toronto. On Lake Ontario with a stunning view of the CN Tower on a clear day, and minutes from a beautiful park with a rocky beach. My place is good for couples, solo adventurers, business travellers, families (with kids).

Spacious Lakefront Walkup Basement Apartment
Welcome to this beautiful lakefront property! You have the full walk up basement to yourself with lake views. Enjoy the spacious backyard with a lovely gazebo. The space includes 3 bedrooms, 1 full bathroom, an eat in kitchen and a large living room with a 75 inch TV. The space sleeps 7 and a playpen, crib and high chair are available for use. There is ample parking and the property is right off the highway. The backyard is shared with the owners who live upstairs.
Popular amenities for Oakville waterfront rentals
Waterfront apartment accommodation

Good Looking Condo Across from CN TOWER & MTCC

All New CN Tower View Condo on the 35+ Floor

Harbour House

1BR+sofa with waterfront views

Oakville Oasis - Free Parking and WiFi

Amazing Lake View Studio CN Tower

Lakeview Condo in the heart of Downtown Toronto

Prince Of Wales Suite On The Park-Parking included
Waterfront house rentals

Garden Gem | Central | Walk to City's Best Places.

CN Tower/Rogers/Scotiabank

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

The Bayfront - Harbour Views + Private Pool!

CN Tower View w/Free Parking, Pool, Gym by FIFA!

The Rittenhouse (on the water & peach farm)

Beachfront 6BR Newly Finished Home - Prof Cleaned

Panoramic Lake Views | Hot Tub • Beach • Firepit
Waterfront condo accommodation

Modern Condo Free Parking | Walk to RBC Amp & Jays

Lakeview Summer Paradise@Downtown Toronto

Lakeside Condo /Pool/ Walking Trail/Parking/CNE

Humber Bay Family Friendly condo w Terrace&Parking

Luxury Entire Condo At Downtown+parking

3 Bedroom CN Tower Waterfront Oasis

Fort York- Lake View Studio Condo + Indoor Parking

Artsy and Comfy Home with a View
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $206 NZD | $202 NZD | $226 NZD | $217 NZD | $224 NZD | $290 NZD | $273 NZD | $266 NZD | $229 NZD | $214 NZD | $204 NZD | $233 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
- Columbus Holiday rentals
- Pittsburgh Holiday rentals
- Cleveland Holiday rentals
- Niagara Falls Holiday rentals
- Detroit Holiday rentals
- Mississauga Holiday rentals
- Buffalo Holiday rentals
- Niagara Falls Holiday rentals
- Brampton Holiday rentals
- Pocono Mountains Holiday rentals
- London Holiday rentals
- Prince Edward Holiday rentals
- Rentals with a hot tub Oakville
- House rentals Oakville
- Rentals with beach access Oakville
- Apartment rentals Oakville
- Townhouse rentals Oakville
- Private suite rentals Oakville
- Rentals with lake access Oakville
- Rentals with pools Oakville
- Condo rentals Oakville
- Family-friendly rentals Oakville
- Rentals with breakfast Oakville
- Pet-friendly rentals Oakville
- Waterfront rentals Halton
- Waterfront rentals Ontario
- Waterfront rentals Canada
- CN Tower
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Downsview Park
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Niagara Falls State Park
- Harbourfront Centre
- Toronto Eaton Centre
- Scarborough Town Center
- Niagara Falls
- Nike Square One Shopping Centre
- Toronto Zoo
- Exhibition Place
- Elora Gorge
- Yorkdale Shopping Centre
- Casa Loma
- Trinity Bellwoods Park
- Sheppard–Yonge Station
- York University
- Massey Hall
- The International Centre





