Waterfront holiday rentals in Oakville

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Top-rated waterfront rentals in Oakville

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Guest favourite

Guest house in Hamilton

4.83 out of 5 average rating, 184 reviews

Hamilton Beach Guesthouse with guest Kayaks

LAKEFRONT* renovated lakefront small cottage with two Kayaks situated on the Hamilton Waterfront beach trail. Enjoy fantastic views of the Toronto Skyline and secluded sandy beach. Relax on large deck, overlooking the lake. Right on the waterfront trail, roller blade, bike, kayak or enjoy the sandy beach. Very central for a Niagara winery and Toronto trip. Includes: Smart TV, 1 Parking spot, Tetherball, good Wi-Fi, Fire-pit , BBQ, Kayaks Queen size bed Coffee, condiments &cooking ingredients

16–23 Nov

$118 SGD per night

Guest favourite

Home in Hamilton

4.91 out of 5 average rating, 147 reviews

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!

23–30 Aug

$558 SGD per night

Guest favourite

Guest suite in Burlington

4.93 out of 5 average rating, 108 reviews

Burlington core close 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.

17–24 Oct

$164 SGD per night

Guest favourite

Cabin in Erin

4.97 out of 5 average rating, 103 reviews

Rustic Beach House on Private Pond

Our Rustic Beach House is simply furnished and set on you very own private pond with a private beach. It has electricity, does not have plumbing. Fresh drinking water is supplied. Bathroom is a clean, private outhouse and you have access to our guest shower facility on premises from 6-9 am/pm daily. As your Bed and Breakfast host we will personally greet you and check you in and always remain on property while offering you privacy. We are designed for a quiet, peaceful rustic getaway.

5–12 Jan

$183 SGD per night

Guest favourite

Flat in Richmond Hill

4.95 out of 5 average rating, 298 reviews

Modern Cozy Home near the Mill Pond Park.

Our newly renovated basement apartment will enchant you with its contemporary style, brightness and coziness (large lookout windows, super bright!). It is fully furnished with style and attention to details so you can feel at home away from home. It is just a few steps away from the beautiful Mill Pond Park - a great place to immerse in the beauty of nature. The park has many lovely trails that you can explore. The apartment has everything you need to make your stay perfect.

1–8 Feb

$139 SGD per night

Guest favourite

Farm stay in Lincoln

4.97 out of 5 average rating, 351 reviews

Water Edge, Modern Log Cabin in Beautiful Orchards

Nestled among Niagara’s fruit trees, our newly renovated log cabin sits on the shores of 16 Mile Creek. The log cabin is a modern, meticulously maintained studio space, secluded from busy roads (perfect to work in). Relax with a morning coffee on our porch or enjoy an evening campfire while overlooking 16 Mile Creek. Amenities include a comfortable sitting area, large picture windows, kitchenette (with hotplate), breakfast bar, elegant bathroom, BBQ and more.

6–13 Dec

$186 SGD per night

Guest favourite

Guest house in Lincoln

4.99 out of 5 average rating, 107 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS MAY 6-12 MAY 14-22 MAY 25-31 JUNE 3-7 (4 nights/5 days) JUNE 9-1 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 station on-site

6–13 Jul

$856 SGD per night

Superhost

Home in Hamilton

4.89 out of 5 average rating, 222 reviews

Stunning house on lake Ontario

Nicely done up modern bungalow/cottage on Lake Ontario. It has open concept Living/dining and kitchen area. Enjoy the magnificent views of sunset while sitting on patio by lake. Close to Fifty Point Conservation Area on Lake Ontario, a magnificent 80-hectare park with superb marina facilities. Also close to Water park, Costco, food stores etc. Free access to unlimited high speed internet. Smart TV hooked up with Wifi.

5–12 May

$291 SGD per night

Guest favourite

Flat in Hamilton

4.92 out of 5 average rating, 276 reviews

Cozy apartment on Lake Ontario

Apartment located on the ground floor of a residential unit, separate from the main house. Enjoy falling asleep to the sound of the waves, as the bedroom overlooks Lake Ontario. Large deck connected to the bedroom patio door with a seating area so you can enjoy the view. Head down to the beach for the day, and roast some marshmallows' on the firepit during sunset.(Provided the wind is blowing towards the lake).

21–28 Nov

$134 SGD per night

Guest favourite

Guest suite in Grimsby

4.96 out of 5 average rating, 116 reviews

The Grimsby Getaway -Fire Pit, Lake, Full Kitchen

Open concept home with equipped kitchen, 6 windows for natural light, walking distance from lake, large backyard & firepit, office space 1000 Mbps High Speed Wi-Fi, washer & dryer with full bathroom. Great for up to 6 guests. ✓ Vineyard country ✓ 25 minutes from Clifton Hills, Niagara Falls ✓ Grimsby is full of hiking spots and the beautiful Bruce trail. ✓ 6 minute walk to the waterfront

14–21 Sep

$186 SGD per night

Guest favourite

Guest suite in Welland

4.86 out of 5 average rating, 103 reviews

Suite Dreams Spacious Executive Suite

Nestled in the centre of Niagara with captivating views so beautiful you may not want to leave. Restaurants <1 minute 🚶 Fast foods <1 minute🚶 Beer Store <1 minute🚶 Bank 1 minute 🚶 Plaza < 1 minute 🚶 Service Ontario <1 minute 🚶 Groceries 2 minutes 🚶 Canal 3 minutes🚶 Mall 10 minutes 🚶 Wal-Mart 5 minutes 🚗 Niagara College 4 🚗 Wineries 15 minutes 🚗 Niagara Falls 20 🚗

20–27 May

$93 SGD per night

Guest favourite

Bungalow in Hamilton

4.95 out of 5 average rating, 129 reviews

Beach. Pool. Lake. Fire-pit.

A PERFECT COMBINATION OF LOCATION, LUXURY AND LIFESTYLE. This unique, self contained Studio is only steps from the beach and the beach trail. Enjoy unforgettable beach sunrise. This exclusive beach sand-bar community is a hop, skip & a jump to world renowned restaurants, art crawls, fashion, theatre, culture & museums. Adults only. Long weekends have a 3 night min.

16–23 Nov

$172 SGD per night