Cottage holiday rentals in Oakville

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Top-rated cottage rentals in Oakville

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Superhost

Cottage in St. Catharines

4.76 out of 5 average rating, 131 reviews

Bright Home, Relaxing, lakefront W Sauna & Hottub

An Exquisite lakefront oasis, this home is situated on the shores of Lake Ontario. Enjoy a 10 man sauna, Wood hot tub soak while watching the sunsets, looking out over the lake and stunning evening views of the Toronto skyline. Our Cottage is pure serenity and within fifteen minutes from all that Niagara has to offer, making it one of the best vacation rentals in Niagara Cottage contract filled in and signed required. No smoking inside the home or near windows/doors license number 22106298STR

Superhost

Cottage in Belfountain

4.77 out of 5 average rating, 64 reviews

Explore 4BR 3BA Cottage Surrounded By Nature

Relax with the whole family at this peaceful luxury cottage with beautiful views of nature. Perfect getaway from the city. Enjoy the outdoors with hiking, biking, and walking at many trails. Minutes from Belfountain conservation area, and Caledon Ski Club. Enjoy the scenic drive on Forks of the Credit Rd with views of the river. Have a good time in the backyard with friends and family with just under 1 acre lot. Offers 4 Bedrooms and 3 washrooms. Fully Updated Cottage. Smart TV & Internet

Guest favourite

Cottage in Grimsby

4.94 out of 5 average rating, 32 reviews

Grimsby Beach Cottage

Enjoy a day at a quiet hidden beach followed by a night around the bonfire in this charming, cottage-style home. With this convenient location, you’ll appreciate the city-like accessibility, located minutes from public beaches and a close drive to wineries, hiking trails and the quaint town of Grimsby with an array of restaurants, pubs, and cute shops. Minutes from the Bartlett highway exit, you’re also only a short drive from Port Dalhousie, downtown St. Catharines, Niagara Falls and Hamilton.

Guest favourite

Cottage in Hamilton

4.85 out of 5 average rating, 158 reviews

Lakeview Oasis: EV Charger, Fire Pit, Sunset View

Relax in our tranquil Lake Ontario retreat, nestled in Stoney Creek between Toronto and Niagara Falls. Our cottage boasts lake views year-round, a backyard oasis with a fire pit, outdoor furniture, and yard games. Indoors, enjoy recent renovations including billiards, ping pong, Smart TV, and board games. Sleeps six with two bedrooms and a sofa bed, fully-equipped kitchen, modern bathroom, laundry, free Wi-Fi, and parking. Create unforgettable memories in our cozy and tastefully decorated home.

Superhost

Cottage in Port Dalhousie

4.89 out of 5 average rating, 45 reviews

Beach Cottage

Relax with the whole family at this fully renovated beach cottage. 10 minute walk to public beach, downtown restaurants, ice cream, lakeside park and carousel. Beautiful neighborhood to walk and play in. Short walk to henley island and grandstand. Equipped with all your outdoor dining and entertainment needs. Excellent choice for cozy winter getaways as well! Snuggle up by the fire, take the dog out for a nice hike at the local dog park, ice fish or skate on the Martindale pond minutes away!

Top guest favourite

Cottage in Lincoln

5 out of 5 average rating, 126 reviews

The Stone Cottage in Vineland

Relax in this two bedroom three bathroom home that comes with a fully-equipped kitchen, dining room, laundry, and spacious living room with gas fireplace. Enjoy access to a beautifully landscaped backyard, with private deck overlooking acres of quiet farmland. The perfect modern day getaway, The Stone Cottage sports up-to-date amenities that combine with the peacefulness of country living, to create the ideal vacation retreat, within easy reach of everything the Niagara Region has to offer!

Guest favourite

Cottage in Lincoln

4.93 out of 5 average rating, 68 reviews

COZY LAKESIDE COTTAGE IN THE NIAGARA WINERY REGION

A beautiful cottage nestled in the heart of Niagara's wineries and steps from Lake Ontario. A warm and inviting space with full amenities such as granite countertops, stainless steel appliances, central A/C and heated floors. Located in a quiet mature neighbourhood, just minutes away from Niagara Falls, historic Jordan Harbour and a short drive to Toronto! Watch the many species of birds from the front yard or stroll through the wineries across the road and in the area. All Yours to Discover!

Guest favourite

Cottage in Lincoln

4.97 out of 5 average rating, 185 reviews

Chestnut Cottage

Quaint Cottage in the heart of wine country. This is a recently renovated 4 bedroom, 2 bathroom house. Basement was just finished in 2021. The house is bright and clean and furnished with a modern country farmhouse feel. WIFI, cable TV, Netflix, full kitchen and central a/c are just some of its amenities. This house would be great for couples, a group of friends or even a family looking for a relaxing getaway in the country, but still close enough to numerous activities for all to enjoy.

Guest favourite

Cottage in Toronto

4.94 out of 5 average rating, 71 reviews

Toronto Island Cottage

This beautifully furnished, bright, and airy cottage is located just eight minutes south of the city, on the picturesque Toronto Island. This is a unique opportunity to experience all that the islands offer in a stylish setting. Perfect for a staycation or vacation, the cottage is well-equipped with everything you need to make the most of your time. The serene community is accessible only by ferry or water taxi. The view of the Toronto Harbour and skyline is absolutely epic – enjoy!

Superhost

Cottage in Richmond Hill

4.93 out of 5 average rating, 152 reviews

White Oak on Wilcox-Richmond Hill Lakefront Oasis

Welcome to The White Oak on Wilcox - a lakefront oasis in the heart of Richmond Hill, perfect for an all-season getaway. Located just 30 mins from Toronto, enjoy direct access to Lake Wilcox with beautiful sunset views from the private dock. This vacation home welcomes you to a relaxing and serene lakefront experience. Surrounded by numerous activities to enjoy year-round, this is the perfect home-away-from-home! Share your memories with us @whiteoakcottageco

Guest favourite

Cottage in Hamilton

4.96 out of 5 average rating, 144 reviews

Lake Front Heaven - Gateway to Niagara/Vineyards

A magical cottage with its own beach house on Lake Ontario. This place is special! The beach house an extra bedroom and full bath which is available during the spring/summer months. There’s a pier, boat slip, fire pit, picnic table and plenty of outdoor seating. All of this 50 minutes from downtown Toronto, 40 minutes from YYZ International airport and 25 minutes from the world famous Niagara falls. The scenic is a great base to explore the Niagara region.

Guest favourite

Cottage in Burlington

4.85 out of 5 average rating, 97 reviews

The Pearl Lodge

Almost 1 acre of land for you and your family to enjoy Free parking on premises Beautiful 4 bedroom cottage Comfortably sleeps 10 people Enjoy mini golf, pool table, and table tennis Open concept lounge and sitting area BBQ and firepit available for your use Walkout to deck with beautiful view of massive backyard Covered patio Soccer/Volley ball available upon request Located within minutes to trails, Lake Ontario, shopping and much more.