Cottage vacation rentals in Oshawa

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Oshawa

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

0 of 0 items showing

1 of 3 pages

Guest favorite

The image captures a serene evening at the water's edge, featuring a peaceful view of Rice Lake. Kayaks are neatly stacked beside a dock, while a deck equipped with seating overlooks the calm water under a twilight sky.

Cottage in Harwood

4.81 out of 5 average rating, 137 reviews

Ostrander's 3 Bedroom Cottage on Rice Lake

Relax with family and friends. Kids & pets welcome! ➤ Private Waterfront and dock for fishing & boating ➤ Three private bedrooms sleep six comfortably. Plus a couch and cot available if needed! ➤ Fenced yard with dock, deck, patio & gas BBQ. ➤ Free WiFi with 55" Roku TV and DVD player. ➤ Free parking for up to 3 vehicles onsite. ➤ Free use of a canoe, 2 paddle boards and 2 kayaks with life jackets. ➤ Dishes, linens & bath towels included free. ➤ Eat in kitchen and bright comfortable family room.

Superhost

Aerial view of a spacious bungalow set in a large green landscape. The property is surrounded by trees and open fields, with a long driveway leading to the entrance. Nearby structures and a natural setting contribute to a serene atmosphere.

Cottage in Hampton

4.87 out of 5 average rating, 120 reviews

Serene 5-BR Bungalow, 3 Full + 2 Half Baths

Stay at our tranquil Bowmanville bungalow! Free parking, Wi-Fi, fire pit, BBQ included. 5 bedrooms for 16 guests. 4000 sqft, 3 full baths, 2 half baths, kitchen, living room. Ideal for family/friends. Near Cedar Park Resort Note Beds for 16 guests 5 extra folding beds available on request at no extra cost Maximum capacity: 21 guests Please inform us in advance if bringing additional visitors or hosting an event. No underage/teen parties allowed. Violation may result in booking cancellation

Superhost

A cozy living area features two light grey armchairs with decorative orange cushions. A small, round coffee table sits between the chairs, and a tall, white vase holds decorative grasses. Natural light filters in from a nearby window, and a standing lamp provides additional illumination.

Cottage in Bewdley

4.83 out of 5 average rating, 156 reviews

Lakeview cottage Hot tub, Billiards & Kayak

Contact Sararajcottages dot ca for private website Relax with the whole family at this peaceful place to stay and create beautiful memories. Partial Lake view from the living room sitting by the indoor fire place, Lake access , bon fire, star gazing , Fenced backyard view to the farm land , hot tub, pool table to entertain in the sun room, Cook in the full kitchen or in the BBQ, sleep comfortably in the 2 King beds and 2 twin beds. 2 others airbnb.com/h/sararajcottage airbnb.com/h/moonpradise

Top guest favorite

A private deck is showcased, featuring two black chairs facing a serene lake view. Lush green trees and foliage surround the area, enhancing the peaceful atmosphere. The calm water reflects the blue sky, creating an inviting spot for relaxation.

Cottage in Caesarea

4.98 out of 5 average rating, 66 reviews

Lakeside Cottage Getaway South Shore Lake Scugog

WELCOME TO YOUR LAKESIDE GETWAY! This rustic, private lakefront cottage (south shore of Lake Scugog) has 2 bedrooms, 2 queen sized beds, large bright living/dining room, pullout couch, newly renovated kitchen and bathroom, private dock, indoor fireplace/outdoor fire pit and a loft space that could be use as reading, meditation or play room. Located approximately 1.5 hours from Toronto, this cottage is the perfect place for families and friends to escape the hustle and bustle, relax and unwind.

Superhost

A hot tub is positioned on a stone patio overlooking the lake, surrounded by natural rocks. Muskoka chairs provide seating nearby, with vibrant sunset colors reflecting in the water, enhancing the tranquil outdoor atmosphere.

Cottage in Bowmanville

4.79 out of 5 average rating, 177 reviews

Waterfront Beach House Oasis - All Season Hot Tub!

Welcome to our serene waterfront sanctuary! This stunning 4-bed, 3-bath retreat is the perfect escape just outside the city. Enjoy unobstructed lake views, sunsets, kayaks, fire pit, BBQ, and a year-round hot tub. Relax indoors with a movie or on the private pebble beach. Explore nearby Darlington conservation areas for hiking and wildlife. Our home offers everything you need for the ultimate urban getaway. Whether you seek relaxation, adventure, or natural beauty, your perfect retreat awaits!

Superhost

A hot tub is positioned on a patio, providing views of the serene lake and distant horizon. Red outdoor chairs surround a firepit, while an umbrella offers shade nearby. The scene is framed by lush greenery and a stony beachfront, enhancing the tranquil setting.

Cottage in Bowmanville

4.9 out of 5 average rating, 172 reviews

“Lakeside Dreams”: All season HotTub w/lake views

Escape to our stunning lakefront family cottage! Enjoy breathtaking views, modern comforts, and the serenity of cottage life. With a private beach, firepit, BBQ, and covered patio, relaxation is guaranteed. Explore the nearby conservation area's trails or cast your line at the fishing creek, just a short walk away. A public beach is 5 min walk. Indulge in the perfect blend of nature and convenience. Book your stay now and create unforgettable memories in our charming cottage retreat!

Guest favorite

A private hot tub sits surrounded by lush greenery and potted plants. Stone pathways lead to cozy seating areas with patio furniture. Soft lighting illuminates the brick walls, enhancing the tranquil outdoor space for relaxation.

Cottage in Cobourg

4.99 out of 5 average rating, 309 reviews

Hideaway: Upscale Victorian Coach House

🏆 Featured by Explore Ontario as a Top 10 Stay in 2022 | Described by Narcity Canada as “Like Living in the Holiday” Follow us @coachhouse_cobourg ✨ Your Charming Countryside Retreat Awaits Step into a 150-year-old coach house nestled on a stunning 5-acre Victorian estate. This beautifully restored guest house combines historic charm with modern comforts, offering a private hot tub, a cozy fireplace, and a serene escape minutes from Cobourg’s vibrant downtown and pristine beaches.

Guest favorite

A garden path lined with stepping stones leads to a view of the Toronto skyline across the water. Green grass and plants surround a patio table and chairs, providing a serene setting with trees framing the picturesque scene.

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!

Top guest favorite

A grassy area features two pink Adirondack chairs positioned around a firepit, surrounded by smooth stones. A deck is visible in the background, showcasing a table with chairs beneath a turquoise umbrella, enhancing the outdoor space.

Cottage in Roseneath

5 out of 5 average rating, 58 reviews

4 Season Rice Lake Cottage Suite

Welcome to this beautiful four season waterfront cottage suite nestled on the south shore of desirable Rice Lake that is a perfect retreat. This upgraded one bedroom detached self-contained unit with a kitchen, living room, and one bathroom on a shared property boasts a private deck and dock with stunning lake views. Stargazing, waterfront walks, and lakeside living are just a few of the pleasures that this cozy lake getaway with all your modern comforts has to offer. STRA-010-2025

Superhost

A wooden dock extends into a serene lake, reflecting a clear blue sky with scattered clouds. Flower pots are positioned on the dock, while torches line the edges, contributing to a peaceful outdoor atmosphere.

Cottage in Richmond Hill

4.94 out of 5 average rating, 163 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 favorite

A cozy corner is depicted with a uniquely designed chair featuring a woven seat and warm cushions. A small table holds a book and a beverage. A wooden sign displayed on the wall contributes to a cottage theme, while a view of greenery is visible through the window.

Cottage in Little Britain

4.88 out of 5 average rating, 34 reviews

Cozy All-Season Lakeside Cottage with Sauna

Escape to our cozy lakefront cottage, perfect for family and friends! Enjoy direct access to the lake, an outdoor sauna, and various entertainment amenities, including our foosball table. The master bedroom includes a king bed, while the second room features two single beds. The well-equipped kitchen ensures all your culinary needs are met. Step onto the water-facing deck equipped with a barbecue, and enjoy our expansive yard for games, bonfires, and more.

Guest favorite

The exterior of a two-story log cabin is illuminated at night, showcasing its natural wood finish and gabled roof. A welcoming entryway features a wooden staircase leading to the front door. Surrounding green grass provides an open space, enhancing the rustic charm.

Cottage in Gilford

4.96 out of 5 average rating, 102 reviews

Lake simcoe Waterfront Log Cabin near Toronto

*Great for ice fishing on lake Simcoe* Some of the best ice fishing in Ontario, lots of Jumbo Perch, trout, whitefish etc Relax with the whole family at this peaceful place to stay. This two story, modern cottage built entirely of logs and situated on Lake Simcoe is the perfect getaway. Whether you are in the mood for entertainment, adventure, or simple relaxation, this cabin can provide you a comfortable and picturesque stay throughout your visit.