Cottage vacation rentals in Oshawa

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Top-rated cottage rentals in Oshawa

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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, 138 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.

Top guest favorite

The tranquil scene features two red chairs positioned near the water's edge, facing a serene sunrise over the lake. The surrounding ground is covered with colorful autumn leaves, and a small boat is partially visible, adding to the peaceful atmosphere.

Cottage in Bailieboro

4.91 out of 5 average rating, 118 reviews

Majestic Lake Haven ~ Heated Pool~Hot Tub~Dock

As if emerging straight out of a fairy-tale fantasy, this 6-bed lakefront retreat exudes luxury and unmatched privacy like no other. Envision a place of solitude nestled on an enormous grassy lawn, with a heated swimming pool + bubbling hot tub, a private dock for spontaneous swims & fishing, plus a BBQ & fireplace for evenings under a starlit sky. The interior is just as awe inspiring, boasting a 1500 sq. ft. interior, complete with a 52" smart HDTV, mini golf & board games for all around fun!

Guest favorite

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, 125 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

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

4.99 out of 5 average rating, 78 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 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, 176 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!

Superhost

An outdoor dining area is set on a wooden deck overlooking the lake. A rectangular table is surrounded by four chairs, with an umbrella providing shade. A gas BBQ is positioned under a pergola, offering convenience for outdoor meals. The calm water reflects the clear blue sky.

Cottage in Scugog

4.71 out of 5 average rating, 7 reviews

Waterfront Cottage - Fire Pit, Dock, 1Hr Toronto

Four-season retreat on Lake Scugog! 🍁 Breathtaking fall colours and lakefront views. 🔥 Fireplace and cozy living room with blankets & games. 💻 Wi-Fi great for digital nomads. 🍴 Fully equipped kitchen for family meals. 🐾 Pet-friendly – bring your furry friend. Couples’ getaways, families, remote workers, weekend escapes. Enjoy crisp mornings with coffee on the deck. Cozy nights by the fireplace. [A/C units and Dock access will be closed after Thanksgiving in October.]

Guest favorite

A wooden dock extends over the calm waters of Rice Lake, featuring two red Adirondack chairs and a bench, inviting relaxation. The serene landscape is framed by greenery and cottages in the distance, while clear blue skies reflect on the water's surface.

Cottage in Keene

4.87 out of 5 average rating, 101 reviews

Two Piggie's Rice Lake Escape

Two Piggies Rice Lake Cottage is a spacious and luxurious 5-bedroom cottage situated on the tranquil Rice Lake, located just 90 min from Toronto. It boasts an incredible view of the pristine lake, the spectacular sunset over the lake, and a modern, clean, well-taken care of lodging for your comfort. The cottage is very private, with large swath of preserved land to the right, ensuring maximum privacy for your stay. Come create beautiful memories with your loved ones here!

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

4.98 out of 5 average rating, 319 reviews

Hideaway: Upscale Victorian Coach House Fees Incl

We cover the airbnb fees 🏆 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 ✨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.rbn

Guest favorite

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, 165 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

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, 108 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.

Guest favorite

Cottage in Innisfil

4.84 out of 5 average rating, 242 reviews

3BR on Lake Simcoe | Gorgeous Views 1hr From City

Escape the city and unwind at our charming three-bedroom bungalow on Lake Simcoe, just one hour north of Toronto. With 129 feet of private lakefront, you’ll wake up to breathtaking sunrises and stunning water views, making it the perfect all-season getaway. 🌅 Unmatched Lakefront Views 🏖️ Private & Peaceful 🏊 Shallow, Swimmable Waters 🏞️ Spacious Outdoor Area 🎣 Cozy Year-Round Escape 🚗 Easy Access – Just a one-hour drive from Toronto

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, 159 reviews

Lake-Access Cottage- Hot Tub, Fireplace&Pool Table

Create beautiful family memories at our peaceful lakeside cottage. Relax in the living room with a partial lake view by the indoor fireplace, or enjoy lake access for swimming and boating. Evenings are perfect for stargazing around the bonfire or soaking in the private hot tub. The fun continues inside with a pool table in the sunroom and a full kitchen for home-cooked meals. The cottage comfortably sleeps 6 in 2 king beds and 2 twin beds.