Cottage vacation rentals in Oshawa

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Top-rated cottage rentals in Oshawa

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Top guest favorite

A charming cottage-style home showcases a combination of brick and wood features with a steeply pitched roof. The bright red front door is framed by lush greenery and well-maintained flower beds, enhancing the inviting entryway. A manicured lawn surrounds the home, creating a serene atmosphere.

Cottage in Innisfil

4.98 out of 5 average rating, 53 reviews

The Gingerbread House | Near Lake + Wedding Venues

This peaceful 3-bedroom cottage combines rustic charm with modern comforts. The open-concept main floor features hardwood floors, a cozy living area with a wood-burning stove, and tons of natural light. The fully stocked kitchen makes cooking easy, and a backyard deck with BBQ is perfect for relaxing after a day by the lake. Fast Wi-Fi and a dedicated desk make it ideal for remote work or school. Whether you’re here for a wedding, a family getaway, or a quiet recharge, you’ll feel right at home.

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.

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

4.9 out of 5 average rating, 108 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!

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

4.86 out of 5 average rating, 117 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, 64 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

4.8 out of 5 average rating, 175 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

4.89 out of 5 average rating, 171 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 large inflatable duck with headphones floats in a swimming pool, surrounded by evening lighting. A covered seating area features string lights, enhancing the tranquil and fun atmosphere. The backdrop includes a well-lit house surrounded by greenery, creating a relaxing outdoor space.

Cottage in Alcona

4.91 out of 5 average rating, 232 reviews

Utopia Villa and Spa

Welcome to Utopia where you will make amazing long lasting memories with your family and friends. Just minutes from the beach, grocery stores, gas stations, and anything else you can need. There is so much to do here that you will never want to leave! Imagine a day full of good food by the fireplace, a dip in the hot tub, relaxing in the sauna and playing in the game room. Treat yourself with a stay! House rule: No smoking/eating in hot tub. Breaking this rule will result in $500 fine.

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, 161 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

4.91 out of 5 average rating, 32 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

Cottage in Innisfil

4.84 out of 5 average rating, 236 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