Cottage vacation rentals in Oshawa

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Top-rated cottage rentals in Oshawa

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The cottage exterior is enveloped by lush greenery, showcasing a modern design with large windows and a spacious balcony. Stone steps lead to a well-maintained garden, and natural stone pathways are visible, enhancing the serene outdoor setting.

Cottage in Port Perry

4.83 out of 5 average rating, 12 reviews

Pet friendly, Hot Tub and Unli Wi-Fi w/Great View!

Discover the perfect pet-friendly haven just 45 mins from Downtown Toronto with hot tub, unlimited Wi-Fi, stunning sunset & sunrise views! Lakeridge Hideaway is 1km from 2 ski resorts and steps to the private dock on Chalk Lake. Sleeps 6 adults + 4 children, featuring open-concept living, fully renovated kitchen & rooftop outdoor shower. Explore mountain bike trails & enjoy the canoe & kayaks. Cozy up with the woodstove, 55” smart TV with Netflix & Disney+ and DVD library. Escape the city today!

Guest favorite

The exterior of a charming stone cottage is displayed, featuring a sloping roof and large windows that allow for ample natural light. A spacious wooden deck is shown adjacent to the house, surrounded by grassy areas and trees, indicating a peaceful outdoor setting.

Cottage in Goodwood

4.82 out of 5 average rating, 71 reviews

Family fun! Hot tub/snooker table/Movie Room!

We offer discounts for 3 nights and more :) Our house is built like an old English-style stone house cottage and is approximately 1 hour from downtown Toronto. The house is great for special occasions and getting away from it all with a group of friends or family. We've included some fun extras such as a projection theater room, slate snooker table, cable TV, BBQ and an outdoor hot tub for those nights you want to relax. We supply seasoned firewood for the indoor wood fireplace, so have fun :)

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

4.85 out of 5 average rating, 107 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

Cottage in Blackstock

5 out of 5 average rating, 10 reviews

Country Home in a Forest 4 Bedrooms

Your Countryside Dream! This modern executive country home offers serenity and bliss. Surrounded by tall cedar trees, it is an ideal get-away from the busy city life. Perfect for families & couples looking for adventure and to explore the country. Close to local farms, wineries, ski resorts, conservation areas, and Canadian Tire Motorsport Park. Situated on the Oakridge's Moraine, near hidden valleys, hiking trails, hills and nearby small creeks & rivers. Easily accessible from the 407 & 401.

Superhost

A spacious outdoor area is set along the pebbled beachfront, featuring a collection of Muskoka chairs arranged for relaxation. Large stones outline the beach, while a fire table and distant trees create a natural backdrop against the blue sky and lake.

Cottage in Bowmanville

4.83 out of 5 average rating, 155 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

Aerial view of a charming cottage situated along a pebbled shore, with clear waters lapping at the sandy beach. Nearby, trees stand tall, and the landscape is dotted with outdoor seating for relaxation. The serene lake reflects the sky, creating a tranquil atmosphere.

Cottage in Bowmanville

4.89 out of 5 average rating, 155 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!

Cottage in Pickering Beach

4.64 out of 5 average rating, 157 reviews

Beautiful Lakeview Cottage on the Beach!!

Beautiful Retro-style Cottage in south Ajax Ontario right on the famous Paradise Beach! Only 20 minutes east of Toronto - be in the Nature and Relax with the whole family at this peaceful waterfront cottage. This unique place has a style of its own with over 2000 sq ft of living area.