Cottage vacation rentals in Oshawa

Find and book unique cottages on Airbnb

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Popular amenities for Oshawa cottage rentals

Cottage rentals with a hot tub

Superhost
A hot tub is positioned next to a serene lake, its blue water illuminated by LED lights. The surrounding area features a view of the calm water and the night sky, enhancing the relaxing atmosphere. Comfortable outdoor seating is placed in the background.
Cottage in Bowmanville
4.89 out of 5 average rating, 159 reviews

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

CindyRating, 5 stars2 weeks ago
Sachin was incredibly responsive and fulfilled our requests instantly. The cottage was amazing—exactly as described on Airbnb. We had a wonderful stay and truly appreciated the hospitality! It truly felt like home, and we’re already looking forward to coming back next year!
Guest favorite
An aerial view showcases a stone cottage-style house with a green roof, surrounded by lush greenery and trees. A winding driveway leads to the property, where two vehicles are parked, set against an expansive green lawn.
Cottage in Goodwood
4.82 out of 5 average rating, 72 reviews

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

BenjaminRating, 5 stars1 month ago
I stayed at this air b&b with 14 people. We thoroughly enjoyed our time and the host was great & very responsive! Highly recommend if you are looking for some time away or need a home base for a large group just outside of Toronto
Superhost
A modern living area features a contemporary gray sofa positioned near large windows that offer scenic views of the water. A round glass coffee table sits on a textured rug, and colorful accent pillows enhance the seating area. Natural light fills the space.
Cottage in Bowmanville

Lake Front Escape - Hot tub!

MoonheeRating, 5 stars4 months ago
Spectacular landscape. Hot tube was amazing and the place was spotless! Thank you for memorable experience.
A lakeside property is framed by lush greenery and tall trees. The multi-level building features large windows and a welcoming terrace, with a staircase leading down to the water. A wooden dock extends into the lake, providing access to the serene setting.
Cottage in Port Perry

Cheerful 3 Bedroom cottage

MeldonRating, 5 stars34 months ago
Irina’s cottage is lovely! Very spacious and comfortable, elegantly furnished, and cool even in hot weather,. The rooms have large picture windows with spectacular views of Chalk Lake. Irina was a very gracious and helpful host. The lake itself is very quiet and serene, perfect for swimming and kayaking.
The cottage exterior is nestled among lush greenery, showcasing a contemporary design with dark walls and vibrant red accents. A pathway leads to the entrance, framed by a variety of plants and trees, enhancing the natural surroundings.
Cottage in Port Perry
4.77 out of 5 average rating, 13 reviews

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

AbigailRating, 5 stars4 months ago
We had a great time for our girls weekend! Very beautiful landscape and property, the house is fully stocked with everything you could need for your stay and more. Comfortable sleeping areas and living spaces. Christine from cottage link was super quick to help us when we needed assistance. Thanks so much for hosting us, we will for sure be booking again 🧡
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
4.84 out of 5 average rating, 163 reviews

Waterfront Beach House Oasis - All Season Hot Tub!

JohnRating, 5 stars2 weeks ago
Amazing views and great hot tub. Would stay again.
A serene lakeside property is nestled among lush greenery, featuring a multi-level structure with a sloped path leading down to the water. Tall trees surround the building, creating a peaceful atmosphere, while the clear blue sky above enhances the tranquil setting.
Cottage in Port Perry

Cheerful 3 Bedroom cottage with hot tub

Pet-friendly cottage rentals

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, 159 reviews

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

CindyRating, 5 stars2 weeks ago
Sachin was incredibly responsive and fulfilled our requests instantly. The cottage was amazing—exactly as described on Airbnb. We had a wonderful stay and truly appreciated the hospitality! It truly felt like home, and we’re already looking forward to coming back next year!
Superhost
A modern living area features a contemporary gray sofa positioned near large windows that offer scenic views of the water. A round glass coffee table sits on a textured rug, and colorful accent pillows enhance the seating area. Natural light fills the space.
Cottage in Bowmanville

Lake Front Escape - Hot tub!

MoonheeRating, 5 stars4 months ago
Spectacular landscape. Hot tube was amazing and the place was spotless! Thank you for memorable experience.
A lakeside property is framed by lush greenery and tall trees. The multi-level building features large windows and a welcoming terrace, with a staircase leading down to the water. A wooden dock extends into the lake, providing access to the serene setting.
Cottage in Port Perry

Cheerful 3 Bedroom cottage

MeldonRating, 5 stars34 months ago
Irina’s cottage is lovely! Very spacious and comfortable, elegantly furnished, and cool even in hot weather,. The rooms have large picture windows with spectacular views of Chalk Lake. Irina was a very gracious and helpful host. The lake itself is very quiet and serene, perfect for swimming and kayaking.
Cottage in Blackstock
5 out of 5 average rating, 10 reviews

Country Home in a Forest 4 Bedrooms

AnatRating, 5 stars10 months ago
We had a wonderful time at Sarah's beautiful, clean and well equipped house. Sarah was very responsive and helpful, and filled the kitchen with everything we needed, including seasoning, cooking and baking items and more. Also, let's not forget the fresh farm eggs and the herbs garden. Beds are super comfortable as well as all other furniture. We enjoyed the peaceful and beautiful garden and the gazebo, also highly recommended for star gazing at night! Thanks Sarah!
A spacious deck is shown overlooking a tranquil lake, surrounded by trees. A dog rests comfortably on the wooden surface, while a boardwalk leads down to the water's edge, blending harmoniously with the natural surroundings.
Cottage in Port Perry
4.77 out of 5 average rating, 13 reviews

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

AbigailRating, 5 stars4 months ago
We had a great time for our girls weekend! Very beautiful landscape and property, the house is fully stocked with everything you could need for your stay and more. Comfortable sleeping areas and living spaces. Christine from cottage link was super quick to help us when we needed assistance. Thanks so much for hosting us, we will for sure be booking again 🧡
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
4.84 out of 5 average rating, 163 reviews

Waterfront Beach House Oasis - All Season Hot Tub!

JohnRating, 5 stars2 weeks ago
Amazing views and great hot tub. Would stay again.
A serene lakeside property is nestled among lush greenery, featuring a multi-level structure with a sloped path leading down to the water. Tall trees surround the building, creating a peaceful atmosphere, while the clear blue sky above enhances the tranquil setting.
Cottage in Port Perry

Cheerful 3 Bedroom cottage with hot tub

Private cottage rentals

Superhost
Cottage in Bowmanville
4.89 out of 5 average rating, 159 reviews

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

CindyRating, 5 stars2 weeks ago
Sachin was incredibly responsive and fulfilled our requests instantly. The cottage was amazing—exactly as described on Airbnb. We had a wonderful stay and truly appreciated the hospitality! It truly felt like home, and we’re already looking forward to coming back next year!
Guest favorite
The spacious living area features high ceilings and large windows allowing natural light to illuminate the space. A stone fireplace serves as a focal point, surrounded by comfortable seating options, including red and black sofas. Warm wooden flooring completes the inviting atmosphere.
Cottage in Goodwood
4.82 out of 5 average rating, 72 reviews

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

BenjaminRating, 5 stars1 month ago
I stayed at this air b&b with 14 people. We thoroughly enjoyed our time and the host was great & very responsive! Highly recommend if you are looking for some time away or need a home base for a large group just outside of Toronto
Superhost
Cottage in Bowmanville

Lake Front Escape - Hot tub!

MoonheeRating, 5 stars4 months ago
Spectacular landscape. Hot tube was amazing and the place was spotless! Thank you for memorable experience.
A lakeside property is framed by lush greenery and tall trees. The multi-level building features large windows and a welcoming terrace, with a staircase leading down to the water. A wooden dock extends into the lake, providing access to the serene setting.
Cottage in Port Perry

Cheerful 3 Bedroom cottage

MeldonRating, 5 stars34 months ago
Irina’s cottage is lovely! Very spacious and comfortable, elegantly furnished, and cool even in hot weather,. The rooms have large picture windows with spectacular views of Chalk Lake. Irina was a very gracious and helpful host. The lake itself is very quiet and serene, perfect for swimming and kayaking.
Cottage in Blackstock
5 out of 5 average rating, 10 reviews

Country Home in a Forest 4 Bedrooms

AnatRating, 5 stars10 months ago
We had a wonderful time at Sarah's beautiful, clean and well equipped house. Sarah was very responsive and helpful, and filled the kitchen with everything we needed, including seasoning, cooking and baking items and more. Also, let's not forget the fresh farm eggs and the herbs garden. Beds are super comfortable as well as all other furniture. We enjoyed the peaceful and beautiful garden and the gazebo, also highly recommended for star gazing at night! Thanks Sarah!
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
4.77 out of 5 average rating, 13 reviews

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

AbigailRating, 5 stars4 months ago
We had a great time for our girls weekend! Very beautiful landscape and property, the house is fully stocked with everything you could need for your stay and more. Comfortable sleeping areas and living spaces. Christine from cottage link was super quick to help us when we needed assistance. Thanks so much for hosting us, we will for sure be booking again 🧡
A verdant forest area is depicted, featuring an array of green foliage and white flowers in the foreground. A tall tree stands prominently, surrounded by lush greenery and dappled sunlight filtering through the leaves.
Cottage in Pickering
4.53 out of 5 average rating, 58 reviews

Private Cottage Getaway in Nature

DianaRating, 5 stars2 weeks ago
What a wonderful space! Top-notch girls weekend getaway with a ton of space, a beautiful grassy yard with an outdoor pool. Peaceful and private location. Also, the cottage is enormous with a ton of bedrooms and everything you need for a comfy stay. Rachel is a flexible, friendly and responsive host. I'd recommend this property and Rachel to anyone! A space to host a big group is a rare find. Thanks, Rachel!
Cottage in Hampton
4.85 out of 5 average rating, 108 reviews

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

PradeepRating, 5 stars1 month ago
Loved the stay! We were group of 20 and the entire group had so much fun. Lots of activities and games. Plenty of space to accommodate 20 ppl. Sripathy was responsive and easy to reach.

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