Cottage holiday rentals in Scarborough

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Scarborough

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

%{current} / %{total}1 / 1

Guest favourite

A charming cottage is illuminated softly at night, featuring a sloped roof blanketed in snow. Warm lights glow from the windows, outlining the brick facade. Snow-covered landscaping adds to the serene winter atmosphere in front of the home.

Cottage in Toronto

5 out of 5 average rating, 16 reviews

The Cottage in High Park - free Parking

Escape to our city oasis! Nestled in High Park/Bloor West Village, our charming cottage offers urban tranquility just 15 mins from downtown by subway. Ride a bike to the beach, wander the tree-lined streets, explore boutiques in the local village, or forest-bathe deep in the trails of High Park. Return to cozy comfort, a wood-burning fireplace, a game of charades, or step out to a covered patio, perfect for BBQ creations or a movie under the stars. Your urban-cottage escape begins here!

Guest favourite

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

4.81 out of 5 average rating, 84 reviews

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

Late check in Dec 30 or early Dec 31 available! Discounts for 3 or more nights. 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. We supply seasoned firewood for the indoor wood fireplace, so have fun.

Guest favourite

A modern kitchen features a large central island topped with a bowl of fruits. Blue cabinetry complements the white countertops, while pendant lights hang above. Natural light flows through windows, illuminating the space and highlighting the stainless steel appliances and charming brick wall in the background.

Cottage in Kettleby

4.9 out of 5 average rating, 70 reviews

5-BR Home Near Toronto - Large Backyard & Fire Pit

Gorgeous 5-Bedroom Countryside Cottage - located in a quiet family neighborhood at a beautiful 3-acre lot with a huge lawn and woodlot, Lots of Parking, a minute's drive to The Manor Event Center, Hwy 400 & 427, groceries, restaurants, Golf Club, beautiful trails, Green Belts, farmers markets, Apple and strawberry picking. 20 min. to Lake Simcoe boating and fishing, many nearby shopping malls, TTC Subway, Go Station, and Canada's Wonderland. Please Note: Strictly no drug and booze parties.

Guest favourite

A heated hot tub is situated under a wooden gazebo, surrounded by bare trees and a snowy landscape. Steam rises gently from the water, creating an inviting atmosphere for relaxation in the serene outdoor setting.

Cottage in Brampton

4.88 out of 5 average rating, 24 reviews

Rustic 5BR Cottage | Cozy Hot Tub+ Autumn Backyard

Escape to nature in our private 5BR and 4WR riverside cottage – perfect retreat for groups with premium amenities! ✓ Entire cottage to yourself – full privacy! ✓ 5 spacious bedrooms with 6 double beds and 4 washrooms ✓ Cozy Family & Living Rooms ✓ Fully equipped kitchen & High-Speed Wi-Fi ✔ Dining area with seating for 8 guests ✓ Private Backyard with hot tub & Indoor games ✓ Scenic riverfront setting near Eldorado Park ✓ Safe neighborhood Book your stay and make unforgettable memories!

Cottage in Kettleby

New place to stay

Blue1 House! Signature King City Cottage Escape

Escape to this charming 3+2 bedroom cottage-style home nestled on a large, tree-filled lot in beautiful King City. Surrounded by nature, the home offers the peaceful feeling of a private retreat—while still being just minutes from everyday essentials. Wake up to birdsong, enjoy your morning coffee among mature trees, and unwind in the quiet serenity. Whether you’re planning a weekend escape or a family stay, this home delivers the best of both worlds: nature, comfort, and convenience.*

An aerial view captures a spacious manor surrounded by lush greenery, with a driveway leading to the entrance. A circular pond is positioned in the foreground, while an RV is parked beside the building, providing a glimpse of available outdoor space.

Cottage in Uxbridge

4.8 out of 5 average rating, 10 reviews

Priv Magical Forest Manor 30+Disco KTV Party Room

Privacy Manor, 15 Acres Forest Surrounded, over 30+ disco party room & KTV system, waterfall, fountain, outdoor kitchen, short-term stays, retreats and small events. 4000ft interlocking can set a outdoor event. Close golf course and ski resorts, at Uxbridge Perfect for families looking to make the most of the season or for companies wanting to host a corporate retreat. Our Magical Forest Manor is able to host up to guests inside the Cottage. Extremely private with an elevated view.

Top guest favourite

Private room in Scarborough

4.96 out of 5 average rating, 502 reviews

Away to Relax! Lake View, 2nd floor, Private Bath

Enjoy cottage life while you visit Toronto. An opportunity to relax, unwind and step away from the hustle and bustle. access downtown via public transit or by car. Your second floor suite has a king bed, Private bath, private deck & panoramic view of Lake Ontario. Clean, Safe Space, Free (street) parking, Fast WIFI, Beautiful neighborhood, easy walk to public transit. Award winning garden, Good feng shui, Heaven for birders, Designated Superhost more than 25 times!

Guest favourite

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, 168 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

A spacious living area features a combination of light and vibrant orange walls, enhancing the room's brightness. Comfortable seating options include a sectional sofa and armchairs, with a central table surrounded by decorative plants. Soft lighting highlights a cozy atmosphere, complemented by decorative artwork.

Cottage in Pickering Beach

4.64 out of 5 average rating, 195 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.

A private cottage is showcased from the perspective of a sparkling outdoor pool. The structure features a two-story design with a wooden balcony and large windows surrounded by lush greenery and colorful landscaped gardens.

Cottage in Pickering

4.57 out of 5 average rating, 68 reviews

Private Cottage Getaway in Nature

Make some memories at this unique and family-friendly cottage. This spacious, private home resides on a hill, ambient with the beautiful views of the surrounding nature. Enjoy your stay!