Cottage vacation rentals in Richmond Hill

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Top-rated cottage rentals in Richmond Hill

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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 High Park North
5 out of 5 average rating, 14 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
4.84 out of 5 average rating, 81 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
An aerial view reveals a spacious countryside cottage surrounded by lush greenery, showcasing a well-maintained lawn and mature trees. The property features a large driveway leading to a two-car garage, with a pathway guiding towards the entrance of the home.
Cottage in Kettleby
4.89 out of 5 average rating, 66 reviews

Gorgeious 5 Bedroom Countryside Cottage in King ON

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.

Superhost
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
4.83 out of 5 average rating, 18 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!

Guest favourite
A wooden dock extends over a serene pond, featuring two red Adirondack chairs positioned facing the water. Surrounding trees are visible in the background, reflecting gently on the calm surface of the pond under a clear blue sky.
Cottage in Uxbridge
4.8 out of 5 average rating, 93 reviews

Cozy Hobby Farm Cottage in Uxbridge

*4 SEASONS COTTAGE*Stunning cottage retreat at Uxbridge,where you can enjoy the perfect balance of tranquility and entertainment.Our 4-bedroom cottage sleeps up to 12 guests, it's the ideal location for families or groups of friends looking to unwind and make lasting memories. You can also take advantage of our BBQ space,you can grill up mouthwatering burgers and steaks while taking in the fresh country air.The barn is not part of the rental and there are no animals inside or in property.

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
5 out of 5 average rating, 7 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
A garden path lined with stepping stones leads to a view of the Toronto skyline across the water. Green grass and plants surround a patio table and chairs, providing a serene setting with trees framing the picturesque scene.
Cottage in Toronto
4.94 out of 5 average rating, 72 reviews

Toronto Island Cottage

This beautifully furnished, bright, and airy cottage is located just eight minutes south of the city, on the picturesque Toronto Island. This is a unique opportunity to experience all that the islands offer in a stylish setting. Perfect for a staycation or vacation, the cottage is well-equipped with everything you need to make the most of your time. The serene community is accessible only by ferry or water taxi. The view of the Toronto Harbour and skyline is absolutely epic – enjoy!

Top guest favourite
Private room in Scarborough
4.96 out of 5 average rating, 501 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, 167 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

The image captures a serene sunset over the water, with vibrant orange and yellow hues reflecting on the surface. A dock extends into the water, accompanied by gentle silhouettes of trees along the bank. The scene conveys a sense of tranquility at day's end.
Cottage in East Gwillimbury
5 out of 5 average rating, 4 reviews

Lakeside Retreat & Stunning Views North of Toronto

Bright 3-bed, 3-bath custom waterfront cottage home just 40 mins north of Toronto! Sleeps 8 with a king, 2 queens & a futon. Modern kitchen, open living space, and private backyard with dock, fire pit and pergola lounge. Canoe included for water adventures. Enjoy sunsets, relaxing by the water, by the bon fire, and creating memorable moments in a peaceful, private setting while being just 10 minutes away from downtown Newmarket.

A newly renovated cottage home is surrounded by a spacious green lawn and trees. A covered porch features multiple white chairs and a charming stone facade. The driveway accommodates parking space, and a glimpse of outdoor equipment suggests a welcoming outdoor area.
Cottage in East Gwillimbury
4.56 out of 5 average rating, 16 reviews

Perfect 3 Acre Cottage Home 15 mins from the beach

Newly renovated cottage home only a 15 minute drive away from Georgina Beach and Lake Simcoe. Can fit up 12 cars on the driveway. You can find restaurants, grocery store and LCBO nearby. Enjoy time and find relaxation with family and friends in our spacious 3 acre yard with a playground, trampoline, patio, BBQ, and pool. Tenants sometimes occupy the basement. However, all guests have access to all amenities & pool.

Guest favourite
A bright bedroom showcases large windows that allow natural light to flow in. A spacious bed is positioned against a textured wall, while a dresser and a mirror add functional elegance. A patterned rug complements the wooden accents and subtle decor throughout the room.
Private room in Whitchurch-Stouffville
4.89 out of 5 average rating, 19 reviews

Cozy lake house bedroom

An original and cozy cottage by Musselman lake where we have a wonderful corner to relax on the backyard, connect with nature, go for Canoeing or just enjoy birdwatching. This private lake is wonderful for swimming and fishing as well as walking around it

Popular amenities for Richmond Hill cottage rentals

Quick stats about cottage rentals in Richmond Hill

  • Nightly prices starting at

    Richmond Hill vacation rentals start at $237 CAD per night before taxes and fees

  • Verified guest reviews

    Over 170 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Richmond Hill rentals

  • 4.9 Average rating

    Richmond Hill stays are highly rated by guests—averaging 4.9 out of 5!

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