Cottage vacation rentals in Richmond Hill

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Top-rated cottage rentals in Richmond Hill

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Cottage in Port Perry

4.77 out of 5 average rating, 13 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!

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Cottage in New Tecumseth

4.84 out of 5 average rating, 55 reviews

THE WHITE HOUSE ON THE HILL Beautiful Country Home

Located in the quiet town of Beeton, Ontario, this gorgeous luxury country home is located on 2 acres of private property. Its warm county feel will make your stay a memorable experience. Enjoy stunning sunrise mornings sipping coffee on the private lounging/dining porch and cozy sunset evenings around the fire pit telling stories and making memories. Located less than 30 min. from GTA. You will enjoy the best of both worlds: Country living only minutes away from outdoor activities and shopping.

Guest favorite

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 :)

Cottage in Richmond Hill

4.69 out of 5 average rating, 13 reviews

Cottage Bungalow Retreat

"Escape to Nature: Bungalow Retreat with Outdoor Party Space" Experience the best of both worlds in our bungalow retreat, where nature meets convenience. Situated on five acres of scenic land, this cozy hideaway resembles a charming cottage. Whether you're looking for a quick getaway or a longer stay, our space accommodates all needs, including outdoor parties or private events. Rest assured, ample parking ensures a stress-free experience for you and your guests. DM for private party price.

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Cottage in Kettleby

4.88 out of 5 average rating, 52 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.

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Cottage in Uxbridge

4.77 out of 5 average rating, 77 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.

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Cottage in Gilford

5 out of 5 average rating, 40 reviews

Welcome to "R" Cottage

Great ice fishing on Cooks bay!! The ice and fish are plentiful. Relax and enjoy this spacious 3+1 bedroom cottage across from Cooks Bay on Lake Simcoe in Innisfil. A beautiful, quiet family neighbourhood less than an hour north of Toronto, not far off the 400. Minutes walk to public beaches, marina and park. Beautiful arboretum and golf course within a 2 minute drive. Great ice fishing and access to snowmobile trails. Enjoy the custom 10 foot harvest table for large groups and games.

Guest favorite

Cottage in Gilford

4.87 out of 5 average rating, 61 reviews

Lake Side Manor With Games Room

Spacious Lakefront Retreat – Perfect for Multi-Generational Families, Private Beach & Games Room! This large Gilford waterfront home is ideal for multi-generational families to relax and make memories. Enjoy a private sandy beach, kayaks, canoe, and paddle boat, plus a games room with ping pong, air hockey, and foosball. Partnered with Muskoka Wake for watersports & Harbour House Kitchen for private dining or catering. Book now for the ultimate lakefront getaway!

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Cottage in Richmond Hill

4.93 out of 5 average rating, 153 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

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Cottage in Palgrave

4.99 out of 5 average rating, 211 reviews

Hockley valley, up country guest cottage

please read the entire post our beautiful cottage is located on 27 acres of land. Which is very secluded and quiet. Open concept cottage , with a loft bedroom with a double bed, a double sofa bed and a single folding bed. Wood burning fire place and a Small area with a hot plate , microwave, toaster oven, coffee maker , small fridge , BBQ on the porch. Swimming pond Vegetable garden and honey bees. Beautiful wooded trail No smoking Kids are welcome

Cottage in Keswick South

4.74 out of 5 average rating, 78 reviews

Cheerful and by the Water 4 Bedroom Cottage

Newly renovate Spacious cottage near to Toronto. This Gem Of A Home On A Massive 100 By 150 Foot Lot On The Canal. Have Direct Access To Lake Simcoe. Maximize Your Stay With Year-Round Activities Including Boating & Water Sports, Fishing, Ice Fishing, Skating, Atving (your own) & So Much More! S/S Appliances: 36 Inch 6 Burner Blue Star Stove, 36 Inch Fresh Door Fridge, Built-In Dishwasher. Stacked Lg Washer & Dryer. Electrical Blinds In Living & Master.

Guest favorite

Cottage in Gilford

4.98 out of 5 average rating, 83 reviews

Lake simcoe Waterfront Log Cabin near Toronto

*Great for ice fishing on lake Simcoe* Some of the best ice fishing in Ontario, lots of Jumbo Perch, trout, whitefish etc Relax with the whole family at this peaceful place to stay. This two story, modern cottage built entirely of logs and situated on Lake Simcoe is the perfect getaway. Whether you are in the mood for entertainment, adventure, or simple relaxation, this cabin can provide you a comfortable and picturesque stay throughout your visit.