
Cottage holiday rentals in Richmond Hill
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Top-rated cottage rentals in Richmond Hill
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Sunset Shores Lakehouse- Hot Tub, Wet Bar & Games
Welcome to Sunset Shores Lakehouse! Nestled in a tranquil bay on the shores of Lake Simcoe, this spacious family lake house is the perfect escape in all 4 seasons with many indoor and outdoor activities to enjoy! This peaceful waterfront retreat boasts 4 bedrooms + Wet Bar + Patio Oasis with lakeside Fire Pit + 6 person Hot Tub overlooking the lake and spectacular daily sunsets and sunrises you wont want to miss! Only 1 hour from Toronto and close to many Georgina attractions and adventures!

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.

Hockley Riverside Cottage • Loft and Bunkie
Needing an unforgettable escape? This cozy cottage is nestled in nature along the Nottawasaga river and has large panel doors that fully open for picture worthy views & peaceful sounds of the river. A new incredible outdoor fire-pit with hanging egg chairs. A cozy indoor wood burning fireplace along with a comfy pull out couch that has a projector above for the best movie nights. Heated floors if you aren't interested in maintaining a fire, fully equipped kitchen, Wi-fi, AC and washer/dryer.

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.

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.

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.

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

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

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.

Private Lakefront Escape Hot Tub | Family Friendly
Escape to our private lakefront cottage on Lake Simcoe, perfect for families, friends, and large groups looking to relax by the water. With 6 bedrooms, 4 bathrooms, and space for up to 15–16 guests, there is plenty of room to enjoy time together while still having space to spread out. Enjoy your own private sandy beach, beautiful sunset views, hot tub, kayaks, paddle boards, BBQ, firepit, games room, and large dining area for everyone to gather.

3BR on Lake Simcoe | Gorgeous Views 1hr From City
Escape the city and unwind at our charming three-bedroom bungalow on Lake Simcoe, just one hour north of Toronto. With 129 feet of private lakefront, you’ll wake up to breathtaking sunrises and stunning water views, making it the perfect all-season getaway. 🌅 Unmatched Lakefront Views 🏖️ Private & Peaceful 🏊 Shallow, Swimmable Waters 🏞️ Spacious Outdoor Area 🎣 Cozy Year-Round Escape 🚗 Easy Access – Just a one-hour drive from Toronto

Watrfrt Cottage | Sunset Views & 45 Min to 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.
Popular amenities for cottage rentals in Richmond Hill
Cottage rentals with a hot tub

Lakeview Oasis 4-bedroom Cottage with Jacuzzi

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

Cheerful 3 Bedroom cottage with hot tub

Watrfrt Cottage | Sunset Views & 45 Min to Toronto

Cheerful 3 Bedroom cottage

Spacious family cottage 45 mins from GTA!

Sunset Shores Lakehouse- Hot Tub, Wet Bar & Games

Private Lakefront Escape Hot Tub | Family Friendly
Pet-friendly cottage rentals

Cheerful cottage by the lake Lake Simcoe

Lakefront Escape • Dock, Sunroom, Games Room

Cottage by the Lake

Peaceful waterfront escape overlooking lake Scugog

Lake Side Manor With Games Room

Cheerful Cottage by the Lake

Private Cozy Bedroom in a Cottage by the Lake

Executive Cottage in a CITY on 100 Acres
Private cottage rentals

Rainbow House

Signature King City Cottage Escape

Hockley Hideaway

The Cottage in High Park - free Parking

Beautiful Lakeview Cottage on the Beach!!

Lake House By Lis
Quick stats about cottage rentals in Richmond Hill

Nightly prices starting at
Richmond Hill holiday rentals start at £177 per night before taxes and fees

Verified guest reviews
Over 160 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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