Cottage vacation rentals in Richmond Hill

The Gingerbread House | Near Lake + Wedding Venues

This peaceful 3-bedroom cottage combines rustic charm with modern comforts. The open-concept main floor features hardwood floors, a cozy living area with a wood-burning stove, and tons of natural light. The fully stocked kitchen makes cooking easy, and a backyard deck with BBQ is perfect for relaxing after a day by the lake. Fast Wi-Fi and a dedicated desk make it ideal for remote work or school. Whether you’re here for a wedding, a family getaway, or a quiet recharge, you’ll feel right at home.

Beach House 5 Star Gem +Muskoka room + Yoga Studio

High-end oasis & diamond in a ruff tucked away in a serene town. Welcome to Innisfil’s best kept secret, a cottage that boasts such sumptuous features that make up an exceptional getaway, far from the city's stress and hustle! This property is great for a girls wine weekend, couples retreat, bridesmaid get together, wine tour stop, ski get away, and more of your ideal leisure activities! From here, you can also enjoy the lovely beaches and the nearest one is only 1 km away from your destination!

Waterfront Cottage-Sauna, Dock, 4-bed, 4 Parking

Bright and airy waterfront cottage in one of Lake Simcoe’s most desirable areas. The open-concept layout and unique lot design offer stunning lake views from almost every room. Enjoy custom furnishings, stylish decor, and a fully equipped kitchen—perfect for relaxing getaways or extended stays. Whether you're here for a peaceful retreat or lakeside fun, this cottage provides comfort, beauty, and convenience in a serene upscale setting. Ask us about fun activities that Lake Simcoe offers.

Peaceful Cottage • Walk to Lake Simcoe + Fire Pit

Escape to this cozy and inviting 2-bedroom, 1-bathroom cottage in Innisfil, steps from the shimmering shores of Lake Simcoe. Perfect for families, couples, or small groups, this serene retreat offers the ideal blend of relaxation and outdoor adventure. With a fire pit, covered patio gazebo, and a pet-friendly vibe, it’s great for making memories. Whether you’re fishing, cycling, or savoring a BBQ, this cottage—only a 3-min walk to the water - is your gateway to a peaceful escape near Toronto.

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.

Granny's Cottage

Granny’s Cottage is located on Lake Drive East across the road from Lake Simcoe. Our private lakefront is yours to enjoy. Our lakehouse equipped with mini fridge and chairs while looking out over beautiful Lake Simcoe. Lakehouse is available late spring to early fall. This cozy cottage is newly renovated with all the comforts for a much needed getaway. Available for your use is a badminton net, 2 kayaks and a large canoe (seasonal). There is also a secure lock up for you bicycles.

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.

Utopia villa and spa

Welcome to Utopia where you will make amazing long lasting memories with your family and friends. Just minutes from the beach, grocery stores, gas stations, and anything else you can need. There is so much to do here that you will never want to leave! Imagine a day full of good food by the fireplace, a dip in the hot tub, relaxing in the sauna and playing in the game room. Treat yourself with a stay! House rule: No smoking/eating in hot tub. Breaking this rule will result in $500 fine.

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!

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

Greystone cottage in Innisfil

Welcome to our charming cottage located in Innisfil and walking distance from Lake Simcoe. Featuring a spacious backyard and a comforting fireplace, it offers a perfect blend of relaxation and entertainment. The game room that contains a pool table, air hockey, and more activities. There is a peaceful swing and a BBQ area, ideal for enjoying cozy evenings beneath the stars. Embrace the beautiful ambiance and create lasting memories with your friends and family.

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