Cottage holiday rentals in Richmond Hill

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.

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!

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.

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.

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!

Beautiful Cottage Sitting On 5 Acres

Welcome to this beautiful cottage style property located on a private street in Brampton. This older, rustic style home sits on over 5 acres of gorgeous land. There are gas & charcoal bbq's available as well. Bugs and animals are to be expected. There are 4 bedrooms with the following beds: -1 Queen -2 Double -1 Single There are a few portable Air Conditioners located inside the property (there is not full, house-wide air conditioning). Feel free to ask any questions, thank you!

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.*

Cottage in Toronto’s West End • Near Downtown

A hidden cottage retreat in Toronto’s vibrant west end. Tucked away on a quiet, tree-lined laneway, this fully renovated 1800s cottage offers a rare blend of charm, privacy, and location. Explore Queen West, Ossington, Liberty Village, Exhibition Place, the waterfront, and downtown—then return to your own peaceful retreat. Perfect for families, couples, business travellers, and remote workers, it’s an ideal place to experience the city without sacrificing comfort and tranquility.

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!

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

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.