Cottage holiday rentals in Toronto Islands

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Top-rated cottage rentals in Toronto Islands

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Cottage in Port Perry

4.83 out of 5 average rating, 12 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!

Superhost

Cottage in Belfountain

4.77 out of 5 average rating, 64 reviews

Explore 4BR 3BA Cottage Surrounded By Nature

Relax with the whole family at this peaceful luxury cottage with beautiful views of nature. Perfect getaway from the city. Enjoy the outdoors with hiking, biking, and walking at many trails. Minutes from Belfountain conservation area, and Caledon Ski Club. Enjoy the scenic drive on Forks of the Credit Rd with views of the river. Have a good time in the backyard with friends and family with just under 1 acre lot. Offers 4 Bedrooms and 3 washrooms. Fully Updated Cottage. Smart TV & Internet

Guest favourite

Cottage in Goodwood

4.81 out of 5 average rating, 70 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 :)

Guest favourite

Cottage in Toronto

5 out of 5 average rating, 8 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

Cottage in Mono

4.93 out of 5 average rating, 111 reviews

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.

Superhost

Cottage in Kettleby

4.88 out of 5 average rating, 51 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.

Cottage in King City

4.79 out of 5 average rating, 34 reviews

Private Forest Retreat on 9 Acres with Pond

A Quiet Picturesque Forest Retreat. Ideal for romantic trips, quiet family getaways, alone time, connecting with nature, relaxing and recharging! If you want to get away from it all, this is the place! Deck on pond, firepit, stargazing, bird watching. COVID-19 safe - 3 days blocked between stays - No parties please! - 2 beds, 1.5 baths Bathroom with shower Equipped kitchen/living room 3 season room for rainy days Wood burning stove/fireplace King bed in master Queen bed in 2nd bedroom

Cottage in Brampton

4.75 out of 5 average rating, 4 reviews

Credit River Cottage | Hot Tub | 6 Beds | Games

Escape to nature in our private 5BR and 4WR riverside cottage – a peaceful retreat with modern comfort, ideal for families and groups. ✓ Entire cottage to yourself – full privacy ✓ 5 spacious bedrooms with 6 double-capacity beds + 4 washrooms ✓ Two cozy living areas for entertainment ✓ Fully equipped kitchen with essentials ✓ Private hot tub for ultimate outdoor relaxation ✓ Assortment of games for indoor group fun ✓ High-Speed Wi-Fi ✓ Scenic riverfront setting near Eldorado Park

Guest favourite

Cottage in Toronto

4.94 out of 5 average rating, 71 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!

Cottage in Halton Hills

4.82 out of 5 average rating, 38 reviews

Classic Ranch Estate Spa Resort & Billiards

Country Living close to the city in the town of Ballinafad/Halton Hills Ontario. Plan your Ladies Spa Resort Weekend or a Gentlemens Entertainment Dream Weekend with a private "Mancave" at this 2.4 acre property, which boasts exceptional privacy while you relax, rest & unwind. Take advantage of the nearby hiking trails, golf courses, and amenities known to Halton Hills. Take a break off your busy schedule to enjoy a night or 2 away at this Classic Ranch Estate!

Guest favourite

Cottage in Richmond Hill

4.93 out of 5 average rating, 152 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

Top guest favourite

Cottage in Palgrave

4.99 out of 5 average rating, 209 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