Vacation rentals in Leaskdale

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Leaskdale

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

A geodesic dome is nestled among lush greenery, surrounded by trees and ferns. The dome features a clear, dome-shaped roof that allows natural light to enter. A wooden deck extends from the dome, offering a glimpse of the peaceful natural setting.

Dome in Bradford West Gwillimbury

4.97 out of 5 average rating, 376 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Guest favorite

A modern bathroom sink is set on a wooden countertop, featuring a clean white basin and polished chrome faucets. A large mirror is mounted above, reflecting soft light. A decorative towel rests beside the sink, adding a subtle touch to the serene space.

Guesthouse in Uxbridge

4.96 out of 5 average rating, 141 reviews

Guesthouse in nature mins to Durham trails & Spa!

Relax and unwind at this peaceful and private guesthouse situated on 25 acres of forest. We are family friendly and invite you to roam the land and visit our resident ducks! If you are feeling more adventurous, enjoy a hike on our private onsite trail or on one of the many local trails within walking distance in the Trail Capital of Canada! Later we'll get the Woodstove lit for you (Dec - Feb). Catch up on your fav programs with Roku TV. Enjoy the therapeutic rainfall shower guests rave about!

Top guest favorite

A sliding glass door opens onto a wooden deck with a table and chairs overlooking Lake Scugog. The bare trees outline the view, suggesting a tranquil outdoor space. Soft light filters in through the dark curtains, enhancing the cozy interior.

Guest suite in Port Perry

4.88 out of 5 average rating, 202 reviews

Sunset Haven

Cozy suite, this location provides the very best of the outdoors for cottaging enthusiasts 45 minutes from the GTA. Found on the outskirts of Port Perry near the Blue Heron Casino and on the shores of Lake Scugog, you will find great fishing, swimming, and boating at your doorstep. Also great lounging on the deck/dock! The casino is 5 min drive and the town of Port Perry with its good restaurants and shopping is 10 min car ride or take your boat! Unfortunately, no pets are allowed by guests.

Top guest favorite

Cottage in Georgina

4.95 out of 5 average rating, 101 reviews

Resort-Style Luxury Waterfront Cottage

Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!

Guest favorite

A geodesic dome is nestled among vibrant fall foliage, showcasing a combination of green coniferous trees and orange and yellow deciduous leaves. The transparent windows of the dome reveal a glimpse of the interior, enhancing the connection to the surrounding nature.

Dome in Utopia

4.97 out of 5 average rating, 194 reviews

Off-grid Glamping Dome Nestled in the Woods

Welcome to our private campsite in Utopia, Ontario. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (seasonal), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

Top guest favorite

An outdoor balcony is adorned with a cozy seating area and a modern outdoor fire table. Twinkling string lights create a serene ambiance, while a gas grill is positioned next to the seating. Surrounding views of other residences are visible under a soft gray sky.

Condo in Innisfil

5 out of 5 average rating, 142 reviews

Fire & Ice Spa w/ Private Sauna!

Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh, unwind and rejuvenate in your very own spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! We know you will enjoy your stay and love the outdoor elements AND the indoor ones too!

Guest favorite

A golden doodle stands on a snowy shoreline, silhouetted against the bright sun. The frozen expanse of Lake Simcoe stretches out in the background, with clear blue skies above and the sun casting a warm glow over the scene.

Cabin in Innisfil

4.94 out of 5 average rating, 132 reviews

Lakefront Cozy Cottage w Hot Tub!

On Lake Simcoe this cozy retreat is just an hour north of Toronto Enjoy the stunning sunrises / views and access to a variety of water activities, while the surrounding area provides ample opportunities for hiking, skiing, other outdoor pursuits with many amenities closely. Down the street from Friday Harbour, LCBO, Starbucks 5 star rating a must & ALL guests to be added to booking. Honey, our golden doodle will greet and visit with you. The cabin is to be left SAME as you found it.

Top guest favorite

A wooden sauna interior features smooth benches arranged against the walls, crafted from light-colored wood. A circular wooden clock and a wall-mounted lamp illuminate the space, while a wooden bucket and ladle rest on a bench, inviting relaxation and tranquility.

Farm stay in Uxbridge

4.97 out of 5 average rating, 170 reviews

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE in 2021, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Superhost

The exterior of the log cabin features a rustic wooden facade with a welcoming porch. Rocking chairs are positioned beside large barrels, creating an inviting space. The porch is supported by sturdy wooden beams, and the entryway is framed by well-maintained landscaping.

Cabin in Reaboro

4.86 out of 5 average rating, 299 reviews

Cedar Springs Cabin - A Cozy Hideaway in the Woods

Tucked away between the hills of Reaboro Ontario, this 175+ year old pioneer log cabin has been brought back to life with the comfort of all new modern amenities, while still keeping the rich historic character of its past. The cabin homestead was crafted in 1847, before Canada was a country. With your significant other, family or friends, come cozy up to the fire, soak in the hot tub and enjoy swimming in the spring fed pond. Board games and movies are provided for your entertainment.

Superhost

Two glamping domes are nestled among tall trees under a starlit sky. One dome emits a warm glow from its entrance, creating a contrast against the night. The other dome is softly illuminated, while the silhouette of branches adds depth to the serene landscape.

Dome in East Gwillimbury

4.9 out of 5 average rating, 225 reviews

Deerleap Glamping Dome

Located close to the city, our four-season glamping dome offers a peaceful and unique escape. In winter, the snow-covered landscape creates a magical scene, while inside, the wood pellet stove keeps the dome exceptionally warm and cozy. Nestled on 10 acres of picturesque land and a stunning pond view, Enjoy everything you need—from upscale sanitary facilities to fast Wi-Fi. Whether you’re celebrating a birthday, an anniversary, or simply seeking quiet time in nature.

Top guest favorite

A vibrant autumn tree with orange and yellow leaves stands by the serene waters of Lake Scugog. The lake reflects the clear blue sky, and a small dock is visible with chairs positioned for relaxation. Lush vegetation frames the scene.

Apartment in Port Perry

4.97 out of 5 average rating, 175 reviews

Modern Lakefront Apartment

Modern, Private self contained apartment. One bedroom/queen bed, located in our home on the lower level. Our home sits on 1/2 acre property on the shores of Lake Scugog. If you are looking to relax and enjoy nature and peace and quiet then this place is for you. This is NOT a party place and sorry NO PETS/children. Seasonal items: Canoe, Kayak, outdoor furniture may not be available for use if your booking early spring or end of Sept/Oct.

Guest favorite

An outhouse features wooden walls with natural light filtering through small windows. A modern toilet is positioned over wooden flooring, complemented by a storage basket beside it. A sign on the wall adds a personal touch, enhancing the functionality of the space.

Cabin in Tory Hill

4.91 out of 5 average rating, 348 reviews

The Nest on Irondale River in Geocaching Capital

The Nest is a one room cabin with a screened in porch. There is a queen bed with sheets, queen pillows and comforter. Relax by the river or take out a kayak and paddle upstream to the rapids. After a BBQ dinner, enjoy smores at the large campfire pit. Meander the trails throughout the property and just be. Everything is here for a simple but soul restoring getaway. There is no shower and the toilet is in an outhouse.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Leaskdale vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Leaskdale

Top guest favorite

Home in Georgian Bay

4.99 out of 5 average rating, 86 reviews

A-Frame in the Woods of GeorgianBay, Muskoka

BecciRating, 5 stars1 week ago

We had a wonderful time celebrating our friend’s bachelorette. We’ll definitely have to come back one day when it’s a little warmer!

Guest favorite

A private patio area presents a view of the lake, featuring a glass railing and a mix of seating options, including loungers. A dark, rectangular coffee table complements the outdoor decor, with grassy shorelines and trees visible in the background under a clear blue sky.

Cottage in Sebright

4.97 out of 5 average rating, 37 reviews

Tranquil Private Lakefront Cottage Haven

AritraRating, 5 stars1 week ago

What a beautiful waterfront cottage! Navid has been very responsive and accommodating of every requests and the cottage was very clean and organized. The view was amazing and had everything you need!

Top guest favorite

The converted school bus features a side entry with steps leading up, surrounded by a grassy area and wildflowers. A wooden storage space with logs is visible beneath the bus. The blue sky and scattered clouds create a bright backdrop.

Tiny home in East Gwillimbury

5 out of 5 average rating, 9 reviews

Tiny Home Farm Stay

ErikaRating, 5 stars1 week ago

We had an amazing night staying in the bus on the farm! Such a cool experience between the sauna / cold plunge and all of the animals nearby. A great escape close enough to the city to get away for a night or two. The hosts were very friendly and helpful while also gave us the space to take in the scenery on our own. It is a short walk to the shared bathrooms and there is an outdoor shower. There is another air bnb on the property but the shared spaces was only with one other couple so no worries there. The hosts lit a fire in the large fire pit and we got to meet and chat with the other people staying there. Highly recommend!

Guest favorite

A modern living area features a neutral-toned sectional sofa and accent chairs arranged around a glass coffee table. A large wall-mounted television is visible above an electric fireplace. Natural light filters through multiple windows, complemented by sheer white curtains.

Guesthouse in Georgina

4.95 out of 5 average rating, 39 reviews

Bright & Modern Lower Level Apt in Keswick

EmilyRating, 5 stars1 day ago

We had a wonderful stay! Extremely clean, comfortable and spacious. Fully equipped kitchen with everything you would need. Very responsive host. Highly recommend!

Superhost

The entrance of a spacious Bell tent is lit warmly, showcasing two beds with decorative pillows and a central table. A patterned rug covers the floor, while soft lighting enhances the cozy ambiance inside the tent, which is surrounded by the dark night sky.

Tent in New Tecumseth

5 out of 5 average rating, 4 reviews

The Frog’s Lilypad

CamilleRating, 5 stars7 months ago

We had a wonderfully relaxing stay at Melanie's Frog Pond tent. Melanie is friendly and kindly welcomed us with a basket of goodies. The grounds are beautiful and peaceful, as well as the tent and amenities. The spa was amazing and definitely a highlight for us! Both the sauna and hot tub are wood fired which creates a cozy environment with the cute little chimneys. The bed in the tent is heated for chilly nights and it's so comfy, we had excellent deep sleeps. We went for a great hike just a 5 minute drive away. There is lots to do on the grounds as well, we enjoyed the pool table, fire pit, and BBQ. There were plenty more activities but we were having such great time chilling in the spa we didn't get around to the other games that were available. We were lucky enough to have the whole place to ourselves, would definitely return us two or it would be really fun with a group as well! Thanks Melanie :-)

Guest favorite

Villa in Whitchurch-Stouffville

4.95 out of 5 average rating, 22 reviews

Cedar Escape in 10-Acre Private Forest

LourdesRating, 5 stars2 days ago

Patricks place was a perfect mini get away thats close around the city! We absolutely loved how private and spacious his place is. The pool and sauna was needed on a hot day! Definitely will come back again!

Guest favorite

A spacious jetted tub is positioned against a tiled backdrop, featuring gold fixtures. The surrounding area is accented by neutral tile flooring and a textured area rug, providing a cozy touch to the modern bathroom.

Apartment in Uxbridge

4.94 out of 5 average rating, 17 reviews

2 Bedroom Basement Guest Suite

AdamRating, 5 stars8 months ago

Catherine is an excellent host and has maintained a pristine property and a beautiful space for guests to visit. It's a very tranquil area and an incredibly inviting home, with very comfortable furniture. Catherine is also very accommodating and responsive. Couldn't recommend her more!

Home in Georgina

4.83 out of 5 average rating, 12 reviews

LUX Lakeside HOUSE | Peaceful Stunning Views

DeniseRating, 5 stars3 months ago

We loved our stay at Zhanhao's place. The gorgeous stone fireplace was the perfect accompaniment to the very snowy weather. We were relieved to find that there were some lovely people on hand to plow out the driveway. The kitchen had all the basics, rooms were clean and spacious. Game room is epic. Highly recommend and hope to return.

Show all

Vacation rentals in Leaskdale

Top-rated vacation rentals in Leaskdale

Vacation rentals for every style

Popular amenities for Leaskdale vacation rentals

Other great vacation rentals in Leaskdale

Destinations to explore