Vacation rentals in Lakeside Beach

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Top-rated vacation rentals in Lakeside Beach

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Guest favorite

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 209 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...

Nov 12 – 19

$104 per night

Guest favorite

Farm stay in Campbellcroft

4.99 out of 5 average rating, 143 reviews

Ganaraska Forest Getaway

Reconnect with nature at this unforgettable escape. Come and explore the Ganaraska Forest, Farm Life and Relaxation. Go mountain biking, hiking or head to Rice Lake and go fishing and boating. Enjoy living on a horse farm in the rolling hills of Northumberland County. Tour Prince Edward County for a Wine Tour. Enjoy Historic Port Hope. Go to the Cobourg Beach. Minutes from Canadian Tire Motorsport. Room to park your trailers. In the Winter ski Brimacombe or Snow Shoe on our private trails.

Jan 19 – 26

$94 per night

Guest favorite

Treehouse in Port Perry

4.98 out of 5 average rating, 533 reviews

Treehouse on private, isolated forest (300 acres)

You will feel like you're a thousand miles from Toronto. Your own private space with several ponds for swimming, gazebo, fire pits, running water, hot shower, mtn bike and hiking trails. With 300 acres at your door step, you can choose not to see another soul during your stay or venture to a nearby winery, restaurants, shopping, horse farms, golf courses or ski hills! We are just 1 hour from Toronto with easy access off the 407. We also have an amazing log cabin for rent on the same 300 acres.

Dec 20 – 27

$326 per night

Guest favorite

Apartment in Blackstock

4.92 out of 5 average rating, 13 reviews

Warm, private Scugog Getaway

Welcome to beautiful Blackstock, Ontario - minutes to historic Port Perry, Lake Scugog, Blue Heron Casino & Motorsport Raceway. Take advantage of snowmobiling, Xcountry skiing and more. Park your trailer and/or vehicle in our large driveway. Non shedding pets are welcome. Enjoy a relaxing stay in our self-contained apartment with bright walkout to furnished patio & large yard, unlimited Wifi & gas fireplace. Return home & relax in front of the fireplace. We have a lovely friendly dog on site.

May 30 – Jun 6

$65 per night

Guest favorite

Cottage in Little Britain

4.97 out of 5 average rating, 31 reviews

StarBay Hollow

This cozy cottage is located in a small waterfront community. It sits on a large 1 acre fenced lot which makes it safe for young children and dogs. There is water access across the road for launching the water toys provided (canoe and kayaks). Relax in the hammock that sits next to the fire pit, or have a BBQ on the large deck off the back of the house. Come the evening on chilly nights, sit and watch a movie infront of the wood stove. Snowmobile trails are a short drive away or ice fish.

Jan 3 – 10

$106 per night

Guest favorite

Apartment in Port Perry

4.98 out of 5 average rating, 65 reviews

Lake Brews

Views of the lake greet you from each modernized room of our fully renovated suite. Enjoy a drink by the fire at the lake and watch the sun set in ways you didn’t think were possible. No shortage of things to do with only a 3 minute drive to historic downtown Port Perry, 6 minutes to the Casino, or more than 20 golf courses within 25km. Not to mention all of the nearby wineries and cideries. Don’t worry, If relaxation is more your style then you will enjoy time by the water on a sunny day

Jan 14 – 21

$147 per night

Guest favorite

Home in Nestleton Station

5.0 out of 5 average rating, 45 reviews

Retreat 82

Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

May 29 – Jun 5

$131 per night

Guest favorite

Home in Little Britain

5.0 out of 5 average rating, 9 reviews

Cozy Lakeside Cottage on Lake Scugog

WELCOME TO OUR COZY COTTAGE! This rustic, private, lakefront cottage (north shore of Lake Scugog) has 1 bedrooms with a full/double sized bed, and a newly renovated large bright sunroom with sleeper sectional. You are sure to enjoy the lake view, large private dock, water facing deck with bbq, huge yard for games, bon fires and more. Located approximately 1.5 hours from Toronto, this cottage is the perfect place for couples or friends to escape the hustle and bustle, relax and unwind.

Oct 4 – 11

$147 per night

Guest favorite

Guest suite in Port Perry

5.0 out of 5 average rating, 12 reviews

Lakeside Guest Suite

Get away to the lake in this charming basement walkout guest suite. Enjoy the stunning sunsets from the living room, the bedroom (queen bed), or on the private patio. 40 steps downhill will bring you to the lake. Please be aware that the natural slope makes this unsuitable for those with mobility issues. The suite doesn't feature a kitchen, but, Port Perry is only 8 mins away and offers numerous local culinary options. Waterfront and backyard are shared with the property owners.

Jul 22 – 29

$132 per night

Guest favorite

Guesthouse in Kawartha Lakes

4.92 out of 5 average rating, 247 reviews

The Loft on Sturgeon Lake

Enjoy the lakeside lifestyle on Sturgeon Lake! This beautiful custom loft features one spacious bedroom with a queen bed and large, bright windows. The suite has a private washroom with a large walk-in shower. There is a full kitchen available and living space with a pull out couch. Experience stunning sunsets over Sturgeon Lake from your private balcony or by the lake at the dockside fire pit. There is an outdoor pool that can be used when available and canoes and kayaks.

Apr 30 – May 7

$91 per night

Guest favorite

Guesthouse in Port Perry

4.97 out of 5 average rating, 37 reviews

Port Perry Island Krazee Acres Hobby Farm

Krazee Acres! Private 8 acre hobby farm a short walk to Lake Scugog , with Farm Fresh smells! Rustic Boho accents, Relaxing Soaker tub, walk-in shower, fully equipped kitchen, pellet stove, air conditioning. Enjoy outdoor wood fires, sunsets and stars year round. Free Parking for cars , trailers, boats etc. Large patio. BBQ provided. 3KM to the Great Blue Heron Casino, minutes to Historic Downtown Port Perry. Close to trails and Marina/Restaurant, (Seasonal). Relax

Jan 11 – 18

$146 per night

Guest favorite

Dome in East Gwillimbury

4.92 out of 5 average rating, 129 reviews

Deerleap Glamping Dome

Looking for a peaceful escape from the city? Our glamping dome offers just that, situated on 10 acres of picturesque land with trail, streams, and a stunning pond view. Perfect for a romantic retreat or a weekend getaway with the family, our dome is equipped with everything you need, from upscale sanitary to fast Wifi. Relax and enjoy the starry sky from the comfort of your bed, gather around the bonfire for s'mores , or explore nearby Lake Simcoe.

Mar 26 – 31

$160 per night