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Holiday houses in Enterprise

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Top-rated holiday rentals in Enterprise

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Top Guest favourite
A spacious outdoor patio features cozy seating arranged around a fire pit, with gentle lighting from strung bulbs. A view of the lake and sunset is visible in the background, framed by trees. Comfortable seating options encourage relaxation and enjoyment of the setting.
Cottage in Prince Edward
4.98 out of 5 average rating, 102 reviews

Waterfront Casa in wine County w/SAUNA and HOT TUB

Escape to this beautifully updated lakefront home on 170ft of private shoreline in beautiful Prince Edward County. Enjoy our new panoramic view sauna, hot tub and outdoor shower. This relaxing getaway is located on the Bay of Quinte, just 2hrs east of Toronto. A 30 min drive to Sandbanks, 20 mins to Picton/Wellington. Close to many wineries and breweries. Large yard space makes this an ideal home for groups, couples and families looking for postcard views and private spa amenities. ST-2023-0002

Top Guest favourite
A serene outdoor seating area is situated on a grassy slope, facing a tranquil expanse of Lake Ontario. White chairs are arranged in a circle around a fire pit, with a clear blue sky and distant shoreline enhancing the peaceful ambiance.
Home in Prince Edward
4.99 out of 5 average rating, 218 reviews

Fitzroy Lakehouse Waterfront Hot Tub

Fitzroy Lakehouse is a private waterfront bungalow on Lake Ontario with a year-round hot tub and direct water access. Enjoy lake views from the main living area and primary bedroom, plus a 200-foot private rock beach with seasonal stairs from Victoria Day to Thanksgiving. Minutes from Prince Edward County wineries and Consecon, with fast Starlink internet, dedicated workspace, firepit, kids play structure, and EV charger. Ideal for families, couples, and remote workers seeking privacy and views.

Top Guest favourite
The exterior of a Scandinavian-inspired cabin is illuminated at night, highlighting the large triangular windows and wooden façade. A circular patio with a fire pit and string lights is visible in the snowy landscape, creating a cozy atmosphere amidst the winter surroundings.
Guest suite in Grafton
5 out of 5 average rating, 123 reviews

The Eh Frame - Nordic Spa Retreat - Daybreak Suite

The Eh Frame is a 3-story, Scandinavian-inspired luxury cabin with two fully separate units: the Sunrise and Sunset Suites. Your group will have exclusive access to the Sunrise Suite (everything shown in the photos), including two bedrooms, a patio, a private spa, and a fire pit. The front unit, Sunset Suite, is a separate rental. A full firewall runs through the center of the home, ensuring privacy and comfort for all guests. Located just minutes away from Whispering Springs and Ste. Annes Spa.

Guest favourite
Yurt in Madoc
4.93 out of 5 average rating, 636 reviews

Forest Yurt

Yurt in a private forest area. Walking distance to the cheese factory (ice cream, lunches, snacks), produce stands, and a park. Short drive to Madoc (groceries, beer/ LCBO, parks, beach, bakery, restaurants, etc). Perfect area for star gazing, long walks & bike rides. This yurt is in a camping setting, with indoor compost toilet, seasonal private outdoor shower, no wifi but there is electricity, dishes, indoor hot plate, BBQ, mini fridge, all pots & pans and bedding and clean drinking water.

Guest favourite
The cabin is situated on a gently sloping green lawn surrounded by trees. A spacious deck is visible, complemented by outdoor furniture. A landscaped area with stone walls and plants can be seen in the foreground, enhancing the natural setting.
Cottage in Leeds and the Thousand Islands
4.92 out of 5 average rating, 231 reviews

Smugglers Getaway on the St. Lawrence River

Enjoy your privacy in this waterfront cabin in the historic Smugglers Cove on the St. Lawrence River in the heart of the 1000 Islands. You'll have use of the entire cabin with fantastic River views from your own patio. Conveniently located off of the 1000 Islands Parkway, one of the most beautiful scenic drives in North America, guests may enjoy walking, hiking and cycling the paved and scenic 37 km Waterfront Trail. You're welcome to arrive by boat or car; private entrance to your cabin.

Top Guest favourite
Cabin in Lanark
5 out of 5 average rating, 120 reviews

Waterfront Cabin | Cozy Treehouse + Hot Tub

Welcome to The Cabin Treehouse at Closs Crossing! Escape to a private waterfront retreat on the beautiful Clyde River. This unique stay pairs a cozy two-bedroom cabin with a dreamy treehouse, set on a quiet peninsula surrounded by water on three sides. Sip your morning coffee under the pergola as birds sing, paddle upriver by kayak, or unwind on the dock. End the day by the campfire or relax under the stars in the hot tub. The perfect blend of comfort, nature and tranquility awaits.

Top Guest favourite
An evening view of the cabin's entrance is lit by soft outdoor lighting. A welcoming porch features a wooden railing and decorative elements, while plants surround the steps. The structure has large glass windows, allowing a glimpse of the interior ambiance.
Farm stay in Newburgh
5 out of 5 average rating, 118 reviews

Escape Goat Hideaway at Barking Goat Farms

“Glamping” at its best. Come experience an off grid all season cabin, tucked away in a very private location at Barking Goat Farms, between Toronto and Ottawa. Enjoy your morning coffee on the lovely screened in porch and spend you evenings around the campfire star gazing amid the peaceful surroundings. Many local attractions to visit or just unplug and relax. Perfect for a couples romantic escape or a fun girls getaway. Enjoy a complimentary meet and greet with our goats and donkeys

Top Guest favourite
A cozy living area is highlighted by wooden beam ceilings and a stone fireplace. Comfortable seating includes a leather sofa and chairs, arranged around a coffee table. A large television is mounted above the fireplace, and natural light filters through expansive windows.
Chalet in Tamworth
4.96 out of 5 average rating, 245 reviews

Waterfront Lodge Retreat w/ Hot Tub

Situated on the Salmon River this private newly custom built lodge features wooden beam ceilings on the main floor giving it a warm & cozy feeling. A short drive to local beaches and provincial parks. Enjoy the landscape out back around the fire pit overlooking the river. Lounge in the hot tub overlooking the river and stargaze at night. Truly a getaway in nature to unwind & reconnect with friends and family. LCBO, bakery, diner, pharmacy & grocery store all within 5 minutes drive.

Top Guest favourite
The cabin is nestled among towering trees and features a rustic wooden exterior with a peaked roof. A small wood pile is neatly stacked beside the door. Sunlight filters through the branches, creating a serene woodland atmosphere.
Cabin in Tamworth
4.9 out of 5 average rating, 175 reviews

Mapleridge Cabin

On top of a ridge of Sugar Maples is a 400 sq foot cabin sitting on a lovely piece of Canadian Shield. The cabin is open concept and is well appointed with a super comfy queen-sized bed, a wood stove, and an off-grid kitchen, additional sleeping is on a sofa bed. This is glamping at its finest! The cabin is located at the rear of our 20-acre property with trails and wildlife to explore. ***Please note that you will have to walk approximately 200 metres to the cabin from cabin.

Superhost
A white geodome is situated on a raised wooden deck, surrounded by lush green grass and trees near the water's edge. The calm surface of Varty Lake reflects the vibrant blue sky and the natural scenery.
Dome in Yarker
4.93 out of 5 average rating, 130 reviews

Sky Geo Dome on the Lake

Our beautiful geodome offers a unique glamping experience with breathtaking lake views. Perfect for romantic getaways, celebrations or family vacations. Enjoy stunning sunrises, stargaze, roast marshmallows by firepit, BBQ, play air hockey/pool/axe throwing, enjoy a night sky projector -indulge in peace & serenity. Varty Lake is ideal for fishing, kayaking & canoeing. Just 15 min from amenities & 30 min from alpaca farms, wineries, 1000 Islands, & stargazing in Stone Mills.

Top Guest favourite
Cabin in Westport
4.93 out of 5 average rating, 384 reviews

Le Temps Perdu:Cozy Cabin 88 Acre Wilderness Park

Nestled in the gardens of Le Temps Perdu, away from the major city centers (the stars will amaze), you will find our charming, rustic guest cottage. Unplug, relax and enjoy a true connection with nature. Hike the well maintained trails of the 88 acres of parkland. Spend cozy evenings by the fire. Free Wi-Fi for remote work. Long stay discounts. A nature lover's paradise to explore and enjoy. Pets welcome. The perfect place to getaway and unwind. Naturally.

Top Guest favourite
The exterior of a cabin is presented, showcasing wooden siding adorned with climbing greenery. Large windows allow natural light to enter, with flower boxes situated beneath them. The structure is framed by trees, creating a harmonious blend with the natural surroundings.
Cabin in Verona
4.97 out of 5 average rating, 122 reviews

Place: Bright and Cozy Woodland Retreat

Custom-built year-round retreat in the Frontenac Arch, nestled in the woods—private, quiet, and steps to the lake for canoeing or SUP adventures. Relax on the deck under the stars or soak in the hot tub after a day of adventure. Enjoy vaulted ceilings, soaring windows, a wood stove, outdoor fire pit, custom kitchen, heated floors, rain shower, clawfoot tub, and a bright open layout. 25 mins to Frontenac Provincial Park and 40 mins to Kingston.

Popular amenities for Enterprise holiday rentals