
Holiday rentals in Oakwood
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Top-rated holiday rentals in Oakwood
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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.

Panoramic Lake Views Inside & Out, Cozy & Relaxing
Enjoy panoramic views of Lower Buckhorn Lake with the family! Relax perched in the hot tub atop the rocks of the Canadian Shield, nestled among the tall pines. This newly updated waterfront cottage features 3 bedrooms & an open concept living space. Over 280 feet of waterfront for you to enjoy the sunrise & sunsets & fish off the dock! Get cozy on the couch, play games, or watch movies. Take a stroll around the island. Hi speed Wi-fi to work or play. 6 minutes to town, less than 2 hrs from GTA.

Off-grid Glamping Dome Nestled in the Woods
Welcome to our private campsite in Utopia, ON. 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 (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

Cozy, Quirky and Modern Lakefront Cottage
Welcome to the Scugog Sugar Shack! Just 70 mins away from Toronto, escape to enjoy picturesque sunsets at this cozy lakefront cottage nestled under the largest collection of mature sugar maples on Scugog Point. This 2 bedroom open concept 1940s cottage has been updated with all the creature comforts while staying true to its quirky roots. With private access to Lake Scugog, known for fishing, kayaking, paddle boarding and swimming, bask in the sun all day & sit by a fire under the stars.

Couples Forest Retreat: Hot Tub, Sauna, Fireplace
Escape to a historic estate wellness retreat. Described by Narcity Canada as “Like Living in the Holiday” Praised as a couple's getaway, near Ste. Anne's Spa. Follow us @coachhouse_cobourg Step into a 150-year-old coach house nestled on a stunning 5-acre Victorian estate. This beautifully restored guest house combines historic charm with modern comforts, offering a private hot tub, sauna, a cozy fireplace, and a serene escape minutes from Cobourg’s vibrant downtown and pristine beaches.

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, this private loft includes your own 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.

Perfect City Escape! Off-Grid Waterfront Cabin
Get off grid and disconnect to reconnect at our luxurious and exclusive spring fed lake waterfront cabin. Forest bathe in the sounds of nature while relaxing on the porch or on your private dock. Please note cabin is COMPLETELY OFF GRID. NO RUNNING WATER, NO SHOWER. Endless potable water is provided for cooking and drinking. Solar generator and battery powered lanterns throughout the cabin for light at night. Pretty and modern outside bathroom (outhouse) located steps from cabin.

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.

The Bubble Glamping Dome
Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

Lakeside Cottage Getaway South Shore Lake Scugog
WELCOME TO YOUR LAKESIDE GETWAY! This ALL SEASONS rustic, private lakefront cottage (south shore of Lake Scugog) has 2 bedrooms, 2 queen sized beds, large bright living/dining room, pullout couch, newly renovated kitchen and bathroom, private dock, indoor fireplace/outdoor fire pit and a loft space. Located approximately 1.5 hours from Toronto, this cottage is the perfect place for families and friends to escape the hustle and bustle, relax and unwind.

Rowan Cottage Co. on Oak Lake
Nestled among the trees, you’ll find Rowan Cottage Co. on Oak Lake—just 2 hours from the GTA and 3 hours from Ottawa. This newly renovated, design-forward cottage is thoughtfully curated and surrounded by nature, with modern amenities that make it feel like home. The interior, decks, and dock all enjoy southeastern exposure, filling the space with natural light and offering beautiful views across 125 feet of lake frontage on a semi-private lake.

Glamping Dome Riverview Utopia
Come retreat into nature at the Riverview Glamping Dome… a 4 season getaway located on Rustic Roots Farm and Eco-retreat 1 hour north of Toronto. Whether you're looking for a romantic getaway or to come disconnect from the hustle and bustle of everyday life this geodesic dome is for you! Located on 64 sprawling acres come explore hiking trails, go fishing, relax in the hot tub, and stargaze fireside.
Popular amenities for Oakwood holiday rentals
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- Toronto Zoo
- Scarborough Town Center
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- York University
- Sheppard–Yonge Station
- Lakeridge Ski Resort
- Gull Lake
- Cobourg Beach
- Fairview Mall
- Dagmar Ski Resort
- Pigeon Lake
- Vaughan Mills
- Rouge National Urban Park
- Burl's Creek Event Grounds
- Toronto PAN AM Sports Centre
- Bluffer's Park Beach
- Casino Rama Resort
- Ste Anne's Spa
- Canadian Tire Motorsport Park
- Taboo Muskoka Resort & Golf
- Aga Khan Museum
- Centennial Beach
- Kawartha Highlands Provincial Park





