Vacation rentals in Oakwood

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Top-rated vacation rentals in Oakwood

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Guest favorite
Vibrant autumn foliage displays shades of yellow and orange surrounding a geodesic dome. A pathway of stone steps leads through a lawn covered in colorful leaves, creating a serene outdoor setting amidst lush greenery.
Dome in Bradford West Gwillimbury
4.96 out of 5 average rating, 414 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
The inviting living area features warm wood accents and a cozy seating arrangement. A brick fireplace stands as a focal point, complemented by large windows that flood the space with natural light. Ferns add a touch of greenery, enhancing the relaxing atmosphere.
Guesthouse in Uxbridge
4.93 out of 5 average rating, 169 reviews

Guesthouse w/Woodstove in Nature Near 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 ducks and chickens! If you are feeling adventurous, enjoy a hike or bike ride on one of the many local trails within walking distance in the Trail Capital of Canada! Later cozy up to the indoor Woodstove or outdoor Firepit. Catch up on your fav programs w/Roku TV or play Super Nintendo. Enjoy the newly renovated therapeutic rainfall shower.

Guest favorite
Dome in Utopia
4.95 out of 5 average rating, 239 reviews

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.

Guest favorite
A spacious backyard features a fire pit surrounded by four adirondack chairs. The cottage showcases large windows and a deck with outdoor dining furniture and an umbrella. Two kayaks are stored nearby, adding to the lakefront atmosphere.
Home in Little Britain
4.96 out of 5 average rating, 106 reviews

Cozy Lakeside Cottage on Lake Scugog

WELCOME TO OUR COZY ALL SEASONS COTTAGE! This rustic private lakefront cottage (north shore of Lake Scugog) 2 bedrooms (1 queen, 1 full/double), large bright sunroom with sleeper sectional. Large newly renovated deck. 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.

Guest favorite
A light and airy living room features a recliner couch adorned with colorful pillows, complemented by an accent chair. A round coffee table sits at the center, and a large piece of abstract artwork adorns the wall, enhancing the modern aesthetic. Natural light filters through the windows.
Apartment in Lindsay
4.9 out of 5 average rating, 107 reviews

Modern 2-bed apt • Mins to Downtown with Balcony

Unwind in this beautifully renovated downtown 2nd floor apartment with high-speed internet, smart technology, self check-in, security cameras, coffee pods, air-conditioning, and more. Relax with clean and quality linens, watch Netflix on the recliner couch, or get some fresh air on the balcony. Make use of a fully equipped kitchen or take a walk downtown and try out a new restaurant. This central location is perfectly situated between Uptown and Downtown Linday for the utmost convenience.

Top guest favorite
Home in Nestleton Station
4.99 out of 5 average rating, 151 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.

Top guest favorite
A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.
Farm stay in Uxbridge
4.98 out of 5 average rating, 247 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
An aerial view showcases the geodesic dome nestled within a vibrant forest. Surrounding greenery creates a serene natural setting, while warm outdoor lights illuminate the deck area. The dome is positioned near relaxation spots, including seating and a hot tub, highlighting the private and tranquil escape.
Dome in Port Perry
4.92 out of 5 average rating, 671 reviews

South Geodome - Birchwood Luxury Camping

Located one hour from Toronto, Birchwood is a luxury camping experience for two. Immersed in a private forest on Scugog Island, our geodesic dome allows for a cozy and relaxing getaway. Enjoy the surrounding landscape and check out local shops and restaurants on Port Perry main street. Our geodome is designed for 2 guests however small families of 4 or a group 3 adults are welcome. Additional guests must be 12+ and added to your reservation at the time of booking. We do not allow pets.

Top guest favorite
A rustic cabin is nestled in a vast field, surrounded by vibrant autumn foliage. The warm-toned structure contrasts with the lush greenery and colorful trees, while the expansive sky adds depth to the serene landscape.
Guesthouse in Newcastle
4.88 out of 5 average rating, 224 reviews

Bee Keeper's Cabin - a very private retreat

91 acres, trails, total privacy, spring fed lake, solar power/propane heated, gas stove top, out-house, firepit, wi-fi ; canoe/paddleboat (seasonally) Self check in and self cleaning For those who leave a "light foot print" Basic kitchen utensils, pots, pans, and dishes are provided, BUT guests must bring their own drinking water, pillows and bedding and ice for cooler. We ask our guests to leave the cabin better than you found it and to take all garbage and recycling home with you.

Top guest favorite
A scenic view of a waterfront property, featuring a dock with a kayak resting on it. Lush greenery surrounds the home, with a deck partially shaded by trees and decorative elements. This tranquil setting highlights the proximity to the calm river, providing a peaceful outdoor area.
Apartment in Peterborough
4.97 out of 5 average rating, 448 reviews

Riverfront Lodging No cleaning fee !

A place to relax in winter in front of the gas stove with a beautiful view of the Otonabee River. In summer enjoy a swim or a paddle on on the river with one of our two kayaks. The kayaks are available between May 1st & October 1st as long as the river conditions are acceptable. Enjoy supper prepared using the fully equipped kitchen overlooking the river. A park like setting but only 5 minutes to shopping, restaurants, and entertainment in downtown Peterborough.

Top guest favorite
A rustic log cabin is framed by colorful autumn foliage, showcasing a steeply pitched roof and distinct gabled windows. A stone walkway leads to the entrance, while scattered leaves cover the ground, enhancing the natural surroundings.
Guest suite in Lakefield
4.97 out of 5 average rating, 266 reviews

Pretty Stoney Lake Cabin Suite New rates Nov/ Dec

Guests have their own cozy studio apartment, which is private and located on the ground floor with their own entrance. It does Not include the entire cabin. Has a kitchenette with BBQ outside. The Log Cabin is directly across from the Petroglyphs Provincial Park (May-Oct); however, you can hike all year long, even with the gates closed, and also down the road to Stoney Lake with full access to a public beach (May-Oct). Perfect getaway any time of the year.

Guest favorite
The tiny home features a modern, triangular roof design with wooden siding. Large windows provide ample natural light, while the porch showcases a small outdoor dining area with a table and chairs. Surrounding greenery enhances the cabin's serene setting.
Tiny home in Reaboro
4.83 out of 5 average rating, 243 reviews

Cederträ Cabin

Cederträ Cabin is a luxurious off grid tiny home, inspired by Scandinavian architecture and carefully designed for a couples getaway. The cabin is tucked away in the woods of the tiny town, Reaboro Ontario and features a wood fired sauna, fire pit, outdoor dinning on the porch and much more! During any season of the year, this cabins surroundings will stun you. It is remote enough for peace but close enough to town for essentials.

Popular amenities for Oakwood vacation rentals

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