Vacation rentals in Port Bolster

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Top-rated vacation rentals in Port Bolster

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Guest favorite

A fire pit is surrounded by natural greenery, featuring a stone boundary and a small stack of firewood. Two benches made of logs provide seating around the pit, with a rustic table visible in the background, set amongst leafy trees and plants.

Guesthouse in Beaverton

4.95 out of 5 average rating, 85 reviews

Cozy getaway, with beautiful property and firepit

A cozy spot, nicknamed 'The Snug', has a king size bed, kitchenette, fireplace, A/C, a TV and 3 piece bathroom for you to enjoy some time away from the city. Wake up to natural light with a window overlooking a natural pond. The snug, STRICTLY NON-SMOKING, located on our 1.5 acre property, surrounded by trees and flower gardens, next to our log cabin. Wooded trails are accessible at the back of the lot. The large fire pit and gazebo with BBQ and comfy patio furniture. Quiet time after 10 pm.

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

4.96 out of 5 average rating, 371 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...

Top guest favorite

Cottage in Beaverton

5 out of 5 average rating, 21 reviews

Private Waterfront Cottage at Lake Simcoe

Luxurious and spacious private waterfront cottage at Lake Simcoe. Enjoy stunning lake and sunset views. An hour from Toronto, this newly renovated cottage offers a fully equipped kitchen, 5 bedrooms, 3 bathrooms, and a spacious dining and living area. Additionally, beautiful outdoor patio, BBQ grill and private fireplace, perfect for relaxing with friends and family. This cottage offers easy access to a private waterfront to enjoy water based activities such as swimming, boating, and fishing.

Guest favorite

A breathtaking view of a lake at sunset is highlighted, with vibrant hues of orange and pink reflected on the icy surface. Silhouettes of trees line the shore against a backdrop of dramatic clouds, creating a serene and picturesque landscape.

Tiny home in Beaverton

4.99 out of 5 average rating, 79 reviews

Riches Retreat*See description for Special Offers!

Beautiful newly built Tiny Home on a large part of private property with its own driveway & parking. Very secluded with large yard in front, hosting many type of birds, squirrels and rabbits to watch. Perfect setting & space to have a peaceful, relaxing getaway. You'll have a feel of privacy & be comfortable. Great place to unwind, have fun or even catch up on work with no distractions! Well equipped kitchen for cooking & BBQ on deck. Parking for 3 vehicles plus space with a small/med trailer.

Top guest favorite

Cottage in Georgina

4.97 out of 5 average rating, 98 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!

Top guest favorite

An inviting balcony is adorned with soft string lights, creating a warm ambiance. A comfortable wicker seating area faces a glass-top table, enhancing the outdoor relaxation space. Views of the surrounding area and illuminated pathways contribute to a serene atmosphere.

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!

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, 165 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 captures the geodesic dome surrounded by lush forest. The circular structure is positioned on a landscaped area with a curved stone path, patio furniture, and trees exhibiting autumn colors, blending harmoniously with the natural environment.

Dome in Port Perry

4.92 out of 5 average rating, 597 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.

Superhost

A cozy waterfront cottage is nestled among lush green trees, with a serene view of the calm water. The property features a well-maintained lawn and a rocky shoreline along the water's edge. A small boathouse is visible in the background.

Home in Georgina

4.7 out of 5 average rating, 70 reviews

Melody’s Waterfront Cottage

Come and stay in my cozy waterfront cottage With a view so stunning, you won't believe your eyes It's a unique place, with a style all its own You'll feel right at home, in this log house Live your dream off Lake Simcoe, it's a rare find Boater's paradise, fisherman's delight, all in one Just 45 minutes from Toronto, you'll have so much fun With 2 bedrooms, and space for 4 , it's time to unwind you name it, we've got it all Lots of sunshine, and a fire pit to watch the sunset's thrill

Superhost

An inviting living area is featured with wooden beams and log walls. A flat screen TV displays a movie, while a comfortable couch is positioned nearby. Two windows allow natural light to fill the space, accented by indoor plants and a drafting desk in the corner.

Cabin in Reaboro

4.86 out of 5 average rating, 295 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.

Top guest favorite

Cabin in Georgina

5 out of 5 average rating, 93 reviews

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub

Welcome to your next weekend retreat, or work from home during the week in a private nature focused environment with amazing wellness amenities. From the cedar Sauna and hot tub, game corner and indoor gas fireplace- we have your relaxation and entertainment covered. Host your dream dinner party with our gas range stove, pellet smoker and BBQ to choose from. You'll be sounded by cedar forest on all sides on our private road, just 1hr N-E of downtown TO. Ideal for groups of 2-3 couples

Superhost

At night, two glamping domes are illuminated by soft lights, surrounded by trees and reflecting in a tranquil pond. A pathway meanders through the area, leading to a serene outdoor space perfect for relaxation and connection with nature.

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.