Vacation rentals in Port Bolster

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Port Bolster

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Innisfil

4.9 out of 5 average rating, 156 reviews

Stunning Lakefront Cottage Hot Tub & Sauna

.🧘 Relaxing, Quiet, waterfront property with stunning nature. 🧖‍♀️ Experience a private Spa with year round new sauna & new hot tub and amazing view. Please bring your own bath towels! 🤫 A peaceful oasis for families. Please describe your family before requesting to book. Max 6 guests incl children. Absolutely no events, parties, noise allowed. Not for a group of friends 🏖50’x302’ lot, private dock, gazebo 👩🏻‍💻65” smart 4K UHD TV, fast / reliable internet, LCD fridge, filtered water

Guest favorite

Guest suite in Innisfil

4.86 out of 5 average rating, 128 reviews

Open tiny king suite with semi-private waterfront

Your family will enjoy to stay in this centrally-located PET FRIENDLY SMOKE FREE place. Open concept tiny king suite semi-private waterfront. King suite is attached to family home-shared walls & locked doors. (Suite-kitchenette & laundry) Play board games inside on rainy days. Walk outside around the house to enjoy waterfront morning sunrise over lake. Pullout loveseat. All Beds in same room. Order food. Walk to beach, shopping & fast food. Drive to larger shopping centers, restaurants &more.

Guest favorite

Dome in Bradford West Gwillimbury

4.96 out of 5 average rating, 295 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

Condo in Innisfil

5 out of 5 average rating, 114 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!

Guest favorite

Dome in Port Perry

4.92 out of 5 average rating, 509 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.

Guest favorite

Farm stay in Essa

4.99 out of 5 average rating, 165 reviews

The Schoolhouse

Kick back and relax in this calm, stylish space. This school portable turned into a modern guest home is situated on acreage boasting with gorgeous views of forests, fields, grazing animals and sunsets. In warmer months, cool off in the stock tank pool, play on the volleyball court, and enjoy meals on the deck accessed from the bedroom and main entry. Relax by the campfire, walk nearby trails, visit restaurants, markets and shops. Planning your wedding? Ask about our wedding package!

Guest favorite

Condo in Innisfil

5 out of 5 average rating, 139 reviews

Boho by the Bay

BlogTO writes: " Friday Harbour Resort is a vibrant, upscale destination...That's perfect for a quick getaway..., with plenty of cool restaurants and shops, a waterfront pedestrian village, and year-round recreational activities." New, this year, the Resort offers passes to Airbnb guests . There are fees for the passes which can be obtained at the 'Welcome Centre'. Please indicate if you would like to purchase passes as an email confirming that you are an Airbnb guest is required.

Guest favorite

Cabin in Georgina

4.91 out of 5 average rating, 128 reviews

Romantic Cabin N the Woods just 80km from CN Tower

This Romantic 1 bedroom Rustic Cabin was resurrected from the original homestead to re-invent this Cabin just for Couples! Birthdays, Anniversaries, Honeymoons & Proposals! Sleep under 2 -4’ huge Skylights watching the moon as it crosses directly overhead in the Loft Bedroom! Or simply enjoy a time away to re-connect with your loved one! Sit under stars Year Round in the modern new Hot tub after your run or walk on 200 acres of hilly trails 5kms from the cabin ( Brown Hill Tract)

Guest favorite

Dome in Hawkestone

4.94 out of 5 average rating, 253 reviews

Glen Oro Eco-Retreat Glamping Stargazer Dome

Leave the noise and rush of the modern world behind, unplug from your normal routine and immerse yourself in a beautiful old growth hardwood forest. Our Eco-Retreat focuses on providing a luxurious platform for you to stay in all the comforts of a boutique hotel amidst the raw and natural beauty of our Canadian wilderness. Here at Glen Oro we have over 200 acres of rolling fields and forests, horseback riding, hiking trails, and an incredible starry night sky.

Guest favorite

Dome in East Gwillimbury

4.92 out of 5 average rating, 178 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.

Guest favorite

Guest suite in Washago

4.99 out of 5 average rating, 131 reviews

Spacious Apartment Facing The Severn River

Clean, lower unit, private entrance, one bedroom apartment fronting on the Severn River (aka Black). 90 mins. north of GTA. Five min. off Hwy 11 at the village of Washago where you can find most amenities. Fair weather activities include swimming, kayaking, canoeing, fishing or just dock time. Available winter months for simple relaxing accommodation. Hosts live on the upper floor and will be available to assist but will respect your privacy.

Guest favorite

Rental unit in Port Perry

4.97 out of 5 average rating, 168 reviews

Modern Lakefront Apartment

Modern, Private self contained apartment. One bedroom/queen bed, located in our home on the lower level. Our home sits on 1/2 acre property on the shores of Lake Scugog. If you are looking to relax and enjoy nature and peace and quiet then this place is for you. This is NOT a party place and sorry NO PETS/children. Seasonal items: Canoe, Kayak, outdoor furniture may not be available for use if your booking early spring or end of Sept/Oct.