Guesthouse holiday rentals in Thousand Islands

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Thousand Islands

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite
An inviting outdoor fire pit area is surrounded by four Adirondack chairs, with a stone circular seating arrangement at its center. The guesthouse's wooden exterior is visible in the background, framed by lush greenery and a lawn, offering a peaceful and open atmosphere.
Guesthouse in Mallorytown
4.9 out of 5 average rating, 146 reviews

Adorable country guesthouse on Graham Lake

Enjoy the countryside on 15 acres of woods backing on to Graham Lake. Tucked away from the road, our guesthouse is family and pet friendly. The bathroom is newly renovated. Outdoors it boasts a lovely campfire area, a patio table and a large grass yard. Enjoy our gardens in the summer and our laying hens year-round. Take a 5 min stroll down a wooded path to the lakefront where you will find another campfire pit, a dock, canoe, kayak and SUP to use and plenty of space for activities year-round.

Top Guest favourite
A serene lakeside scene is captured at dusk, showcasing a vibrant sunset with deep orange and pink hues reflected on the calm water. The rocky shoreline stretches along the lake, while silhouettes of trees and structures are visible in the background.
Guesthouse in Chaumont
4.97 out of 5 average rating, 105 reviews

Lakefront Getaway

This completely private attached guest house is newly renovated and just steps away from Lake Ontario.  Some amenities include: Private entrance and deck Large yard Easy water access to swim, fish, & kayak Fabulous views of Chaumont Bay Spectrum wifi & cable Outdoor Grill & Fre Pit Air Conditioning Full Kitchen Smart TV in each bedroom 10 miles from the St Lawrence River Wonderful restaurants and the Thousand Islands are just a short drive away. Come enjoy the beauty Upstate NY has to offer!

Guest favourite
A scenic view of Adolphus Reach is captured from the cabin's vantage point, showcasing calm waters and a passing boat. Surrounding trees display autumn colors, contributing to the natural beauty of the landscape under a mix of blue and cloudy skies.
Guesthouse in Prince Edward
4.86 out of 5 average rating, 313 reviews

The Edge. Stunning view. EV Friendly

This private cabin and deck has a stunning view of Adolphus Reach from the top of a 200' escarpment. The property is located right beside Lake on the Mountain Provincial Park. Have a look on Google Maps. Two eating establishments are within walking distance. Many more are less than 10km away. Day use at Sandbanks must now be reserved. Text me for details. I'm required to charge HST if you choose to book via Airbnb but not otherwise. Posted price includes HST. Licence ST-2019-0310

Guest favourite
A small bunkie features a sloped green metal roof and light-colored log siding. A front deck, accessed by a few steps, is framed by trees, providing a natural setting. A large window is positioned beside the door, allowing natural light.
Guesthouse in Cloyne
4.89 out of 5 average rating, 131 reviews

Log Bunkie w/ Loft, Bon Echo Park. NO clng. fee

This bunkie, sided in Vermont Maple, was built in 2018. Tastefully decorated in barn board and v-joint pine inside, it features 7 cu. ft. fridge, large air circulator, kitchen cart, microwave, bbq, coffee maker, etc. It has a wardrobe, loveseat, end table and dining table for two. The queen bed is up the ladder in the loft. Great view onto Lake Mazinaw. New 36' dock, deck, stand up paddleboards (SUPs), kayaks, canoe, Aqua Cycle and pedal boats. Minimum 3 night booking on long weekends.

Top Guest favourite
Guesthouse in Bloomfield
4.99 out of 5 average rating, 146 reviews

The Bloomfield Guest House

Are you looking for an awe-inspiring, peaceful, retreat-like setting for your visit to The County? Book this well-crafted private guest-house in charming Bloomfield, perfectly located between Wellington and Picton. The expansive farm-field view will instantly ground and settle your being. Every aspect of this luxury offering has been designed and built with integrity and care. We welcome you to embody a felt-sense of coming home. Follow us @thebloomfieldguesthouse Licence # ST-2022-0076

Top Guest favourite
The image captures a serene sunset over West Lake, with silhouettes of four individuals standing on a wooden pier. The warm hues of orange and golden light reflect off the calm water, framed by tall trees on either side, creating a peaceful lakeside atmosphere.
Guesthouse in Prince Edward
5 out of 5 average rating, 178 reviews

Dunesview Beach House at Sandbanks-Pass Included

Dunesview is a stylish, fully furnished, cozy, and private guest cabin with high ceilings and lots of natural light. This serene lakefront cabin sits beside our home on West Lake, steps from the world-famous sand dunes. It is the perfect 3-season getaway for active adults, offering the opportunity to cycle, swim, paddle, or simply to relax and unwind while enjoying spectacular views and sunsets. Our approach is inclusive and we would be delighted to host your visit. License ST-2019-0197

Top Guest favourite
A charming guesthouse is set in a vibrant garden, featuring a spacious deck overlooking the landscape. Lush greenery and flowers surround the building, enhancing the natural environment. A tree provides shade, and clear blue skies add to the serene atmosphere.
Guesthouse in Township Of Frontenac Islands
4.98 out of 5 average rating, 150 reviews

Wolfe Island Oasis

Welcome to our cozy country retreat. Our guesthouse offers everything you need to unplug from the hustle of the city. Whether its enjoying a coffee on the lounge chair while watching the sunrise; stargazing on the patio; sitting around a warm campfire; or falling asleep under our son's handcrafted cedar strip canoe: this retreat was designed to maximize a unique experience. The building is completely separate from our family hobby-farm and offers a secluded space for our guests.

Top Guest favourite
A spacious living area features wooden flooring and natural light filtering through large windows. A decorative mirror and house plants add warmth. A wood-burning stove stands against an accent wall, while a dining area is visible in the background with a round table and chairs.
Guesthouse in Prince Edward
4.96 out of 5 average rating, 125 reviews

The sunroom on Maple

Enjoy this spacious bright apartment steps to Main St and a five minute walk to downtown Picton's cafes, restaurants and shops. The sunroom is everyone's favourite spot in the house to spend time with loved ones or relax. There is also a fireplace and back yard with fire pit, barbecue and patio furniture available for your use too. During the summer months, we'll lend you a Sandbanks access pass and kayak or paddle board to make your summer stay unforgettable. License No. ST-2020-0198

Top Guest favourite
An outdoor pavilion features comfortable seating arrangements with decorative pillows and small tables. A large tree offers shade while vibrant flowers add color. Nearby, a small flag flutters gently. The serene water in the background reflects lush greenery, enhancing the tranquil setting.
Guesthouse in Chaumont
4.99 out of 5 average rating, 127 reviews

Peaceful Getaway

Kick back and relax in this peaceful space. Guest house has two twin beds, private bathroom, microwave, toaster, Keurig, small refrigerator. WiFi access, outdoor grill with outdoor dining and seating area all under a 16x24 pavilion. This property offers incredible views, fish jumping and canoe and kayak access. End your incredible day fishing off the dock with s’mores at the fire pit. Hunters and fishermen welcome. Plenty of parking so bring your motorized toys! See you soon!

Top Guest favourite
The exterior of the Carriage House showcases a well-maintained façade with light wood siding and a pitched roof. A private garden area is bordered by a wooden fence, featuring a stone fire pit surrounded by gravel and lush greenery.
Guesthouse in Prince Edward
4.98 out of 5 average rating, 238 reviews

The Carriage House on Queen

Located right downtown Picton, this spacious, modern and very clean Carriage House offers private parking for 2 cars, outdoor seating with BBQ and 2 large bedrooms that comfortably sleeps 4 people. Perfect for a couples retreat or a friends get-away! Quiet and cozy neighbourhood with beautiful historic century homes. Minutes walking to Picton main street that offers amazing restaurants, bars and fabulous shopping. Under 15 min drive to Sandbanks Provincial Park.

Top Guest favourite
The open kitchen features a large harvest table with blue chairs, complemented by a stylish island topped with dark stone. A range of modern appliances, including a black refrigerator and stove, are arranged against the wall. Natural light enters through large windows, enhancing the warm wooden ceiling.
Guesthouse in Prince Edward
5 out of 5 average rating, 242 reviews

thecountycricket, Luxury loft near Picton

Licence No. ST-2019-0357 Welcome to our guest loft at "thecountycricket". I am so sorry but our space is not suitable for infants or children. Our property is 34 acres with 6 acres fenced. We are 10 minutes from Picton Main Street. The loft is 1,200 square foot open concept space with a full coffee station and a cooks kitchen. We live in a quiet street in the country close to town and vineyards, breweries and cider houses.

Guest favourite
The exterior of a charming stone building is surrounded by lush greenery. A welcoming entrance, framed by plants, leads to a small outdoor seating area with a table and chairs. A tall window allows soft light to filter through, enhancing the rustic appeal.
Guesthouse in Perth
4.93 out of 5 average rating, 121 reviews

Stay on the Tay! A Charming Stone Guest House

This unique and cozy loft studio is situated on a 5-acre property, a few minutes outside of the town of Perth. The studio offers beautiful garden views and private waterfront access to the Tay River. A perfect getaway spot for couples or solo travelers to visit and explore Eastern Ontario, the property is located 5 mins from Perth, 1 hr from Ottawa or Kingston, and 3 hrs from Toronto or Montreal.

Popular amenities for Thousand Islands guesthouses