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
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, 102 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, 311 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

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, a canoe and SUP to use and plenty of space for activities year-round.

Top Guest favourite
The open-concept guest house interior features a spacious sleeping area with a large bed. Natural light enters through sliding glass doors and tall windows, illuminating warm wooden beams and light-colored walls. A cozy seating area with two chairs and a table is visible, complemented by decorative plants.
Guesthouse in Bloomfield
4.99 out of 5 average rating, 134 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
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, 146 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, 120 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
The guest room features two twin beds made with rustic log frames, accented by patterned throws. Light wood paneling covers the walls, and a ceiling fan hangs above. A small nightstand is placed beside one bed, with a lamp and decorative items displayed.
Guesthouse in Chaumont
4.99 out of 5 average rating, 123 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, 236 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 fire table 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
Guesthouse in Prince Edward
4.97 out of 5 average rating, 164 reviews

Romantic PEC getaway w gas fireplace & soaker tub

Modern and Spacious 2 bdrm Carriage House Loft with high-speed wifi and large, private elevated outdoor living space overlooking the treetops of Benson park. Live like a local and enjoy all the convenience of downtown village life with this walk-able location steps from the Royal Hotel. This home is a safe space for folks from all minority and marginalized groups. We welcome guests of all races, faiths, genders, and sexual orientations. ST-2020-0151 R2

Superhost
The exterior of the bunkie features a wooden facade surrounded by greenery. A small porch with two rocking chairs and a table provides a cozy seating area. A screen door leads into the interior, and a broom rests against the side.
Guesthouse in Cloyne
4.88 out of 5 average rating, 128 reviews

Bunkie on Cottage Lot, NO Cleaning Fee

Bunkie has a 7 cut. ft. fridge, microwave, water cooler, coffee maker, kettle, basic kitchen supplies, bbq, patio set, firepit and access to Lake Mazinaw. Interior finished in knotty pine. Clean outhouse. Basics (sheets, etc.) can be provided ($) for foreign travelers. Look @ my other bunkie on this site, with queen bed. Min. three nights booking on a long weekend.. See also www.airbnb.com/h/logbunkie MINIMUM 3 NIGHT BOOKING ON LONG WEEKEND

Guest favourite
A single-story cottage is surrounded by lush green trees and a manicured lawn. The exterior features a light gray siding with large windows, and a welcoming porch. A red umbrella provides shade over a seating area, creating an inviting outdoor space.
Guesthouse in Elgin
4.88 out of 5 average rating, 244 reviews

Chaffey's Lock Canal-View Cottage

Nesled among the white pines, this cozy 3 bdrm cottage is just steps from the UNESCO World Heritage Rideau Canal. Excellent swimming, fishing, paddling, cycling and hiking. A 2-3 min walk to the water and to the general store, Brown's Marina, Lockmaster Museum, the Cataraqui Trail, Dorothy's Lodge and the Opinicon Resort. Your host also operates Rideau Tours and offers bike, kayak, canoe and stand-up paddleboard rentals onsite.

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, 232 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.

Popular amenities for Thousand Islands guesthouses