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Guesthouse vacation rentals in Thousand Islands

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Top-rated guesthouse rentals in Thousand Islands

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

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Top guest favorite
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 favorite
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, 103 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!

Top guest favorite
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, 139 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 favorite
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, 175 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 favorite
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 favorite
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, 121 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 favorite
A modern living area features a large flat-screen TV mounted on a light wall. A cozy sofa and stylish coffee table are situated on a wooden floor, with a dining area visible. Large windows offer views of the nearby water and greenery.
Guesthouse in Prince Edward
4.97 out of 5 average rating, 117 reviews

Studio405 - Charming Guesthouse on the Bay in PEC

Bright, modern studio in Prince Edward County. Enjoy new appliances and amenities, with amazing views of the Bay of Quinte. Located next to the host’s home with a private entrance. Full kitchen, rain shower, washer/dryer, Serta mattress, and 50” TV with Netflix. Conveniently located; 5 minute drive to Belleville, 20 to Bloomfield, 25 to Wellington, 30 to Picton, and 40 to Sandbanks Beach. This is the perfect spot to relax and unwind after exploring the County’s many attractions.

Top guest favorite
A cozy living area features a rustic wood stove, complemented by two stylish chairs and a vibrant area rug. Large windows frame the serene view of Lake Ontario, enhancing the space's inviting ambiance.
Guesthouse in Prince Edward
4.98 out of 5 average rating, 274 reviews

Little Ben Prince Edward County

Little Ben's license allows 2 adults and one child age 10 and under. Located 10 feet from Lake Ontario, in the heart of beautiful Wellington, Little Ben is a fully renovated 1 bedroom cottage in the centre of wine country. Little Ben offers a fully equipped kitchen, a dining area and a comfy living area with a wood stove. The true glory of Little Ben exists outside its walls--you are just a mere ten steps down to your own limestone beach on Lake Ontario! Licence # ST-2019-0358

Top guest favorite
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 favorite
An orange bicycle is positioned near the entrance of a quaint guest house, accompanied by a small table with a black umbrella. The exterior features protective siding and a welcoming door, with greenery surrounding the patio area and a colorful piece of art displayed on the wall.
Guesthouse in Prince Edward
4.96 out of 5 average rating, 272 reviews

"On the Syde" - GUEST HOUSE

Romantic get-a-way for two! Cozy and sweet, just what the doctor ordered. If you are looking for private, NOT shared space, this little "On The Syde" guest house might be for you! Kitchenette, (CONTINENTAL BF, water, milk, coffee, tea, various small boxes of cereal and juice) TV, WI-FI 6E, Fresh sheets, towels, and quiet at night! Chic Town of Wellington has wineries, nightlife, good restaurants and a local beach just a few minutes away! Book now, singles welcome too!

Top guest favorite
Guesthouse in Prince Edward
4.97 out of 5 average rating, 166 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

Guest favorite
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.

Popular amenities for Thousand Islands guesthouse rentals