
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.

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!

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

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.

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

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.

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

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!

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.

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

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

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.

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
Family-Friendly guesthouses

Dunesview Beach House at Sandbanks-Pass Included

Stay on the Tay! A Charming Stone Guest House

The Edge. Stunning view. EV Friendly

Peaceful Getaway

thecountycricket, Luxury loft near Picton

Romantic PEC getaway w gas fireplace & soaker tub

Lakefront Getaway

The Bloomfield Guest House
Guesthouses with a patio

Spacious Basement Apartment

Waterfront on Kennebec Lake - private Cedar Bunkie

The Eagle’s Nest Guesthouse

A Sandbanks Retreat

The Stone Cottage on Hay Bay

Hummingbird Haven

Cozy cabin nestled among the trees

Houseboat in Forest - Unique Detox in Nature
Guest house rentals with a washing machine and dryer

The Coziest Cottage

Endymion Guest House East Wing

Place Near University, College & Hospital

Place Near University, College & Hospital

Alex Bay,NY Main Channel Cottage

The Little Haven

Runaway Rooster Guest Cottage

Place Near University, College & Hospital
Destinations to explore
- Rentals with outdoor seating Thousand Islands
- Rentals with pools Thousand Islands
- Rentals with a fireplace Thousand Islands
- Rentals with a patio Thousand Islands
- Pet-friendly rentals Thousand Islands
- Rentals with breakfast Thousand Islands
- Rentals with a fire pit Thousand Islands
- Beachfront rentals Thousand Islands
- Rentals with a washing machine and dryer Thousand Islands
- Apartment rentals Thousand Islands
- Cottage rentals Thousand Islands
- Family-friendly rentals Thousand Islands
- Bed and breakfasts Thousand Islands
- Rentals with a kayak Thousand Islands
- Boutique hotels Thousand Islands
- Cabin rentals Thousand Islands
- Rentals with a hot tub Thousand Islands
- Private suite rentals Thousand Islands
- Island rentals Thousand Islands
- Townhouse rentals Thousand Islands
- Rentals with beach access Thousand Islands
- Waterfront rentals Thousand Islands
- House rentals Thousand Islands
- Condo rentals Thousand Islands
- Rentals with an EV charger Thousand Islands
- Rentals with lake access Thousand Islands



