Guesthouse vacation rentals in Thousand Islands

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Thousand Islands

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

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Guest favorite

Guesthouse in Prince Edward

4.95 out of 5 average rating, 203 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. Included is a kitchenette, continental BF, coffee, TV, WI-FI 6E, fresh sheets, towels, and quiet at night! Check out the chic Town of Wellington in beautiful Prince Edward County! If you want wineries, nightlife, good restaurants and a beach they are all just a few minutes away! Book now, singles welcome too!

Apr 20 – 27

€ 129 per night

Guest favorite

Guesthouse in Prince Edward, Canada

4.99 out of 5 average rating, 174 reviews

thecountycricket, Luxury loft near Picton

Licence No. ST-2019-0357 Welcome to our guest loft at "thecountycricket". We built and designed it with guests in mind. Our 34 acres is on a peaceful street with the woods lining the back of our property. Six acres are fenced in for our dogs and dog guests. We are 10 minutes from Picton Main street, vineyards, breweries, cider houses, antique shops & restaurants. Our loft is a large open-concept with a king size bed, pull out queen sofa & a full cook's kitchen. Welcome to our home in The County.

Jan 22 – 29

€ 183 per night

Superhost

Guesthouse in Prince Edward

4.85 out of 5 average rating, 263 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

Jan 3 – 10

€ 150 per night

Guest favorite

Guesthouse in Cloyne, Canada

4.88 out of 5 average rating, 119 reviews

Log Bunkie w/ Loft, Walk to Bon Echo Park

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, 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. Use of dock, deck, stand up paddleboards (SUPs), kayaks, canoe, Aqua Cycle and pedal boats. Minimum 3 night booking on long weekends. Seasonal

May 10 – 17

€ 66 per night

Guest favorite

Guesthouse in Prince Edward

5.0 out of 5 average rating, 158 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-2019-0197R1

Dec 26 – Jan 2

€ 252 per night

Guest favorite

Guesthouse in Wellington, Prince Edward County, ON

4.97 out of 5 average rating, 225 reviews

Beachside Suite in Wellington Prince Edward County

Beachside Suite in Wellington is a renovated open concept loft on the 2nd floor of our 1870’s barn. Parking included. The location is outstanding; a 30 second walk to the beach and a 5 minute walk to fabulous places like the Drake Devonshire and more. Perfect for couples; it's private, air conditioned, has a 3 piece ensuite, large kitchenette, private deck with BBQ, gorgeous views and is in the heart of wine Country. See also our Wellyside Suite on Airbnb. Licence ST-2019-0352 R2.

Oct 6 – 13

€ 224 per night

Guest favorite

Guesthouse in Township Of Frontenac Islands

4.95 out of 5 average rating, 42 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.

Sep 6 – 13

€ 161 per night

Guest favorite

Guesthouse in Perth

4.98 out of 5 average rating, 179 reviews

Lakefront Cozy Cabin, Perth, On

Come and enjoy sunsets, stargazing, wildlife and our beautiful lake! A private, picturesque getaway suitable for a couple or solo travellers. 20 min SW of Perth/Westport,50 min. to Kingston, 1 hr to Ottawa. Our cozy guest cabin offers you a place to relax, rejuvenate, and explore. We want your stay to be a special one so please read the complete listing details. We are located in a natural lakefront setting in cottage country, so you must be comfortable with wildlife.

Apr 14 – 21

€ 119 per night

Guest favorite

Guesthouse in Prince Edward, Canada

4.98 out of 5 average rating, 183 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 dining area 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.

Sep 18 – 25

€ 223 per night

Guest favorite

Guesthouse in Elgin

4.86 out of 5 average rating, 186 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 Mill Art Gallery, the Cataraqui Trail, Dorothy's Lodge and the Opinicon Resort. Your hosts also operate Rideau Tours and offer bike, kayak, canoe and stand-up paddleboard rentals onsite.

Nov 13 – 20

€ 117 per night

Guest favorite

Guesthouse in Prince Edward

4.97 out of 5 average rating, 242 reviews

Peaceful Country Studio Retreat

Our private studio is ideally situated in quiet, rural Prince Edward County near beaches, restaurants, wineries, art studios and all the villages of our beautiful island community. Great for cyclists, artist/writer's retreat, or a romantic getaway. You are staying at a Super Host place. Our super host status was temporarily removed because we were closed during the pandemic. Proof of vaccination is required. Thank you. Licence No. ST-2019-0356

Jun 4 – 11

€ 184 per night

Guest favorite

Guesthouse in Adams, New York, US

5.0 out of 5 average rating, 105 reviews

Adams NY. The Collie Cottage Guest house.

Private and quiet apartment. 20 minutes from Watertown . 5 miles from Southwick Beach State park. Great Fishing near by. Henderson Harbor, Pulaski, Lake Ontario. Golf Coarse near by, Skiing at Dry Hill, Snowmobiling at Barns Corners. All new appliances and furniture. Very cozy and comfortable apartment. Back patio with awning and back yard. We call it the collie cottage after our beautiful Collie dog and our love for the breed.

Oct 23 – 30

€ 124 per night