Guesthouse holiday rentals in Thousand Islands

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Thousand Islands guesthouses

Family-Friendly guesthouses

Top Guest favourite
Guesthouse in Prince Edward
4.98 out of 5 average rating, 216 reviews

The Carriage House on Queen

SerenaRating, 5 stars3 weeks ago
The Carriage House was absolutely perfect for our gals weekend getaway! Christine was delightful to communicate with, friendly and helpful. The Carriage House was cozy, comfortable, and well appointed with everything you could imagine to make for a smooth and effortless stay. The Carriage House was walkable to several great restaurants, cafes, shops and grocery stores and a quick drive to Bloomfield and Wellington. Highly recommend a stay at the Carriage House!
Top Guest favourite
Guesthouse in Prince Edward
5 out of 5 average rating, 162 reviews

Dunesview Beach House at Sandbanks-Pass Included

LaurenRating, 5 stars1 day ago
An adorable place to stay that’s so close to Sandbanks! We had such a wonderful weekend and enjoyed waking up lakeside looking out our window onto the water. The space had everything we needed and was so clean and well kept.
Guesthouse in Cherry Valley
4.64 out of 5 average rating, 85 reviews

Cherry Valley Cottage on East Lake (STA licenced)

CailinRating, 5 stars11 months ago
My friends and I had another wonderful stay at Janet's cottage in Cherry Valley. The floors were completely updated, and made the place look fresh and clean. The new oven worked perfectly as well. Janet makes sure that the cottage is stocked with linens, towels, propane, movies, kitchen equipment, and even a pass for Sandbanks beach nearby. Looking forward to returning and continuing our yearly tradition at this beautiful place!
Superhost
Guesthouse in Prince Edward
4.43 out of 5 average rating, 7 reviews

Waterfront Longacre Coach House

MathildeRating, 5 stars8 months ago
Our stay was perfect for our Thanksgiving family gathering! The home is located in a peaceful and beautiful setting, just as described. The amenities were exactly what we expected, and the host was incredibly responsive and flexible throughout our stay. We would love to return in the future!
Guesthouse in Westport
4.92 out of 5 average rating, 38 reviews

Upper Rideau Guest House

JoelRating, 5 stars9 months ago
Lisa’s cottage was exactly as advertised. She made sure to answer any inquiries and the property was wonderful for relaxing by the lake on the gazebo. Our fishing trip was fun and the access to the dock was very easy. The cottage was perfect for our stay and had everything needed for a nice stay on the lake. Lisa checked in with us a few times to ensure everything was fine and even provided a short history of the lake. Highly recommended cottage and we hope to return next year! Thanks again!
Guest favourite
Guesthouse in Milford
4.83 out of 5 average rating, 107 reviews

The Walmsley House STA License #ST-2020-0255

CarolRating, 5 stars1 month ago
We’ve stayed here before and enjoyed it again! Lots of space to share with great kitchen and dining area. We enjoyed the pool table too!
Superhost
Guesthouse in Cloyne
4.88 out of 5 average rating, 122 reviews

Bunkie on Cottage Lot, NO Cleaning Fee

JacobRating, 5 stars8 months ago
Absolutely stunning location on Lake Mazinaw, a mere three minute drive to the beautiful Bon Echo. Bunkie was spacious and had everything you need for a quiet, tranquil weekend gateway.

Guesthouses with a patio

Guest favourite
Guesthouse in Prince Edward
4.89 out of 5 average rating, 28 reviews

Pleasant Stay on Pleasant Bay (STA no 2022-0089)

PhilRating, 5 stars1 week ago
Cindy & Gregg's guesthouse was a beautiful spot for a weekend getaway. The rooftop deck was a great place to enjoy a morning coffee overlooking the bay and the pool was the perfect temperature for evening swims. We would come back in a heartbeat.
Guest favourite
Guesthouse in Prince Edward
4.95 out of 5 average rating, 57 reviews

Schoolhouse Loft - Centrally Located in the County

NoahRating, 5 starstoday
Great please to stay and lovely to have the extra accommodations made for my daughter. Thank you!
Top Guest favourite
Guesthouse in Central Frontenac
5 out of 5 average rating, 34 reviews

Waterfront on Kennebec Lake - private Cedar Bunkie

DavidRating, 5 stars4 days ago
Will recommend to friends and family for sure. Truly enjoyed the stay. The view was tireless, with a great vantage point and meditative (if you do that sort of thing). The dock was also private and the water clear. This was be a great place to use the available double and single kayaks although we brought our paddleboards so our dog Chloe could join us. The location and the river have lots of intact natural beauty as does the well kept trails which were a welcome morning hike before the air warmed. We warmed up at the private firepit at night while we continued to look out over the lake. Both Rene and Deacon were wonderful hosts to us and to our dog. Rene clearly enjoys sharing his peace of heaven and goes above and beyond to make this an elevated experience. Thank you Rene and Deacon.
Guest favourite
Guesthouse in Prince Edward
4.98 out of 5 average rating, 47 reviews

A Sandbanks Retreat

SheriRating, 5 stars1 day ago
Great vibe! I wish we could have stayed longer! There are multiple outdoor sitting areas with ample room to spread out and be so comfortable! Top notch place!
Top Guest favourite
Guesthouse in Greater Napanee
5 out of 5 average rating, 14 reviews

The Stone Cottage on Hay Bay

TracyRating, 5 stars1 month ago
We recently had the pleasure of celebrating our 40th Wedding Anniversary at Alison and Chris’s beautiful property. We had originally booked 4 nights, but we loved it so much, that we decided to stay an extra night. We were greeted by Alison upon arrival, who gave us some further instructions on how things worked. She was kind enough to leave us a bottle of Prosecco to help us celebrate our anniversary. Their place was perfect for us, as we were looking for somewhere to relax and unwind in the evenings, as well as just a short ferry ride to visit the breweries and wineries around PEC. We definitely hope to return. Thanks so much for having us Alison and Chris!
Guesthouse in Lombardy
4.79 out of 5 average rating, 38 reviews

Cozy 2 bedroom getaway

MartinRating, 5 stars8 months ago
We loved our stay at Joyce's place. The sunsets and the view of the lake are beautiful. we really enjoyed the screened in patio. Exactly as described. Will definitely book in the future.
Guest favourite
Guesthouse in South Frontenac
4.9 out of 5 average rating, 31 reviews

Hummingbird Haven

ShanRating, 5 stars8 months ago
We had an exceptional experience at this place! The environment was tranquil and the surroundings were simply beautiful. The host was incredibly friendly, providing us with all the necessary instructions and even helping out when we encountered a minor hiccup with the fire. The adorable animals on the property were a delightful bonus, and we were even treated to some fresh duck eggs! Highly recommend this place for a peaceful and enjoyable retreat.
Superhost
Guesthouse in Central Frontenac
4.9 out of 5 average rating, 21 reviews

Cozy cabin nestled among the trees

Colin And LisanneRating, 5 stars10 months ago
We had a truly wonderful stay at Judith’s cabin. It was so peaceful and exactly what we were looking for. As hosts, Judith and Ryan provide everything guests need to have an enjoyable relaxing stay. We loved the layout of property with the cabin, outdoor bathroom (nicest one I’ve ever been in!) & shower, the fire pit and the enclosed gazebo (with lights!) which allowed to enjoy being outdoors and play games or have a meal even when it was raining. The cabin itself was so lovely & cozy and we appreciated all the extra little details. The private beach was serene and the hike to the waterfall was a highlight! We didn’t want to leave and would love to stay again!

Guest house rentals with a washing machine and dryer

Guest favourite
Guesthouse in Carthage
4.88 out of 5 average rating, 65 reviews

The Coziest Cottage

AmberRating, 5 stars5 months ago
very clean, small space, great for two people.
Superhost
Guesthouse in Prince Edward
4.74 out of 5 average rating, 53 reviews

The Guesthouse at Beachside Surf Cottage

HeatherRating, 5 stars2 weeks ago
We had an amazing stay! Lovely cottage, perfect amount of space for two of us staying and we loved how peaceful and quiet it was! Would definitely stay again.
Guesthouse in Carrying Place
4.98 out of 5 average rating, 52 reviews

Carriage House Loft in the County (PEC)

ErkanRating, 5 stars34 months ago
Everything was great. Dominique was really responsive and helpful during our stay for whatever we may need. We definitely enjoyed and had a great experience during our stay.
Top Guest favourite
Guesthouse in Alexandria Bay
5 out of 5 average rating, 42 reviews

Alex Bay,NY Main Channel Cottage

LawrenceRating, 5 stars1 week ago
We had an absolutely fantastic stay here. The house and the property were immaculately clean and well manicured which we really appreciated. The first night we grilled burgers and sat around the table on the deck, had a great time visiting and watching the freighters go by. The second evening, we started the fire pit and sat around talking and watching the sun go down over the river and more freighters, of course. Overall, an absolutely wonderful place to stay when you’re in the Thousand Islands area!
Top Guest favourite
Guesthouse in Kingston
5 out of 5 average rating, 26 reviews

Tiny Home Retreat with Fire Pit and Hot Tub!

AshleyRating, 5 stars1 week ago
Sure! Here’s a polished Airbnb review you can use or adapt: ⭐️⭐️⭐️⭐️⭐️ 5/5 Bryan’s place was exactly what we were looking for — very private, super clean, and incredibly relaxing. The hot tub and firepit were awesome — well maintained and perfect for unwinding in the evening. Everything was spotless and thoughtfully set up, and the location was great for getting around but still felt like a quiet retreat. Would absolutely stay here again!
Superhost
Guesthouse in Alexandria Bay
5 out of 5 average rating, 3 reviews

Captains Quarters- #2

LisaRating, 5 stars9 months ago
Nice clean place for a couple to stay but will accommodate up to 4 comfortably. Walkable to restaurants and the bay. Daniel was responsive if we needed anything. We would stay there again definitely.
Top Guest favourite
Guesthouse in South Frontenac
5 out of 5 average rating, 45 reviews

Lake, Rocks, Trees. Comfort. Campfires. Bliss.

CameronRating, 5 stars6 months ago
This was our second time here and it is amazing! It is a beautiful spot with lots to do outside.
Guesthouse in Prince Edward
5 out of 5 average rating, 3 reviews

Rare 6 bedroom Gem in Picton; Two Beach Passes!

AlyshaRating, 5 stars4 weeks ago
We were a group of 9 visiting PEC for a cycling wine tour and Ashley’s place was perfect. Super clean, cozy, and felt just like home. The space was great for a group our size and the kitchen had everything we needed to cook and hang out together. Thanks for a great stay - would happily come back next time we’re in the area!

Destinations to explore