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Wellesley Island Holiday Rentals

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Holiday Rentals in Wellesley Island

SPRING SPECIALS! Relaxing River Oasis & Dock

9.8 out of 10, Exceptional, (18)
"Me and two buddies stayed here for a 6 day fishing trip, it had everything we needed, nice dock for my boat, large bedrooms, everything was clean, good communication with owner."
SPRING SPECIALS! Relaxing River Oasis & Dock

Thousand Islands Home w/ views of Boldt Castle

9.2 out of 10, Wonderful, (30)
"Girls trip...3 elder sisters plus second generation niece and her 2 daughters. We all agreed everything was perfect at this location. From bedroom choices to outside porches to full kitchen amenities everything we needed was at our fingertips. Location couldn't have been better. View of the St Lawrence, glimpses of ships traveling in the distance, perfect weather and wonderful flat hiking right in the neighborhood. The area was charming and steeped in early history of the thousand Islands...
Thousand Islands Home w/ views of Boldt Castle

Ice fishing! YEAR ROUND Lake of the Isles Waterfront Cottage & boat dock!

10.0 out of 10, Exceptional, (14)
"We had a great time staying at this property. The views were great, and the beds were super comfortable. Very close to Canada and to several towns in New York. I would recommend."
Ice fishing! YEAR ROUND Lake of the Isles Waterfront Cottage & boat dock!

Family-Friendly Cabins on Wellesley Island

10.0 out of 10, Exceptional, (1)
"I like how quiet and private the location was. "
Family-Friendly Cabins on Wellesley Island

Spacious Peaceful home in the Woods on Wellesley Island

9.8 out of 10, Exceptional, (10)
"We were very comfortable there. "
Spacious Peaceful home in the Woods on Wellesley Island

Cozy Rustic Cabin - 1000 Islands Getaway

Cozy Rustic Cabin - 1000 Islands Getaway

Ice Fishing Getaway: Relax in a Warm Cabin After a Day on the Ice

10.0 out of 10, Exceptional, (1)
"This cabin had everything we needed. This was a nice getaway for us. We are from Rochester New York. So getting away from the city life was so peaceful and relaxing. We have already discussed a friends weekend and renting both cabins. Thanks for the great place to stay."
Ice Fishing Getaway: Relax in a Warm Cabin After a Day on the Ice

Magnificent 6-bedroom cottage on the water with spectacular views of the water

9.4 out of 10, Exceptional, (51)
"Jerry and Janet were amazing hosts and were very accomodating and helpful! The pictures do not do this house, or surrounding area, justice. It is a beautiful location and my family and I had an amazing week!"
Magnificent 6-bedroom cottage on the water with spectacular views of the water

Alexbay Retreat within a short walk to all the downtown attractions

10.0 out of 10, Exceptional, (13)
"Great place to stay in Alexandria Bay. The house was clean and very comfortable. The host was great.. We had a problem with the coffee maker and they replaced it within the hour. Would definitely recommend a stay here."
Alexbay Retreat within a short walk to all the downtown attractions

Family Cottage on Chaumont Bay, Walk to Downtown

9.4 out of 10, Exceptional, (47)
"We are folks that like neat clean places to stay. We found that in this property. We live in country setting, enjoyed the free ranging chickens a few place down road."
Family Cottage on Chaumont Bay, Walk to Downtown

River & Charm: 2 Homes, on 10 Acres Near Clayton

10.0 out of 10, Exceptional, (3)
"8 of us stayed at the River & Charm. It was a great experience on 10 acres with nice fall weather. The house and cottage were clean and open with tons of space. Just a quick 5 minute trip into town for anything you may need. The host was very responsive and accommodating to anything we needed. Would book again! "
River & Charm: 2 Homes, on 10 Acres Near Clayton

Small lakefront cottage on Black Lake with dock - can sleep 13

10.0 out of 10, Exceptional, (32)
"Perfect stay! Everything in this rustic cabin is thoughtfully placed and appointed. Bring books and binoculars for bird and lake watching. The view cannot be beat, and this is a lovely quiet retreat in late autumn."
Small lakefront cottage on Black Lake with dock - can sleep 13

St Lawrence River Cottage w/ Panoramic Views!

9.6 out of 10, Exceptional, (42)
"Amazing! The area is great to explore but it was nice to come back to the cottage and just relax in peace and quiet. It had everything we needed. The view was wonderful, even when it was raining. Clean and cozy. The owner was always in touch and helpful. Looking to stay again. "
St Lawrence River Cottage w/ Panoramic Views!

Waterfront - Amazing River View - Newly Renovated

9.8 out of 10, Exceptional, (66)
"We loved staying at this house right on the St. Lawrence River. Great views, great neighbors, so much peace. The house is lovely -- terrific, new bathrooms and well-equipped kitchen. Highly recommend!"
Waterfront - Amazing River View - Newly Renovated

Riverbay Adventure Inn

3.0 star property
8.8 out of 10, Excellent, (26)
"This place was clean and quiet. Cottage 2 that we stayed in isn't far from the water. It was so relaxing and the office people are very friendly can't wait to go again"
Riverbay Adventure Inn

Beautiful Lakeside Stone Mansion w Massive Waterfront & all the toys and views

9.6 out of 10, Exceptional, (10)
"This great historic house was perfect for our family! We loved the house, especially the deck! The water front with paddle boards and fire pit circle were a huge hit! The kitchen was great, perfect for our family meals! Thank you so much to our hosts who were great with communication, answering questions promptly! Hoping to return again some day!"
Beautiful Lakeside Stone Mansion w Massive Waterfront & all the toys and views

Condo and private boathouse on tranquil bay with marina access

10.0 out of 10, Exceptional, (14)
"Perfect location, cozy and comfortable, great communication with host, nice neighbors. Highly recommend!"
Condo and private boathouse on tranquil bay with marina access

Charming 3-bedroom, newly remodeled house in the heart of Clayton, NY

2.0 star property
10.0 out of 10, Exceptional, (4)
"This house was in perfect walking distance from all things Clayton. The property was clean and welcoming, and was the perfect landing spot after long days of exploring the area. "
Charming 3-bedroom, newly remodeled house in the heart of Clayton, NY

Charming cottage on Chaumont Bay, pet friendly, kayaks, dock, ICE FISHING

10.0 out of 10, Exceptional, (33)
"Wonderful place with easy access to the ice"
Charming cottage on Chaumont Bay, pet friendly, kayaks, dock, ICE FISHING

Super Clean, Pet Friendly Cottage! 3 Bedroom! NO EXTRA FEES!!

10.0 out of 10, Exceptional, (39)
"8 adults stayed here we had plenty of space and really enjoyed the house. The town of Alexandria was very cute, most things were closing for the season but we did still get to experience the boat tour, do some shopping and eat at a few local places. We also traveled to the next town over for the pumpkin chunkin festival which was a lot of fun. Thanks to Bob for recommending this! "
Super Clean, Pet Friendly Cottage! 3 Bedroom! NO EXTRA FEES!!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Wellesley Island you may be interested in

Thousand Islands Home w/ views of Boldt Castle

9.2 out of 10, Wonderful, (30)
"Girls trip...3 elder sisters plus second generation niece and her 2 daughters. We all agreed everything was perfect at this location. From bedroom choices to outside porches to full kitchen amenities everything we needed was at our fingertips. Location couldn't have been better. View of the St Lawrence, glimpses of ships traveling in the distance, perfect weather and wonderful flat hiking right in the neighborhood. The area was charming and steeped in early history of the thousand Islands...
Thousand Islands Home w/ views of Boldt Castle

SPRING SPECIALS! Relaxing River Oasis & Dock

9.8 out of 10, Exceptional, (18)
"Me and two buddies stayed here for a 6 day fishing trip, it had everything we needed, nice dock for my boat, large bedrooms, everything was clean, good communication with owner."
SPRING SPECIALS! Relaxing River Oasis & Dock

Ice fishing! YEAR ROUND Lake of the Isles Waterfront Cottage & boat dock!

10.0 out of 10, Exceptional, (14)
"We had a great time staying at this property. The views were great, and the beds were super comfortable. Very close to Canada and to several towns in New York. I would recommend."
Ice fishing! YEAR ROUND Lake of the Isles Waterfront Cottage & boat dock!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Are there holiday rentals in Wellesley Island?

Yes, there are holiday rentals close to the most popular sights in Wellesley Island, or you can select a more secluded option if you're looking for a relaxing stay. Wellesley Island is known for its riverfront and local tours.

What are some of the best holiday rentals that Wellesley Island has to offer?

Thousand Islands Home w/ views of Boldt Castle: This highly rated holiday home rental in Wellesley Island is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. Other favourite homes for rent in Wellesley Island are SPRING SPECIALS! Relaxing River Oasis & Dock and Family-Friendly Cabins on Wellesley Island.

How many holiday rentals will I find in Wellesley Island?

Choose from 18 Expedia holiday rentals in Wellesley Island for a memorable holiday.

What’s there to see and do in Wellesley Island?

Lake Ontario and Saint Lawrence River are a couple of lovely local spots to get outside and enjoy nature. Thousand Islands Bridge and Dewolf Point State Park are other places to visit while you're in town.

What’s a holiday rental in Wellesley Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wellesley Island. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family trips.