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Holiday Rentals in Town of Orleans

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Featured Holiday Rentals in Town of Orleans

Riverfront Retreat: Dock access & Tanker Views
Outdoor dining

Riverfront Retreat: Dock access & Tanker Views

10.0 out of 10, Exceptional, (3)
"It is a beautiful, well maintained, thoughtfully updated home. Had everything we could possibly need and the furniture and beds were all high end and comfortable. Slept like a baby the whole trip. The views are incredible and the kids and grownups all loved calling out BIG SHIP! every time a BIG SHIP! came past. The neighborhood was quiet and welcoming and there are nearby restaurants and grocery stores, but not at all a bustling feel. It’s an awesome place. Easy to find and prompt, friendly,...
Riverfront Retreat: Dock access & Tanker Views
Sunny cottage built over the water on the St. Lawrence River
Property grounds

Sunny cottage built over the water on the St. Lawrence River

10.0 out of 10, Exceptional, (16)
"My friend and I had a wonderful stay at this great location and comfortable place . "
Sunny cottage built over the water on the St. Lawrence River
Family-Friendly Cabins on Wellesley Island
Fridge, microwave, oven, stovetop

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

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!
SPRING SPECIALS! Relaxing River Oasis & Dock
Fridge, microwave, oven, stovetop

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
Family Cottage on Chaumont Bay, Walk to Downtown
Fridge, microwave, stovetop, dishwasher

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
Thousand Islands Home w/ views of Boldt Castle
Aerial view

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

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
Beautiful Lake House w/ Private Beach
Terrace/patio

Beautiful Lake House w/ Private Beach

9.4 out of 10, Exceptional, (44)
"The Great Room and deck is amazing. All the windows let so much natural light in and the chairs on the deck are so comfortable. Just watching the lake, deer and turkeys very relaxing. "
Beautiful Lake House w/ Private Beach
Lakehouse at Pillar Point on Lake Ontario, a relaxing home with stunning sunsets
Sun-loungers, beach towels

Lakehouse at Pillar Point on Lake Ontario, a relaxing home with stunning sunsets

10.0 out of 10, Exceptional, (72)
"The house is beautiful and welcoming. The views are spectacular. The house has everything needed."
Lakehouse at Pillar Point on Lake Ontario, a relaxing home with stunning sunsets
St Lawrence River Cottage w/ Panoramic Views!
Fridge, microwave, stovetop, coffee/tea maker

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!
Riverbay Adventure Inn
Kayaking, motor boating, rowing, fishing

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
Outdoor dining

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
Cozy lakefront cottage with spectacular views!
Terrace/patio

Cozy lakefront cottage with spectacular views!

10.0 out of 10, Exceptional, (13)
"This is a beautiful house. We loved it for a little vacation on our first anniversary "
Cozy lakefront cottage with spectacular views!
Charming cottage on Chaumont Bay, pet friendly, kayaks, dock, ICE FISHING
Property grounds

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
Condo and private boathouse on tranquil bay with marina access
Property grounds

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
Fridge, microwave, oven, stovetop

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
Visit Us For The Best View Of The Thousand Islands
Exterior

Visit Us For The Best View Of The Thousand Islands

9.8 out of 10, Exceptional, (11)
"We’ve stayed here multiple times, can’t beat the location for our fishing trips."
Visit Us For The Best View Of The Thousand Islands
Waterfront Cottage w/ Barrel sauna & Fishing Pier
Interior

Waterfront Cottage w/ Barrel sauna & Fishing Pier

9.6 out of 10, Exceptional, (15)
"This little gem is tucked away in Dexter and offers a fabulous view (and access) of the river and surrounding area (Fall foliage was spectacular). There are lots of ammenities on property to enjoy! It was a little cold to hop in the Kayaks but they were available to us. We did enjoy warming up around the firepit and the barrel sauna was spectacular! The house was super cute and nicely decorated. There were a couple of very minor maintenance items (e.g. light switch, closet door) that could be...
Waterfront Cottage w/ Barrel sauna & Fishing Pier
Waterview House w/ Fenced Yard, Woodboat, & Museum
Hair dryer, towels

Waterview House w/ Fenced Yard, Woodboat, & Museum

10.0 out of 10, Exceptional, (16)
"We had a wonderful stay. This was the second time we stayed at this property. We were supper pumped a bigger bed was put in the back bedroom. We will stay here again. "
Waterview House w/ Fenced Yard, Woodboat, & Museum
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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