Vacation rentals in Orleans

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Top-rated vacation rentals in Orleans

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Guest favorite

Cottage in Clayton, New York, US

4.9 out of 5 average rating, 142 reviews

The Island Bay Waterfront Cottage

We welcome you to the Island Bay Cottage! Come enjoy your stay in our fully brand new remodeled waterfront cottage right outside the gorgeous town of 1000Islands Clayton NY! We’ve set up our wonderful place with all the creature comforts of home for our friends, family and guests to come in, plop down and feel right at Bay! Full kitchen with all essentials Huge living room (equipped with even a massage recliner!!) Free Wi-Fi, Fire smart TV, washer/dryer brand new A/C Large Patio area to relax!

Jan 11 – 18

G$31,783 GYD per night

Guest favorite

Bungalow in Alexandria Bay

4.98 out of 5 average rating, 127 reviews

Cozy, private home in Alexandria Bay w/King Sz bed

TheA-Bay Bungalow@24 Margaret Ave is in The heart of the 1000 Islands.Walking distance to the beautiful St.Lawrence River and downtown Alex Bay.The A-Bay Bungalow is located in a quiet residential area.I am committed to creating an amazing guest experience&infusing great hospitality for everyone involved.The quaint&cozy home features hardwood floors,heat A/C and super easy self check in. It is the perfect get away.We also have room to park your boat/trailer& car.Walking distance to boat launch.

Nov 17 – 24

G$36,696 GYD per night

Guest favorite

Apartment in Redwood

4.92 out of 5 average rating, 147 reviews

A Simple Roof

THIS IS NOT A VACATION HOME. Self-check-in/check-out. Old-fashioned, rustic apartment, painted wood floors, full kitchen, mud room, screened porch; boat/ATV parking; tent space. Ready for year-round outdoor sports, fishing, boating, biking, family camping trips. Near 1000 Islands, several lakes/waterways, 5 room apartment is one side of host duplex, 3 private entrances. King bed, 1 twin upstairs, 2 folding cots. Bathroom downstairs. WIFI; FireTV, HDMI cord provided; TVs w/DVD. RED box nearby.

Feb 2 – 9

G$17,505 GYD per night

Guest favorite

Apartment in Watertown, New York, US

4.99 out of 5 average rating, 217 reviews

Stylish&Modern Apartment Near Fort Drum Watertown

Nice Apartment located only 10 minutes away from Fort Drum! This place beats any hotel stay! It’s in a centralized location, clean and stylish! For any tourist visiting any upstate New York attractions, or simply looking for home away from home, this is your place! There are 4 camera’s installed. One facing the driveway entrance, one facing each door entrance one facing the driveway. If you decided to book please mention if you'll have guest visiting and how many vehicle's you'll have.

Oct 12 – 19

G$30,326 GYD per night

Guest favorite

Yurt in Yarker, Canada

4.99 out of 5 average rating, 307 reviews

Our Yurt - Your Getaway. Rustic Luxury!

Reconnect with nature all year round at our enchanting yurt. Perfect for a romantic holiday. Nestled in the woods, directly across the road from the lake, it is private but not secluded. Your stay includes outdoor leisure equipment for fun on the lake every season. Just relax, I do the dishes! There's no running water in the yurts well-appointed kitchenette but everything else you need is there! The toilet is in an outbuilding by the yurt and a gorgeous guest shower room is up at the house.

Apr 1 – 8

G$27,879 GYD per night

Guest favorite

Apartment in Chaumont, New York, US

4.96 out of 5 average rating, 249 reviews

The perfect 1000 Island Nature Get Away!

Dante's Den is located in Upstate New York's Thousand Island region and sits directly on the Chaumont River. Our suite has a private entrance, a river facing patio, a cozy bedroom and a spacious living room and new fully functional kitchen. Dante's Den is a great spot for people who enjoy the outdoors and like to be active. Great cycling routes, walking trails, public boat launches, beaches and parks are near by. Alexandria Bay, Cape Vincent, Clayton, and Watertown are also close.

Jan 15 – 22

G$22,652 GYD per night

Guest favorite

Cottage in Leeds and the Thousand Islands, Canada

4.93 out of 5 average rating, 188 reviews

Smugglers Getaway on the St. Lawrence River

Enjoy your privacy in this Riverfront cabin in the historic Smugglers Cove on the St. Lawrence River in the heart of the 1000 Islands. You'll enjoy the entire cabin with fantastic River views from your own patio. Conveniently located off of the 1000 Islands Parkway, one of the most beautiful scenic drives in North America, guests may enjoy walking, hiking and cycling the paved and scenic 37 km Waterfront Trail. You're welcome to arrive by boat or car; private entrance to your cabin.

May 6 – 13

G$38,220 GYD per night

Guest favorite

Cottage in Leeds and the Thousand Islands, Canada

4.97 out of 5 average rating, 285 reviews

Lyncreek Cottage

Lyncreek Cottage is open year round. it sits on private property on Lyndhurst river in Lyndhurst, Ontario. Observe various types of waterfowl or enjoy the sound of our meandering river as it flows into Lyndhurst Lake. This is all part of the natural surroundings in your own private cottage. A great place to stay if you are travelling through the area or while enjoying all the area has to offer including excellent fishing, paddling and hiking area trails.

Feb 19 – 26

G$15,333 GYD per night

Guest favorite

Guest suite in Gananoque, Canada

4.93 out of 5 average rating, 131 reviews

Sheri's Place

Your home away from home is a short drive from downtown Gananoque situated on a 6 acre private property. We are approx. 5 minutes from Downtown Gananoque and 25 minutes from Downtown Kingston. Private entrance to ensure personal private space. Our space is not designed for more than 2 guests. Please Note: We have had a name change to match our reviews we were Country Retreat, now we are 'Sheri's Place' welcome to your home away from home.

Aug 27 – Sep 3

G$18,750 GYD per night

Guest favorite

Cottage in Chaumont, New York, US

4.96 out of 5 average rating, 127 reviews

The Annex

Spectacular views are yours from this newly renovated 1 bedroom cottage on Sawmill Bay. Three great local restaurants, shopping, marinas, tennis courts, public beach and boat launch are all within walking distance or a short drive away. Plenty of outdoor space on a private quiet road make this an ideal spot for a relaxing getaway. NOTE: Hot tub is CLOSED from January 1 to April 1.

Sep 25 – Oct 2

G$35,336 GYD per night

Guest favorite

Apartment in Clayton, New York, US

4.93 out of 5 average rating, 235 reviews

Clayton #2 Cozy, Clean, and Convenient Apartment

Modern 2/3 floor apartment with two bedrooms and great location. Private 2nd story deck overlooking playground and sports field. New flooring and carpet along with fresh paint and countertop. New washer and dryer on premises for your use. Off street parking. Keyless entry for your convenience. Grocery store, restaurants, bars, and entertainment all within a short walking distance.

May 6 – 13

G$20,574 GYD per night

Guest favorite

Cottage in Clayton

5.0 out of 5 average rating, 29 reviews

Steps from the River!

Relax at this fully renovated, 1000sf cottage. Two bedrooms, great room with high ceilings, deck & boathouse dock. Central A/C, new bathroom, hardwood floors, high speed WiFi, stainless steel appliances, new asphalt driveway + W/D complete this ideal summer place. Convenient to downtown Clayton (Cottage is across from Round Island.) *Clayton summer calendar is the last two photos

Apr 19 – 26

G$36,617 GYD per night