Vacation rentals in Hailesboro

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Top-rated vacation rentals in Hailesboro

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Guest favorite

Apartment in Gouverneur, New York, US

4.92 out of 5 average rating, 48 reviews

The Kingfisher

A beautiful getaway right on the river! Swimming,fishing,and kayaking awaits only 20 yards away! For rainy or cold days, there is plenty to do indoors.There is also a treadmill and weights if you want a workout, and lots of games! If you are looking for the finer things things in life, you can enjoy the luxuries of our deep tissue, Swedish massage chair, our electronic recliner couches, the 55” RoKu tv, or just relax in the jacuzzi whirlpool tub. Enjoy the privacy of your backyard on the river!

Jun 6 – 13

G$25,649 GYD per night

Guest favorite

Apartment in Redwood, New York, US

4.92 out of 5 average rating, 146 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.

Mar 11 – 18

G$17,533 GYD per night

Guest favorite

Apartment in Gouverneur, New York, US

4.94 out of 5 average rating, 17 reviews

Riverside Retreat

Welcome to Riverside Retreat! A few minutes walk to Gouverneur’s Main Street, this is the perfect place to enjoy the outdoors. We offer fishing, kayaking, and grilling options. The kitchen has cooking amenities, and is lightly stocked with snacks for you to enjoy. As the owners, we live downstairs and are available as needed. Since we are under the same roof as the apartment you’ll be staying in, your privacy is our top priority. We want to make your stay is enjoyable and peaceful.

Mar 3 – 10

G$17,619 GYD per night

Guest favorite

Apartment in Chaumont, New York, US

4.96 out of 5 average rating, 248 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 25 – Feb 1

G$22,688 GYD per night

Guest favorite

Loft in Hammond, New York, US

4.93 out of 5 average rating, 155 reviews

Come to The Lake House Loft for a relaxing visit!

The Lake House Loft is located in Upstate New York on Black Lake, known as “Freshwater Fisherman’s Paradise”. It is the largest St. Lawrence County Lake and is over 20 miles long. Its located near the Canadian Border, close to Ogdensburg and the Thousand Islands. This is a smoke-free, two-bedroom loft, with a full kitchen, and a bathroom. There is a 100-foot waterfront boat dock available, Wi-Fi, A/C, Heat, and is fully furnished. Paddle Boat and canoe also available to use.

Aug 1 – 8

G$33,678 GYD per night

Guest favorite

Farm stay in De Kalb Junction, New York, US

4.95 out of 5 average rating, 100 reviews

Amber Valley Farmhouse at Indian Creek

This turn-of-the-century vintage style farmhouse offers plenty of privacy and country scenery, exuding a rustic, lived in feel for an authentic rural experience. The house is centrally located for easy travel to Canton, Potsdam and Canadian border. Perfect for families visting students at local colleges. Visit the state parks and beaches that dot the St. Lawrence Seaway and Lake Ontario or take a day trip to the Adirondack Park. Peaceful, quiet and ideal for nature lovers.

Mar 11 – 18

G$24,730 GYD per night

Guest favorite

Guesthouse in Perth, Canada

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.

Feb 6 – 13

G$22,936 GYD per night

Guest favorite

Cottage in Leeds and the Thousand Islands, Canada

4.97 out of 5 average rating, 284 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.

Mar 15 – 22

G$15,234 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.

Nov 26 – Dec 3

G$18,802 GYD per night

Guest favorite

Barn in Potsdam, New York, US

4.99 out of 5 average rating, 141 reviews

The Coop at Laing Family Farm

The Coop at LFF is a small and cozy cottage that sits on our 220 acre certified organic farm. It has a kitchen and living area, bedroom and full bath. There is Roku TV and Free WIFI. Enjoy hiking, snowshoeing or cross country skiing the trails around our farm. Relax in the rocking chairs on the porch. The fire pit in the front yard is perfect for s’mores or to stay warm while star gazing.

Aug 7 – 14

G$19,405 GYD per night

Superhost

Cabin in Natural Bridge, New York, US

4.78 out of 5 average rating, 37 reviews

Cozy Riverview Cabin Getaway

Welcome to the Riverview Lodge! This year-round custom wood-built cabin features 2 bedrooms, 1 bathroom, on amazing waterfront. Enjoy the huge deck overlooking the waterfront that is perfect for kayaking, fishing and viewing wildlife! Enjoy the peace and quiet and abundant wildlife on this private road away from it all! *Kayaks not provided and fire wood provided at a small fee

Mar 22 – 29

G$27,134 GYD per night

Guest favorite

Tiny home in Perth, Canada

4.9 out of 5 average rating, 201 reviews

Off-grid A-frame cabin

Welcome to “The Hemlock” cabin A unique stay situated minutes from historic Perth, Ontario. The Hemlock sits on 160+ acres of private, natural forest. Enjoy 3 season lake access for kayaking, canoeing and year round trails for hiking, snow shoeing, exploring etc. Beautiful scenery in a peaceful, private setting, relax and unwind by the fire! We look forward to having you! (:

Mar 13 – 20

G$18,976 GYD per night