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

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!

Jan 12 – 19

$89 per night

Guest favorite

Apartment in Redwood, New York

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.

Sep 22 – 29

$61 per night

Guest favorite

Apartment in Gouverneur, New York

4.94 out of 5 average rating, 18 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.

Jan 20 – 27

$73 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

$160 per night

Guest favorite

Cottage in Redwood, New York

4.95 out of 5 average rating, 44 reviews

Camp Loon near Butterfield Lake/ Alexandria Bay

Recently renovated, very clean Non- Smoking cottage adjacent to Butterfield Lake in Redwood, NY. This cozy 1 bedroom cottage is perfect for 4 who would enjoy fishing and relaxing by the water. . The double bed sofa folds flat for 2 children or 2 smaller adults. (No more than 4 guests per night at this listing.) Prior to booking get approval for pet. ($30 charge per each pet). There is wifi, TV and DVR. Guests may bring their Firestick or Roku for watching TV as there is no cable.

Aug 23 – 30

$121 per night

Guest favorite

Loft in Hammond, New York

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.

Jul 30 – Aug 6

$141 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.

Mar 24 – 31

$96 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.

Jan 22 – 29

$64 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.

Jul 21 – 28

$76 per night

Guest favorite

Barn in Potsdam, New York

4.99 out of 5 average rating, 143 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.

Mar 18 – 25

$85 per night

Superhost

Cabin in Natural Bridge, New York

4.79 out of 5 average rating, 38 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

Aug 16 – 23

$113 per night

Guest favorite

Tiny home in Perth, Canada

4.9 out of 5 average rating, 202 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! (:

Nov 4 – 11

$79 per night