Hailesboro Vacation Rentals from $193: Search Short-Term Rentals

Q: What's the top vacation rental in Hailesboro?

Hill Top River Retreat : This vacation home rental outside of Hailesboro is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Hailesboro vacation rentals

A house with a front porch, a mailbox, and a small garden with various plants and a pumpkin.

1. Private 5 rooms, one side of duplex, screened porch, yard space - boat parking,

Redwood

Luke

$127 nightly

Oct 26 - Oct 27

Total with taxes and fees

A cabin with a porch, surrounded by trees and rocks.

2. Adirondack/Oswegatchie Riverfront Cabin

Harrisville

Elisabeth

$349 nightly

Oct 25 - Oct 26

Total with taxes and fees

A fire pit with burning logs, surrounded by trees and overlooking a body of water during sunset.

3. Secluded Waterfront Cabin - Standing Stone Camp

De Peyster

Jennifer R.

$408 nightly

Oct 30 - Oct 31

Total with taxes and fees

A row of rustic cabins with a pond in the foreground, surrounded by dense forest.

4. Lovely 1-bedroom cabin on Chippewa Bay, in Hammond, NY

Hammond

$174 nightly

Oct 18 - Oct 19

Total with taxes and fees

5. Lovely 1-bedroom cabin on Chippewa Bay, in Hammond, NY

Hammond

$165 nightly

Oct 18 - Oct 19

Total with taxes and fees

6. Lovely 1-bedroom cabin on Chippewa Bay, in Hammond, NY

Hammond

$174 nightly

Oct 18 - Oct 19

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Cabins

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Hailesboro Hotel Reviews

Adirondack/Oswegatchie Riverfront Cabin

10/10 Excellent

"Beautiful home! Literally a stones throw from the water very clean and thoughtfully decorated. The bathroom is stunning as well! The host was very communicative and responsive. If you're looking for a place to stay near the ADK, this should be your go to!"

Lakefront Cottage near Adirondacks, Pontoon Boat, Sunroom, 2 Kayaks & Canoe

10/10 Excellent

"Each year in mid-September we travel from our home in NYC to a lake house location "up north". We look for a secluded location on a smaller lake that is peaceful and quiet - with a "swimmable" dock and waterfront, comfortable accommodations, a grill to grill on, a fire pit to sit by in the evening, and kayaks to spend some relaxing time on the water. This year we found everything we desired and more at Oak Hill. It's important to note that Oak Hill is just like the description on the website. Some listings aren't. The steps down to the house and then on down to the dock/beach are safe and the hand rails are very sturdy, which is not always the case with lake homes. It was perfect for our needs. The house and grounds were immaculate. The beds were extremely comfortable. We made full use of the kayaks, paddle board, and especially enjoyed exploring the lake on the pontoon boat, upon which we enjoyed sunsets with the neighboring loons. When "civilization" was required for supplies, Oak Hill was less than a half-hour's scenic drive from anything we needed. We highly recommend Oak Hill."

Waterfront cottage with a beautiful view

10/10 Excellent

"Check was super easy. Host and hostess were very responsive with questions and accommodating when we had to pivot and bring our dogs and teenager. Having the dock right there and easy process to rent and park pontoon boat was very helpful. Had to do some light spider removal in kitchen and bedrooms(mostly cobwebs), but this was completely understandable. Overall the trip was a huge success because of the great hosts and remarkable accommodations. And sunsets, sun rises, and star gazing were absolutely stunning"

Water Front Lake House - Black Lake, NY

10/10 Excellent

"This lakeside property was very clean and very nicely decorated. The kitchen was well stocked and the stove was very convenient so we did not have to go out to eat. The view from the deck is amazing! We enjoyed fishing off the dock and just taking in the lake and the sounds of nature."

Spacious 5 Bedroom Cabin Riverfront/Black Lake Access

10/10 Excellent

"9 adults had plenty of room. Everything in the description of the house was very accurate and the communication with Tom was was easy and very quick to get back to me. We are going to do a trip next year and we will be definitely looking into get this place again."

Lake Cabin 8 acres private dock fire pit hot tub game room

8/10 Good

"Gorgeous house and property. Has everything you could possibly need! Extremely clean and comfortable. Communication was superior and very responsive and accommodating. We would return but the stairs to dock (new and very nice) were numerous making it difficult (for us) to navigate several times a day to use dock for fishing, swimming or boating."

Hill Top River Retreat

8/10 Good

"Fantastic view of Chippewa Bay on the St Lawrence River, islands, fisherman, and gorgeous sunsets. Fire pit every night while watching the sunset. Area is very quiet. Locals are so very friendly (special mention to Alice). Fished the schoals in the Bay for bass and perch. Caught many. Beds are super comfy. Great WiFi. Rented Brett's pontoon and kept it moored at the dock right down from the cottage. All in all a great experience."

Find out more about Hailesboro

Everything you need to know about Hailesboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hailesboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hailesboro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hailesboro vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hailesboro. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Hailesboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $193 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Hailesboro rentals

At Expedia, we put the best Hailesboro vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Hailesboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hailesboro vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hailesboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Things to do in Alexandria Bay

Frequently asked questions

Are there vacation rentals in Hailesboro?

Yes, we have vacation rentals near popular attractions in Hailesboro, or you can go with a more secluded option if you want a relaxing place to stay.

What's the top vacation rental in Hailesboro?

Hill Top River Retreat: This vacation home rental outside of Hailesboro is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Hailesboro?

While you're exploring the area, Oswegatchie River and Pleasant Lake are a couple of picturesque spots to get outside and enjoy nature. Wolf Lake State Forest and Trout Lake are a couple of places you'll find in the larger area.

What are vacation rentals like in Hailesboro?

Vacation rentals are private accommodations you can reserve for a couple days or more in Hailesboro. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a small group gathering.

Room 1

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Hailesboro vacation rentals

1. Private 5 rooms, one side of duplex, screened porch, yard space - boat parking,

2. Adirondack/Oswegatchie Riverfront Cabin

3. Secluded Waterfront Cabin - Standing Stone Camp

4. Lovely 1-bedroom cabin on Chippewa Bay, in Hammond, NY

5. Lovely 1-bedroom cabin on Chippewa Bay, in Hammond, NY

6. Lovely 1-bedroom cabin on Chippewa Bay, in Hammond, NY

Find vacation rentals that suit your style

Top Hailesboro Hotel Reviews

Adirondack/Oswegatchie Riverfront Cabin

Lakefront Cottage near Adirondacks, Pontoon Boat, Sunroom, 2 Kayaks & Canoe

Lakefront Cabin on Black Lake with Dock - Sleeps 13

CAMP OASIS. Beautiful 3 bedroom waterfront cottage on a peninsula with AC

Waterfront cottage with a beautiful view

Water Front Lake House - Black Lake, NY

Spacious 5 Bedroom Cabin Riverfront/Black Lake Access

Lake Cabin 8 acres private dock fire pit hot tub game room

Hill Top River Retreat

Find out more about Hailesboro

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

Go further with the Expedia app