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Hailesboro Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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,

Private 5 rooms, one side of duplex, screened porch, yard space - boat parking,
Redwood
9.8 out of 10, Exceptional, (43 reviews)
"Private, beautiful decor and spotlessly clean with more food and amenities than I keep in my own house."
United States
Luke
The price is AED 275
AED 477 total
includes taxes & fees
3 Nov - 4 Nov
Private 5 rooms, one side of duplex, screened porch, yard space - boat parking,
A cabin with a porch, surrounded by trees and rocks.

2. Adirondack/Oswegatchie Riverfront Cabin

Adirondack/Oswegatchie Riverfront Cabin
Harrisville
10.0 out of 10, Exceptional, (245 reviews)
"Great cabin, gorgeous views. Clean and very enjoyable stay! "
United States
Kayla W.
The price is AED 661
AED 1,449 total
includes taxes & fees
4 Oct - 5 Oct
Adirondack/Oswegatchie Riverfront Cabin
A fire pit with burning logs, surrounded by trees and overlooking a body of water during sunset.

3. Secluded Waterfront Cabin - Standing Stone Camp

Secluded Waterfront Cabin - Standing Stone Camp
De Peyster
9.4 out of 10, Exceptional, (3 reviews)
"Perfect place to relax, unwind. The lake is overwhelming beautiful. You won't want to leave. It has a little something for everyone at all ages. It's both for indoor and outdoor people. Can't wait to book again."
United States
Jennifer R.
The price is AED 650
AED 1,372 total
includes taxes & fees
12 Oct - 13 Oct
Secluded Waterfront Cabin - Standing Stone Camp
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

Lovely 1-bedroom cabin on Chippewa Bay, in Hammond, NY
Hammond
10.0 out of 10, Exceptional, (1 review)
The price is AED 558
AED 709 total
includes taxes & fees
4 Oct - 5 Oct
Lovely 1-bedroom cabin on Chippewa Bay, in Hammond, NY
A row of rustic cabins with a pond in the foreground, surrounded by dense forest.

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

Lovely 1-bedroom cabin on Chippewa Bay, in Hammond, NY
Hammond
The price is AED 529
AED 673 total
includes taxes & fees
4 Oct - 5 Oct
Lovely 1-bedroom cabin on Chippewa Bay, in Hammond, NY
A spacious log cabin interior with a high ceiling, wooden walls, a central fireplace, and a dining area.

6. Oswegatchie River Cabin w/ Kayaks + Fire Pit!

Oswegatchie River Cabin w/ Kayaks + Fire Pit!
Fine
9.4 out of 10, Exceptional, (16 reviews)
"Good communication and nice relaxing stay"
United States
Jim W.
The price is AED 452
AED 1,941 total
includes taxes & fees
13 Oct - 14 Oct
Oswegatchie River Cabin w/ Kayaks + Fire Pit!
A spacious log cabin interior with a high ceiling, wooden walls, a central fireplace, and a dining area.

7. Oswegatchie River Cabin w/ Kayaks + Fire Pit!

Oswegatchie River Cabin w/ Kayaks + Fire Pit!
3.0 star property
Oswegatchie
The price is AED 606
AED 1,920 total
includes taxes & fees
13 Oct - 14 Oct
Oswegatchie River Cabin w/ Kayaks + Fire Pit!
A wooden deck with red chairs and a fire pit, overlooking a lake with boats.

8. Adirondack Area Trout Lake Waterfront Cottage, Hot Tub, Pontoon Boat, Upstate NY

Adirondack Area Trout Lake Waterfront Cottage, Hot Tub, Pontoon Boat, Upstate NY
Hermon
9.6 out of 10, Exceptional, (93 reviews)
"Our family had a wonderful stay at Sunset Cottage. The weather was perfect and we enjoyed the lake and all the amenities that were provided. The cabin was just as described and any question or concern we had was answered promptly. It was the perfect vacation to slow down and make family memories. "
United States
Michael P.
The price is AED 2,204
AED 3,539 total
includes taxes & fees
15 Oct - 16 Oct
Adirondack Area Trout Lake Waterfront Cottage, Hot Tub, Pontoon Boat, Upstate NY
A row of rustic cabins with a pond in the foreground, surrounded by dense forest.

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

Lovely 1-bedroom cabin on Chippewa Bay, in Hammond, NY
Hammond
The price is AED 558
AED 709 total
includes taxes & fees
4 Oct - 5 Oct
Lovely 1-bedroom cabin on Chippewa Bay, in Hammond, NY
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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Top Hailesboro Hotel Reviews

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

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."
Peter Z. 3-night trip
Posted 5 days ago
Lakefront Cottage near Adirondacks, Pontoon Boat, Sunroom, 2 Kayaks & Canoe

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.