Search Holiday Rentals in Hailesboro

    price find illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Save instantly and earn perks with One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Top Holiday Rentals in Hailesboro

Riverside Retreat

9.6 out of 10, Exceptional, (5)
"Very nice right by the river"
The price is £131
includes taxes & fees
27 Jul - 28 Jul
Riverside Retreat

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

10.0 out of 10, Exceptional, (36)
"Nice clean quiet location, very courteous host , everything is as described"
Lakefront Cottage near Adirondacks, Pontoon Boat, Sunroom, 2 Kayaks & Canoe

Mountain Escape - Trout Lake Waterfront, Adirondack Park Area

10.0 out of 10, Exceptional, (145)
"This was our 5th summer booking this property, and it was wonderful as always."
Mountain Escape - Trout Lake Waterfront, Adirondack Park Area

Adirondack/Oswegatchie Riverfront Cabin

10.0 out of 10, Exceptional, (221)
"Very clean! Cozy and warm for our winter stay. A beautiful Adirondack cabin to enjoy the peace and quiet of the surrounding land and amazing river . Owner was easy to contact with any questions we might have had. We hope to go back again. "
The price is £265
includes taxes & fees
1 Jul - 2 Jul
Adirondack/Oswegatchie Riverfront Cabin

Small Lakefront Cabin on Black Lake with Dock -can sleep 13

10.0 out of 10, Exceptional, (3)
"Private, quiet cabin. We stayed here on our honeymoon and it's cute and comfortable. We would love to stay here again. "
Small Lakefront Cabin on Black Lake with Dock -can sleep 13

1000 Islands Cabin in Chippewa Bay by RedAwning

9.6 out of 10, Exceptional, (16)
"We had the best time there. The sunsets were beautiful and the fishing was great. The cabin was more the expected and beds were very comfortable"
1000 Islands Cabin in Chippewa Bay by RedAwning

Mountain Escape - Trout Lake Waterfront Adirondack Park Region

9.8 out of 10, Exceptional, (215)
"It was absolutely perfect from the location to the cabin to the access to the water activities "
Mountain Escape - Trout Lake Waterfront Adirondack Park Region

Cozy 2 bedroom Seasonal Cottage located on Chippewa Bay, on St. Lawrence River

2.0 star property
10.0 out of 10, Exceptional, (2)
"We stayed a week and loved everything about the Hosts and cabin. Very clean and very accommodating . If you forgot to bring it, Dawn probably already has is there for you. Water, snacks, coffee, storage bags, you name it. They check in to make sure everything is ok, even give you places to try fishing. They truly are the best hosts we have ever had. I highly recommend a stay at their cabin. Water access is just a few steps away. "
The price is £199
includes taxes & fees
1 Jul - 2 Jul
Cozy 2 bedroom Seasonal Cottage located on Chippewa Bay, on St. Lawrence River

2 BR Lakefront Apartment on Black Lake

2.0 star property
2 BR Lakefront Apartment on Black Lake

Charming 2-bedroom waterfront cottage in Black lake NY

Charming 2-bedroom waterfront cottage in Black lake NY

Oswegatchie River Cabin w/ Kayaks + Fire Pit!

9.4 out of 10, Exceptional, (8)
"Our group enjoyed a wonderful stay and enjoyed hiking during the day and cooking in the evening together. "
Oswegatchie River Cabin w/ Kayaks + Fire Pit!

Rustic 2-bedroom cabin on Boyd Pond

10.0 out of 10, Exceptional, (7)
"Very nice humble cottage on a beautiful pond in the edge of the Adirondacks. Quiet friendly neighbors and overall a great place to stay for a weekend/week long get away. "
Rustic 2-bedroom cabin on Boyd Pond

Beautiful water front cottage with a beautiful view

10.0 out of 10, Exceptional, (60)
"As always our stay was wonderful. We will be back next year the Good Lord willing. "
Beautiful water front cottage with a beautiful view

Rustic 4-bedroom cabin, on lake with WiFi, near Adirondacks A Place to Remember!

Rustic 4-bedroom cabin, on lake with WiFi, near Adirondacks A Place to Remember!

Waterfront Camp Black Lake

9.6 out of 10, Exceptional, (9)
"The property was exactly as it was listed and the location was perfect. We had a great time no complaints at all. Fantastic rental"
Waterfront Camp Black Lake

Private Island with Land Access by RedAwning

7.2 out of 10, Good, (5)
"Our family had a great time at the cabin. It was great for swimming and fishing off the dock. Its very peaceful, and has nice, shaded outside area for eating and lounging. This section of the river also doesn't get as much boat traffic. Highly recommend!"
Private Island with Land Access by RedAwning

Tranquil Upstate NY Lake House

9.8 out of 10, Exceptional, (22)
"We very much enjoyed our stay and the amenities of the lake house."
Tranquil Upstate NY Lake House

Quaint whole house, very private , fireplace, pet friendly, 30 min. to ADK park

10.0 out of 10, Exceptional, (9)
"We enjoyed the stay. Bed is super comfortable and inviting. Location I liked. Off the road and quiet. Would definitely stay again!"
The price is £199
includes taxes & fees
4 Jul - 5 Jul
Quaint whole house, very private , fireplace, pet friendly, 30 min. to ADK park

Montgomery Cottage, Montgomery Cottage at Camp Caledonia

The price is £186
includes taxes & fees
27 Jul - 28 Jul
Montgomery Cottage, Montgomery Cottage at Camp Caledonia

Secluded Private Camp on Black Lake

10.0 out of 10, Exceptional, (59)
"Great time again"
Secluded Private Camp on Black Lake
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Are there holiday rentals in Hailesboro?

Yes, there are holiday rentals close to the most popular sights in Hailesboro, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Hailesboro has to offer?

Mountain Escape - Trout Lake Waterfront, Adirondack Park Area: This holiday home rental outside of Hailesboro is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Hailesboro?

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

What are holiday rentals like in Hailesboro?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Hailesboro. Holiday rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a family trip or a small group gathering.