Title: Hailesboro Vacation Rentals from $596: Search Short-Term Rentals | Expedia.com

[Hailesboro Travel Guide](https://expedia.com/Hailesboro.dx3000448723)[Hotels in Hailesboro](https://expedia.com/Hailesboro-Hotels.d3000448723.Travel-Guide-Hotels)[Car Rentals in Hailesboro](https://expedia.com/Car-Rentals-In-Hailesboro.d3000448723.Car-Rental-Guide)[Hailesboro Vacation Packages](https://expedia.com/Hailesboro.d3000448723.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=3000448723&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=3000448723&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=3000448723&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=3000448723&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Hailesboro vacation rentals

![Exterior](https://images.trvl-media.com/lodging/25000000/24260000/24253000/24252993/0758c314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/25000000/24260000/24253000/24252993/893903b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24260000/24253000/24252993/75468115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/25000000/24260000/24253000/24252993/873332bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Escape - Trout Lake Waterfront Adirondack Park Region

[](https://www.expedia.com/Hermon-Hotels-Mountain-Escape-Trout-Lake-Waterfront-Adirondack-Park-Region.h24252993.Hotel-Information)

Hermon

9.6/10

Exceptional

(221 reviews)

"The only thing I can leave an accurate review on is David’s responsiveness to our concerns thank you for helping us ! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Samantha B.

$537 nightly

$596 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Hermon-Hotels-Mountain-Escape-Trout-Lake-Waterfront-Adirondack-Park-Region.h24252993.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102220000/102210900/102210834/8e0e1fbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102220000/102210900/102210834/ee54a1fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102220000/102210900/102210834/93edb1fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/103000000/102220000/102210900/102210834/23b1958c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely 1-bedroom cabin in Hammond

[](https://www.expedia.com/Hammond-Hotels-Lovely-1-Bedroom-Cabin-In-Hammond.h102210834.Hotel-Information)

Hammond

$165 nightly

$183 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Hammond-Hotels-Lovely-1-Bedroom-Cabin-In-Hammond.h102210834.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/118000000/117740000/117734300/117734239/ffea6639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117740000/117734300/117734239/875578ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117740000/117734300/117734239/ae7c41eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/118000000/117740000/117734300/117734239/12015991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quaint 1-bedroom cabin in Hammond

[](https://www.expedia.com/Hammond-Hotels-Quaint-1-Bedroom-Cabin-In-Hammond.h117734239.Hotel-Information)

Hammond

$174 nightly

$193 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Hammond-Hotels-Quaint-1-Bedroom-Cabin-In-Hammond.h117734239.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/41000000/40010000/40000100/40000072/70017138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/41000000/40010000/40000100/40000072/d1789ae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/41000000/40010000/40000100/40000072/2e0b6d28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/41000000/40010000/40000100/40000072/eda1346f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Redwood-Hotels-Private-5-Rooms.h40000072.Hotel-Information)

Redwood

9.8/10

Exceptional

(39 reviews)

"Stayed numerous times always clean n neat , host very accommodating "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert S.

$114 nightly

$127 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Redwood-Hotels-Private-5-Rooms.h40000072.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/118000000/117740000/117734300/117734235/d671d7ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117740000/117734300/117734235/bb54af38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117740000/117734300/117734235/c2180fd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/118000000/117740000/117734300/117734235/c43398b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-bedroom cabin in Hammond

[](https://www.expedia.com/Hammond-Hotels-Charming-1-Bedroom-Cabin-In-Hammond.h117734235.Hotel-Information)

Hammond

$174 nightly

$193 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Hammond-Hotels-Charming-1-Bedroom-Cabin-In-Hammond.h117734235.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/118000000/117740000/117734300/117734208/b3ef44e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117740000/117734300/117734208/f8c6d553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117740000/117734300/117734208/d182cbe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/118000000/117740000/117734300/117734208/19495031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-bedroom cabin in Hammond

[](https://www.expedia.com/Hammond-Hotels-Charming-1-Bedroom-Cabin-In-Hammond.h117734208.Hotel-Information)

Hammond

$174 nightly

$193 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Hammond-Hotels-Charming-1-Bedroom-Cabin-In-Hammond.h117734208.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/118000000/117740000/117734300/117734242/d158fad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117740000/117734300/117734242/e27d04ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117740000/117734300/117734242/f07bfa8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117740000/117734300/117734242/3df351f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful 1-bedroom cabin in Hammond -Accessible-

[](https://www.expedia.com/Hammond-Hotels-Peaceful-1-Bedroom-Cabin-In-Hammond-Accessible.h117734242.Hotel-Information)

Hammond

$174 nightly

$193 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Hammond-Hotels-Peaceful-1-Bedroom-Cabin-In-Hammond-Accessible.h117734242.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-13&endDate=2026-03-14&regionId=3000448723&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_3000448723)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Hailesboro%2C+New+York%2C+United+States+of+America&regionId=3000448723&latLong=44.310065%2C-75.446326&adults=2&startDate=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=CABIN)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Hailesboro%2C+New+York%2C+United+States+of+America&regionId=3000448723&latLong=44.310065%2C-75.446326&adults=2&startDate=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Hailesboro%2C+New+York%2C+United+States+of+America&regionId=3000448723&latLong=44.310065%2C-75.446326&adults=2&startDate=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Hailesboro%2C+New+York%2C+United+States+of+America&regionId=3000448723&latLong=44.310065%2C-75.446326&adults=2&startDate=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=VACATION_HOME)

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## Top Hailesboro Hotel Reviews

![Adirondack/Oswegatchie Riverfront Cabin](https://images.trvl-media.com/lodging/34000000/33680000/33679700/33679631/4f19963f_y.jpg)

### Adirondack/Oswegatchie Riverfront Cabin

10/10 Excellent

"Very peaceful and private with easy access to the cabin. Had split wood on deck and back up on site. The owners are super nice. The only down side, we might have missed was we needed to bring our own bed sheets. Other than that everything was amazing!"

[](https://expedia.com/Harrisville-Hotels-Adirondack-Oswegatchie-Riverfront-Cabin.h33679631.Hotel-Information)

![Mountain Escape - Trout Lake Waterfront Adirondack Park Region](https://images.trvl-media.com/lodging/25000000/24260000/24253000/24252993/012b9347_y.jpg)

### Mountain Escape - Trout Lake Waterfront Adirondack Park Region

10/10 Excellent

"Beautiful views out back"

[](https://expedia.com/Hermon-Hotels-Mountain-Escape-Trout-Lake-Waterfront-Adirondack-Park-Region.h24252993.Hotel-Information)

![Mountain Escape - Trout Lake Waterfront, Adirondack Park Area](https://images.trvl-media.com/lodging/29000000/28830000/28824500/28824428/c7dd7ac6_y.jpg)

### Mountain Escape - Trout Lake Waterfront, Adirondack Park Area

10/10 Excellent

"We really enjoyed our stay — the house was beautiful, spotless, and well maintained. The view was stunning, and we loved all of the activities available nearby. It was a great place to relax and unwind.The host was fantastic. He responded very quickly and kindly accommodated both an early check in, and late check out for us at no additional cost. The only downside was that the loose dog from the neighboring cabin kept coming onto our property throughout the stay and reacting negatively towards us. We were traveling with our two dogs, and it created a few uncomfortable moments where we had to leave the area quickly to avoid any negative interactions. It would be helpful if the neighboring property secured their dog to ensure all guests (and pets) can enjoy the space peacefully.Overall, it’s a wonderful home in a gorgeous location — we just hope this small issue is addressed for future guests."

[](https://expedia.com/Hermon-Hotels-Mountain-Escape-Trout-Lake-Waterfront.h28824428.Hotel-Information)

![Beautiful water front cottage with a beautiful view](https://images.trvl-media.com/lodging/45000000/44220000/44213900/44213802/17ef0dd5_y.jpg)

### Beautiful water front cottage with a beautiful view

10/10 Excellent

"This our 3rd year straight year renting here! Absolutely the best time anyone could have! Very comfortable, clean, and homey accommodations. Wonderful people! Great fishing!"

[](https://expedia.com/Hammond-Hotels-Beautiful-Water-Front-Cottage-With-A-Beautiful-View.h44213802.Hotel-Information)

![Peaceful Private Waterfront Home](https://images.trvl-media.com/lodging/70000000/69760000/69759900/69759876/144a4a8b_y.jpg)

### Peaceful Private Waterfront Home

10/10 Excellent

"This is a beautiful, clean home with VERY comfortable beds and pillows. Host was extremely kind and responsive. Gorgeous view. "

[](https://expedia.com/Redwood-Hotels-Peaceful-Private-Waterfront-Home.h69759876.Hotel-Information)

![Adirondack Area Trout Lake Waterfront Cottage, Hot Tub, Pontoon Boat, Upstate NY](https://images.trvl-media.com/lodging/95000000/94350000/94343600/94343583/1c05fc54_y.jpg)

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

10/10 Excellent

"The cabin was exactly what we were looking for during our Fall stay for rest and relaxing. The views every morning and evening were gorgeous. We love that the cabin is pet friendly so our dogs could join us for the week. We used the hot tub almost every evening to watch the sunset which were amazing. The amenities were outstanding which included use of the pontoon boat. There are also a few trails that you can walk to without having to get into your car. Our favorite was the Trout Trail that took you to the Boy Scout bay area. Lake Placid was about 2 hours away so we took a day trip to there. Beautiful scenery. Overall, we felt at home during our stay and loved the area. So peaceful and relaxing. Highly recommend."

[](https://expedia.com/Hermon-Hotels-Adirondack-Area-Trout-Lake-Waterfront-Cottage.h94343583.Hotel-Information)

![Rustic 4-bedroom cabin, on lake with WiFi, near Adirondacks
A Place to Remember!](https://images.trvl-media.com/lodging/113000000/112590000/112582700/112582657/2cbd854e_y.jpg)

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

10/10 Excellent

"The place was so serene and beautiful that it felt bad leaving the place. Spent 2 nights staying at Jane's place and felt so much calmer spending time there. Listening to the sound of leaves falling and the pond nearby helped calm the nerves and enjoy the view while sipping coffee in the morning. Highly recommend! "

[](https://expedia.com/Harrisville-Hotels-Rustic-4-Bedroom-Cabin.h112582657.Hotel-Information)

![Lakefront Cottage near Adirondacks, Pontoon Boat, Sunroom, 2 Kayaks & Canoe](https://images.trvl-media.com/lodging/69000000/68040000/68037900/68037893/559a7a15_y.jpg)

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

10/10 Excellent

"Property was even better than expected! Exactly what my family was hoping for. We had a great time fishing, boating and relaxing by the fire, with an amazing view. Property was clean and had the all the necessities we needed. Owners were kind and accommodating. We will be booking again for next year! "

[](https://expedia.com/Hermon-Hotels-Lakefront-Cottage-Near-Adirondacks.h68037893.Hotel-Information)

![Small Lakefront Cabin on Black Lake with Dock -can sleep 13](https://images.trvl-media.com/lodging/114000000/113910000/113902300/113902261/76ab302d_y.jpg)

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

10/10 Excellent

"Loved it, we will be back next year."

[](https://expedia.com/Hammond-Hotels-Small-Lakefront-Cabin-On-Black-Lake-With-Dock-Can-Sleep-13.h113902261.Hotel-Information)

## 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 $596 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.

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- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
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- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Cabin Rentals in Hailesboro ](https://expedia.com/Hailesboro-Cabins.d3000448723-aaCabins.Travel-Guide-Accommodation)
- [Vacation Homes in Hailesboro ](https://expedia.com/Hailesboro-Private-Vacation-Homes.d3000448723-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Hailesboro ](https://expedia.com/Hailesboro-Cottages.d3000448723-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Hailesboro ](https://expedia.com/Hailesboro-Apartments.d3000448723-aaApartments.Travel-Guide-Accommodation)
- [RV Parks in Hailesboro ](https://expedia.com/Hailesboro-RV-Parks.d3000448723-aaRVParks.Travel-Guide-Accommodation)
- [Lodges in Hailesboro ](https://expedia.com/Hailesboro-Lodges.d3000448723-aaLodges.Travel-Guide-Accommodation)

## Frequently asked questions

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Hotels

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Flights

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Cars

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Activities

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Packages

- [Sleepy Hollow Vacation](https://expedia.com/Sleepy-Hollow.d6208414.Destination-Travel-Guides)

Vacation Rentals

- [Cherry Grove Vacation Rentals](https://expedia.com/Cherry-Grove-Vacation-Rentals.d6344518.Travel-Guide-VacationRentals)

General

- [Visit Sleepy Hollow](https://expedia.com/Sleepy-Hollow.dx6208414)
- [Visit Port Chester](https://expedia.com/Port-Chester.dx3000449448)
- [Visit Cherry Grove](https://expedia.com/Cherry-Grove.dx6344518)

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