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Hillside Lake Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Hillside Lake holiday rentals

A hotel lobby with a reception desk, seating area, and a fire extinguisher on the wall.

1. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
9.6 out of 10, Exceptional, (19 reviews)
"Great rooms and service,"
United States
Anonymous traveller
The price is HK$622
HK$704 total
includes taxes & fees
26 Oct - 27 Oct
1 King Bed | Non-Smoking, Kitchen, Shower
A brick building with a sign reading 'Lobby' in front.

2. Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
9.2 out of 10, Wonderful, (20 reviews)
"Great place to stay,"
United States
Anonymous traveller
The price is HK$622
HK$719 total
includes taxes & fees
1 Nov - 2 Nov
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
An outdoor patio area with a covered seating area, a pool, and potted plants.

3. Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.2 out of 10, Wonderful, (80 reviews)
"It’s was nice, clean and the outdoor out area was really nice."
United States
Roger S.
The price is HK$2,050
HK$2,697 total
includes taxes & fees
28 Oct - 29 Oct
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
A living room with a fireplace, a painting, shelves with decorative items, and a television.

4. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (50 reviews)
"We enjoyed our stay, property was as described. It's convenient to many of the Hudson Valley small towns, including West Point."
United States
Mike W.
The price is HK$1,059
HK$2,317 total
includes taxes & fees
9 Nov - 10 Nov
Grant - A Tranquil One Bedroom Steps from River
A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

5. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
The price is HK$1,326
HK$2,193 total
includes taxes & fees
20 Oct - 21 Oct
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
A modern kitchen with a granite countertop, a built-in stove, and a dining area with a glass table and chairs.

6. Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful property with ample space for parking. Host was super nice and met all of our needs!"
United States
Nicole Y.
The price is HK$1,261
HK$3,370 total
includes taxes & fees
20 Oct - 21 Oct
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

7. Hickory on Willow Lake

Hickory on Willow Lake
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Clean, quiet and great location. Beautiful property."
United States
Sheila B.
The price is HK$3,022
HK$4,425 total
includes taxes & fees
1 Nov - 2 Nov
Hickory on Willow Lake
An aerial view of a lakeside property with a dock, a small building, and several outdoor seating areas.

8. Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Clean rooms, Diner down the block, family friendly, communication was prompt and clear"
United States
Joseph
The price is HK$1,968
HK$3,065 total
includes taxes & fees
6 Nov - 7 Nov
Rustic Cabin in Fishkill!
A corner of a room with a wooden table holding books and a sign that reads "CHARGE FOR WHINING".

9. "Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is HK$1,568
HK$4,508 total
includes taxes & fees
21 Oct - 22 Oct
"Country outside the city " 3 bedrooms 2 full bathrooms
A cozy living room with a sofa, a dining table, and a bed.

10. Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
10.0 out of 10, Exceptional, (75 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is HK$1,452
HK$2,772 total
includes taxes & fees
21 Oct - 22 Oct
Cozy country efficiency in the Hudson Valley
A single-story house with a front porch, two blue chairs, a white chair, and a potted plant with pink flowers.

11. Cabin in the heart of the Hudson Valley, Cabin 3

Cabin in the heart of the Hudson Valley, Cabin 3
Newburgh
9.8 out of 10, Exceptional, (20 reviews)
"We had a great stay, everything you need is provided. Would recommend to anyone."
United States
Bill W.
The price is HK$981
HK$1,808 total
includes taxes & fees
20 Oct - 21 Oct
Cabin in the heart of the Hudson Valley, Cabin 3
A brick building with a sign reading 'Lobby' in front.

12. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
9.0 out of 10, Wonderful, (22 reviews)
"great place tostay"
United States
Anonymous traveller
The price is HK$684
HK$791 total
includes taxes & fees
1 Nov - 2 Nov
2 Full Beds | Non-Smoking, Kitchen
A compact living space with a kitchenette, a sofa, a bed, and a colorful rug.

13. Cabin in the Heart of the Hudson Valley, Cabin 1

Cabin in the Heart of the Hudson Valley, Cabin 1
Newburgh
10.0 out of 10, Exceptional, (36 reviews)
"Great place! Nicely decorated with attention to detail. My wife and I would stay again if we are back in the area."
United States
Tim G.
The price is HK$981
HK$1,808 total
includes taxes & fees
20 Oct - 21 Oct
Cabin in the Heart of the Hudson Valley, Cabin 1
A lakeside seating area with Adirondack chairs arranged around a central fire pit.

14. Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is HK$2,158
HK$3,219 total
includes taxes & fees
11 Nov - 12 Nov
Red Cottage - Lakeside Property!
Bedroom

15. 2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen
Fishkill
8.4 out of 10, Very good, (26 reviews)
"Arrived with paid reservation -no rooms available......not a legit business. The sister hotel in the area had same issue earlier this year. I will not return."
United States
Cheryl
The price is HK$684
HK$774 total
includes taxes & fees
26 Oct - 27 Oct
2 Queen Beds | Non-Smoking, Kitchen
A spacious living room with a fireplace, a dining area with a view of a lake, and a cozy seating arrangement.

16. Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is HK$1,452
HK$2,926 total
includes taxes & fees
3 Nov - 4 Nov
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
A staircase with red carpeted steps, wooden handrails, and string lights.

17. Large,Cozy,Bright Apartment, Business Themed.

Large,Cozy,Bright Apartment, Business Themed.
Newburgh
9.0 out of 10, Wonderful, (17 reviews)
"Very cozy stay with responsive host"
United States
Adhith P.
The price is HK$3,249
HK$4,357 total
includes taxes & fees
1 Nov - 2 Nov
Large,Cozy,Bright Apartment, Business Themed.
A white house with a steeply pitched roof and a small tower-like structure.

18. Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Millbrook
9.8 out of 10, Exceptional, (8 reviews)
"We had a wonderful time at this property. It was quaint and clean and right in the middle of town near everything. Thank you, Tanya."
United States
Laurie F.
The price is HK$2,511
HK$3,880 total
includes taxes & fees
20 Oct - 21 Oct
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
A brick building with a sign reading 'Lobby' in front.

19. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Fishkill
7.8 out of 10, Good, (26 reviews)
"The property was clean and pet friendly. However, the small extended stay room with a kitchen had no glasses or bowls or flat ware. You can't expect any additional accomodations beyond the room."
United States
Ray
The price is HK$622
HK$719 total
includes taxes & fees
1 Nov - 2 Nov
1 Queen Bed | Non-Smoking, Kitchen
Pool

20. complete privacy vacation home [private pool]

complete privacy vacation home [private pool]
Newburgh
9.0 out of 10, Wonderful, (17 reviews)
"oh my god the best place it feels like home"
United States
Phelicia G.
The price is HK$5,333
HK$9,312 total
includes taxes & fees
22 Oct - 23 Oct
complete privacy vacation home [private pool]
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 Hillside Lake Hotel Reviews

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

10/10 Excellent
"Staff was very friendly and helpful, breakfast was delicious and the pool was fun."
Andrew 1-night trip
Posted 2 hours ago
Hampton Inn & Suites Poughkeepsie

Find out more about Hillside Lake

Search for holiday rentals in Hillside Lake on Expedia! You can easily find your home rentals, villas, holiday apartments in Hillside Lake using one of the methods below:

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Look no further and take a look at our great range of rental properties in Hillside Lake!

Frequently asked questions

Are there holiday rentals in Hillside Lake?

Yes, there are holiday rentals close to the most popular sights in Hillside Lake, 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 Hillside Lake has to offer?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This holiday home rental outside of Hillside Lake offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Hillside Lake?

Explore the area and family-friendly sights such as SplashDown Beach, or get out into nature at a spot like Bowdoin Park. Stormville Airport Antique Show & Flea Market and Poughkeepsie Galleria are a couple of places you'll find in the wider area.

What’s a holiday rental in Hillside Lake like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hillside Lake. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for family trips.