Hillside Lake Holiday Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Hillside Lake

Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock

9.6 out of 10, Exceptional, (74)
"The house is as advertised. Good amount of room. The host was pretty communicative. No complaints from the property. Just wish they had a bigger table for group dinners"
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock

The Scenic Mansion With Breathtaking View

9.6 out of 10, Exceptional, (11)
"This was a extended work visit, and the property was perfect for us and the host was very accommodating whenever needed. I can see a wedding, reunion or a quiet getaway for a large family at this location."
The Scenic Mansion With Breathtaking View

The Farm at Hyde Park

9.8 out of 10, Exceptional, (63)
"Quiet spot out of the city but not too far from Hudson Valley sites. Large vaulted space, fresh eggs from the hen house next door, sky full of stars at night. Great host!"
The Farm at Hyde Park

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

9.4 out of 10, Exceptional, (15)
"Stayed here to visit family and it was perfect for what we needed. Would recommend staying here. "
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Mid-Century DJ’s Dream

10.0 out of 10, Exceptional, (23)
"Every thing was good! Thank you for quickly responding to my request to add an additional night. Thank you for being pet friendly."
The price is AU$247
includes taxes & fees
1 Dec - 2 Dec
Mid-Century DJ’s Dream

Spacious New 5-bedroom holiday house in lovely Hudson Valley

9.8 out of 10, Exceptional, (6)
"The home was even more stunning in person and from the moment we pulled onto the block we were welcomed by its beautiful surroundings. The home was very comfortable, plenty of space and each of us were very impressed by the thoughtful layout and features. We were in town for a very special event commemorating our brothers amazing achievements and had everything we needed for a very pleasant and memorable stay. The screened in porch was an added bonus and of course, we all gravitated around the...
The price is AU$1,151
includes taxes & fees
30 Dec - 31 Dec
Spacious New 5-bedroom holiday house in lovely Hudson Valley

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (74)
"This place was a great place for us to stay on our vacation. Secluded outside of the city, and a short drive down a gravel road, it really feels that you're lost in the woods, but in a good way. If you're up to visit the Gunks, Angry Orchard, the Hudson river, love the beauty of the outdoors, and have other family or friends to visit in the area, definitely consider this home. Host was very responsive and had everything ready for us."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.0 out of 10, Wonderful, (32)
"We enjoyed our stay however, the listing states all the beds are king sized and only 2 are. The other 2 are queen. Also (note for host) we forgot a pair of sunglasses and would like to have them mailed back if they are found, could you contact me if possible."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Mountain View escape

10.0 out of 10, Exceptional, (43)
"Charming. Peaceful. Beautiful. Well-designed. Well-stocked. I cannot recommend this place enough. It is the ideal getaway for an individual or couple. Hope to have a reason to return soon! "
Mountain View escape

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

10.0 out of 10, Exceptional, (22)
"We had a wonderful stay. Property was clean and perfect. Hosts were fantastic. Would return. "
The price is AU$744
includes taxes & fees
12 Dec - 13 Dec
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

10.0 out of 10, Exceptional, (27)
"This was a great rental in the heart of Beacon. Situated on main street we could walk to almost everything. Well outfitted apartment with all the amenties down to a white noise machine. Great to be able to do a load of laundry right on the apartment. Definitely would rent again. Host was super responsive."
The price is AU$422
includes taxes & fees
15 Dec - 16 Dec
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

10.0 out of 10, Exceptional, (11)
"This property was even more beautiful than it appeared in the photos. The wooded backyard was also spacious and lovely. We were so happy with the view of the lake and how peaceful the space was. The owners are easy to communicate with and prompt to respond. We will absolutely be going back. "
The price is AU$1,313
includes taxes & fees
2 Dec - 3 Dec
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!

9.4 out of 10, Exceptional, (86)
"Perfectly adorable house that was ideal for our brief getaway. I wish we had been able to use the kayak/canoe but time was tight. The only issue was the driveway which had me holding my breath a bit but luckily we were careful and managed without incident."
Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!

Spectacular Short Term Vacation Rental in Kent

9.6 out of 10, Exceptional, (76)
"Hosts were great and very responsive and the property was fantastic and really peaceful. Highly recommend staying there!"
Spectacular Short Term Vacation Rental in Kent

Renovated 1850's Cottage on Storm King Mountain

9.8 out of 10, Exceptional, (14)
"Great place!"
Renovated 1850's Cottage on Storm King Mountain

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

10.0 out of 10, Exceptional, (40)
"We loved our two nights here! Space was spotless and comfortable for 4 of us. Location was central to everything. "
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

Cabin in the heart of the Hudson Valley, Cabin 4

8.8 out of 10, Excellent, (18)
"The description of the property was accurate; however, a few things surprised me that would have affected my decision to book or not. First, the house is located beside a busy road where traffic is moving all hours of the day and night at 35-55 mph. For some, this isn't a big deal. For others, it's not as quiet as described. Thankfully, I was delighted to see the room provided a noise machine. Secondly, there is no fan. Only the A/C and heater provided any air movement if you didn't want the...
The price is AU$254
includes taxes & fees
1 Dec - 2 Dec
Cabin in the heart of the Hudson Valley, Cabin 4

Spectacular Log Home Estate North Wing Apt

10.0 out of 10, Exceptional, (36)
"Beautiful neighborhood quiet and peaceful Immaculate and comfortable It felt like home very easy to communicate with the owners always with a quick response we really enjoyed our stay Ray James"
Spectacular Log Home Estate North Wing Apt

Our home is perfect for relaxing and having lots of fun, with near by activity’s

10.0 out of 10, Exceptional, (1)
"Really liked that each room had it's own temperature control"
Our home is perfect for relaxing and having lots of fun, with near by activity’s

Walk to EVERYTHING West Point-2mins to Academy! Mountain Views/private parking

9.4 out of 10, Exceptional, (20)
"Great place - close to all. D&D right there as well plenty of food and drink options- nice people. "
Walk to EVERYTHING West Point-2mins to Academy! Mountain Views/private parking
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.
Don't see what you're looking for?
See all available properties in Hillside Lake
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Hillside Lake you may be interested in

Best Western Fishkill Inn & Suites

3.5 star property
8.6 out of 10, Excellent, (667)
"The rooms are really nice--very big. The free breakfast was great, cereal, waffles, bacon, eggs...and good coffee. The staff is super friendly."
The price is AU$159
includes taxes & fees
23 Dec - 24 Dec
Best Western Fishkill Inn & Suites

HYATT house Fishkill/Poughkeepsie

3.0 star property
8.8 out of 10, Excellent, (1112)
"Highly recommended. Nice staff. "
The price is AU$192
includes taxes & fees
1 Dec - 2 Dec
HYATT house Fishkill/Poughkeepsie

DoubleTree by Hilton Poughkeepsie

4.0 star property
8.2 out of 10, Very good, (1068)
"Nice stay. Thank you. "
The price is AU$188
includes taxes & fees
12 Dec - 13 Dec
DoubleTree by Hilton Poughkeepsie
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock: This holiday home rental outside of Hillside Lake is located on the beach, and has a balcony, a garden 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. You and your friends and family can relax into your holiday with amenities such as 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.