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Hillside Lake Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Hillside Lake vacation rentals

House (3 Bedrooms) | Interior

Bright Cornwall-on-hudson Vacation Rental!

Bright Cornwall-on-hudson Vacation Rental!
3.0 star property
Cornwall
10.0 out of 10, Exceptional, (1 review)
"Very nice property, very comfortable, close to multiple sightseeing location including bear mountain."
United States
Poyuk
$591 nightly
The price is $698
Jun 25 - Jun 26
Total with taxes and fees
Bright Cornwall-on-hudson Vacation Rental!
1 bedroom, iron/ironing board, free WiFi, bed sheets

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, (34 reviews)
"Cute, clean and perfect for our needs"
United States
Richard H.
$236 nightly
The price is $279
Jun 22 - Jun 23
Total with taxes and fees
Cabin in the Heart of the Hudson Valley, Cabin 1
Private kitchen

2-bedroom apartment in excellent Newburgh with AC and charm

2-bedroom apartment in excellent Newburgh with AC and charm
Newburgh
10.0 out of 10, Exceptional, (1 review)
"We have stayed here once before overnight while in the area for an event. It is close to where we needed to be and a great value for the price"
United States
Nick L.
$212 nightly
The price is $240
Jun 24 - Jun 25
Total with taxes and fees
2-bedroom apartment in excellent Newburgh with AC and charm
Smart TV, fireplace, books

Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
10.0 out of 10, Exceptional, (14 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
$188 nightly
The price is $213
Jun 17 - Jun 18
Total with taxes and fees
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Terrace/patio

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, (14 reviews)
"We had a great stay, everything you need is provided. Would recommend to anyone."
United States
Bill W.
$234 nightly
The price is $276
Jun 17 - Jun 18
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 3
Shower, hair dryer, towels, soap

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

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Beacon
10.0 out of 10, Exceptional, (52 reviews)
"This place was a gem! Perfect location and amenities were amazing. Will be coming back!"
United States
Sarah
$230 nightly
The price is $265
Jul 8 - Jul 9
Total with taxes and fees
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
TV, fireplace

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
9.8 out of 10, Exceptional, (14 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
$389 nightly
The price is $422
Jun 17 - Jun 18
Total with taxes and fees
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Smart TV, foosball

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
new paltz
8.8 out of 10, Excellent, (8 reviews)
"Very clean Good communication with host Close to town & hiking Recommend! "
United States
Jennifer E.
$627 nightly
The price is $702
Jun 17 - Jun 18
Total with taxes and fees
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Fridge, oven, stovetop, coffee/tea maker

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.8 out of 10, Exceptional, (21 reviews)
"Convenient stay in Highland Falls for events at West Point. Well appointed and decorated. It’s a little tight for 2 adults and 2 young adults but it served our needs well for a quick 2-night stay. Coffee bar with fixings was a nice treat. Host was very nice and quick to respond to our questions. We will definitely stay here again if available next time. "
United States
Maria L.
$296 nightly
The price is $303
Jun 17 - Jun 18
Total with taxes and fees
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Shower, towels, soap, toilet paper

Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC
Carmel Hamlet
9.0 out of 10, Wonderful, (2 reviews)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
$256 nightly
The price is $277
Jun 17 - Jun 18
Total with taxes and fees
Charming 1-bedroom apartment in Carmel with WiFi, AC
Exterior

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
10.0 out of 10, Exceptional, (3 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.
$434 nightly
The price is $491
Jun 18 - Jun 19
Total with taxes and fees
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Exterior

Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
10.0 out of 10, Exceptional, (3 reviews)
"Ideal cabin getaway. "
United States
Nadja E.
$398 nightly
The price is $453
Jun 17 - Jun 18
Total with taxes and fees
Rustic Cabin in Fishkill!
Fridge, oven, stovetop, coffee/tea maker

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.6 out of 10, Exceptional, (5 reviews)
$177 nightly
The price is $201
Jul 7 - Jul 8
Total with taxes and fees
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Terrace/patio

House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (8 reviews)
"Good stay, awesome place"
United States
Scott G.
$371 nightly
The price is $393
Jun 22 - Jun 23
Total with taxes and fees
House on the Babbling Brook- Quiet 2BR + King Bed!
Outdoor dining

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, (68 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
$278 nightly
The price is $321
Jun 17 - Jun 18
Total with taxes and fees
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fridge, microwave, oven, stovetop

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
$312 nightly
The price is $347
Jun 17 - Jun 18
Total with taxes and fees
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Property grounds

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.8 out of 10, Exceptional, (6 reviews)
"Location was great. Accommodations were clean and comfortable. Host was accessible and responsive. Will stay here again if in the area again."
United States
Ken K.
$181 nightly
The price is $205
Jun 18 - Jun 19
Total with taxes and fees
Hoppy Hill Farm House
Cookware/dishes/utensils

Awesome Lake Home with tons of fun!

Awesome Lake Home with tons of fun!
New Fairfield
9.8 out of 10, Exceptional, (9 reviews)
"Great spot "
United States
Mike P.
$626 nightly
The price is $709
Jun 21 - Jun 22
Total with taxes and fees
Awesome Lake Home with tons of fun!
Exterior

Chestnut on Willow Lake

Chestnut on Willow Lake
Fishkill
9.6 out of 10, Exceptional, (5 reviews)
"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."
United States
Doria W.
$615 nightly
The price is $702
Jun 17 - Jun 18
Total with taxes and fees
Chestnut on Willow Lake
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
9.8 out of 10, Exceptional, (68 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
$240 nightly
The price is $284
Jun 17 - Jun 18
Total with taxes and fees
Cozy country efficiency in the Hudson Valley
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

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

8/10 Good
"Good stay. Room was a bit small for a pull out sofa bad but we made it work. The pull out was what you’d expect. Overall wonderful stay."
Misty 1-night trip
Posted 2 hours ago
Holiday Inn Express Poughkeepsie by IHG

Find out more about Hillside Lake

Everything you need to know about Hillside Lake 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 Hillside Lake 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 Hillside Lake vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hillside Lake vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hillside Lake. 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 Hillside Lake 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 $201 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 Hillside Lake rentals

At Expedia, we put the best Hillside Lake 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 Hillside Lake 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 Hillside Lake 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 Hillside Lake. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Hillside Lake?

Yes, you can find vacation rentals close to top sights in Hillside Lake, or you can select a secluded option if you're looking for relaxation.

What are some of the best vacation rentals that Hillside Lake has to offer?

The Farm at Hyde Park: Visitors like this Hillside Lake vacation home rental. It is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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 Tymor Park. Stormville Airport Antique Show & Flea Market and Poughkeepsie Galleria are a couple of places you'll find in the larger area.

What’s a vacation rental in Hillside Lake like?

Vacation rentals are private properties where you can stay for short or long periods in Hillside Lake. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for families.