Hillside Lake Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Hillside Lake vacation rentals

House (3 Bedrooms) | Interior

Updated Home w/ Patio Half Mile to West Point

Updated Home w/ Patio Half Mile to West Point
3.0 star property
Highland Falls
$455 nightly
The price is $560
Apr 15 - Apr 16
Total with taxes and fees
Updated Home w/ Patio Half Mile to West Point
Property grounds

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.6 out of 10, Exceptional, (5 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.
$183 nightly
The price is $207
Apr 13 - Apr 14
Total with taxes and fees
Hoppy Hill Farm House
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, (13 reviews)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
$364 nightly
The price is $394
Apr 13 - Apr 14
Total with taxes and fees
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
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
9.4 out of 10, Exceptional, (62 reviews)
"For us it was in a great location, had a reasonable price and room for everyone."
United States
Gertrude (Gert) P.
$282 nightly
The price is $326
Apr 13 - Apr 14
Total with taxes and fees
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
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.
$238 nightly
The price is $281
Apr 13 - Apr 14
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 3
Smart TV, fireplace, video games, DVD player

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

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
Carmel Hamlet
10.0 out of 10, Exceptional, (19 reviews)
"Place was beautifully done, it’s obvious they take care of their place. The hosts were thoughtful and attentive, will definitely visit again. "
United States
Jasmine G.
$902 nightly
The price is $978
Apr 14 - Apr 15
Total with taxes and fees
Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
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, (2 reviews)
"Tanya goes above and beyond for her guests. Thanks so much for the stay!"
United States
Lindsay S.
$438 nightly
The price is $495
Apr 13 - Apr 14
Total with taxes and fees
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Private kitchen

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
Apr 13 - Apr 14
Total with taxes and fees
Charming 1-bedroom apartment in Carmel with WiFi, AC
TV

Luxury House Near West Point

Luxury House Near West Point
Highland Falls
$308 nightly
The price is $322
Apr 13 - Apr 14
Total with taxes and fees
Luxury House Near West Point
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, (32 reviews)
"Great overnight spot, especially with a dog."
United States
Ed C.
$238 nightly
The price is $281
Apr 13 - Apr 14
Total with taxes and fees
Cabin in the Heart of the Hudson Valley, Cabin 1
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, (7 reviews)
"Great spot "
United States
Mike P.
$677 nightly
The price is $767
Apr 20 - Apr 21
Total with taxes and fees
Awesome Lake Home with tons of fun!
Property grounds

Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!

Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Highland
9.8 out of 10, Exceptional, (26 reviews)
"Perfect location and stay"
United States
kareem e.
$288 nightly
The price is $323
Apr 13 - Apr 14
Total with taxes and fees
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
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, (11 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
$222 nightly
The price is $251
Apr 26 - Apr 27
Total with taxes and fees
Mid Century Modern Studio w/ Full Kitchen - Newly Built
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.
$401 nightly
The price is $457
Apr 13 - Apr 14
Total with taxes and fees
Rustic Cabin in Fishkill!
Property grounds

Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (49 reviews)
"Great host and excellent accommodations! "
United States
Elaine L.
$198 nightly
The price is $224
Apr 22 - Apr 23
Total with taxes and fees
Mid-Century DJ’s Dream
Property grounds

Hudson Valley Farm Getaway- West/Llama Lover Lane

Hudson Valley Farm Getaway- West/Llama Lover Lane
Hyde Park
9.8 out of 10, Exceptional, (6 reviews)
"The stay was great! The listing is very accurate to what the property is, so we very much enjoyed staying in the newly renovated barn. We loved the location, which felt very out-of-the-way but was also only twenty minutes from town. Seeing all of the farm animals and the very friendly barn cat was a plus!"
United States
Marissa S.
$197 nightly
The price is $214
Apr 13 - Apr 14
Total with taxes and fees
Hudson Valley Farm Getaway- West/Llama Lover Lane
Private kitchen

Tranquil 4-bedroom house in welcoming Poughquag neighborhood

Tranquil 4-bedroom house in welcoming Poughquag neighborhood
Poughquag
$296 nightly
The price is $335
Apr 14 - Apr 15
Total with taxes and fees
Tranquil 4-bedroom house in welcoming Poughquag neighborhood
Exterior detail

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

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
New Fairfield
10.0 out of 10, Exceptional, (35 reviews)
"Stunning property!!"
United States
Samantha
$423 nightly
The price is $479
Apr 20 - Apr 21
Total with taxes and fees
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
Pool

complete privacy vacation home [private pool]

complete privacy vacation home [private pool]
Newburgh
9.4 out of 10, Exceptional, (13 reviews)
"Our family thoroughly enjoyed our stay. The pool was so big and so much fun!"
United States
Devin O.
$1,047 nightly
The price is $1,236
Apr 13 - Apr 14
Total with taxes and fees
complete privacy vacation home [private pool]
Exterior

Luxury home near West Point

Luxury home near West Point
Highland Falls
10.0 out of 10, Exceptional, (2 reviews)
"The accommodations are great—Very nice townhouse, lots of room, clean, comfortable, and pet-friendly."
United States
Suzy
$219 nightly
The price is $232
Apr 13 - Apr 14
Total with taxes and fees
Luxury home near West Point
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

Spark by Hilton Fishkill

Spark by Hilton Fishkill

8/10 Good
"Not much of anything "
Gaitry 1-night trip
Posted 2 hours ago
Spark by Hilton Fishkill

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.

Explore a world of travel with Expedia

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?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: Visitors like this Hillside Lake vacation home rental. It offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with an oven, a microwave, and a coffee maker, so 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 Walkway Over the Hudson State Historic Park. Stormville Airport Antique Show & Flea Market and James Baird State Park 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.