Hillside Lake Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Vacation Rentals in Hillside Lake

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
9.6 out of 10, Exceptional, (49)
"Inside was very nice, outside could use some curb appeal. Enjoyed our stay "
United States
Karen K.
The price is ￥38,444
￥49,114 total
includes taxes & fees
Dec 9 - Dec 10
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Exterior
The Farm at Hyde Park

The Farm at Hyde Park

Staatsburg
9.8 out of 10, Exceptional, (85)
"Nice stay in an interesting building in an amazing setting. "
United States
Kristen S.
The Farm at Hyde Park
Interior
Large,Cozy,Bright Apartment, Business Themed.

Large,Cozy,Bright Apartment, Business Themed.

Newburgh
9.0 out of 10, Wonderful, (15)
"Very cozy stay with responsive host"
United States
Adhith P.
The price is ￥55,919
￥74,495 total
includes taxes & fees
Dec 9 - Dec 10
Large,Cozy,Bright Apartment, Business Themed.
Outdoor dining
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

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

New Fairfield
9.2 out of 10, Wonderful, (34)
"It’s a great place to stay for the weekend. Has all the things you want to do to relax by the lake. "
United States
Meredith R.
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Property grounds
Wappinger Cottage - Scandinavian retreat on a creek

Wappinger Cottage - Scandinavian retreat on a creek

Poughkeepsie
10.0 out of 10, Exceptional, (23)
"This was the perfect get away spot! Serene location, lovely amenities, and a gracious host."
United States
Laurie C.
Wappinger Cottage - Scandinavian retreat on a creek
Terrace/patio
Our home is perfect for relaxing and having lots of fun, with near by activity’s

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

Highland
9.4 out of 10, Exceptional, (10)
"Enjoyed the stay. Nice place to relax for a weekend."
United States
Marie J.
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Exterior
Mountain View escape

Mountain View escape

New Paltz
10.0 out of 10, Exceptional, (69)
"Really cute cottage with a view of Skytop and the mountains. Quiet location. Fully equipped kitchen. Enjoyed our stay very much. "
United States
barbara d.
Mountain View escape
Outdoor dining
Mid-Century DJ’s Dream

Mid-Century DJ’s Dream

Staatsburg
10.0 out of 10, Exceptional, (44)
"Location is well furnished and near many attractionHost versatile and well versed"
United States
Alberto M.
The price is ￥17,358
￥30,532 total
includes taxes & fees
Dec 11 - Dec 12
Mid-Century DJ’s Dream
Children's area
Hickory on Willow Lake

Hickory on Willow Lake

Fishkill
9.6 out of 10, Exceptional, (4)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
United States
Rachel C.
The price is ￥59,802
￥86,819 total
includes taxes & fees
Dec 29 - Dec 30
Hickory on Willow Lake
Exterior
Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!

Fishkill
10.0 out of 10, Exceptional, (3)
"Ideal cabin getaway. "
United States
Nadja E.
The price is ￥46,987
￥70,213 total
includes taxes & fees
Dec 9 - Dec 10
Rustic Cabin in Fishkill!
Private kitchen
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

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

new paltz
9.6 out of 10, Exceptional, (5)
"5 stars!!! 100% recommended and I will be coming back! Host is prompt, attentive, and is great with communication!! No complaints at all!!! "
United States
Fantasia
The price is ￥27,959
￥110,296 total
includes taxes & fees
Dec 9 - Dec 10
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Exterior
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

New Paltz
10.0 out of 10, Exceptional, (11)
"Absolutely stunning A-frame! Super spacious, very clean/tidy, lots of room to hang inside, downstairs or have a fire outdoors. Beautiful area not far from New Paltz. We had such a fantastic time and would recommend this place to any group staying in the area! "
United States
Danielle O.
The price is ￥52,890
￥117,343 total
includes taxes & fees
Dec 9 - Dec 10
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
Property grounds
Cabin in the heart of the Hudson Valley, Cabin 2

Cabin in the heart of the Hudson Valley, Cabin 2

Newburgh
9.4 out of 10, Exceptional, (30)
"A very cute, convenient, and affordable stay with timely, friendly communication from the owner. Our dog loved it and we appreciated the ability to have a private place to stay."
United States
Sara B.
The price is ￥20,038
￥31,011 total
includes taxes & fees
Dec 9 - Dec 10
Cabin in the heart of the Hudson Valley, Cabin 2
Interior
Stylish 4BR Modern Highland Home on 10 Acre Near Wedding Venues

Stylish 4BR Modern Highland Home on 10 Acre Near Wedding Venues

Highland
10.0 out of 10, Exceptional, (26)
"Beautiful newer house in a beautiful spacious property. Fully equipped and nicely decorated!! My family had an amazing weekend celebrating family. "
United States
Laura
Stylish 4BR Modern Highland Home on 10 Acre Near Wedding Venues
Dining
Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA

Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA

Beacon
9.6 out of 10, Exceptional, (11)
"The views from the property match the pictures and in a great accessible location "
United States
Isis J.
Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA
Exterior
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, (5)
The price is ￥24,542
￥64,279 total
includes taxes & fees
Dec 21 - Dec 22
House on the Babbling Brook- Quiet 2BR + King Bed!
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

3.0 star property
Carmel
10.0 out of 10, Exceptional, (3)
"It was great! We loved staying in this cute house. Proximity to the lake is great, and the backyard is quite beautiful."
United States
Varuna S.
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Fridge, microwave, oven, stovetop
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

2.0 star property
New Paltz
9.4 out of 10, Exceptional, (24)
"Beautiful comfortable, clean "
United States
Michal G.
The price is ￥41,784
￥70,073 total
includes taxes & fees
Dec 14 - Dec 15
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
Dining tables
Chestnut on Willow Lake

Chestnut on Willow Lake

Fishkill
9.6 out of 10, Exceptional, (4)
"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.
The price is ￥76,888
￥108,842 total
includes taxes & fees
Dec 9 - Dec 10
Chestnut on Willow Lake
Property grounds
Reset and Relax in Luxury Cottage

Reset and Relax in Luxury Cottage

Rhinebeck
10.0 out of 10, Exceptional, (45)
"Wonderful stay! Beautiful setting! Comfortable, well equipped. Sunny, quiet ... PERFECT! Looking forward to visiting in the future. Excellent communication with our host. "
United States
Madeleine D.
Reset and Relax in Luxury Cottage
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

10/10 Excellent
"The was extremely clean"
Dewayne 1-night trip
Posted 2 days ago
Holiday Inn Express Poughkeepsie by IHG

Find out more about Hillside Lake

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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 Bowdoin 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.