Heritage Hills Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Heritage Hills vacation rentals

3 bedrooms, desk, iron/ironing board, travel crib

Apartment in Highland Falls

Local Artist Inspired | Walk to WestPoint + King Bed
9.4 out of 10, Exceptional, (11 reviews)
"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."
United States
Jesse C.
The price is ￥14,896
￥59,353 total
includes taxes & fees
Jan 27 - Jan 28
Local Artist Inspired | Walk to WestPoint + King Bed
3 bedrooms, desk, iron/ironing board, free WiFi

Vacation Home in Highland Falls

Sleek Escape: Modern 3 BR- 4 Min from West Point !
10.0 out of 10, Exceptional, (3 reviews)
"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"
United States
Julio J.
The price is ￥20,760
￥70,134 total
includes taxes & fees
Feb 4 - Feb 5
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Terrace/patio

Vacation Home in Highland Falls

House on the Babbling Brook- Quiet 2BR + King Bed!
10.0 out of 10, Exceptional, (6 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is ￥11,727
￥51,235 total
includes taxes & fees
Jan 26 - Jan 27
House on the Babbling Brook- Quiet 2BR + King Bed!
Fridge, oven, stovetop, coffee/tea maker

Apartment in Highland Falls

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
9.8 out of 10, Exceptional, (16 reviews)
"Great Unit."
United States
Rudy R.
The price is ￥11,885
￥40,855 total
includes taxes & fees
Jan 25 - Jan 26
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Desk, free WiFi, bed sheets

Apartment in Croton-on-Hudson

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
10.0 out of 10, Exceptional, (2 reviews)
"Great stay!"
United States
Ann S.
The price is ￥16,357
￥38,249 total
includes taxes & fees
Jan 26 - Jan 27
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
TV

Apartment in Highland Falls

Cozy 1-bedroom retreat minutes from West Point!
10.0 out of 10, Exceptional, (1 review)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is ￥14,809
￥30,223 total
includes taxes & fees
Feb 4 - Feb 5
Cozy 1-bedroom retreat minutes from West Point!
Property grounds

Vacation Home in Greenwich

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
9.6 out of 10, Exceptional, (25 reviews)
"Very kind host very comfortable rooms"
United States
brendan o.
The price is ￥21,251
￥43,456 total
includes taxes & fees
Feb 21 - Feb 22
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Exterior detail

Apartment in Beacon

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
9.8 out of 10, Exceptional, (42 reviews)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is ￥17,401
￥36,971 total
includes taxes & fees
Feb 9 - Feb 10
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Dining

Apartment in Beacon

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
10.0 out of 10, Exceptional, (32 reviews)
"Great time and great place to stay "
United States
S S.
The price is ￥18,383
￥39,407 total
includes taxes & fees
Feb 10 - Feb 11
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Interior

Vacation Home in Highland Falls

Lovely 3BR Home with parking-Walk to WP Gate!
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is ￥28,952
￥55,193 total
includes taxes & fees
Feb 4 - Feb 5
Lovely 3BR Home with parking-Walk to WP Gate!
TV, fireplace, books

Cabin in New Fairfield

The Little Lake Cabin with hot tub
10.0 out of 10, Exceptional, (1 review)
"Great location and lots to do despite it raining for half our stay! My dog enjoyed the yard and walks around the neighborhood. My son loved kayaking and having his first ever s’more. Honestly I wished we had booked a longer trip! "
United States
Lyndsey F.
The Little Lake Cabin with hot tub
Interior

Aparthotel in Ossining

1BR Queen near NYC | Trails, Biking & Sauna Bliss
2.0 star property
The price is ￥43,381
￥55,808 total
includes taxes & fees
Jan 24 - Jan 25
1BR Queen near NYC | Trails, Biking & Sauna Bliss
TV

Apartment in Highland Falls

Walk to WP Gate + Free Parking!
9.8 out of 10, Exceptional, (21 reviews)
"This place was awesome for the location to Thayer gate, close to restaurants, and a parking spot next to the building. We will return to this place!"
United States
Pamela
The price is ￥29,285
￥50,599 total
includes taxes & fees
Feb 4 - Feb 5
Walk to WP Gate + Free Parking!
Exterior detail

Vacation Home in Highland Falls

Fabulous 3bdrm Home w/parking!
9.0 out of 10, Wonderful, (4 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is ￥27,455
￥51,850 total
includes taxes & fees
Feb 4 - Feb 5
Fabulous 3bdrm Home w/parking!
Pool

Apartment in Redding

Cozy In-law Garden Suite in Colonial Home
2.0 star property
Cozy In-law Garden Suite in Colonial Home
Property grounds

Vacation Home in Highland Falls

3BR West Point Retreat-3min to Back Gate+ King Bed
8.0 out of 10, Very Good, (6 reviews)
"Wonderful stay! The property is within walking distance of the little downtown area & had driveway parking. It was clean & plenty spacious. Property owners had great communication! This is a property with 2 units, but we were not bothered by any extra noise. "
United States
Waylon J.
The price is ￥17,401
￥69,257 total
includes taxes & fees
Feb 3 - Feb 4
3BR West Point Retreat-3min to Back Gate+ King Bed
Private kitchen

Apartment in Carmel Hamlet

Charming 1-bedroom apartment in Carmel with WiFi, AC
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
The price is ￥21,393
￥44,137 total
includes taxes & fees
Jan 30 - Jan 31
Charming 1-bedroom apartment in Carmel with WiFi, AC
Living area

Apartment in Brewster

The Hideaway
10.0 out of 10, Exceptional, (6 reviews)
"I will definitely stay there when I come up north again. The accommodations were very comfortable and well supplied. As an added bonus with a wonderful cats that came around for loving"
United States
Cindy S.
The price is ￥24,563
￥49,806 total
includes taxes & fees
Jan 23 - Jan 24
The Hideaway
Fridge, microwave, oven, stovetop

Vacation Home in Holmes

"Country outside the city " 3 bedrooms 2 full bathrooms
2.0 star property
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 ￥32,946
￥91,949 total
includes taxes & fees
Feb 1 - Feb 2
"Country outside the city " 3 bedrooms 2 full bathrooms
TV, fireplace

Vacation Home in Carmel Hamlet

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
9.8 out of 10, Exceptional, (12 reviews)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is ￥26,339
￥55,974 total
includes taxes & fees
Jan 25 - Jan 26
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
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 Heritage Hills Hotel Reviews

Hilton Garden Inn Norwalk

Hilton Garden Inn Norwalk

10/10 Excellent
"Staff was friendly at check-in, room was clean. The shower was the standout amenity. The water pressure was perfect, which can be rare. In many hotels I’ve been in it tends to be lackluster, but this was better than home."
Claire 1-night trip
Posted 2 days ago
Hilton Garden Inn Norwalk

Find out more about Heritage Hills

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

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  • Enter your travel dates to view the best deals on holiday rentals in Heritage Hills while they last

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

Frequently asked questions

Are there vacation rentals in Heritage Hills?

Yes, there are vacation rentals close to the most popular local attractions in Heritage Hills, or you can select a secluded option if you want a relaxing place to stay. Heritage Hills is known for its cathedral and lake views. Make sure you have time to check out the basketball games while you're in the area.

What's the top vacation rental in Heritage Hills?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This vacation home rental outside of Heritage Hills 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 an electric kettle, 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 Heritage Hills?

Explore the area and family-friendly sights such as Grand Prix New York / Spins Bowl, or get out into nature at a spot like Lake Mahopac. In the larger area, you’ll find Putnam County Golf Course and Donald J. Trump State Park.

What’s a vacation rental in Heritage Hills like?

A vacation rental is a private property you can book for a long or short time in Heritage Hills. Vacation rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a small group gathering.