Vacation Rentals in Town of Highlands

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Top Cities in Town of Highlands

Our top choices for Town of Highlands vacation rentals

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, (18 reviews)
"Great Unit."
United States
Rudy R.
$297 nightly
The price is $301
Apr 13 - Apr 14
Total with taxes and fees
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (134 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
$267 nightly
The price is $267
Apr 13 - Apr 14
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
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.
$164 nightly
The price is $178
Apr 13 - Apr 14
Total with taxes and fees
Cozy 1-bedroom retreat minutes from West Point!

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.
$367 nightly
The price is $389
Apr 13 - Apr 14
Total with taxes and fees
House on the Babbling Brook- Quiet 2BR + King Bed!

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

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

Lovely 3BR Home with parking-Walk to WP Gate!

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
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.
$264 nightly
The price is $296
Apr 13 - Apr 14
Total with taxes and fees
Lovely 3BR Home with parking-Walk to WP Gate!

Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.2 out of 10, Wonderful, (7 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.
$429 nightly
The price is $435
Apr 13 - Apr 14
Total with taxes and fees
Sleek Escape: Modern 3 BR- 4 Min from West Point !

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, (5 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.
$260 nightly
The price is $287
Apr 29 - Apr 30
Total with taxes and fees
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.2 out of 10, Wonderful, (5 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
$256 nightly
The price is $280
Apr 13 - Apr 14
Total with taxes and fees
Fabulous 3bdrm Home w/parking!

3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.0 out of 10, Very Good, (6 reviews)
"Excellent host, house is very clean. The queen and king beds are comfortable. The sound of the brook is relaxing. "
United States
Penny D.
$412 nightly
The price is $466
Apr 13 - Apr 14
Total with taxes and fees
3BR West Point Retreat-3min to Back Gate+ King Bed

Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (22 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
$219 nightly
The price is $240
Apr 13 - Apr 14
Total with taxes and fees
Walk to WP Gate + Free Parking!

Luxury Townhouse Near West Point

Luxury Townhouse Near West Point
Highland Falls
$307 nightly
The price is $321
Apr 13 - Apr 14
Total with taxes and fees
Luxury Townhouse Near West Point

Luxury Home Near West Point

Luxury Home Near West Point
Highland Falls
$307 nightly
The price is $321
Apr 13 - Apr 14
Total with taxes and fees
Luxury Home Near West Point

Room for Everyone: Spacious 6BR West Point Retreat

Room for Everyone: Spacious 6BR West Point Retreat
Highland Falls
10.0 out of 10, Exceptional, (1 review)
"Great location for Westpoint visit. As described. Clean with new updates. "
United States
Alain C.
$981 nightly
The price is $997
May 6 - May 7
Total with taxes and fees
Room for Everyone: Spacious 6BR West Point Retreat

2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
$85 nightly
The price is $96
Apr 27 - Apr 28
Total with taxes and fees
2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
$90 nightly
The price is $104
Apr 22 - Apr 23
Total with taxes and fees
2 Full Beds | Non-Smoking, Kitchen

1 Queen Bed | Suite, Non-Smoking, Kitchen

1 Queen Bed | Suite, Non-Smoking, Kitchen
Fishkill
$80 nightly
The price is $93
Apr 22 - Apr 23
Total with taxes and fees
1 Queen Bed | Suite, Non-Smoking, Kitchen

Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
10.0 out of 10, Exceptional, (3 reviews)
"This little cabin was exactly what we needed for our stay in NY. It looks just as described, was clean, and the location was perfect for all of the places we wanted to visit. Overall it was very cozy and relaxing and we can't wait to stay again! "
United States
Sarah A.
$182 nightly
The price is $205
Apr 14 - Apr 15
Total with taxes and fees
Historic Cabin with Pool & Fire Pit

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
9.2 out of 10, Wonderful, (14 reviews)
"I really enjoyed my stay. The room was very clean, the inn is well located in town and it is great having the restaurant below. Would stay here again! "
United States
Erin R.
$131 nightly
The price is $148
Apr 13 - Apr 14
Total with taxes and fees
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
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 Town of Highlands Hotel Reviews

Find out more about Town of Highlands

Discover your perfect Town of Highlands vacation rental with Expedia

How many vacation rentals are available in Town of Highlands?


Expedia has plenty of vacation rentals to choose from in and around  Town of Highlands, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Town of Highlands?


The selection of Town of Highlands vacation rentals we have selected for you start as low as $201 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Town of Highlands?


Vacation rentals in Town of Highlands come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Town of Highlands vacation rentals to suit everyone. 


Why should I choose a vacation rental in Town of Highlands?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Town of Highlands vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Town of Highlands?


Find vacation rentals in Town of Highlands by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Town of Highlands.  


What amenities are available in a vacation rental in Town of Highlands?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Town of Highlands vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Town of Highlands?   


Everytime is a great time to head to Town of Highlands! Staying in a Town of Highlands vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Town of Highlands. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Town of Highlands vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Town of Highlands, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Town of Highlands vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.