Holiday Rentals in Town of Highlands

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Our top choices for Town of Highlands holiday rentals

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.
The price is €278
includes taxes & fees
18 May - 19 May
House on the Babbling Brook- Quiet 2BR + King Bed!
TV

Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (2 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is €206
includes taxes & fees
2 Jun - 3 Jun
Cozy 1-bedroom retreat minutes from West Point!
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, (20 reviews)
"Very good communication and helpful. "
United States
Liam C.
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Property grounds

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, (137 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
The price is €290
includes taxes & fees
18 May - 19 May
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Exterior

Luxury home near West Point

Luxury home near West Point
Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"The accommodations are great—Very nice townhouse, lots of room, clean, comfortable, and pet-friendly."
United States
Suzy
The price is €203
includes taxes & fees
18 May - 19 May
Luxury home near West Point
TV

Luxury House Near West Point

Luxury House Near West Point
Highland Falls
The price is €276
includes taxes & fees
3 Jun - 4 Jun
Luxury House Near West Point
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, (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.
The price is €321
includes taxes & fees
2 Jun - 3 Jun
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
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
The price is €535
includes taxes & fees
2 Jun - 3 Jun
Updated Home w/ Patio Half Mile to West Point
TV

Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (23 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 €361
includes taxes & fees
2 Jun - 3 Jun
Walk to WP Gate + Free Parking!
Property grounds

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)
"Space was excellent, the multiple bedrooms with the extra bathroom was great. Kitchen was stocked with utensils, bathrooms were clean, living space was comfortable and cozy."
United States
Christine T.
The price is €524
includes taxes & fees
19 May - 20 May
3BR West Point Retreat-3min to Back Gate+ King Bed
Interior

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.
The price is €415
includes taxes & fees
28 May - 29 May
Lovely 3BR Home with parking-Walk to WP Gate!
Exterior detail

Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (6 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is €376
includes taxes & fees
1 Jun - 2 Jun
Fabulous 3bdrm Home w/parking!
3 bedrooms, desk, iron/ironing board, travel cot

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.2 out of 10, Wonderful, (15 reviews)
"Sweet abode. Cozy, clean and amazing location. The cute coffee bar was a nice bonus. Would definitely stay there again. "
United States
Danica J.
The price is €444
includes taxes & fees
4 Jun - 5 Jun
Local Artist Inspired | Walk to WestPoint + King Bed
Fridge, microwave, oven, stovetop

Luxury Townhouse Near West Point

Luxury Townhouse Near West Point
Highland Falls
The price is €315
includes taxes & fees
18 May - 19 May
Luxury Townhouse Near West Point
6 bedrooms, desk, iron/ironing board, WiFi

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.
Room for Everyone: Spacious 6BR West Point Retreat
TV, fireplace

Luxury Home Near West Point

Luxury Home Near West Point
Highland Falls
The price is €445
includes taxes & fees
26 May - 27 May
Luxury Home Near West Point
Interior

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, (50 reviews)
"We loved our stay. The room was so comfortable and had everything we needed. We loved being abl to walk to so many great restaurants and bars. "
United States
Amanda W.
The price is €223
includes taxes & fees
20 May - 21 May
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Interior

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
9.0 out of 10, Wonderful, (16 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.
The price is €133
includes taxes & fees
18 May - 19 May
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Lobby

1 Queen Bed | ADA/RI Shower/Smoking/Kitchen

1 Queen Bed | ADA/RI Shower/Smoking/Kitchen
Fishkill
10.0 out of 10, Exceptional, (15 reviews)
"Good so far"
United States
Anonymous traveller
The price is €87
includes taxes & fees
16 Jun - 17 Jun
1 Queen Bed | ADA/RI Shower/Smoking/Kitchen
Property grounds

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
Carmel Hamlet
10.0 out of 10, Exceptional, (2 reviews)
"Great place, responsive host. Would return!"
United States
Brian S.
The price is €272
includes taxes & fees
20 May - 21 May
Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
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

SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County

6/10 Okay
"I found the hotel was only okay this stay. The toilet in the room did not flush properly; tank would not refill every time without adjustments. Notified staff, hopefully it will be fixed before next guests. Fire alarm went off every morning between 7-7:15. Very annoying."
Frank 3-night trip
Posted 3 hours ago
SpringHill Suites by Marriott Tarrytown Westchester County

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Holiday Homes in Town of Highlands

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