Town of Highlands Holiday Rentals

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Featured Town of Highlands Holiday Rentals

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Stroll through a serene residential setting surrounded by a lush lawn, a tree, and a picturesque bridge.

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (116)
"The greatest spot anyone could imagine. We will be back in the fall for the beautiful colors. "
The price is HK$1,476
HK$2,327 total
includes taxes & fees
10 Aug - 11 Aug
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Relax on the serene deck, surrounded by bare trees and a frozen lake.

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

10.0 out of 10, Exceptional, (298)
"Beautiful, quiet property that was a great getaway from the city. A pair of bald eagles were circling the lake which was a really amazing surprise! "
The price is HK$3,524
HK$4,701 total
includes taxes & fees
11 Aug - 12 Aug
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Relax in a hot tub with a serene lake and forest view.

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

9.8 out of 10, Exceptional, (16)
"Clean, comfortable, beautiful views, cute little town. Super accommodating host. Couldn’t have asked for more. "
The price is HK$2,720
HK$5,537 total
includes taxes & fees
22 Jul - 23 Jul
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Serene Hudson Valley Escape w/ Pool & Grill
Fridge, microwave, stovetop, dishwasher

Serene Hudson Valley Escape w/ Pool & Grill

Serene Hudson Valley Escape w/ Pool & Grill
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Relax in this serene outdoor seating area with a covered patio overlooking a lush garden.

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.8 out of 10, Exceptional, (24)
"Plenty of room for my family"
The price is HK$2,033
HK$2,611 total
includes taxes & fees
21 Jul - 22 Jul
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Enjoy a serene view of lush greenery from the bay window, accompanied by a stylish seating area with a vase of flowers.

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

10.0 out of 10, Exceptional, (1)
"My girlfriend and I loved our stay here! We stayed for one night and it was perfect for what we needed. Very clean with easy self-check-in. The host was very responsive with all inquiries. Short walk to nice downtown area as well!"
The price is HK$678
HK$1,194 total
includes taxes & fees
22 Jul - 23 Jul
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
Terrace/patio

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

9.6 out of 10, Exceptional, (5)
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
Charming Inn Steps away from Downtown Warwick only an Hour away from NYC
Step into the grand lobby, featuring a stunning staircase, reception desk with a lighted panel, and elegant artwork on the walls.

Charming Inn Steps away from Downtown Warwick only an Hour away from NYC

9.0 out of 10, Wonderful, (4)
"I stayed here for the weekend to hike a small section of the AT. It was perfect for my trip. "
The price is HK$615
HK$1,184 total
includes taxes & fees
21 Jul - 22 Jul
Charming Inn Steps away from Downtown Warwick only an Hour away from NYC
Magnificent Lake View
Property grounds

Magnificent Lake View

2.0 star property
Magnificent Lake View
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel stove, and ample counter space.

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (82)
"The house was super clean and very easy to take care of while we were here. It was perfect for a remote getaway, hiking and just being quiet. "
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
The Warwick Inn Boutique Amity Room 3 an Hour from NYC
Interior

The Warwick Inn Boutique Amity Room 3 an Hour from NYC

8.6 out of 10, Excellent, (4)
"Was happy with the room, nice property easy to walk to main street. Would stay there again."
The price is HK$848
HK$1,385 total
includes taxes & fees
21 Jul - 22 Jul
The Warwick Inn Boutique Amity Room 3 an Hour from NYC
Charming 2-bedroom Guest Suite with Pool Access and Fitness Room
Relax by the serene pool surrounded by lush greenery and a children's play area.

Charming 2-bedroom Guest Suite with Pool Access and Fitness Room

The price is HK$942
HK$1,954 total
includes taxes & fees
20 Jul - 21 Jul
Charming 2-bedroom Guest Suite with Pool Access and Fitness Room
Indoor Pool Paradise | 6BR + Huge Decks
Enjoy dining or socializing on this covered deck with a table and chairs, surrounded by a serene landscape.

Indoor Pool Paradise | 6BR + Huge Decks

The price is HK$6,806
HK$13,679 total
includes taxes & fees
21 Jul - 22 Jul
Indoor Pool Paradise | 6BR + Huge Decks
Simply Unforgettable HotTub, Pool, Pets, <1 Hr NYC
Pool

Simply Unforgettable HotTub, Pool, Pets, <1 Hr NYC

10.0 out of 10, Exceptional, (77)
"Lovely stay at large and clean home with great kitchen and pool area. Lots of room for everyone and attentive hosts"
Simply Unforgettable HotTub, Pool, Pets, <1 Hr NYC
Cozy Cabin with Sauna & Firepit!
Enjoy a peaceful retreat on this serene property with a covered patio, perfect for relaxing with a seating area and umbrella.

Cozy Cabin with Sauna & Firepit!

9.4 out of 10, Exceptional, (31)
"Excellent "
Cozy Cabin with Sauna & Firepit!
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Relax on the covered porch with comfortable seating and a small table, perfect for casual dining or unwinding.

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

10.0 out of 10, Exceptional, (5)
"Really liked that each room had it's own temperature control"
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Hickory on Willow Lake
Escape to a serene oasis beneath a triangular gazebo, surrounded by lush greenery and a tranquil hillside setting.

Hickory on Willow Lake

9.0 out of 10, Wonderful, (2)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
The price is HK$3,336
HK$4,818 total
includes taxes & fees
11 Aug - 12 Aug
Hickory on Willow Lake
Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick
Enjoy the view from the deck with a sliding glass door leading to a furnished outdoor space.

Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick

9.6 out of 10, Exceptional, (8)
Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick
Modern penthouse suite in a restored grain tower with private roof deck.
Surrounded by lush greenery, this charming building features a central chimney and a flat roof.

Modern penthouse suite in a restored grain tower with private roof deck.

10.0 out of 10, Exceptional, (22)
"Wonderful stay!"
The price is HK$2,649
HK$4,240 total
includes taxes & fees
19 Jul - 20 Jul
Modern penthouse suite in a restored grain tower with private roof deck.
Cabin in the heart of the Hudson Valley, Cabin 2
Drive through a serene, tree-lined entrance to a secluded property surrounded by lush greenery.

Cabin in the heart of the Hudson Valley, Cabin 2

9.4 out of 10, Exceptional, (16)
"Perfect for a getaway weekend for my wife and I! Easy check-in, clean, and although it's off a busy road, we found it peaceful and quiet. Would definitely stay again!"
The price is HK$856
HK$1,382 total
includes taxes & fees
21 Jul - 22 Jul
Cabin in the heart of the Hudson Valley, Cabin 2
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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