A calm lake at sunset with trees and grass along the shore.

Highland Mills Holiday Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Highland Mills holiday rentals

Private kitchen

Perfect and Spacious Hudson Valley Escape!

Perfect and Spacious Hudson Valley Escape!
Cornwall
10.0 out of 10, Exceptional, (1 review)
"Great host, very responsive and accommodating. The house was very clean and comfortable."
United States
Joseph S.
The price is HK$2,745
HK$6,457 total
includes taxes & fees
3 Jul - 4 Jul
Perfect and Spacious Hudson Valley Escape!
Property grounds

Lux Cabin on Farm, River, Animals, Projector

Lux Cabin on Farm, River, Animals, Projector
Montgomery
The price is HK$1,622
HK$3,524 total
includes taxes & fees
29 Jul - 30 Jul
Lux Cabin on Farm, River, Animals, Projector
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, (139 reviews)
"The space was comfortable and clean with a great view of the Hudson River valley. Perfect for 2 people on a weekend getaway. "
United States
Meredith C.
The price is HK$1,553
HK$2,594 total
includes taxes & fees
6 Jul - 7 Jul
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Smart TV

Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (45 reviews)
"Great lil tranquil home. Had all the things you'd need with some bonus touches and Stan was very quick and easy to communicate with. "
United States
Jen G.
The price is HK$1,059
HK$2,315 total
includes taxes & fees
13 Jul - 14 Jul
Grant - A Tranquil One Bedroom Steps from River
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, (9 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is HK$980
HK$3,050 total
includes taxes & fees
30 Jun - 1 Jul
House on the Babbling Brook- Quiet 2BR + King Bed!
1 bedroom, free WiFi, bed sheets, wheelchair access

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Warwick
10.0 out of 10, Exceptional, (41 reviews)
"Absolutely ideal comfort, cleanliness, amenities that are top notch for the kitchen and bathroom and luxury at the heart of Main Street in Warwick."
United States
Melissa V.
The price is HK$953
HK$2,134 total
includes taxes & fees
1 Jul - 2 Jul
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Exterior detail

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Putnam Valley
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is HK$1,768
HK$4,383 total
includes taxes & fees
30 Jun - 1 Jul
Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Outdoor dining

Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in the heart of the Hudson Valley, Cabin 4
Newburgh
9.2 out of 10, Wonderful, (28 reviews)
"We LOVE this place and have stayed here twice."
United States
jennifer w.
The price is HK$1,012
HK$1,566 total
includes taxes & fees
29 Jun - 30 Jun
Cabin in the heart of the Hudson Valley, Cabin 4
Exterior

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
10.0 out of 10, Exceptional, (17 reviews)
"Great place to stay,"
United States
Anonymous traveller
The price is HK$705
HK$815 total
includes taxes & fees
24 Jul - 25 Jul
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Lobby

1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
10.0 out of 10, Exceptional, (16 reviews)
"Great rooms and service,"
United States
Anonymous traveller
The price is HK$705
HK$797 total
includes taxes & fees
19 Jul - 20 Jul
1 King Bed | Non-Smoking, Kitchen, Shower
Interior

Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (3 reviews)
"fantastic accommodations"
United States
David
The price is HK$1,662
HK$4,051 total
includes taxes & fees
2 Jul - 3 Jul
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Property grounds

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Wallkill
10.0 out of 10, Exceptional, (84 reviews)
"great location and nice host"
United States
christopher s.
The price is HK$932
HK$1,887 total
includes taxes & fees
5 Jul - 6 Jul
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
9.8 out of 10, Exceptional, (68 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is HK$1,294
HK$2,492 total
includes taxes & fees
1 Jul - 2 Jul
Cozy country efficiency in the Hudson Valley
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cabin in the Heart of the Hudson Valley, Cabin 1

Cabin in the Heart of the Hudson Valley, Cabin 1
Newburgh
10.0 out of 10, Exceptional, (35 reviews)
"Cute, clean and perfect for our needs"
United States
Richard H.
The price is HK$1,325
HK$2,195 total
includes taxes & fees
29 Jun - 30 Jun
Cabin in the Heart of the Hudson Valley, Cabin 1
Exterior

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (12 reviews)
"The chapel was just as it was pictured. It has been beautifully restored. It was a very unique experience."
United States
Stella
The price is HK$823
HK$1,552 total
includes taxes & fees
29 Jun - 30 Jun
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Smart TV

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.8 out of 10, Exceptional, (13 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
The price is HK$1,165
HK$2,310 total
includes taxes & fees
5 Jul - 6 Jul
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
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)
"Perfect for the weekend event we were attending "
United States
Tara P.
The price is HK$953
HK$1,504 total
includes taxes & fees
29 Jun - 30 Jun
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
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, (3 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 HK$1,219
HK$2,072 total
includes taxes & fees
22 Jul - 23 Jul
Cozy 1-bedroom retreat minutes from West Point!
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 Highland Mills Hotel Reviews

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84

8/10 Good
"The property was very clean and well maintained. It was exactly what we expect from a hotel."
Edward 1-night trip
Posted 4 hours ago
Quality Inn & Suites Fishkill South near I-84

Find out more about Highland Mills

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

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

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

Frequently asked questions

Can I find a holiday rental in Highland Mills?

Yes, we give you a choice of holiday rentals where you'll be just 9.8 mi (15.8 km) from LEGOLAND® New York, giving you a secluded option to escape the hustle and bustle. Highland Mills is known for its shopping and wineries. Make sure you have time to check out the forests and temples during your trip.

What are some of the best holiday rentals that Highland Mills has to offer?

Perfect and Spacious Hudson Valley Escape!: This highly rated holiday home rental in Highland Mills has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals will I find in Highland Mills?

Choose from 7 Expedia holiday rentals in Highland Mills for a memorable holiday.

What’s there to see and do in Highland Mills?

While exploring the area, visit family-friendly sights like LEGOLAND® New York, or get outside and enjoy nature at Lake Tiorati Beach. While here, United States Military Academy and Palaia Vineyards Winery are other places worth a visit.

What’s a holiday rental in Highland Mills like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Highland Mills. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for small groups.