Highland Mills Holiday Rentals

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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Highland Mills holiday rentals

Private kitchen

Holiday Home in Cornwall

Perfect and Spacious Hudson Valley Escape!
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$2,740
HK$6,390 total
includes taxes & fees
20 Mar - 21 Mar
Perfect and Spacious Hudson Valley Escape!
Property grounds

Mobile Home in Montgomery

Lux Cabin on Farm, River, Animals, Projector
The price is HK$1,452
HK$5,199 total
includes taxes & fees
12 Apr - 13 Apr
Lux Cabin on Farm, River, Animals, Projector
Exterior

Cabin in Montgomery

Historic Cabin with Pool & Fire Pit
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.
The price is HK$795
HK$1,607 total
includes taxes & fees
15 Mar - 16 Mar
Historic Cabin with Pool & Fire Pit
Terrace/patio

Cabin in Newburgh

Cabin in the heart of the Hudson Valley, Cabin 3
9.8 out of 10, Exceptional, (14 reviews)
"We had a great stay, everything you need is provided. Would recommend to anyone."
United States
Bill W.
The price is HK$1,323
HK$2,210 total
includes taxes & fees
16 Mar - 17 Mar
Cabin in the heart of the Hudson Valley, Cabin 3
1 bedroom, iron/ironing board, free WiFi, bed sheets

Apartment in Newburgh

Cozy country efficiency in the Hudson Valley
9.8 out of 10, Exceptional, (68 reviews)
"Clean, simple, and comfortable with clear host directions on arrival, checkin & checkout."
United States
Lou F.
The price is HK$1,291
HK$2,422 total
includes taxes & fees
15 Mar - 16 Mar
Cozy country efficiency in the Hudson Valley
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cabin in Newburgh

Cabin in the Heart of the Hudson Valley, Cabin 1
10.0 out of 10, Exceptional, (32 reviews)
"Great overnight spot, especially with a dog."
United States
Ed C.
The price is HK$1,323
HK$2,210 total
includes taxes & fees
16 Mar - 17 Mar
Cabin in the Heart of the Hudson Valley, Cabin 1
Property grounds

Cottage in Fort Montgomery

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (132 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
The price is HK$1,472
HK$2,382 total
includes taxes & fees
15 Mar - 16 Mar
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Outdoor dining

Holiday Home in Fishkill

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
9.4 out of 10, Exceptional, (62 reviews)
"Best place ever, various entertainment options from projector to tvs. "
United States
Mahbub Ridhoo M.
The price is HK$1,937
HK$2,529 total
includes taxes & fees
16 Mar - 17 Mar
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Smart TV

Cottage in Goshen

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
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$1,163
HK$2,290 total
includes taxes & fees
15 Mar - 16 Mar
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Outdoor spa tub

Holiday Home in Goshen

Country House w/Hot Tub, Deck, Grill & Fire Pit
10.0 out of 10, Exceptional, (61 reviews)
"Very pleasant experience. "
United States
William J.
The price is HK$2,024
HK$3,837 total
includes taxes & fees
15 Mar - 16 Mar
Country House w/Hot Tub, Deck, Grill & Fire Pit
Interior

Holiday Home in Warwick

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
9.2 out of 10, Wonderful, (10 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 HK$662
HK$1,174 total
includes taxes & fees
16 Mar - 17 Mar
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
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 HK$728
HK$2,176 total
includes taxes & fees
15 Mar - 16 Mar
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Property grounds

Apartment in Wallkill

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
10.0 out of 10, Exceptional, (76 reviews)
"great location and nice host"
United States
christopher s.
The price is HK$811
HK$1,697 total
includes taxes & fees
16 Mar - 17 Mar
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
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 HK$1,099
HK$2,242 total
includes taxes & fees
18 Mar - 19 Mar
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Interior

Aparthotel in Greenwood Lake

Villa Verde B&B, bsm, Greenwood Lake NY
10.0 out of 10, Exceptional, (12 reviews)
"The breakfast was lovely!"
United States
Tara
The price is HK$1,229
HK$2,267 total
includes taxes & fees
16 Mar - 17 Mar
Villa Verde B&B, bsm, Greenwood Lake NY
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 HK$673
HK$1,409 total
includes taxes & fees
7 Apr - 8 Apr
Cozy 1-bedroom retreat minutes from West Point!
Terrace/patio

Holiday 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 HK$767
HK$2,770 total
includes taxes & fees
17 Mar - 18 Mar
House on the Babbling Brook- Quiet 2BR + King Bed!
Outdoor spa tub

Holiday Home in Greenwood Lake

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
9.8 out of 10, Exceptional, (36 reviews)
"House was great, it had everything we needed and even provided coffee! "
United States
Colleen E.
The price is HK$1,370
HK$3,736 total
includes taxes & fees
17 Mar - 18 Mar
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
3 bedrooms, desk, iron/ironing board, free WiFi

Holiday Home in Highland Falls

Sleek Escape: Modern 3 BR- 4 Min from West Point !
9.8 out of 10, Exceptional, (6 reviews)
"Looked like this property was recently renovated. Very clean and nice. "
United States
Ellie M.
The price is HK$1,026
HK$3,465 total
includes taxes & fees
17 Mar - 18 Mar
Sleek Escape: Modern 3 BR- 4 Min 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

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

6/10 Okay
"Staff was very friendly. The room was clean, but small. The bathroom sink was clogged. The parking lot was full and I had to look for parking somewhere else. "
Charn 1-night trip
Posted 10 hours ago
Courtyard by Marriott Middletown Goshen

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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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, there are holiday rentals close to the most popular sights in Highland Mills, or you can select a more secluded option if you're looking for a relaxing stay. 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 3 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 Castle Fun Center, or get outside and enjoy nature at The Rock Sports Complex. 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.