Highland Mills Holiday Rentals

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Highland Mills holiday rentals

Private kitchen

Holiday Home in Cornwall

Perfect and Spacious Hudson Valley Escape!
2.0 star property
The price is HK$2,426
HK$6,016 total
includes taxes & fees
18 Jan - 19 Jan
Perfect and Spacious Hudson Valley Escape!
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, (66 reviews)
"Such a cute place to stay"
United States
Melissa
The price is HK$1,364
HK$2,570 total
includes taxes & fees
18 Jan - 19 Jan
Cozy country efficiency in the Hudson Valley
Property grounds

Cottage in Fort Montgomery

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (131 reviews)
"It has an incredible mountain and water view. "
United States
MIHYUN
The price is HK$1,466
HK$2,373 total
includes taxes & fees
19 Jan - 20 Jan
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Exterior

Holiday Home in Hopewell Junction

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
9.0 out of 10, Wonderful, (10 reviews)
"We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! "
United States
Esther P.
The price is HK$1,186
HK$2,030 total
includes taxes & fees
19 Jan - 20 Jan
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
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, (15 reviews)
"Great Unit."
United States
Rudy R.
The price is HK$585
HK$2,010 total
includes taxes & fees
19 Jan - 20 Jan
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Exterior detail

Apartment in Beacon

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
9.8 out of 10, Exceptional, (42 reviews)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is HK$858
HK$1,822 total
includes taxes & fees
20 Jan - 21 Jan
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Exterior detail

Apartment in Beacon

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
10.0 out of 10, Exceptional, (49 reviews)
"We havld a good time. The room was comfortable and perfectly located!"
United States
Brandy C.
The price is HK$897
HK$1,930 total
includes taxes & fees
19 Jan - 20 Jan
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Smart TV

Cottage in Goshen

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
9.8 out of 10, Exceptional, (13 reviews)
"Beautiful location. We really enjoyed seeing the deer in the field every morning. "
United States
Aaron M.
The price is HK$1,158
HK$2,297 total
includes taxes & fees
20 Jan - 21 Jan
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Fridge, microwave, oven, stovetop

Holiday Home in Lake Peekskill

Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (31 reviews)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is HK$1,754
HK$3,273 total
includes taxes & fees
18 Jan - 19 Jan
Contemporary Cozy Cottage
Outdoor spa tub

Holiday Home in Goshen

Country House w/Hot Tub, Deck, Grill & Fire Pit
10.0 out of 10, Exceptional, (59 reviews)
"Clean and comfortable accommodations, very close to Legoland and Castle Fun Center! The kids loved the room with bunk beds, and it had a big selection of children's books and some toys, which was a nice bonus!"
United States
Jennifer K.
The price is HK$1,930
HK$3,716 total
includes taxes & fees
19 Jan - 20 Jan
Country House w/Hot Tub, Deck, Grill & Fire Pit
Outdoor dining

Holiday Home in Fishkill

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
9.4 out of 10, Exceptional, (55 reviews)
"Quiet, clean and comfortable! Great stay!"
United States
Joseph G.
The price is HK$1,930
HK$2,483 total
includes taxes & fees
18 Jan - 19 Jan
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Property grounds

Apartment in Monroe

Villa Verde B&B, Greenwood Lake NY, 1
10.0 out of 10, Exceptional, (31 reviews)
"Great host. Home is very clean and well appointed. Would definitely stay here again."
United States
Thomas
The price is HK$1,224
HK$2,055 total
includes taxes & fees
18 Jan - 19 Jan
Villa Verde B&B, Greenwood Lake NY, 1
Dining

Apartment in CROTON HDSN

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
9.8 out of 10, Exceptional, (90 reviews)
"I had a great stay at this extremely comfortable home in a quiet neighborhood. Maria was very welcoming and helpful. I hope to visit and stay here again soon."
United States
Jill D.
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
Outdoor dining

Holiday Home in Goshen

Stylish & Peaceful Getaway on 3 Private Acres
2.0 star property
9.0 out of 10, Wonderful, (12 reviews)
"Great location!"
United States
Alozie E.
The price is HK$2,246
HK$3,415 total
includes taxes & fees
18 Jan - 19 Jan
Stylish & Peaceful Getaway on 3 Private Acres
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$729
HK$1,487 total
includes taxes & fees
2 Feb - 3 Feb
Cozy 1-bedroom retreat minutes from West Point!
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$1,224
HK$2,258 total
includes taxes & fees
18 Jan - 19 Jan
Villa Verde B&B, bsm, Greenwood Lake NY
3 bedrooms, desk, iron/ironing board, free WiFi

Holiday Home in Highland Falls

Sleek Escape: Modern 3 BR- 4 Min from West Point !
10.0 out of 10, Exceptional, (3 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.
The price is HK$725
HK$3,110 total
includes taxes & fees
20 Jan - 21 Jan
Sleek Escape: Modern 3 BR- 4 Min from West Point !
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, (31 reviews)
"Great overnight spot, especially with a dog."
United States
Ed C.
The price is HK$1,318
HK$2,174 total
includes taxes & fees
19 Jan - 20 Jan
Cabin in the Heart of the Hudson Valley, Cabin 1
TV

Apartment in Highland Falls

Walk to WP Gate + Free Parking!
9.8 out of 10, Exceptional, (21 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 HK$1,113
HK$2,070 total
includes taxes & fees
20 Jan - 21 Jan
Walk to WP Gate + Free Parking!
Interior

Holiday Home in Highland Falls

Lovely 3BR Home with parking-Walk to WP Gate!
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 HK$1,187
HK$2,396 total
includes taxes & fees
18 Jan - 19 Jan
Lovely 3BR Home with parking-Walk to WP Gate!
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

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"Excellent "
Rosemarie 2-night trip
Posted 5 hours ago
Sleep Inn & Suites 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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  • 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, 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?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of Highland Mills offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with an oven, a microwave and an electric kettle, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Arrow Park Lake and Lodge. 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.