Highland Mills Vacation Rentals from ￥14,481: Search Short-Term Rentals

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Our top choices for Highland Mills vacation rentals

A modern kitchen with white cabinets, a wooden countertop, and a refrigerator.

1. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Highland Falls

Andrew L.

￥48,175 total

includes taxes & fees

Nov 5 - Nov 6

A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

2. House on the Babbling Brook- Quiet 2BR + King Bed!

Highland Falls

Leann M.

￥63,896 total

includes taxes & fees

Oct 20 - Oct 21

3. Cozy 1-bedroom retreat minutes from West Point!

Highland Falls

Zack C.

￥34,437 total

includes taxes & fees

Oct 20 - Oct 21

A house with a view of a bridge and mountains.

4. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery

Jasmine

￥52,079 total

includes taxes & fees

Oct 20 - Oct 21

A living room with a fireplace, a painting, shelves with decorative items, and a television.

5. Grant - A Tranquil One Bedroom Steps from River

Newburgh

Mike W.

￥46,836 total

includes taxes & fees

Oct 19 - Oct 20

A modern hotel room with a large bed, a seating area with leather chairs, and a view of the outdoors through large windows.

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

Warwick

Natalie M.

￥38,237 total

includes taxes & fees

Oct 21 - Oct 22

A room with a chandelier, a sofa, a table, and a cabinet.

7. Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Warwick

Paul E.

￥25,705 total

includes taxes & fees

Oct 27 - Oct 28

A deck with Adirondack chairs, a fire pit, and a grill.

8. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

Cornwall

Elisabeth

￥68,879 total

includes taxes & fees

Nov 2 - Nov 3

A modern kitchen with dark cabinets, a stainless steel stove, and a wooden countertop.

9. Carriage House Apartment Goshen NY

Goshen

￥43,992 total

includes taxes & fees

Oct 19 - Oct 20

A two-story house with a porch, a table, and chairs outside.

10. Historic Horse Barn Apartment in Goshen

Goshen

￥34,299 total

includes taxes & fees

Nov 8 - Nov 9

A wooden coffee table with two decorative planters in a living room.

11. Walk to WP Gate + Free Parking!

Highland Falls

Daniel C.

￥48,114 total

includes taxes & fees

Oct 19 - Oct 20

A house with a white front door, a small porch with a white railing, and a window with a green curtain.

12. Fabulous 3bdrm Home w/parking!

Highland Falls

Beth M.

￥48,172 total

includes taxes & fees

Oct 19 - Oct 20

A bedroom with a bed, a ceiling fan, a nightstand, a window with curtains, and a wall with framed pictures.

13. Sleek Escape: Modern 3 BR- 4 Min from West Point !

Highland Falls

James U.

￥74,116 total

includes taxes & fees

Nov 2 - Nov 3

A bedroom with a bed, a ceiling fan, a window, and a painting on the wall.

14. Local Artist Inspired | Walk to WestPoint + King Bed

Highland Falls

Morgan S.

￥71,369 total

includes taxes & fees

Oct 21 - Oct 22

A spacious loft with a high ceiling, exposed beams, a kitchen with modern appliances, a dining area, and a living room with a large sofa.

15. Hay Loft Apartment in Barn - Goshen

Goshen

Tammy

￥47,033 total

includes taxes & fees

Oct 19 - Oct 20

A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

16. Columbus Suites

Middletown

Jose

￥27,350 total

includes taxes & fees

Oct 19 - Oct 20

A room with a wooden floor, a white door with a number, and a window with blinds.

17. Lovely 3BR Home with parking-Walk to WP Gate!

Highland Falls

Briana T.

￥53,191 total

includes taxes & fees

Oct 19 - Oct 20

A wooden cabin with a covered deck, outdoor seating, and a fire pit.

18. Historic Cabin with Pool & Fire Pit

Montgomery

Sarah A.

￥37,264 total

includes taxes & fees

Nov 3 - Nov 4

A hallway with a wooden door, a black table with a sign, and large green plants.

19. 3BR Near West Point | Coffee Bar | Sleeps 6

Highland Falls

ROHID S.

￥68,438 total

includes taxes & fees

Oct 21 - Oct 22

A grey sectional sofa with patterned cushions, a round wooden coffee table with a green plant, and a window with a view of trees.

20. Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Goshen

Jessica C.

￥49,367 total

includes taxes & fees

Nov 1 - Nov 2

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Top Highland Mills Hotel Reviews

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent

"Great location. Very clean. Staff was kind and helpful. Very attentive"

Days Inn by Wyndham Nanuet / Spring Valley

10/10 Excellent

"Amazing serious and professional staff from the front desk, Maintanance, Mattie and all the well behaved guests who stayed. I was surprised they had a quick grab and go station with coffee, juice, morning sugar and needed calories to go. Also while the laundry room just like 3535 Chain Bridge Rd, 22033 easy to pay with quarters and go. The inside of the machines while small are good working conditions and exactly what is needed for a short and or longer stay. Unexpected, management took me in right away without any problems and have been extremely professional. The Colombian restaurant, EN BARANQUILLA ME QUEDÓ, GOTAS d LLUVIA, OIGA, MIREÉ, VEA Q EN CALI NO FANTAZMEANNN…con EÑ TORO y vasos d colores! TOY WIZ, BAGEL BOY, QUICK CHECK & all the great walking distances shops makes this A GREAT PLACE TO STAY."

Overlook Lodge at Bear Mountain

10/10 Excellent

"Bear Mountain Inn is a unique and beautiful retreat in the heart of the Hudson Valley. We go for the scenery, hiking, and watching the marine and rail traffic along the Hudson River. Staff is always helpful. We booked 2 nights but could only. stay 1 due to a family emergency and the staff worked with Expedia to refund the 2nd night. Will definitely return as we love the atmosphere. Stayed in 1 of the stone cottages in the woods above the lake. Basic room with a shared common area and outdoor porch/deck. Room had a small refrigerator and TV with local channels. Clean and quiet and what you'd expect in a state or national park setting. Great 1.5 mile paved walking trail below the cottage that circles the picturesque lake on the property grounds. Nice way to start the day."

Find out more about Highland Mills

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Frequently asked questions

Can I find a vacation rental in Highland Mills?

Yes, there are vacation rentals close to the most popular attractions in Highland Mills, or you can select a more remote option if you want a relaxing place to 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 vacation home rentals that Highland Mills has to offer?

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views: This vacation home rental outside of Highland Mills is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals will I find in Highland Mills?

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

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 vacation rental in Highland Mills like?

A vacation rental is a private property you can book for a long or short time in Highland Mills. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family trips.

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Check prices for these dates

Our top choices for Highland Mills vacation rentals

1. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

2. House on the Babbling Brook- Quiet 2BR + King Bed!

3. Cozy 1-bedroom retreat minutes from West Point!

4. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

5. Grant - A Tranquil One Bedroom Steps from River

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

7. Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

8. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

9. Carriage House Apartment Goshen NY

10. Historic Horse Barn Apartment in Goshen

11. Walk to WP Gate + Free Parking!

12. Fabulous 3bdrm Home w/parking!

13. Sleek Escape: Modern 3 BR- 4 Min from West Point !

14. Local Artist Inspired | Walk to WestPoint + King Bed

15. Hay Loft Apartment in Barn - Goshen

16. Columbus Suites

17. Lovely 3BR Home with parking-Walk to WP Gate!

18. Historic Cabin with Pool & Fire Pit

19. 3BR Near West Point | Coffee Bar | Sleeps 6

20. Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Find vacation rentals that suit your style

Top Highland Mills Hotel Reviews

Crowne Plaza Suffern - Mahwah by IHG

Days Inn by Wyndham Nanuet / Spring Valley

Overlook Lodge at Bear Mountain

Comfort Suites Fishkill near Interstate 84

Hyatt Place Poughkeepsie / Hudson Valley

Find out more about Highland Mills

Frequently asked questions

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