Highland Holiday Rentals, New York: Private House Rentals

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Our top choices for Highland hotels

Standard Room, 2 Queen Beds, Non Smoking, Refrigerator (with Sofabed) | Desk, laptop workspace, blackout curtains, soundproofing

1. SureStay Plus Hotel by Best Western Highland Poughkeepsie

Highland

Michael

฿3,719 total

includes taxes & fees

2 Aug - 3 Aug

2. Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

Charlie

฿4,090 total

includes taxes & fees

25 Aug - 26 Aug

3. Hampton Inn & Suites Poughkeepsie

Crown Heights

Quincy

฿4,622 total

includes taxes & fees

9 Aug - 10 Aug

4. Holiday Inn Express Poughkeepsie by IHG

Poughkeepsie

Kenice

฿3,671 total

includes taxes & fees

30 Aug - 31 Aug

5. DoubleTree by Hilton Poughkeepsie Convention Center

Downtown Poughkeepsie

James

฿4,749 total

includes taxes & fees

13 Aug - 14 Aug

6. Home2 Suites By Hilton Poughkeepsie

Poughkeepsie

Genevieve Xyra

฿5,430 total

includes taxes & fees

18 Aug - 19 Aug

7. Homewood Suites by Hilton Poughkeepsie

Poughkeepsie

Audie

฿5,717 total

includes taxes & fees

10 Aug - 11 Aug

8. Americas Best Value Inn New Paltz

New Paltz

Michael

฿5,165 total

includes taxes & fees

9 Aug - 10 Aug

9. Hampton Inn by Hilton New Paltz

New Paltz

Carol

฿5,841 total

includes taxes & fees

9 Aug - 10 Aug

10. Courtyard by Marriott Poughkeepsie

Poughkeepsie

Valerie

฿4,174 total

includes taxes & fees

23 Aug - 24 Aug

11. Quality Inn Hyde Park Poughkeepsie North

Hyde Park

Susan

฿3,950 total

includes taxes & fees

30 Aug - 31 Aug

12. Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Hyde Park

Anastasia

฿7,475 total

includes taxes & fees

24 Aug - 25 Aug

13. Holiday Inn Poughkeepsie by IHG

Poughkeepsie

James

฿3,853 total

includes taxes & fees

30 Aug - 31 Aug

14. Best Western Plus The Inn & Suites At The Falls

Red Oaks Mill

Alfred

฿4,136 total

includes taxes & fees

3 Aug - 4 Aug

15. Residence Inn by Marriott Poughkeepsie

Poughkeepsie

Janice

฿5,920 total

includes taxes & fees

10 Aug - 11 Aug

16. SpringHill Suites by Marriott Fishkill

Fishkill

Julio

฿6,554 total

includes taxes & fees

30 Aug - 31 Aug

17. The Heartwood

Arlington

Nathaniel

฿6,582 total

includes taxes & fees

3 Aug - 4 Aug

18. Quality Inn Poughkeepsie

Arlington

Juan Carlos

฿4,218 total

includes taxes & fees

9 Aug - 10 Aug

Premium Room, 1 King Bed (Upgraded Bedding & Snack, Smoke Free) | Desk, laptop workspace, blackout curtains, iron/ironing board

19. Red Roof Inn PLUS+ Poughkeepsie

Crown Heights

Will

฿5,024 total

includes taxes & fees

4 Aug - 5 Aug

Suite, 2 Bedrooms | Premium bedding, pillow-top beds, desk, laptop workspace

20. HYATT house Fishkill/Poughkeepsie

Fishkill

Laura

฿4,747 total

includes taxes & fees

16 Aug - 17 Aug

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Stay near popular Highland attractions

Franny Reese State Park

Traverse historic carriage roads and discover 19th-century mansion ruins at this serene riverside park. Hike through lush forests to reach stunning Hudson River overlooks and panoramic views of the Mid-Hudson Bridge.

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Learn more about Highland

Perched above the Hudson River, this charming town offers stunning views from the Walkway Over the Hudson. Explore local wineries, pick your own apples at nearby orchards, or hike the scenic trails in Minnewaska State Park Preserve.

See all hotels in Highland

A suspension bridge over a river with hills in the background.

Top Highland Hotel Reviews

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent

"This location had everything we needed, and it felt safe. Cleanliness was an A+, and amenities included great coffee, a complimentary breakfast, and parking l. Definitely will be returning to this hotel on my next trip to Poughkeepsie"

Beekman Arms and Delamater Inn

8/10 Good

"This is a lovely inn. I have always wanted to stay here. The bar was great. The food was amazing. However, the wifi did not function in my room. The check in staff did not inform me that coffee would be available in the lobby in the morning. Frankly, I found him somewhat condescending. The property is beautiful, the setting is fantastic. There was a window air conditioner. I did not stay around for breakfast as I wanted to get home. I believe the rumors about the Inn being haunted to be true. I was awakened in the night by someone whispering "Hey" in my ear. Just a fun observation."

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent

"They were SUPER dog friendly which was great to see and we could walk around the property to give our pup some exercise and others were doing the same. It was very clean and very comfortable and everything we needed and looking for."

Quality Inn Poughkeepsie

8/10 Good

"Staff, room and parking were great. Breakfast was very disappointing. Space is part of the problem and the coffee maker wasn't working, so staff was having to refill a thermo container. Food choices were very limited mainly due to the space. Its also not practical to have the single desk staff also dealing with the breakfast. Again,room and staff were great. I didn't use the pool or other amenities"

More cheap stays in Highland

Ramada by Wyndham Newburgh/West Point

1289 Route 300 Newburgh NY

฿2,415

฿2,853 total

3 Aug - 4 Aug

includes taxes & fees

4.8/10 (1,001 reviews)

Frequently asked questions

What's the best place for a stay in Highland?

SureStay Plus Hotel by Best Western Highland Poughkeepsie is one of the top choices for your stay based on our traveller data. This hotel offers free breakfast and free parking. Other good options for your trip to the area are Hyatt Place Poughkeepsie / Hudson Valley and Beekman Arms and Delamater Inn. See all available top hotels, or vacation rentals in Highland.

If I need to cancel my hotel reservation in Highland, will I receive a refund?

Yes, the majority of hotel room reservations are fully refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Highland.

What's the best dog-friendly hotel in Highland?

SureStay Plus Hotel by Best Western Highland Poughkeepsie is a top dog-friendly hotel, and offers laundry facilities along with WiFi for its human guests. See more pet-friendly hotel accommodations in Highland.

What are some accommodation options with pools in Highland?

Hyatt Place Poughkeepsie / Hudson Valley: Offers a snack bar/deli, an indoor pool and free self parking. Wildflower Farms, Auberge Collection and Quality Inn Poughkeepsie are a couple of other choices that feature an on-site pool. View all hotels with pools in Highland.

What's it like to stay in Highland?

Families enjoy visiting Highland, although all visitors will definitely find something to appreciate. Tourists can also enjoy the city's riverfront and mountain views. In Highland, there are 39 hotels and other accommodation options to choose from. Find out more about Highland.

What should I do while I'm visiting Highland?

The picturesque setting of Walkway Over the Hudson State Historic Park and Berean Park Beach exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Franklin D Roosevelt Library & Museum and Apple Greens Golf Course. Take a look at what more there is to see and do in Expedia's Highland guide.

What's the seasonal weather like in Highland?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Highland are January, February, March and April, with each month seeing an average of 17 cm of snowfall.

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Our top choices for Highland hotels

1. SureStay Plus Hotel by Best Western Highland Poughkeepsie

2. Hyatt Place Poughkeepsie / Hudson Valley

3. Hampton Inn & Suites Poughkeepsie

4. Holiday Inn Express Poughkeepsie by IHG

5. DoubleTree by Hilton Poughkeepsie Convention Center

6. Home2 Suites By Hilton Poughkeepsie

7. Homewood Suites by Hilton Poughkeepsie

8. Americas Best Value Inn New Paltz

9. Hampton Inn by Hilton New Paltz

10. Courtyard by Marriott Poughkeepsie

11. Quality Inn Hyde Park Poughkeepsie North

12. Inn at Bellefield / Hyde Park, Residence Inn by Marriott

13. Holiday Inn Poughkeepsie by IHG

14. Best Western Plus The Inn & Suites At The Falls

15. Residence Inn by Marriott Poughkeepsie

16. SpringHill Suites by Marriott Fishkill

17. The Heartwood

18. Quality Inn Poughkeepsie

19. Red Roof Inn PLUS+ Poughkeepsie

20. HYATT house Fishkill/Poughkeepsie

Stay near popular Highland attractions

Franny Reese State Park

Learn more about Highland

Top Highland Hotel Reviews

Holiday Inn Express Poughkeepsie by IHG

More cheap stays in Highland

Ramada by Wyndham Newburgh/West Point

Frequently asked questions

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