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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Highland holiday homes

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, (6 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is HK$546
HK$2,486 total
includes taxes & fees
26 Jan - 27 Jan
House on the Babbling Brook- Quiet 2BR + King Bed!
Interior

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (32 reviews)
"I love the place, very comfortable and cozy, Thank you so very much, Enjoyed a lot , Julia"
United States
Julia K.
The price is HK$424
HK$1,262 total
includes taxes & fees
26 Jan - 27 Jan
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Fridge, microwave, oven, stovetop

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
1 bedroom, free WiFi, bed sheets

The Studio at the Inn at High Falls

The Studio at the Inn at High Falls
High Falls
8.0 out of 10, Very good, (34 reviews)
"Just wasn't our cup of tea. Quiet location, close to attractions, and easy to find. "
United States
William K.
The price is HK$877
HK$2,091 total
includes taxes & fees
25 Jan - 26 Jan
The Studio at the Inn at High Falls
1 bedroom

Hidden Lakefront Gem on a Gated Countryside Escape

Hidden Lakefront Gem on a Gated Countryside Escape
2.0 star property
Monroe
The price is HK$680
HK$1,765 total
includes taxes & fees
25 Jan - 26 Jan
Hidden Lakefront Gem on a Gated Countryside Escape
Fridge, microwave, oven, stovetop

"Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is HK$1,572
HK$4,495 total
includes taxes & fees
26 Jan - 27 Jan
"Country outside the city " 3 bedrooms 2 full bathrooms
Interior

Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (31 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is HK$593
HK$1,982 total
includes taxes & fees
26 Jan - 27 Jan
Campfire Cottage: Fireplace, fire pit & no chores!
3 bedrooms, desk, iron/ironing board, free WiFi

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

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
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$1,037
HK$3,466 total
includes taxes & fees
10 Feb - 11 Feb
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Exterior detail

Cozy private suite in the heart of beautiful Gardiner.

Cozy private suite in the heart of beautiful Gardiner.
New Paltz
10.0 out of 10, Exceptional, (7 reviews)
"Check-in was easy. Hosts very responsive to any questions and helpful to local recommendations. "
United States
Chanah B.
The price is HK$905
HK$1,887 total
includes taxes & fees
25 Jan - 26 Jan
Cozy private suite in the heart of beautiful Gardiner.
2 bedrooms, desk, free WiFi, bed sheets

Retro Retreat: renovated 2BR, desk, no chore list!

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15 reviews)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
Retro Retreat: renovated 2BR, desk, no chore list!
Property grounds

3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.0 out of 10, Very good, (6 reviews)
"Wonderful stay! The property is within walking distance of the little downtown area & had driveway parking. It was clean & plenty spacious. Property owners had great communication! This is a property with 2 units, but we were not bothered by any extra noise. "
United States
Waylon J.
The price is HK$858
HK$3,237 total
includes taxes & fees
4 Feb - 5 Feb
3BR West Point Retreat-3min to Back Gate+ King Bed
Interior

Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!
Kingston
9.8 out of 10, Exceptional, (66 reviews)
"We came for our daughter’s wedding in town . The place was conveniently located near the wedding siteIt was small and just perfect for 3 members of my family -Woke up to birds chirping Would surely plan for a second stay "
United States
Pratistha L.
The price is HK$1,123
HK$1,764 total
includes taxes & fees
25 Jan - 26 Jan
Esopus Creek modern Tiny house Retreat!
Interior

Wood Stove Nights, Quiet Yard, an Easy Escape Near New Paltz

Wood Stove Nights, Quiet Yard, an Easy Escape Near New Paltz
New Paltz
10.0 out of 10, Exceptional, (6 reviews)
"Lovely home in a beautiful area of New York state. Would stay here again! "
United States
Jason W.
The price is HK$1,677
HK$5,017 total
includes taxes & fees
29 Jan - 30 Jan
Wood Stove Nights, Quiet Yard, an Easy Escape Near New Paltz
Interior

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

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
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$1,425
HK$2,716 total
includes taxes & fees
4 Feb - 5 Feb
Lovely 3BR Home with parking-Walk to WP Gate!
Smart TV

Cozy Escape -Strong Wi-Fi -Prime Location

Cozy Escape -Strong Wi-Fi -Prime Location
Poughkeepsie
6.8 out of 10, (5 reviews)
"The property was perfect for our little weekend getaway. It was very clean and cozy and the host Christina made it so easy for check in and was available for any questions. We would definitely stay again."
United States
Andrea C.
The price is HK$618
HK$2,367 total
includes taxes & fees
26 Jan - 27 Jan
Cozy Escape -Strong Wi-Fi -Prime Location
Fridge, microwave, oven, stovetop

Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything

Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything
Kerhonkson
9.8 out of 10, Exceptional, (24 reviews)
"Enjoyed our stay at this comfortable ranch home. It was clean and convenient to local attractions. Recommend this VRBO."
United States
Teresa S.
The price is HK$1,481
HK$2,463 total
includes taxes & fees
14 Feb - 15 Feb
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything
Interior

Double the Fun: Two Houses, Shared Yard & Fire Pit

Double the Fun: Two Houses, Shared Yard & Fire Pit
Kingston
10.0 out of 10, Exceptional, (4 reviews)
"Both houses were vey clean and well kept. I would recommend this to anyone. I would stay here again."
United States
Kelly B.
Double the Fun: Two Houses, Shared Yard & Fire Pit
Property grounds

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Cornwall
10.0 out of 10, Exceptional, (3 reviews)
"We had a great time staying here. It was very clean and the view was amazing. Wanted to meet up with some family and it was perfect for relaxing and catching up. Host accommodated our early check in request and was available during our stay when we had minor questions. Overall, it was wonderful."
United States
Joe K.
The price is HK$1,684
HK$3,288 total
includes taxes & fees
25 Jan - 26 Jan
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Exterior detail

Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.0 out of 10, Wonderful, (4 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is HK$1,351
HK$2,551 total
includes taxes & fees
4 Feb - 5 Feb
Fabulous 3bdrm Home w/parking!
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.4 out of 10, Exceptional, (56 reviews)
"Quiet, clean and comfortable! Great stay!"
United States
Joseph G.
The price is HK$1,930
HK$2,465 total
includes taxes & fees
25 Jan - 26 Jan
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
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 Hotel Reviews

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

10/10 Excellent
"Super clean and new. Breakfast was great, turkey sausage, good fluffy eggs, etc."
Ron 1-night trip
Posted 1 day ago
Hampton Inn by Hilton New Paltz

Find out more about Highland

Highland Vacation Homes information

Number of reviews
298
Accommodation
590 Vacation Homes
Lowest Price
HK$1,262
Highest Price
HK$5,017

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