Title: Highland Vacation Rentals from $223: Search Short-Term Rentals | Expedia.com

[Highland Travel Guide](https://expedia.com/Highland.dx115050)[Hotels in Highland](https://expedia.com/Highland-Hotels.d115050.Travel-Guide-Hotels)[Flights to Highland](https://expedia.com/Cheap-Flights-To-Highland.d115050.Travel-Guide-Flights)[Things to do in Highland](https://expedia.com/Things-To-Do-In-Highland.d115050.Travel-Guide-Activities)[Car Rentals in Highland](https://expedia.com/Car-Rentals-In-Highland.d115050.Car-Rental-Guide)[Highland Vacation Packages](https://expedia.com/Highland.d115050.Destination-Travel-Guides)

![Walking across the walkway over the Hudson, get there early to avoid parking issues. Great place to walk your dog!](https://images.trvl-media.com/place/115050/513f001c-86fc-4f9b-8930-057b5d34aed2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Allison Alano Flores

![](https://images.trvl-media.com/place/115050/513f001c-86fc-4f9b-8930-057b5d34aed2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=115050&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=115050&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=115050&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=115050&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Highland vacation rentals

![Property grounds](https://images.trvl-media.com/lodging/79000000/78770000/78763900/78763897/7eb8271b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78770000/78763900/78763897/c4f0dfb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78770000/78763900/78763897/16466981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78770000/78763900/78763897/8759e018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Highland

[](https://www.expedia.com/Highland-Hotels-Enjoy-A-Cozy.h78763897.Hotel-Information)

9.8/10

Exceptional

(26 reviews)

"Perfect location and stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

kareem e.

$288 nightly

$323 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/Highland-Hotels-Enjoy-A-Cozy.h78763897.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90260000/90253400/90253316/w910h683x57y0-c820193c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90260000/90253400/90253316/dbbcd386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90260000/90253400/90253316/w896h680x64y0-7aaf931d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90260000/90253400/90253316/e9a4f2fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Highland

[](https://www.expedia.com/Highland-Hotels-Step-Into-History-Unwind-At-Spring-Apt-A-Charming-At-Theof-NYHudson-Valley.h90253316.Hotel-Information)

10/10

Exceptional

(1 review)

"Everyone was just right! The home is perfect for a photo shoot. We weren't there for that, but we thought the setting was unique and beautiful! Everything we needed!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rebecca D.

$350 nightly

$392 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Highland-Hotels-Step-Into-History-Unwind-At-Spring-Apt-A-Charming-At-Theof-NYHudson-Valley.h90253316.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/99000000/98780000/98779400/98779366/d143cbe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98780000/98779400/98779366/50bbfc33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/99000000/98780000/98779400/98779366/abf51a3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98780000/98779400/98779366/8ea1adb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kingston

[](https://www.expedia.com/Kingston-Hotels-Esopus-Creek-Modern-Tiny-House-Retreat.h98779366.Hotel-Information)

9.8/10

Exceptional

(70 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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pratistha L.

$199 nightly

$223 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Kingston-Hotels-Esopus-Creek-Modern-Tiny-House-Retreat.h98779366.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90900000/90899400/90899359/7ce45210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90900000/90899400/90899359/w1024h680x0y3-a5c935c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90900000/90899400/90899359/w1024h677x0y3-55eed7d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90900000/90899400/90899359/w1024h680x0y3-01a4cf5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Newburgh

[](https://www.expedia.com/Newburgh-Hotels-Cabin-In-The-Heart-Of-The-Hudson-Valley.h90899359.Hotel-Information)

9.8/10

Exceptional

(14 reviews)

"We had a great stay, everything you need is provided. Would recommend to anyone."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bill W.

$236 nightly

$279 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Cabin-In-The-Heart-Of-The-Hudson-Valley.h90899359.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/ef9b23f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/02671128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/c86208ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/b07ff9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fishkill

[](https://www.expedia.com/Fishkill-Hotels-Large-Relaxing-Family-Retreat-In-The-Hudson-Valley-With-Theatre-And-Gazebo.h111183358.Hotel-Information)

9.4/10

Exceptional

(61 reviews)

"Best place ever, various entertainment options from projector to tvs. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mahbub Ridhoo M.

$280 nightly

$323 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/Fishkill-Hotels-Large-Relaxing-Family-Retreat-In-The-Hudson-Valley-With-Theatre-And-Gazebo.h111183358.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90900000/90897800/90897766/w1024h681x0y2-21ff539b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90900000/90897800/90897766/w1024h681x0y0-cfce0679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90900000/90897800/90897766/w1024h680x0y3-d877abc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90900000/90897800/90897766/c421cfb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Newburgh

[](https://www.expedia.com/Newburgh-Hotels-Cabin-In-The-Heart-Of-The-Hudson-Valley.h90897766.Hotel-Information)

10/10

Exceptional

(32 reviews)

"Great overnight spot, especially with a dog."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ed C.

$236 nightly

$279 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Cabin-In-The-Heart-Of-The-Hudson-Valley.h90897766.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/116000000/115850000/115840700/115840689/b1664c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/116000000/115850000/115840700/115840689/f7fbdc08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/116000000/115850000/115840700/115840689/bb77bf12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115850000/115840700/115840689/90232191.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Millbrook

[](https://www.expedia.com/Millbrook-Hotels-Charming-3-Bedroom-Apartment-With-WiFi-And-AC-In-Fabulous-Millbrook-NY.h115840689.Hotel-Information)

10/10

Exceptional

(2 reviews)

"Tanya goes above and beyond for her guests. Thanks so much for the stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lindsay S.

$434 nightly

$491 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/Millbrook-Hotels-Charming-3-Bedroom-Apartment-With-WiFi-And-AC-In-Fabulous-Millbrook-NY.h115840689.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74310000/74302100/74302085/932537b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74310000/74302100/74302085/fe2c7bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/75000000/74310000/74302100/74302085/7725e6f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74310000/74302100/74302085/c65e2a29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Woodstock

[](https://www.expedia.com/Woodstock-Hotels-Mid-Century-Modern-Oasis-Minutes-To-Woodstock.h74302085.Hotel-Information)

10/10

Exceptional

(12 reviews)

"We loved the place - beautiful house and setting."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michele P.

$654 nightly

$732 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Woodstock-Hotels-Mid-Century-Modern-Oasis-Minutes-To-Woodstock.h74302085.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/ebfc1676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/3add8621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/afe3fdf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/74e2e6be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in new paltz

[](https://www.expedia.com/New-Paltz-Hotels-Welcome-To-New-Paltz-Charming-3-Bedroom-House-With-AC.h118164776.Hotel-Information)

9.4/10

Exceptional

(6 reviews)

"Very clean Good communication with host Close to town & hiking Recommend! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer E.

$634 nightly

$710 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/New-Paltz-Hotels-Welcome-To-New-Paltz-Charming-3-Bedroom-House-With-AC.h118164776.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/bdac6c18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/d8805194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/3c5edeb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/4388309b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Holmes

[](https://www.expedia.com/Holmes-Hotels-Country-Outside-The-City-3-Bedrooms-2-Full-Bathrooms.h109381685.Hotel-Information)

9.6/10

Exceptional

(4 reviews)

"Great house! We had a fantastic weekend!! Thank you so much "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

pamela w.

$529 nightly

$599 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Holmes-Hotels-Country-Outside-The-City-3-Bedrooms-2-Full-Bathrooms.h109381685.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/0589087f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/4acf5981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/6c60492d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/02b6e736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Fishkill

[](https://www.expedia.com/Fishkill-Hotels-Charming-2-Bedroom-Cabin-With-WiFi-In-Adorable-Fishkill.h113200645.Hotel-Information)

10/10

Exceptional

(3 reviews)

"Ideal cabin getaway. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nadja E.

$402 nightly

$458 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Fishkill-Hotels-Charming-2-Bedroom-Cabin-With-WiFi-In-Adorable-Fishkill.h113200645.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/81000000/80870000/80863500/80863418/8c61ac04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/81000000/80870000/80863500/80863418/e4588149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/81000000/80870000/80863500/80863418/1d988d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sauna](https://images.trvl-media.com/lodging/81000000/80870000/80863500/80863418/8eb4f286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in wallkill

[](https://www.expedia.com/Wallkill-Hotels-NEW-PEACEFUL-WATERSCOMFORT.h80863418.Hotel-Information)

9.8/10

Exceptional

(57 reviews)

"This is a wonderful property. Very clean and well maintained. It was centrally located to everything we needed. The outdoor area is amazing! We really enjoyed sitting by the river and having coffee in the morning"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nate B.

$359 nightly

$402 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Wallkill-Hotels-NEW-PEACEFUL-WATERSCOMFORT.h80863418.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/a27e5755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/03710a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/5e31b747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/c225355f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Newburgh

[](https://www.expedia.com/Newburgh-Hotels-Cozy-Country-Efficiency-In-The-Hudson-Valley.h45742802.Hotel-Information)

9.8/10

Exceptional

(67 reviews)

"Clean, simple, and comfortable with clear host directions on arrival, checkin & checkout."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lou F.

$265 nightly

$313 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Cozy-Country-Efficiency-In-The-Hudson-Valley.h45742802.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863201/07973626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863201/36747311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863201/ff8b0e4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863201/fa190f5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Newburgh

[](https://www.expedia.com/Newburgh-Hotels-Ultimate-Lakeside-Getaway-On-5-Acres-Private-Dock.h114863201.Hotel-Information)

10/10

Exceptional

(23 reviews)

"Amazing owners and a great property!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert B.

$506 nightly

$598 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Ultimate-Lakeside-Getaway-On-5-Acres-Private-Dock.h114863201.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/103000000/102530000/102523100/102523082/abda313d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102530000/102523100/102523082/7e5fe9d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining tables](https://images.trvl-media.com/lodging/103000000/102530000/102523100/102523082/9ef38a5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/103000000/102530000/102523100/102523082/85812d6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Lake Katrine

[](https://www.expedia.com/Lake-Katrine-Hotels-Brand-New-House-With-Huge-Patio-Overlooks-Esopus-Creek-At-Lake-Katrine.h102523082.Hotel-Information)

10/10

Exceptional

(18 reviews)

"Perfect getaway!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lynn A.

$371 nightly

$416 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Lake-Katrine-Hotels-Brand-New-House-With-Huge-Patio-Overlooks-Esopus-Creek-At-Lake-Katrine.h102523082.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/106000000/105490000/105483500/105483445/ab340844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105490000/105483500/105483445/4ed41849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105490000/105483500/105483445/1d37a9a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/106000000/105490000/105483500/105483445/92267690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in West Hurley

[](https://www.expedia.com/West-Hurley-Hotels-Nature-Mountain-Retreat-With-Outdoor-Hot-Tub-And-Sauna-Spa-Experience.h105483445.Hotel-Information)

10/10

Exceptional

(5 reviews)

"very relaxing and comfortable place to stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tilson

$771 nightly

$864 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/West-Hurley-Hotels-Nature-Mountain-Retreat-With-Outdoor-Hot-Tub-And-Sauna-Spa-Experience.h105483445.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122930000/122929100/122929001/120febc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122930000/122929100/122929001/2f9d1a89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122930000/122929100/122929001/bb90272b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122930000/122929100/122929001/7c3fd8d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cornwall

[](https://www.expedia.com/Cornwall-Hotels-3-Bedroom-Dream-Hudson-Valley-Views.h122929001.Hotel-Information)

10/10

Exceptional

(6 reviews)

$339 nightly

$400 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/Cornwall-Hotels-3-Bedroom-Dream-Hudson-Valley-Views.h122929001.Hotel-Information)

![4 bedrooms, desk, travel crib, WiFi](https://images.trvl-media.com/lodging/91000000/90330000/90324800/90324797/bee204c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90330000/90324800/90324797/7e8d731e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer](https://images.trvl-media.com/lodging/91000000/90330000/90324800/90324797/9d9fe50a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace, offices](https://images.trvl-media.com/lodging/91000000/90330000/90324800/90324797/c9c8ba09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Stone Ridge

[](https://www.expedia.com/Stone-Ridge-Hotels-Stone-Ridge-Modern-Mountain-House.h90324797.Hotel-Information)

10/10

Exceptional

(2 reviews)

"We enjoyed our one night stay. House was very clean and well appointed. Host was responsive. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Margaret and Greg S.

$497 nightly

$521 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Stone-Ridge-Hotels-Stone-Ridge-Modern-Mountain-House.h90324797.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/106000000/105180000/105178000/105177927/486a748b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105180000/105178000/105177927/c69a6205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105180000/105178000/105177927/de83c265_edited_690f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105180000/105178000/105177927/3431f756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Highland Falls

[](https://www.expedia.com/Highland-Falls-Hotels-Walk-To-WP-Gate-Free-Parking.h105177927.Hotel-Information)

9.8/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pamela

$292 nightly

$324 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Highland-Falls-Hotels-Walk-To-WP-Gate-Free-Parking.h105177927.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/89000000/88870000/88864600/88864509/5f7197aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88870000/88864600/88864509/4a4d0998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88870000/88864600/88864509/505b27e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/89000000/88870000/88864600/88864509/79151307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in High Falls

[](https://www.expedia.com/High-Falls-Hotels-Inn-At-High-Falls.h88864509.Hotel-Information)

8.8/10

Excellent

(14 reviews)

"Perfect size for family, plus 2 dogs. Location convenient to everything we wanted to do. Decent sized yard for dogs to get out.Had to replace batteries for tv remote and it would still not turn it off and on. Water pressure could be better in master bath.Overall great for our particular needs on this visit."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Adam G.

$508 nightly

$569 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/High-Falls-Hotels-Inn-At-High-Falls.h88864509.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-19&endDate=2026-03-20&regionId=115050&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=APARTMENT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=VILLA)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=CONDO)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=CHALET)

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## Top Highland Hotel Reviews

![Beekman Arms and Delamater Inn](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/b86d31e8_y.jpg)

### Beekman Arms and Delamater Inn

10/10 Excellent

"We've visited Beekman Arms numerous times. If you're someone who loves history and antiques, it's the place for you. What makes it a particular favorite, though, is the staff. "

[](https://expedia.com/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information)

![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg)

### Hampton Inn & Suites Poughkeepsie

10/10 Excellent

"The staff was amazing, the room was clean, but the walls were very thin. "

[](https://expedia.com/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information)

![Woodstock Way Hotel](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/f0a67aac_y.jpg)

### Woodstock Way Hotel

8/10 Good

"Rooms were very clean. After hour support was great when we had an issue with the heat not working in our original premium room (big issue when it’s 20 degrees out). Thankfully they were practically empty and were able to switch to a comparable room in the next building. Addie was by far our favorite staff member who was full of life and cheer. Espresso on tap was a plus just wish it was in the room itself. WiFi was TERRIBLE. If you expect to get any work done while away which is very important or would like to stream a show in the cabins, think again lol. The beds & couches were super comfy. The worst part of the room besides the WiFi was the TV. It was beyond mediocre for the sheer size of the room. You could not comfortably see it from the bed or the couch. Also because of the terrible WiFi the tv would constantly cut out. Other wise the local area restaurants are great. Other than that there is not much to do if you do not ski. 2 nights is more than enough. Maybe the summer is better"

[](https://expedia.com/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information)

![Inn at Bellefield / Hyde Park, Residence Inn by Marriott](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/w4000h2662x0y0-e2ffacae_y.jpg)

### Inn at Bellefield / Hyde Park, Residence Inn by Marriott

10/10 Excellent

"The hotel is fantastic. The parking was easy. The staff was wonderful and it was a beautiful property."

[](https://expedia.com/Hyde-Park-Hotels-Inn-At-Bellefield-Hyde-Park.h99850733.Hotel-Information)

![DoubleTree by Hilton Poughkeepsie Convention Center](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/acc87956_y.jpg)

### DoubleTree by Hilton Poughkeepsie Convention Center

8/10 Good

"Easy walk to nearby restaurants."

[](https://expedia.com/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information)

![Hampton Inn Kingston](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/528e0073_y.jpg)

### Hampton Inn Kingston

10/10 Excellent

"Room was very clean and beds were comfortable "

[](https://expedia.com/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information)

![Hampton Inn by Hilton New Paltz](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/dab27d3b_y.jpg)

### Hampton Inn by Hilton New Paltz

10/10 Excellent

"Room was spacious and clean. Bed was very very comfortable. The breakfast was great. Will definitely stay again!"

[](https://expedia.com/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information)

![Holiday Inn Express Fishkill-Mid Hudson Valley by IHG](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/830db074_y.jpg)

### Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

10/10 Excellent

"Modern and clean. Coffee available 24 hours. Decent breakfast. "

[](https://expedia.com/Poughkeepsie-Hotels-Holiday-Inn-Express-Fishkill-Mid-Hudson-Valley.h1680342.Hotel-Information)

![Hyatt Place Poughkeepsie / Hudson Valley](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/9bb388bd_y.jpg)

### Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent

"They’re were all great at Hyatt Poughkeepsie! My daughters love the indoor pool and gym. Very clean and inviting. Will always stay at Hyatt while visiting Poughkeepsie NY "

[](https://expedia.com/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information)

## Find out more about Highland

**Everything you need to know about Highland vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Highland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Highland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Highland vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Highland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Highland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $223 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Highland rentals**

At Expedia, we put the best Highland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Highland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Highland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Highland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
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- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
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- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Highland ](https://expedia.com/Highland-Private-Vacation-Homes.d115050-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Highland ](https://expedia.com/Highland-Apartments.d115050-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Highland ](https://expedia.com/Highland-Cottages.d115050-aaCottages.Travel-Guide-Accommodation)
- [Cabin Rentals in Highland ](https://expedia.com/Highland-Cabins.d115050-aaCabins.Travel-Guide-Accommodation)
- [B&B in Highland ](https://expedia.com/Highland-Bed-And-Breakfast.d115050-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Farmstay in Highland ](https://expedia.com/Highland-Agritourism.d115050-aaAgritourism.Travel-Guide-Accommodation)
- [Motels in Highland ](https://expedia.com/Highland-Motels.d115050-aaMotels.Travel-Guide-Accommodation)
- [Villas in Highland ](https://expedia.com/Highland-Villas.d115050-aaVillas.Travel-Guide-Accommodation)
- [Guest Houses in Highland ](https://expedia.com/Highland-Guest-Houses.d115050-aaGuestHouses.Travel-Guide-Accommodation)
- [Lodges in Highland ](https://expedia.com/Highland-Lodges.d115050-aaLodges.Travel-Guide-Accommodation)
- [RV Parks in Highland ](https://expedia.com/Highland-RV-Parks.d115050-aaRVParks.Travel-Guide-Accommodation)
- [Inns in Highland ](https://expedia.com/Highland-Inns.d115050-aaInns.Travel-Guide-Accommodation)
- [Chalets in Highland ](https://expedia.com/Highland-Chalets.d115050-aaChalets.Travel-Guide-Accommodation)
- [Condo Rentals in Highland ](https://expedia.com/Highland-Condos.d115050-aaCondos.Travel-Guide-Accommodation)
- [Hostels in Highland ](https://expedia.com/Highland-Hostels.d115050-aaHostels.Travel-Guide-Accommodation)
- [Country Houses in Highland ](https://expedia.com/Highland-Country-House.d115050-aaCountryHouse.Travel-Guide-Accommodation)
- [Resorts in Highland ](https://expedia.com/Highland-Resorts.d115050-aaResorts.Travel-Guide-Accommodation)
- [Holiday Park Resorts in Highland ](https://expedia.com/Highland-Holiday-Parks.d115050-aaHolidayParks.Travel-Guide-Accommodation)

## Frequently asked questions

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- [Top Hotels in Montauk](https://expedia.com/Montauk-Hotels.d10637.Travel-Guide-Hotels)
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- [Top Hotels in Saratoga Springs](https://expedia.com/Saratoga-Springs-Hotels.d9775.Travel-Guide-Hotels)
- [Top Hotels in Geneva](https://expedia.com/Geneva-Hotels.d7974.Travel-Guide-Hotels)
- [Top Hotels in Albany](https://expedia.com/Albany-Hotels.d603260.Travel-Guide-Hotels)
- [Top Hotels in Beacon](https://expedia.com/Beacon-Hotels.d6173904.Travel-Guide-Hotels)
- [Top Hotels in White Plains](https://expedia.com/White-Plains-Hotels.d603214.Travel-Guide-Hotels)
- [Top Hotels in Watkins Glen](https://expedia.com/Watkins-Glen-Hotels.d183731.Travel-Guide-Hotels)
- [Top Hotels in Plattsburgh](https://expedia.com/Plattsburgh-Hotels.d2816.Travel-Guide-Hotels)
- [Top Hotels in Ithaca](https://expedia.com/Ithaca-Hotels.d6056124.Travel-Guide-Hotels)
- [Top Hotels in Syracuse](https://expedia.com/Syracuse-Hotels.d601764.Travel-Guide-Hotels)
- [Niagara Falls Hotels with a View](https://expedia.com/Niagara-Falls-Hotels-Hotels-With-View.0-0-d602721-tHotelswithView.Travel-Guide-Filter-Hotels)
- [Top Hotels in Binghamton](https://expedia.com/Binghamton-Hotels.d6034018.Travel-Guide-Hotels)
- [Top Hotels in Lake George](https://expedia.com/Lake-George-Hotels.d6055969.Travel-Guide-Hotels)
- [Top Hotels in Rhinebeck](https://expedia.com/Rhinebeck-Hotels.d55927.Travel-Guide-Hotels)
- [Top Hotels in Poughkeepsie](https://expedia.com/Poughkeepsie-Hotels.d6056317.Travel-Guide-Hotels)
- [Top Hotels in Middletown](https://expedia.com/Middletown-Hotels.d8864.Travel-Guide-Hotels)
- [Top Hotels in Hudson](https://expedia.com/Hudson-Hotels.d55762.Travel-Guide-Hotels)
- [Top Hotels in Niagara Falls](https://expedia.com/Niagara-Falls-Hotels.d602721.Travel-Guide-Hotels)
- [Top Hotels in Cooperstown](https://expedia.com/Cooperstown-Hotels.d6487.Travel-Guide-Hotels)
- [Top Hotels in Yonkers](https://expedia.com/Yonkers-Hotels.d7789.Travel-Guide-Hotels)
- [Top Hotels in Utica](https://expedia.com/Utica-Hotels.d6055801.Travel-Guide-Hotels)

Flights

- [Flights to ALB](https://expedia.com/Cheap-Flights-To-Albany.d603260.Travel-Guide-Flights)
- [Flights to BUF](https://expedia.com/Cheap-Flights-To-Niagara-Falls.d602721.Travel-Guide-Flights)
- [Syracuse Cheap Flights](https://expedia.com/lp/flights/601764/flights-from-syracuse)
- [Flights to SYR](https://expedia.com/Cheap-Flights-To-Syracuse.d601764.Travel-Guide-Flights)

Cars

- [Car rentals in Albany](https://expedia.com/Car-Rentals-In-Albany.d603260.Car-Rental-Guide)
- [Car rentals in Syracuse](https://expedia.com/Car-Rentals-In-Syracuse.d601764.Car-Rental-Guide)

Activities

- [Things to do in Niagara Falls](https://expedia.com/Things-To-Do-In-Niagara-Falls.d602721.Travel-Guide-Activities)

Packages

- [Holiday in Niagara Falls](https://expedia.com/Niagara-Falls.d602721.Destination-Travel-Guides)

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