panoramic view of mid hudson bridge over hudson river valley (poughkeepsie, upstate new york) sunny day train station wide angle sun glare crossing suspension small town travel metro north

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Highland cottages

Exterior

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Kerhonkson
9.6 out of 10, Exceptional, (14 reviews)
"The property was well maintained, it felt very cozy and well located in the town. Host were amazing as they were always present to help me with any problem I had even though I never needed them."
United States
Sebastian A.
The price is ￥17,775
￥33,847 total
includes taxes & fees
Jul 8 - Jul 9
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Property grounds

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
9.0 out of 10, Wonderful, (2 reviews)
"The place was as described, quaint, clean, no issues with communication or check in"
United States
Stephen H.
The price is ￥24,195
￥36,641 total
includes taxes & fees
Jun 23 - Jun 24
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Terrace/patio

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
woodstock
8.8 out of 10, Excellent, (48 reviews)
"We were warm and cozy in the beautiful snowy woods. Thank you. "
United States
Brigit B.
The price is ￥32,260
￥53,474 total
includes taxes & fees
Jun 24 - Jun 25
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
House (3 Bedrooms) | Interior

Bright Cornwall-on-hudson Vacation Rental!

Bright Cornwall-on-hudson Vacation Rental!
3.0 star property
Cornwall
10.0 out of 10, Exceptional, (1 review)
"Very nice property, very comfortable, close to multiple sightseeing location including bear mountain."
United States
Poyuk
The price is ￥55,326
￥112,554 total
includes taxes & fees
Jun 25 - Jun 26
Bright Cornwall-on-hudson Vacation Rental!
Iron/ironing board, WiFi, bed sheets

Private Pool House - Pool · Jacuzzi · Fireplace

Private Pool House - Pool · Jacuzzi · Fireplace
Pine Bush
Private Pool House - Pool · Jacuzzi · Fireplace
House (3 Bedrooms) | Interior

Luxe Mountain Getaway on Private Rd Near Rhinebeck

Luxe Mountain Getaway on Private Rd Near Rhinebeck
3.0 star property
Hyde Park
The price is ￥108,555
￥183,630 total
includes taxes & fees
Jul 5 - Jul 6
Luxe Mountain Getaway on Private Rd Near Rhinebeck
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 & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

8/10 Good
"In town for a wedding. Hotel and location worked out great. Breakfast was very nice as well."
Kevin 3-night trip
Posted 7 hours ago
Hampton Inn & Suites Poughkeepsie

Find out more about Highland

Highland Cottages information

Number of reviews
1
Accommodation
117 Cottages
Lowest Price
￥112,554
Highest Price
￥183,630

Frequently asked questions

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We think that vacays should be a walk in the park, so if you're in search of cottages in Highland at an affordable price, Expedia is here to help. Save cash and choose a cheap option far from the hustle and bustle, or book a 5-star cottage to pamper your loved ones.
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Expedia can help you easily source cheap cottages in Highland. To book a superb stay in a few clicks, try out the filter tool to tailor your search results by budget, amenities and star rating.
What is there to do in Highland near my cottage?
Once you've unpacked your bags, head out and discover the wonderful things Highland has to offer. Apple Greens Golf Course is a top attraction to add to your must-see list.