A suspension bridge over a river with autumn foliage and distant hills.

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Highland cottages

A cottage with a wooden deck, a porch, and a staircase leading to the entrance.

1. 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, (18 reviews)
"The cottage was welcoming, clean and cozy. We appreciated the special touches throughout. The indoor fireplace and sauna were a huge bonus "
United States
Anthony M.
The price is £188
includes taxes & fees
25 Oct - 26 Oct
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
A wooden cabin surrounded by lush greenery and trees.

2. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (301 reviews)
"It was the perfect place for a weekend away from home! The location was only a few minutes from town and was the perfect size for a couple. Would definitely reccomend!"
United States
Kristen S.
The price is £268
includes taxes & fees
26 Oct - 27 Oct
Streamside Cottage Half Mile to Town of Woodstock
A small cabin with a porch, surrounded by dense forest and a clear night sky with a visible moon.

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

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
9.6 out of 10, Exceptional, (5 reviews)
"The place was as described, quaint, clean, no issues with communication or check in"
United States
Stephen H.
The price is £168
includes taxes & fees
8 Oct - 9 Oct
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
A blue house with a porch, an American flag, and a brick pathway leading to the entrance.

4. 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 £527
includes taxes & fees
22 Oct - 23 Oct
Bright Cornwall-on-hudson Vacation Rental!
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

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent
"Perfect room. Very clean and new hotel. Quiet and convenient. Decent breakfast. Very nice and helpful front desk staff."
Michael 1-night trip
Posted 2 hours ago
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Find out more about Highland

Highland Cottages information

Number of reviews
325
Accommodation
115 Cottages
Lowest Price
£168
Highest Price
£527

Frequently asked questions

Why book your cottage in Highland with Expedia?
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.
How can I find cheap cottages in Highland?
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.