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

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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.
$232 nightly
The price is $234
Oct 5 - Oct 6
Total with taxes and fees
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
A two-story house with a balcony, surrounded by lush greenery.

2. Quiet Solitude with Firepit, Electric Stove & Private Deck

Quiet Solitude with Firepit, Electric Stove & Private Deck
Hopewell Junction
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay at Sara's place. Unfortunately due to all the rain we couldn't enjoy the outside facilities. The bedroom loft is charming and everything you need is there. Thanks for a great stay!"
United States
stephanie a.
$487 nightly
The price is $551
Oct 1 - Oct 2
Total with taxes and fees
Quiet Solitude with Firepit, Electric Stove & Private Deck
A wooden cabin surrounded by lush greenery and trees.

3. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (299 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.
$280 nightly
The price is $314
Sep 27 - Sep 28
Total with taxes and fees
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.

4. 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.
$194 nightly
The price is $218
Sep 28 - Sep 29
Total with taxes and fees
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.

5. 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
$591 nightly
The price is $698
Oct 22 - Oct 23
Total with taxes and fees
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

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

10/10 Excellent
"I prefer a known quantity to unique, and Hampton Inn provides a fresh, clean hotel, a delicious breakfat bar with lots of hot and cold choices, and it was quiet. We swam in the pool twice in the afternoon during our 5 day stay, and had it to ourselves. I missed having a hot tub, as this property has the indoors pool but no tub."
Nancy 5-night trip
Posted 2 hours ago
Hampton Inn by Hilton New Paltz

Find out more about Highland

Highland Cottages information

Number of reviews
324
Accommodation
116 Cottages
Lowest Price
$218
Highest Price
$698

Frequently asked questions

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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.

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