Search Highland Cottages

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Highland cottages

Property grounds

Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (276 reviews)
"The view in the snow was absolutely gorgeous and the size of the accommodations was perfect!"
United States
Abigail Y.
$272 nightly
The price is $305
Apr 16 - Apr 17
Total with taxes and fees
Streamside Cottage Half Mile to Town of Woodstock
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
9.4 out of 10, Exceptional, (13 reviews)
"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "
United States
Patrick S.
$166 nightly
The price is $169
Apr 15 - Apr 16
Total with taxes and fees
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Exterior

Kapitan’s cottage a Rustic Private Catskill Getaway Near Kingston

Kapitan’s cottage a Rustic Private Catskill Getaway Near Kingston
Kingston
9.6 out of 10, Exceptional, (10 reviews)
"We had a great time. Place is convenient located in proximity of Rosendale and Kingston "
United States
Carol N.
$340 nightly
The price is $380
Apr 15 - Apr 16
Total with taxes and fees
Kapitan’s cottage a Rustic Private Catskill Getaway Near Kingston
Terrace/patio

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
woodstock
9.0 out of 10, Wonderful, (47 reviews)
"A gem just minutes from the heart of Woodstock!"
United States
Susannah H.
$276 nightly
The price is $309
Apr 12 - Apr 13
Total with taxes and fees
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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
10.0 out of 10, Exceptional, (1 review)
"The place was as described, quaint, clean, no issues with communication or check in"
United States
Stephen H.
$190 nightly
The price is $214
Apr 17 - Apr 18
Total with taxes and fees
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Highland Hotel Reviews

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

10/10 Excellent
"Staff isn’t from the south "
William 1-night trip
Posted 11 hours ago
Residence Inn by Marriott Kingston

Find out more about Highland

Highland Cottages information

Number of reviews
347
Accommodation
114 Cottages
Lowest Price
$169
Highest Price
$380

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.

Explore a world of travel with Expedia