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Search the Best Cabins in Highland

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Jan 9 - Jan 11
In two months
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In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Highland cabin rentals

Exterior
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Cabin in Carmel

Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
3.0 star property
10.0 out of 10, Exceptional, (3)
"It was great! We loved staying in this cute house. Proximity to the lake is great, and the backyard is quite beautiful."
United States
Varuna S.
$325 nightly
The price is $352
Dec 30 - Dec 31
Total with taxes and fees
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Exterior
Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in Newburgh

Cabin in the heart of the Hudson Valley, Cabin 4
9.2 out of 10, Wonderful, (25)
"We LOVE this place and have stayed here twice."
United States
jennifer w.
$169 nightly
The price is $200
Dec 24 - Dec 25
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 4
Exterior
Mossy Moody Cabin in High Falls, NY

Cabin in High Falls

Mossy Moody Cabin in High Falls, NY
9.8 out of 10, Exceptional, (18)
"Thoroughly enjoyed the mossy moody cabin - stylishly decorated and comfy - secluded in the woods- but close to wonderful restaurants and shopping, hikes. Our host was responsive and provided excellent recommendations to explore the region. "
United States
Beth W.
$498 nightly
The price is $557
Dec 30 - Dec 31
Total with taxes and fees
Mossy Moody Cabin in High Falls, NY
Exterior
Nature Escape - studio in the forest

Cabin in Middletown

Nature Escape - studio in the forest
$411 nightly
The price is $486
Dec 31 - Jan 1, 2026
Total with taxes and fees
Nature Escape - studio in the forest
Exterior
Charming 2-bedroom cabin on 25 acres with loft space and full basement

Cabin in Hyde Park

Charming 2-bedroom cabin on 25 acres with loft space and full basement
10.0 out of 10, Exceptional, (3)
"Beautiful house, very cozy, plenty of stuff to keep the kids busy and Zack was very helpful with everything."
United States
James S.
$343 nightly
The price is $388
Dec 30 - Dec 31
Total with taxes and fees
Charming 2-bedroom cabin on 25 acres with loft space and full basement
Exterior
Cabin in the Heart of the Hudson Valley, Cabin 1

Cabin in Newburgh

Cabin in the Heart of the Hudson Valley, Cabin 1
10.0 out of 10, Exceptional, (31)
"Great overnight spot, especially with a dog."
United States
Ed C.
$236 nightly
The price is $279
Dec 28 - Dec 29
Total with taxes and fees
Cabin in the Heart of the Hudson Valley, Cabin 1
Exterior
Charming & Cozy Cabin w/ Screened Porch

Cabin in Stone Ridge

Charming & Cozy Cabin w/ Screened Porch
8.8 out of 10, Excellent, (3)
"spacious, very well equipped, clean, quiet. "
United States
Marsha L.
$463 nightly
The price is $518
Jan 14 - Jan 15, 2026
Total with taxes and fees
Charming & Cozy Cabin w/ Screened Porch
Exterior
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

Cabin in Montgomery

Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
10.0 out of 10, Exceptional, (2)
"This little cabin was exactly what we needed for our stay in NY. It looks just as described, was clean, and the location was perfect for all of the places we wanted to visit. Overall it was very cozy and relaxing and we can't wait to stay again! "
United States
Sarah A.
$197 nightly
The price is $223
Dec 28 - Dec 29
Total with taxes and fees
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
Exterior
Rustic Cabin in Fishkill!

Cabin in Fishkill

Rustic Cabin in Fishkill!
10.0 out of 10, Exceptional, (3)
"Ideal cabin getaway. "
United States
Nadja E.
$398 nightly
The price is $452
Dec 24 - Dec 25
Total with taxes and fees
Rustic Cabin in Fishkill!
Exterior
Cabin in the heart of the Hudson Valley, Cabin 3

Cabin in Newburgh

Cabin in the heart of the Hudson Valley, Cabin 3
9.8 out of 10, Exceptional, (14)
"We had a great stay, everything you need is provided. Would recommend to anyone."
United States
Bill W.
$238 nightly
The price is $281
Dec 25 - Dec 26
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 3
Exterior
Cabin in the heart of the Hudson Valley, Cabin 2

Cabin in Newburgh

Cabin in the heart of the Hudson Valley, Cabin 2
9.4 out of 10, Exceptional, (31)
"A very cute, convenient, and affordable stay with timely, friendly communication from the owner. Our dog loved it and we appreciated the ability to have a private place to stay."
United States
Sara B.
$170 nightly
The price is $201
Dec 25 - Dec 26
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 2
Exterior
Charming Cabin in Fishkill!

Cabin in Fishkill

Charming Cabin in Fishkill!
9.6 out of 10, Exceptional, (4)
"What a sweet little spot in a gorgeous area - clean, simple, and beautiful. Thanks for a great stay! "
United States
Julia T.
$376 nightly
The price is $428
Dec 24 - Dec 25
Total with taxes and fees
Charming Cabin in Fishkill!
Exterior
perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain

Cabin in New Paltz

perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain
2.0 star property
2.0 out of 10, (1)
"When we arrived at the house, we unpacked and within a few minutes, we smelled something that smelled like sewer gas in the bathroom. The owners came over and accused us of pouring something down the drain to get out of paying them. We could not stay in the house it smelled so bad and they would not refund our money. VRBO took their side! This was a horrific experience. I hope they get the sewer smell figured out. I just wanted to visit my daughter and this turned into a nightmare. I understand...
United States
Susannah R.
$399 nightly
The price is $446
Dec 24 - Dec 25
Total with taxes and fees
perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain
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

10/10 Excellent
"This place is great it’s clean, great staff, and nice breakfast options. Will definitely be coming back! "
Amanda 1-night trip
Posted 19 hours ago
Hampton Inn & Suites Poughkeepsie

Find out more about Highland

Highland Cabin Rentals information

Number of reviews
131
Accommodation
60 Cabin Rentals
Lowest Price
$200
Highest Price
$557

Frequently asked questions

What are the best cabins near Highland?
Ranging from quaint and compact to big and luxurious, there are 492 cabins available in and around Highland. Standouts include Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc and Log Cabin Living On The Esopus Creek.
Are there cheap cabins in Highland?
Whether you'd like to stay close to the water or in the hills, we have an excellent range of cheap cabins in Highland to suit your style and budget. Priced from $200 to $557 a night, your perfect cabin rental is ready for you to book here.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best luxury cabins near Highland?
After spending your day having adventures in nature, return home to the serious comfort and style of a Highland luxury cabin. Cabin - Roscoe Retreat: 3 Mi To Beaverkill River Fishing is an ideal option if you'd love to spoil yourself. You'll appreciate the fine touches here, such as a deck and a spa tub. Cabin - In The Heart Of Woodstock 2bedroom With Hot Tub And Wood Fireplace is another enticing stay. Make use of a deck, a spa tub and a whole lot more.
What are the best river cabins near Highland?
If you're seeking a character-filled retreat by the water, a Highland river cabin is an awesome choice. Kick back at Cabin - Charming, Quiet, River Front and let all your worries take a hike downstream. Handy amenities here include snowsport activities and skiing facilities. Another riverside option is Cozy Farm Private Cabin - 30% Off Spring Special. You'll have use of snowsport activities, outdoor furniture and more.
What are the best cabins with pools near Highland?
Slip on your swimwear and enjoy a dip whenever your heart desires when you book one of our cabin rentals with a pool near Highland. Secluded Log Cabin In Catskills With Jacuzzi And Mountain ranks high among travelers. On-site watersports and a swimming pool are some of the other amenities you'll find here. Or, catch up on some "me time" at Private - Exclusive Catskills Lake Front Rustic Cabin By Nyc Designer. As well as a nice pool, this cabin comes with on-site watersports and a swimming pool.
Can I find beach cabins near Highland?
Get your dose of sunshine and salty sea air at Cabin - Woodstove, Firepit, Lakeviews And Access To Lake. One of our popular Highland beach cabin rentals, it offers guests on-site watersports and a nearby beach. You can also spend lazy days along the shoreline at Glamping Getaway In Woodstock Lake Campground. A swimming pool and on-site watersports will help make your time away even more special.
What are the best weekend cabin rentals in Highland?
It doesn't get much better than a weekend cabin getaway after a draining week at work. Ditch your cubicle for a few days or more in nature at 1890's Log Cabin ~ 230 Acre Private Reserve. A tennis court and a patio are some handy amenities it offers. Work will also be the furthest thing from your mind at Secluded Log Cabin In Catskills With Jacuzzi And Mountain. Get cozy here and enjoy access to on-site watersports and a swimming pool.
What are the best cabin prices in Highland?
Whether you're counting your pennies or want to indulge on your next vacation, you'll find what you're looking for on Expedia. At the moment, you can pick up a Highland cabin from just $200 a night.
Can I find log cabins in Highland?
For many nature lovers, the perfect outdoor vacation is all about bunking down in a log cabin filled with character. Get adventurous or simply switch off and unwind at Elegant Log Cabin. Private, Great Wi. Recreational activities such as horse riding and camping are among the exciting things to do here. Another inviting log cabin getaway is 1890's Log Cabin ~ 230 Acre Private Reserve. Picnicking and snowboarding will keep you entertained when you're not resting up in your timber-clad retreat.
What are the highest-rated cabins in Highland?
With an impressive rating, it's easy to see why Cabin - Modern Catskills Oasis W Pool And Bar Hall is recommended by Expedia vacationers. Some useful amenities here include a swimming pool and a patio. Cozy Log Cabin In The Catskills Belleayre Ski Mountain is another great choice. Quality conveniences like a patio and a firepit will help make your stay happy and comfortable.
What are the top things to see and do in Highland?
Add a dash more adventure to your cabin vacation by checking out some of the best attractions around Highland. Culinary Institute of America and Marist College are excellent places to start. Love more sightseeing ideas? Franklin D Roosevelt Library & Museum and Apple Greens Golf Course are a few other standouts you'll find within driving distance.
Why should I book a cabin in Highland?
For a break that's big on character, comfort and value for money, a cabin is the best choice. Leave your city blues behind and roam through the greenery of the great outdoors. From days spent hiking to peaceful evenings cuddled up with your sweetheart, cabins offer both excitement and relaxation. Check out the fantastic Highland options right here on Expedia.
What are the top nature cabins in Highland?
The outdoors won't be the only thing you'll be surrounded by when you book a nature cabin in Highland. Adventure will be all around you too. Settle into Cabin - Charming, Quiet, River Front and spend your days nearby golfing and nearby windsurfing. Also consider Cozy Farm Private Cabin - 30% Off Spring Special. It's well known for its creature comforts along with its nearby horse riding and hiking opportunities nearby.
What are some of the best cabins near Apple Greens Golf Course in Highland?
Your closest neighbor is nature at a cabin in Apple Greens Golf Course. 1890's Log Cabin ~ 230 Acre Private Reserve is popular with vacationers. This escape is also home to adventure, with nearby horse riding and nearby fishing among the activities nearby. Another inviting option is Log Cabin In Zen Forest. Go exploring and then return to your cabin to take advantage of its many comforts.

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