A lake surrounded by autumn-colored trees reflecting on the water.

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Check prices for these dates

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

Our top choices for Middletown cabin rentals

A small, single-story cabin with a beige exterior, a white door, and two windows. An American flag is displayed outside.

1. Nature Escape - studio in the forest

Nature Escape - studio in the forest
Middletown
8.0 out of 10, Very good, (1 review)
"Our dogs were able to stay with us which was the greatest amenity! We needed to book a place quickly due to a family member’s fast approaching wedding. Traveling from Maine was too long of a trip to leave the pets at home. The cabin is super cute, but felt like it could have been a little cleaner. It was tidy and picked up but a few things were missed ( like the mirror in the bathroom had some splatters on it) This could have could have been due to our request for an early arrival, but since...
United States
Ashley C.
Nature Escape - studio in the forest
A wooden cabin with a balcony, surrounded by lush greenery and a small shed.

2. Cozy Loft Cabin high above Bashakill Wildlife Refuge

Cozy Loft Cabin high above Bashakill Wildlife Refuge
Wurtsboro
9.6 out of 10, Exceptional, (34 reviews)
"Very nice place to spend the weekend with my beautiful wife for our 23rd anniversary! Thank you very much for your hospitality!"
United States
nelu
$186 nightly
The price is $209
Oct 28 - Oct 29
Total with taxes and fees
Cozy Loft Cabin high above Bashakill Wildlife Refuge
A small black cabin with a metal roof, surrounded by a grassy area and trees.

3. Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (119 reviews)
"Great location being right at the trailhead for hiking."
United States
Tonne
$194 nightly
The price is $218
Oct 12 - Oct 13
Total with taxes and fees
Trails Head Cabin
A wooden cabin with a covered deck, outdoor seating, and a fire pit.

4. Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
9.8 out of 10, Exceptional, (6 reviews)
"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.
$206 nightly
The price is $243
Nov 3 - Nov 4
Total with taxes and fees
Historic Cabin with Pool & Fire Pit
An aerial view of a residential property with a swimming pool, a covered patio, and a driveway.

5. Peaceful 3-Bedroom Log Cabin Retreat in the Heart of Idyllic Sparrow Bush NY

Peaceful 3-Bedroom Log Cabin Retreat in the Heart of Idyllic Sparrow Bush NY
Sparrow Bush
10.0 out of 10, Exceptional, (4 reviews)
"Wonderful property!!"
United States
Kathryn D.
$730 nightly
The price is $825
Oct 5 - Oct 6
Total with taxes and fees
Peaceful 3-Bedroom Log Cabin Retreat in the Heart of Idyllic Sparrow Bush NY
A small red house with a porch, two blue chairs, and a wreath on the door.

6. Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in the heart of the Hudson Valley, Cabin 4
Newburgh
9.2 out of 10, Wonderful, (28 reviews)
"Pet-friendly and easily accessible."
United States
Brigitte
$161 nightly
The price is $190
Oct 5 - Oct 6
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 4
An indoor pool area with a waterfall feature, stone walls, and lounge chairs.

7. Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking

Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
vernon
9.2 out of 10, Wonderful, (34 reviews)
"We loved our stay here! The rooms were clean, the host was incredibly communicative and easy to get in touch with! We had everything we needed in the house and we would highly recommend this for your next stay! The location was great. Looking forward to rebooking here in the future!"
United States
Taylor B.
$403 nightly
The price is $455
Oct 7 - Oct 8
Total with taxes and fees
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
A small single-story house with a front porch, two pink Adirondack chairs, and a wreath on the door.

8. Cabin in the Heart of the Hudson Valley, Cabin 1

Cabin in the Heart of the Hudson Valley, Cabin 1
Newburgh
10.0 out of 10, Exceptional, (36 reviews)
"Great place! Nicely decorated with attention to detail. My wife and I would stay again if we are back in the area."
United States
Tim G.
$193 nightly
The price is $228
Oct 5 - Oct 6
Total with taxes and fees
Cabin in the Heart of the Hudson Valley, Cabin 1
A modern building with a prominent logo on the top left.

9. Country Tiny Home w/ King Bed & Hot Tub 18 Acres

Country Tiny Home w/ King Bed & Hot Tub 18 Acres
Ellenville
$339 nightly
The price is $380
Oct 6 - Oct 7
Total with taxes and fees
Country Tiny Home w/ King Bed & Hot Tub 18 Acres
A wooden log cabin with a brown door, a lantern, a bell, and a wreath.

10. Secluded Luxury Cabin Surrounded by Nature - Fernwood Lodge

Secluded Luxury Cabin Surrounded by Nature - Fernwood Lodge
Glen Spey
10.0 out of 10, Exceptional, (2 reviews)
"This place looks even better than what we have seen from the pictures. Everything within the property was very well maintained, organized and cozy. Paul and Chuck put a lot of hard work and love into this place. They included everything that was needed for a comfortable stay in an outdoors cabin, even things you wouldn't have considered in the first place. We were searching for a place to take a break from the city's atmosphere(the sound, the people,etc) and this place answered our needs for...
United States
Aleksandr D.
$638 nightly
The price is $716
Oct 5 - Oct 6
Total with taxes and fees
Secluded Luxury Cabin Surrounded by Nature - Fernwood Lodge
A small, single-story cabin with a front door and windows, surrounded by trees and a wooden deck.

11. Cozy Cabin near Nature Trails, Waterfalls and 10m to music at Bethel Woods!

Cozy Cabin near Nature Trails, Waterfalls and 10m to music at Bethel Woods!
Monticello
10.0 out of 10, Exceptional, (11 reviews)
"Loved the cottage, it was quaint in an idyllic setting and right next to easy hikes. Lovely and would come back for a longer retreat asap!"
United States
Angeline
$291 nightly
The price is $327
Oct 5 - Oct 6
Total with taxes and fees
Cozy Cabin near Nature Trails, Waterfalls and 10m to music at Bethel Woods!
A small blue house with two blue Adirondack chairs, a small table, and a potted plant.

12. Cabin in the heart of the Hudson Valley, Cabin 2

Cabin in the heart of the Hudson Valley, Cabin 2
Newburgh
9.6 out of 10, Exceptional, (40 reviews)
"This was a great place to stay with our cats for a night on our way to Vermont."
United States
George J.
$161 nightly
The price is $190
Oct 5 - Oct 6
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 2
A cabin with a deck overlooking a calm body of water, surrounded by lush greenery.

13. Black Marsh Mellow Tiny Home

Black Marsh Mellow Tiny Home
Woodridge
5.0 out of 10, (2 reviews)
"Doors to cabin were warped and not very secure, couch in sitting area very uncomfortable "
United States
Edward G.
$286 nightly
The price is $322
Oct 13 - Oct 14
Total with taxes and fees
Black Marsh Mellow Tiny Home
A two-story house with a balcony, stone steps, and potted plants.

14. Entire Cabin - Modern A-Frame w/Hot Tub

Entire Cabin - Modern A-Frame w/Hot Tub
Ellenville
10.0 out of 10, Exceptional, (6 reviews)
"The cabin exceeded my expectations and was an amazing getaway "
United States
Bruce C.
$515 nightly
The price is $576
Oct 6 - Oct 7
Total with taxes and fees
Entire Cabin - Modern A-Frame w/Hot Tub
A small, single-story building with a dark exterior and a red roof. It features a white-framed window and a door, with a small porch area.

15. perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain

perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain
New Paltz
2.0 out of 10, (1 review)
"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.
$408 nightly
The price is $457
Oct 5 - Oct 6
Total with taxes and fees
perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain
A small single-story house with two windows, a front door, and a porch with blue and white Adirondack chairs.

16. Cabin in the heart of the Hudson Valley, Cabin 3

Cabin in the heart of the Hudson Valley, Cabin 3
Newburgh
9.8 out of 10, Exceptional, (16 reviews)
"We had a great stay, everything you need is provided. Would recommend to anyone."
United States
Bill W.
$193 nightly
The price is $228
Oct 7 - Oct 8
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 3
A geodesic dome structure with a wooden deck and a sign reading "Nature Lovers".

17. Nature Lovers Geodome - Unique Escapes "Nature Lovers" Geodome Getaway!

Nature Lovers Geodome - Unique Escapes "Nature Lovers" Geodome Getaway!
Monticello
$518 nightly
The price is $582
Oct 22 - Oct 23
Total with taxes and fees
Nature Lovers Geodome - Unique Escapes "Nature Lovers" Geodome Getaway!
A tent-style room with a bed, white curtains, and a view of greenery outside.

18. 007 Geodome - Unique Escapes "007" Luxury Camping Geo-Dome!

007 Geodome - Unique Escapes "007" Luxury Camping Geo-Dome!
Monticello
007 Geodome - Unique Escapes "007" Luxury Camping Geo-Dome!
A bedroom with a bed, bedside table, and a small table with chairs.

19. Rosé All Day Geodome - Unique Escapes "Rosé All Day" Dog Friendly Geodome

Rosé All Day Geodome - Unique Escapes "Rosé All Day" Dog Friendly Geodome
Monticello
Rosé All Day Geodome - Unique Escapes "Rosé All Day" Dog Friendly Geodome
A cabin with a stone pathway leading to a wooden deck, surrounded by trees and a body of water.

20. Lakefront Escape | Hot Tub, Theater & Game Room

Lakefront Escape | Hot Tub, Theater & Game Room
Monticello
Lakefront Escape | Hot Tub, Theater & Game Room
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 Middletown Hotel Reviews

Tru by Hilton Middletown

Tru by Hilton Middletown

10/10 Excellent
"todo me gustó"
Daniel 4-night trip
Posted 1 day ago
Tru by Hilton Middletown

Find out more about Middletown

Middletown Cabin Rentals information

Number of reviews
340
Accommodation
104 Cabin Rentals
Lowest Price
$190
Highest Price
$825

Frequently asked questions

What are the best cabins near Middletown?
Rediscover the outdoors without surrendering the comforts at one of our 856 cabins in and around Middletown. Whether you have adventure or relaxation on your itinerary, Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc has both in spades. Alternatively, get cozy at Log Cabin Living On The Esopus Creek and enjoy its beautiful surroundings.
Are there cheap cabins in Middletown?
Whether you'd prefer to stay near the water or high up in the hills, we have an impressive selection of cheap cabins in Middletown to consider. Priced from $190 to $825 a night, your perfect cabin rental is waiting right 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 Middletown?
Book a stay you'll always remember at one of our Middletown luxury cabins. Cabin - Hot Tub, Lake On Site, Rowboat is one place where you can spend a couple of days or more indulging your taste for the finer things in life. It features a wet bar and a spa tub. Alternatively, use Cabin - Roscoe Retreat: 3 Mi To Beaverkill River Fishing as a base to explore the impressive natural areas around you. Premium touches here include a deck and a spa tub.
What are the best river cabins near Middletown?
When you think of the word relaxing, a river cabin near Middletown should be the first thing that enters your head. Incredible Fall Foliage Golf/hike is the ideal place to find some R&ampR. Along with its beautiful surroundings, it features amenities such as on-site watersports and a wood stove. Cozy Farm Private Cabin - 30% Off Spring Special is another top pick. Snowsport activities and outdoor furniture are some of the conveniences you'll have at your disposal here.
What are the best cabins with pools near Middletown?
If you like the thought of every day being a pool day, make a reservation at Cabin - Bohemian, Luxurious Retreat In Hideout. It's one of our most sought-after cabin rentals with a pool near Middletown and comes with handy amenities like on-site watersports and a swimming pool. Cabin - Cozy Poconos Ski Retreat With Hot Tub is another fantastic place to spend your days splashing around. On-site watersports, a swimming pool and good times are what you can expect here.
Can I find beach cabins near Middletown?
Wake up and be steps from a beautiful shoreline when you choose a Middletown beach cabin rental. Sun and fun should be the only things on your mind at Incredible Fall Foliage Golf/hike. It comes with on-site watersports and beach sun loungers. Alternatively, throw your bag down and spend your break at Cabin - Woodstove, Firepit, Lakeviews And Access To Lake. Useful amenities here include on-site watersports and a nearby beach.
What are the best weekend cabin rentals in Middletown?
If you're yearning to spend a handful of relaxing days connecting with nature, Cabin - Bethany Heaven, Peaceful, Private is just the place. Head here for a long weekend and take advantage of conveniences such as a swimming pool and a patio. Another favorite retreat is Stylish + Modern Roxbury Cabin. Offering a swimming pool, a tennis court and plenty of peaceful vibes, you'll go home feeling like a new person.
What are the best cabin prices in Middletown?
If you'd love to spend less on your stay, Expedia has some incredible deals on Middletown cabins that won't put a dent in your vacation budget. How does $190 a night sound to you?
Can I find log cabins in Middletown?
For some, the perfect outdoor vacation just isn't complete without bunking down in a log cabin full of charm and character. Get your adventure on or just switch off and unwind at Elegant Log Cabin. Private, Great Wi. Activities such as camping and boating are among the fun things to do here. Another inviting log cabin getaway is 1890's Log Cabin ~ 230 Acre Private Reserve. Hiking and shore fishing will keep you occupied when you're not hibernating in your rustic hideaway.
What are the highest-rated cabins in Middletown?
With an impressive rating, it's no wonder why 1890's Log Cabin ~ 230 Acre Private Reserve is recommended by Expedia vacationers. It has amenities like a tennis court and a patio. Mountain Top Cabin With Outstanding Views is another fabulous option. Quality conveniences like on-site watersports and a patio will help make your stay nice and comfy.
What are the top things to see and do in Middletown?
After you've spent a few days unwinding in your cabin, venture out and explore some of Middletown's well-known sights. Orange County Fair Speedway is on the must-do list of many adventurers. Another favorite attraction is Highland Lakes State Park. Rent a car and check it out whenever you like.
Why should I book a cabin in Middletown?
For a vacation in the great outdoors that won't blow your budget, a cabin is hard to beat. Imagine waking to the sound of birds outside and drinking coffee on a private deck surrounded by gorgeous views. Rent a cabin in Middletown and leave behind the hectic pace of the city. Whether they're by a lake, river, beach or mountain, cabins deliver a rustic and relaxing experience for those who need a break.
What are the top nature cabins in Middletown?
Head for Incredible Fall Foliage Golf/hike and let life's stresses drift downstream. Fun activities like golf and jet skiing help make this river cabin in Middletown a traveler favorite. Cozy Farm Private Cabin - 30% Off Spring Special is another retreat where you can unwind in Mother Nature. If you're looking for outdoor excitement, try nearby water skiing and nearby basketball.
What are some of the best cabins near Orange County Fair Speedway in Middletown?
Mother Nature will be your neighbor at a cabin in Orange County Fair Speedway. Cozy Loft Cabin High Above Bashakill Wildlife Refuge is a favorite. This place also unlocks the door to big adventure, with nearby hiking and biking trails and nearby cross-country skiing among the things to do nearby. Another option is New Brook View Cabin: Stunning A. Get active and then head back to your cabin to take advantage of its many comforts.

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