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

Search the Best Cabins in Middletown

  • 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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Middletown cabin rentals

A wooden cabin with a balcony, surrounded by lush greenery and a small shed.

1. 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
Cozy Loft Cabin high above Bashakill Wildlife Refuge
A wooden cabin with a covered deck, outdoor seating, and a fire pit.

2. 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.
$200 nightly
The price is $236
Nov 1 - Nov 2
Total with taxes and fees
Historic Cabin with Pool & Fire Pit
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, (124 reviews)
"Great location being right at the trailhead for hiking."
United States
Tonne
$184 nightly
The price is $206
Oct 27 - Oct 28
Total with taxes and fees
Trails Head Cabin
A cabin with a deck, a fire pit, and a staircase leading to the upper level.

4. Riverfront Retreat | Hot Tub, Firepit & Pool Table

Riverfront Retreat | Hot Tub, Firepit & Pool Table
Cuddebackville
10.0 out of 10, Exceptional, (1 review)
"The house and location were beautiful for a fall weekend getaway. There’s plenty to do right in and around the house to be entertained! We would love to come back!"
United States
Heather M.
$647 nightly
The price is $722
Oct 29 - Oct 30
Total with taxes and fees
Riverfront Retreat | Hot Tub, Firepit & Pool Table
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.
$599 nightly
The price is $678
Nov 2 - Nov 3
Total with taxes and fees
Peaceful 3-Bedroom Log Cabin Retreat in the Heart of Idyllic Sparrow Bush NY
An indoor pool area with a waterfall feature, stone walls, and lounge chairs.

6. 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, (35 reviews)
"The place is very well decorated and clean. The check-in and checkout instructions are very detailed and clear. The nearby Wawayanda State Park is absolutely worth visiting — beautiful views and many hiking trails."
United States
Ling Z.
$460 nightly
The price is $520
Oct 27 - Oct 28
Total with taxes and fees
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
A building with a large arched window, a covered outdoor seating area, and a vineyard in the foreground.

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

Country Tiny Home w/ King Bed & Hot Tub 18 Acres
Ellenville
$342 nightly
The price is $383
Oct 27 - Oct 28
Total with taxes and fees
Country Tiny Home w/ King Bed & Hot Tub 18 Acres
A small blue house with two blue Adirondack chairs, a small table, and a potted plant.

8. 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, (41 reviews)
"This was a great place to stay with our cats for a night on our way to Vermont."
United States
George J.
$198 nightly
The price is $234
Nov 1 - Nov 2
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 2
A small single-story house with a front porch, two pink Adirondack chairs, and a wreath on the door.

9. 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.
$243 nightly
The price is $287
Oct 27 - Oct 28
Total with taxes and fees
Cabin in the Heart of the Hudson Valley, Cabin 1
A wooden log cabin with a brown door, a lantern, a bell, and a wreath.

10. Secluded Luxury Catskills Log Cabin - 4BR, Fireplace & Fire Pit, Sleeps 8

Secluded Luxury Catskills Log Cabin - 4BR, Fireplace & Fire Pit, Sleeps 8
Glen Spey
10.0 out of 10, Exceptional, (3 reviews)
"The property was amazing. It was clean and had everything we needed for our family get away. So much attention to detail inside. The hospitality was unmatched. We will book this property with Chuck again in the future."
United States
Unspecified U.
$685 nightly
The price is $770
Nov 2 - Nov 3
Total with taxes and fees
Secluded Luxury Catskills Log Cabin - 4BR, Fireplace & Fire Pit, Sleeps 8
A cabin with a deck overlooking a calm body of water, surrounded by lush greenery.

11. 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.
$287 nightly
The price is $323
Oct 27 - Oct 28
Total with taxes and fees
Black Marsh Mellow Tiny Home
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.

12. 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.
$382 nightly
The price is $427
Oct 27 - Oct 28
Total with taxes and fees
perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain
A two-story house with a balcony, stone steps, and potted plants.

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

Entire Cabin - Modern A-Frame w/Hot Tub
Ellenville
10.0 out of 10, Exceptional, (7 reviews)
"The cabin exceeded my expectations and was an amazing getaway "
United States
Bruce C.
$502 nightly
The price is $562
Nov 1 - Nov 2
Total with taxes and fees
Entire Cabin - Modern A-Frame w/Hot Tub
A small single-story house with two windows, a front door, and a porch with blue and white Adirondack chairs.

14. 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, (20 reviews)
"We had a great stay, everything you need is provided. Would recommend to anyone."
United States
Bill W.
$243 nightly
The price is $287
Oct 27 - Oct 28
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 3
A small red house with a porch, two blue chairs, and a wreath on the door.

15. 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, (31 reviews)
"Everything was just as it was in our past stays. The place was clean, neat and organized very well. Communication with the host was very easy and almost immediate reply."
United States
Albert
$198 nightly
The price is $234
Oct 27 - Oct 28
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 4
A modern bedroom with a bed, bedside table, and a view of greenery through large windows.

16. Modern Luxury Geodome (No Pets) - Unique Escapes "Modern Luxury" Catskills Geodome!

Modern Luxury Geodome (No Pets) - Unique Escapes "Modern Luxury" Catskills Geodome!
Monticello
$468 nightly
The price is $526
Nov 5 - Nov 6
Total with taxes and fees
Modern Luxury Geodome (No Pets) - Unique Escapes "Modern Luxury" Catskills Geodome!
A modern two-story house with a deck, surrounded by a forest.

17. Secluded Catskills Treehouse | Hot Tub + Roof Deck

Secluded Catskills Treehouse | Hot Tub + Roof Deck
Pond Eddy
10.0 out of 10, Exceptional, (165 reviews)
"The best upstate getaway! This house by far the best vrbo we’ve stayed in. Marcus was responsive, the home was thoughtfully decorated, and amazing hiking trails were very close by. Will absolutely be booking again! "
United States
Leigh M.
$660 nightly
The price is $742
Nov 8 - Nov 9
Total with taxes and fees
Secluded Catskills Treehouse | Hot Tub + Roof Deck
A modern house with a large glass front, a covered porch with two wooden benches, and a paved driveway.

18. Wynaar Geode Huis | Scandinavian-Style Cabin Near Minnewaska

Wynaar Geode Huis | Scandinavian-Style Cabin Near Minnewaska
Kerhonkson
$509 nightly
The price is $570
Oct 28 - Oct 29
Total with taxes and fees
Wynaar Geode Huis | Scandinavian-Style Cabin Near Minnewaska
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 Middletown Hotel Reviews

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

10/10 Excellent
"Everything was amazing and great. Just the kids running up and down the hall all day and all night. And the loud music being played. Other than that was amazing !"
Victor 3-night trip
Posted 5 hours ago
The Kartrite Resort & Indoor Waterpark

Find out more about Middletown

Middletown Cabin Rentals information

Number of reviews
510
Accommodation
105 Cabin Rentals
Lowest Price
$206
Highest Price
$770

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 $206 to $770 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 $206 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.

Explore a world of travel with Expedia