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

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

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, 34, (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
The price is CA $156
CA $284 total
includes taxes & fees
Sep 21 - Sep 22
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, 6, (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.
The price is CA $148
CA $295 total
includes taxes & fees
Sep 16 - Sep 17
Historic Cabin with Pool & Fire Pit
A rustic cabin with a porch, surrounded by trees and a clear sky.

3. Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, 118, (118 reviews)
"Was very pet friendly. "
United States
Kevin
The price is CA $187
CA $324 total
includes taxes & fees
Sep 18 - Sep 19
Trails Head Cabin
A small single-story house with two windows, a front door, and a porch with blue and white Adirondack chairs.

4. 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, 14, (14 reviews)
"We had a great stay, everything you need is provided. Would recommend to anyone."
United States
Bill W.
The price is CA $234
CA $388 total
includes taxes & fees
Sep 16 - Sep 17
Cabin in the heart of the Hudson Valley, Cabin 3
A small, single-story cabin with a front door and windows, surrounded by trees and a wooden deck.

5. 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, 11, (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
The price is CA $184
CA $458 total
includes taxes & fees
Sep 16 - Sep 17
Cozy Cabin near Nature Trails, Waterfalls and 10m to music at Bethel Woods!
A small single-story house with a front porch, two pink Adirondack chairs, and a wreath on the door.

6. 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, 36, (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.
The price is CA $234
CA $388 total
includes taxes & fees
Sep 16 - Sep 17
Cabin in the Heart of the Hudson Valley, Cabin 1
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, 34, (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.
The price is CA $288
CA $635 total
includes taxes & fees
Sep 17 - Sep 18
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
A cabin with a deck overlooking a calm body of water, surrounded by lush greenery.

8. Black Marsh Mellow Tiny Home

Black Marsh Mellow Tiny Home
Woodridge
5.0 out of 10, 2, (2 reviews)
"Doors to cabin were warped and not very secure, couch in sitting area very uncomfortable "
United States
Edward G.
The price is CA $174
CA $434 total
includes taxes & fees
Sep 17 - Sep 18
Black Marsh Mellow Tiny Home
A cabin with a deck, surrounded by a grassy yard and trees.

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

Country Tiny Home w/ King Bed & Hot Tub 18 Acres
Ellenville
The price is CA $323
CA $564 total
includes taxes & fees
Sep 16 - Sep 17
Country Tiny Home w/ King Bed & Hot Tub 18 Acres
An aerial view of a residential property with a swimming pool, a covered patio, and a driveway.

10. 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, 4, (4 reviews)
"Wonderful property!!"
United States
Kathryn D.
The price is CA $461
CA $893 total
includes taxes & fees
Sep 16 - Sep 17
Peaceful 3-Bedroom Log Cabin Retreat in the Heart of Idyllic Sparrow Bush NY
A two-story house with a balcony, stone steps, and potted plants.

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

Entire Cabin - Modern A-Frame w/Hot Tub
Ellenville
10.0 out of 10, 6, (6 reviews)
"The cabin exceeded my expectations and was an amazing getaway "
United States
Bruce C.
The price is CA $287
CA $727 total
includes taxes & fees
Sep 24 - Sep 25
Entire Cabin - Modern A-Frame w/Hot Tub
A small red house with a porch, two blue chairs, and a wreath on the door.

12. 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, 28, (28 reviews)
"Pet-friendly and easily accessible."
United States
Brigitte
The price is CA $207
CA $311 total
includes taxes & fees
Sep 16 - Sep 17
Cabin in the heart of the Hudson Valley, Cabin 4
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.

13. 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, (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.
The price is CA $251
CA $671 total
includes taxes & fees
Sep 22 - Sep 23
perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain
A wooden log cabin with a brown door, a lantern, a bell, and a wreath.

14. Secluded Luxury Cabin Surrounded by Nature - Fernwood Lodge

Secluded Luxury Cabin Surrounded by Nature - Fernwood Lodge
Glen Spey
10.0 out of 10, 1, (1 review)
"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.
The price is CA $531
CA $994 total
includes taxes & fees
Sep 16 - Sep 17
Secluded Luxury Cabin Surrounded by Nature - Fernwood Lodge
A small blue house with two blue Adirondack chairs, a small table, and a potted plant.

15. 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, 40, (40 reviews)
"This was a great place to stay with our cats for a night on our way to Vermont."
United States
George J.
The price is CA $207
CA $311 total
includes taxes & fees
Sep 16 - Sep 17
Cabin in the heart of the Hudson Valley, Cabin 2
A geodesic dome structure with a wooden deck and a sign reading "Nature Lovers".

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

Nature Lovers Geodome - Unique Escapes "Nature Lovers" Geodome Getaway!
Monticello
The price is CA $411
CA $772 total
includes taxes & fees
Oct 1 - Oct 2
Nature Lovers Geodome - Unique Escapes "Nature Lovers" Geodome Getaway!
A tent-style room with a bed, white curtains, and a view of greenery outside.

17. 007 Geodome - Unique Escapes "007" Luxury Camping Geo-Dome!

007 Geodome - Unique Escapes "007" Luxury Camping Geo-Dome!
Monticello
The price is CA $569
CA $941 total
includes taxes & fees
Oct 2 - Oct 3
007 Geodome - Unique Escapes "007" Luxury Camping Geo-Dome!
A bedroom with a bed, bedside table, and a small table with chairs.

18. 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
The price is CA $666
CA $1,100 total
includes taxes & fees
Oct 2 - Oct 3
Rosé All Day Geodome - Unique Escapes "Rosé All Day" Dog Friendly Geodome
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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

8/10 Good
"The room was clean but it had a hint of being soiled. Best we can discibe it is slightly sent of urine. We info the front desk when we checked out. The Staff we friendly and courteous. There was no continental breakfast. They did have coffee and juice. Only had regular tea."
Mark 1-night trip
Posted 8 hours ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Find out more about Middletown

Middletown Cabin Rentals information

Number of reviews
6,589
Accommodation
99 Cabin Rentals
Lowest Price
CA $127
Highest Price
CA $323

Frequently asked questions

What are the best cabins near Middletown?
Immerse yourself in the great outdoors without surrendering the comforts at one of our 862 cabins in and around Middletown. Whether you have relaxation or adventure on your mind, Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc has plenty of both. Alternatively, book Log Cabin Living On The Esopus Creek and appreciate its natural 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 CA $127 to CA $323 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?
Get set to treat yourself to a getaway that's hard to forget 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 so indulging your passion for the finer things in life. It features a wet bar and a spa tub. Or, use Cabin - Roscoe Retreat: 3 Mi To Beaverkill River Fishing as a base to explore the beautiful natural areas around you. Amenities 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 perfect place to find some stillness. On top of 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 sought-after option. Snowsport activities and outdoor furniture are a few of the conveniences that await you here.
What are the best cabins with pools near Middletown?
Staying in a cabin rental with a pool adds an extra level of fun to your vacation. If you're chasing one near Middletown, Cabin - Bohemian, Luxurious Retreat In Hideout has conveniences like on-site watersports and a swimming pool to make your poolside getaway even more enjoyable. Cabin - Cozy Poconos Ski Retreat With Hot Tub is another standout and features on-site watersports and a swimming pool.
Can I find beach cabins near Middletown?
Pack a few Hawaiian shirts and enjoy some seaside R&R at Incredible Fall Foliage Golf/hike. This Middletown beach cabin comes with amenities including on-site watersports and beach sun loungers. Cabin - Woodstove, Firepit, Lakeviews And Access To Lake also offers a sun-filled escape. Featuring on-site watersports and a nearby beach, it's where many beach vacation memories are made.
What are the best weekend cabin rentals in Middletown?
Whether you're organizing a quick trip with your honey or the entire crew, we'll help you find your dream weekend cabin getaway. One of our favourites? Incredible Fall Foliage Golf/hike. Featuring on-site watersports and a porch, you'll appreciate waking up in nature here. Cabin - Bohemian, Luxurious Retreat In Hideout is another popular place where you can slow things down. Spend a few nights at this retreat which offers on-site watersports and a swimming pool.
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 CA $127 a night sound to you?
Can I find log cabins in Middletown?
For many nature buffs, the ideal outdoor vacation isn't complete without staying in a log cabin full of character and charm. Get your adventure on or simply switch off and relax at Elegant Log Cabin. Private, Great Wi. Activities such as camping and swimming are among the fun things to do here. Another attractive log cabin getaway is 1890's Log Cabin ~ 230 Acre Private Reserve. Snowboarding and hiking will keep you entertained when you're not enjoying your rustic retreat.
What are the highest-rated cabins in Middletown?
Travellers just keep going back to 1890's Log Cabin ~ 230 Acre Private Reserve. This knockout features a host of amenities like a tennis court and a patio. It's not hard to figure out why Mountain Top Cabin With Outstanding Views is also popular with travellers. Conveniences such as on-site watersports and a patio will help make your stay even more comfortable.
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?
Comfort, affordability, rustic charm — there are countless great reasons to book a Middletown cabin. Get away from the clamour of the concrete jungle and hear the sounds of birds and nature instead. There's so much adventure just beyond your door too. Whether you're on vacation with family, friends or your sweetie, you'll discover the perfect cabin on Expedia.
What are the top nature cabins in Middletown?
With lots of home comforts and charm, Incredible Fall Foliage Golf/hike is one of our leading nature cabins in Middletown. But with a big range of things to do and see close by, you won't want to spend too much time chilling indoors. Activities such as nearby rock climbing and water tubing are waiting here. Cozy Farm Private Cabin - 30% Off Spring Special is another option where you can immerse yourself in nature. Hiking and nearby snorkeling are a couple of enjoyable ways to do it.
What are some of the best cabins near LEGOLAND® New York in Middletown?
Leave the city behind and step out into nature from a LEGOLAND® New York cabin. Get up close to wildlife, check out the sights and then rest up at Cabin - Enjoy The View And Easy Lake Access Just Steps From The Appalachian Trail. Activities like skiing and nearby golfing are mere moments away here. Another place you'll like coming home to is Cabin - West Point, Storm King Forest Retreat. Mountain climbing and nearby rock climbing are a few things to put on your itinerary during your trip.

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