A large steel bridge spanning a river, surrounded by trees and buildings.

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Middletown cabin rentals

Exterior

Cozy Loft Cabin high above Bashakill Wildlife Refuge

Cozy Loft Cabin high above Bashakill Wildlife Refuge
Wurtsboro
9.4 out of 10, Exceptional, (30 reviews)
"Great weekend getaway, very communicative and easy to access"
United States
Marlon R.
The price is CA $143
CA $272 total
includes taxes & fees
Jul 15 - Jul 16
Cozy Loft Cabin high above Bashakill Wildlife Refuge
Exterior

Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
9.6 out of 10, Exceptional, (5 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 $174
CA $330 total
includes taxes & fees
Jul 22 - Jul 23
Historic Cabin with Pool & Fire Pit
Exterior

Lakeside Retreat w/Fire Pit & Skylights

Lakeside Retreat w/Fire Pit & Skylights
Sparrow Bush
9.4 out of 10, Exceptional, (11 reviews)
"A little off the beaten path, but a lovely Vrbo with excellent amenities with a nice natural surrounding."
United States
Nicholas G.
The price is CA $175
CA $424 total
includes taxes & fees
Jul 15 - Jul 16
Lakeside Retreat w/Fire Pit & Skylights
Exterior

Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (113 reviews)
"Was very pet friendly. "
United States
Kevin
The price is CA $191
CA $333 total
includes taxes & fees
Jul 16 - Jul 17
Trails Head Cabin
Exterior

Tiny Home, King Bed & Hot Tub, Unit B

Tiny Home, King Bed & Hot Tub, Unit B
Ellenville
9.8 out of 10, Exceptional, (11 reviews)
"Quiet and lovely for a solo adventure with my dog. "
United States
Darcie B.
The price is CA $221
CA $407 total
includes taxes & fees
Jul 15 - Jul 16
Tiny Home, King Bed & Hot Tub, Unit B
Exterior

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
The price is CA $183
CA $284 total
includes taxes & fees
Jul 15 - Jul 16
Cabin in the heart of the Hudson Valley, Cabin 4
Exterior

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, (35 reviews)
"Great overnight spot, especially with a dog."
United States
Ed C.
The price is CA $239
CA $400 total
includes taxes & fees
Jul 26 - Jul 27
Cabin in the Heart of the Hudson Valley, Cabin 1
Exterior detail

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
9.8 out of 10, Exceptional, (10 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 $272
CA $345 total
includes taxes & fees
Jul 16 - Jul 17
Cozy Cabin near Nature Trails, Waterfalls and 10m to music at Bethel Woods!
Laptop workspace, WiFi (free)

Jellystone Park Gardiner

Jellystone Park Gardiner
3.0 star property
Gardiner
The price is CA $504
CA $565 total
includes taxes & fees
Jul 16 - Jul 17
Jellystone Park Gardiner
Indoor pool, outdoor pool

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

Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
vernon
9.4 out of 10, Exceptional, (32 reviews)
"Very nice property!"
United States
Chris E.
The price is CA $288
CA $644 total
includes taxes & fees
Jul 20 - Jul 21
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
Exterior

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.
The price is CA $190
CA $460 total
includes taxes & fees
Jul 15 - Jul 16
Black Marsh Mellow Tiny Home
Exterior

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, (14 reviews)
"We had a great stay, everything you need is provided. Would recommend to anyone."
United States
Bill W.
The price is CA $239
CA $398 total
includes taxes & fees
Jul 15 - Jul 16
Cabin in the heart of the Hudson Valley, Cabin 3
Exterior

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.
The price is CA $270
CA $707 total
includes taxes & fees
Jul 21 - Jul 22
perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain
Exterior

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.
The price is CA $318
CA $785 total
includes taxes & fees
Jul 15 - Jul 16
Entire Cabin - Modern A-Frame w/Hot Tub
1 bedroom, internet, bed sheets

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

Modern Luxury Geodome (No Pets) - Unique Escapes "Modern Luxury" Catskills Geodome!
Monticello
The price is CA $355
CA $690 total
includes taxes & fees
Jul 19 - Jul 20
Modern Luxury Geodome (No Pets) - Unique Escapes "Modern Luxury" Catskills Geodome!
Exterior

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, (37 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 $183
CA $284 total
includes taxes & fees
Jul 15 - Jul 16
Cabin in the heart of the Hudson Valley, Cabin 2
Exterior

Secluded Catskills Treehouse w/ Hot Tub + Roof Deck

Secluded Catskills Treehouse w/ 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.
The price is CA $408
CA $902 total
includes taxes & fees
Jul 22 - Jul 23
Secluded Catskills Treehouse w/ Hot Tub + Roof Deck
Exterior

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, (3 reviews)
"I had a fantastic stay at this property. The space was clean, comfortable, and exactly as described. The host was very welcoming and the location was perfect—would definitely stay here again!"
United States
Brandon
The price is CA $631
CA $1,179 total
includes taxes & fees
Jul 21 - Jul 22
Peaceful 3-Bedroom Log Cabin Retreat in the Heart of Idyllic Sparrow Bush NY
Exterior detail

Secluded Luxury Cabin Surrounded by Nature - Fernwood Lodge

Secluded Luxury Cabin Surrounded by Nature - Fernwood Lodge
Glen Spey
10.0 out of 10, Exceptional, (1 review)
"I have stayed at a lot of vacation rentals and this is by far the cleanest, most comfortable one I have ever had the pleasure of staying at!! Immaculately clean, super thoughtful perks, very comfortable beds. The place was stunning 10/10, no room for improvement. Highly recommend!! :)"
United States
Samara C.
The price is CA $566
CA $1,409 total
includes taxes & fees
Jul 15 - Jul 16
Secluded Luxury Cabin Surrounded by Nature - Fernwood Lodge
Exterior

King Bed & Hot Tub, Unit C

King Bed & Hot Tub, Unit C
Ellenville
The price is CA $262
CA $460 total
includes taxes & fees
Jul 15 - Jul 16
King Bed & Hot Tub, Unit C
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

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent
"Absolutely wonderful stay! We had an amazing time at this hotel. The staff was incredibly welcoming and helpful throughout our entire stay. Our room was spotless, very comfortable, and clean. The location was perfect, making it easy to get around. We will definitely be back!"
Esmeldy 1-night trip
Posted 2 hours ago
Sleep Inn & Suites Monroe - Woodbury

Find out more about Middletown

Middletown Cabin Rentals information

Number of reviews
380
Accommodation
99 Cabin Rentals
Lowest Price
CA $272
Highest Price
CA $1,409

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 $272 to CA $1,409 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 $272 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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