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

Find Cabins in Middletown for Rent from CA $282

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

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 glass extension, surrounded by trees.

1. Modern A-frame cabin retreat in the woods of Middletown

Modern A-frame cabin retreat in the woods of Middletown
Middletown
Modern A-frame cabin retreat in the woods of Middletown
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.
The price is CA $164
CA $332 total
includes taxes & fees
Nov 4 - Nov 5
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
The price is CA $176
CA $313 total
includes taxes & fees
Nov 4 - Nov 5
Trails Head Cabin
An aerial view of a residential property with a swimming pool, a covered patio, and a driveway.

4. 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.
The price is CA $454
CA $947 total
includes taxes & fees
Nov 4 - Nov 5
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.

5. 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, (36 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.
The price is CA $291
CA $735 total
includes taxes & fees
Nov 4 - Nov 5
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
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, (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
The price is CA $175
CA $282 total
includes taxes & fees
Nov 4 - Nov 5
Cabin in the heart of the Hudson Valley, Cabin 4
A house with a stone staircase leading to a wooden deck with string lights.

7. Breathtaking River Views · The Hawks Nest Cabin

Breathtaking River Views · The Hawks Nest Cabin
Glen Spey
10.0 out of 10, Exceptional, (11 reviews)
"Nice sized cabin for a relaxing weekend away. We enjoyed the views from the deck. We spent time on the river. Highly recommend if you want to be near the Delaware River!"
United States
Jessica G.
The price is CA $372
CA $743 total
includes taxes & fees
Nov 8 - Nov 9
Breathtaking River Views · The Hawks Nest Cabin
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.
The price is CA $189
CA $339 total
includes taxes & fees
Nov 4 - Nov 5
Cabin in the Heart of the Hudson Valley, Cabin 1
A building with a large arched window, a covered outdoor seating area, and a vineyard in the foreground.

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 $330
CA $543 total
includes taxes & fees
Nov 23 - Nov 24
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 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, (4 reviews)
"beautiful cabin!"
United States
liah w.
The price is CA $566
CA $1,081 total
includes taxes & fees
Nov 4 - Nov 5
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.
The price is CA $188
CA $452 total
includes taxes & fees
Nov 1 - Nov 2
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.
The price is CA $199
CA $604 total
includes taxes & fees
Nov 2 - Nov 3
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.
The price is CA $329
CA $787 total
includes taxes & fees
Nov 1 - Nov 2
Entire Cabin - Modern A-Frame w/Hot Tub
A small blue house with two blue Adirondack chairs, a small table, and a potted plant.

14. 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.
The price is CA $175
CA $282 total
includes taxes & fees
Nov 4 - Nov 5
Cabin in the heart of the Hudson Valley, Cabin 2
A small single-story house with two windows, a front door, and a porch with blue and white Adirondack chairs.

15. 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.
The price is CA $189
CA $339 total
includes taxes & fees
Nov 4 - Nov 5
Cabin in the heart of the Hudson Valley, Cabin 3
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
The price is CA $375
CA $676 total
includes taxes & fees
Nov 5 - Nov 6
Modern Luxury Geodome (No Pets) - Unique Escapes "Modern Luxury" Catskills Geodome!
A modern house with a large glass front, a covered porch with two wooden benches, and a paved driveway.

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

Wynaar Geode Huis | Scandinavian-Style Cabin Near Minnewaska
Kerhonkson
The price is CA $360
CA $750 total
includes taxes & fees
Nov 3 - Nov 4
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

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent
"Clean rooms...breakfast buffet"
Joyce 3-night trip
Posted less than an hour ago
Best Western Hunt's Landing Hotel Matamoras/Milford

Find out more about Middletown

Middletown Cabin Rentals information

Number of reviews
276
Accommodation
105 Cabin Rentals
Lowest Price
CA $282
Highest Price
CA $1,081

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 $282 to CA $1,081 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 $282 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.

Explore a world of travel with Expedia