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

Search Cabins in Middletown

  • 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
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

Exterior

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
The price is ￥15,548
￥29,616 total
includes taxes & fees
Sep 29 - Sep 30
Cozy Loft Cabin high above Bashakill Wildlife Refuge
Exterior

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 ￥16,492
￥32,619 total
includes taxes & fees
Sep 29 - Sep 30
Historic Cabin with Pool & Fire Pit
Exterior

3. Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (118 reviews)
"Was very pet friendly. "
United States
Kevin
The price is ￥20,824
￥36,578 total
includes taxes & fees
Sep 20 - Sep 21
Trails Head Cabin
Exterior

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, Exceptional, (14 reviews)
"We had a great stay, everything you need is provided. Would recommend to anyone."
United States
Bill W.
The price is ￥26,068
￥43,000 total
includes taxes & fees
Sep 20 - Sep 21
Cabin in the heart of the Hudson Valley, Cabin 3
Exterior detail

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, 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
The price is ￥20,484
￥50,432 total
includes taxes & fees
Sep 21 - Sep 22
Cozy Cabin near Nature Trails, Waterfalls and 10m to music at Bethel Woods!
Exterior

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, 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 ￥26,068
￥43,000 total
includes taxes & fees
Sep 20 - Sep 21
Cabin in the Heart of the Hudson Valley, Cabin 1
Pool

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.
The price is ￥32,069
￥70,200 total
includes taxes & fees
Sep 21 - Sep 22
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
Exterior

8. 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 ￥19,407
￥48,326 total
includes taxes & fees
Sep 17 - Sep 18
Black Marsh Mellow Tiny Home
Exterior

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 ￥39,642
￥66,858 total
includes taxes & fees
Sep 20 - Sep 21
Country Tiny Home w/ King Bed & Hot Tub 18 Acres
Exterior

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, Exceptional, (4 reviews)
"Wonderful property!!"
United States
Kathryn D.
The price is ￥68,718
￥125,550 total
includes taxes & fees
Sep 29 - Sep 30
Peaceful 3-Bedroom Log Cabin Retreat in the Heart of Idyllic Sparrow Bush NY
Exterior

11. 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 ￥31,930
￥81,197 total
includes taxes & fees
Sep 24 - Sep 25
Entire Cabin - Modern A-Frame w/Hot Tub
Exterior

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, Wonderful, (28 reviews)
"Pet-friendly and easily accessible."
United States
Brigitte
The price is ￥22,983
￥34,802 total
includes taxes & fees
Sep 20 - Sep 21
Cabin in the heart of the Hudson Valley, Cabin 4
Exterior

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 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 ￥28,063
￥75,043 total
includes taxes & fees
Sep 22 - Sep 23
perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain
Exterior detail

14. 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)
The price is ￥65,556
￥118,908 total
includes taxes & fees
Sep 29 - Sep 30
Secluded Luxury Cabin Surrounded by Nature - Fernwood Lodge
Exterior

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, 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.
The price is ￥23,114
￥35,000 total
includes taxes & fees
Sep 17 - Sep 18
Cabin in the heart of the Hudson Valley, Cabin 2
Exterior

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

Nature Lovers Geodome - Unique Escapes "Nature Lovers" Geodome Getaway!
Monticello
Nature Lovers Geodome - Unique Escapes "Nature Lovers" Geodome Getaway!
Room

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

007 Geodome - Unique Escapes "007" Luxury Camping Geo-Dome!
Monticello
The price is ￥63,603
￥107,561 total
includes taxes & fees
Oct 2 - Oct 3
007 Geodome - Unique Escapes "007" Luxury Camping Geo-Dome!
Room

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
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.
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

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

8/10 Good
"Don’t expect 5star but good overall"
Fred 5-night trip
Posted 17 hours ago
Hampton Inn by Hilton Middletown

Find out more about Middletown

Middletown Cabin Rentals information

Number of reviews
336
Accommodation
105 Cabin Rentals
Lowest Price
￥29,616
Highest Price
￥125,550

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 ￥29,616 to ￥125,550 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 favorites? 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 ￥29,616 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?
Travelers 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 travelers. 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 clamor 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.