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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Middletown cabin rentals

Exterior

Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
10.0 out of 10, Exceptional, (3 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 €186
includes taxes & fees
5 May - 6 May
Historic Cabin with Pool & Fire Pit
Exterior

Cozy Loft Cabin high above Bashakill Wildlife Refuge

Cozy Loft Cabin high above Bashakill Wildlife Refuge
Wurtsboro
9.4 out of 10, Exceptional, (27 reviews)
"Great weekend getaway, very communicative and easy to access"
United States
Marlon R.
The price is €167
includes taxes & fees
6 May - 7 May
Cozy Loft Cabin high above Bashakill Wildlife Refuge
Exterior

Tiny Home, King Bed & Hot Tub, Unit B

Tiny Home, King Bed & Hot Tub, Unit B
Ellenville
9.6 out of 10, Exceptional, (9 reviews)
"Everything was perfect. Don’t miss the owners restaurant either it’s great "
United States
Matthew
The price is €269
includes taxes & fees
11 May - 12 May
Tiny Home, King Bed & Hot Tub, Unit B
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 €242
includes taxes & fees
5 May - 6 May
Cabin in the heart of the Hudson Valley, Cabin 3
Exterior

Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (109 reviews)
"Was very pet friendly. "
United States
Kevin
The price is €179
includes taxes & fees
4 May - 5 May
Trails Head Cabin
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 €287
includes taxes & fees
4 May - 5 May
Lakeside Retreat w/Fire Pit & Skylights
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, (32 reviews)
"Cute, clean and perfect for our needs"
United States
Richard H.
The price is €242
includes taxes & fees
2 Jun - 3 Jun
Cabin in the Heart of the Hudson Valley, Cabin 1
Exterior

Cozy, Quiet Cottage-style Cabin - 10m to Bethel Woods music venue!

Cozy, Quiet Cottage-style Cabin - 10m to Bethel Woods music venue!
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 €261
includes taxes & fees
3 Jun - 4 Jun
Cozy, Quiet Cottage-style Cabin - 10m to Bethel Woods music venue!
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, (31 reviews)
"Very nice property!"
United States
Chris E.
The price is €348
includes taxes & fees
4 May - 5 May
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
Exterior detail

Serene Rustic Retreat with Lake

Serene Rustic Retreat with Lake
Cuddebackville
10.0 out of 10, Exceptional, (8 reviews)
"Amazing stay and beautiful home!"
United States
Koby A.
The price is €436
includes taxes & fees
6 May - 7 May
Serene Rustic Retreat with Lake
Exterior

Entire Cabin - Modern A-Frame w/Hot Tub

Entire Cabin - Modern A-Frame w/Hot Tub
Ellenville
10.0 out of 10, Exceptional, (5 reviews)
"The cabin exceeded my expectations and was an amazing getaway "
United States
Bruce C.
The price is €371
includes taxes & fees
5 May - 6 May
Entire Cabin - Modern A-Frame w/Hot Tub
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, (35 reviews)
"Great host! Cute tiny house with everything we needed. Location great as well. "
United States
Lisa R.
Cabin in the heart of the Hudson Valley, Cabin 2
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)
"We LOVE this place and have stayed here twice."
United States
jennifer w.
The price is €174
includes taxes & fees
4 May - 5 May
Cabin in the heart of the Hudson Valley, Cabin 4
Exterior

Cove - King Bed Escape w/Hot Tub, Unit A

Cove - King Bed Escape w/Hot Tub, Unit A
Ellenville
10.0 out of 10, Exceptional, (9 reviews)
"The place was great, really enjoyed our stay! "
United States
Abby
The price is €292
includes taxes & fees
10 May - 11 May
Cove - King Bed Escape w/Hot Tub, Unit A
Exterior

Secluded Catskills 3BR w/ Hot Tub and Roof Deck

Secluded Catskills 3BR w/ Hot Tub and 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 €451
includes taxes & fees
21 May - 22 May
Secluded Catskills 3BR w/ Hot Tub and Roof Deck
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 €392
includes taxes & fees
5 May - 6 May
Modern Luxury Geodome (No Pets) - Unique Escapes "Modern Luxury" Catskills Geodome!
Exterior

Vernon's Cozy 3BR Loft Condo Cabin w/Views

Vernon's Cozy 3BR Loft Condo Cabin w/Views
Vernon Township
8.6 out of 10, Excellent, (7 reviews)
"The place was fantastic. Super convienient to get to the slopes, tons of space, perfect for a winter getaway. 5 Stars....would definitely rent again."
United States
Tim W.
Vernon's Cozy 3BR Loft Condo Cabin w/Views
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 €758
includes taxes & fees
3 Jun - 4 Jun
Peaceful 3-Bedroom Log Cabin Retreat in the Heart of Idyllic Sparrow Bush NY
Exterior

Lux Hot Tub Cabin w Fire Pit

Lux Hot Tub Cabin w Fire Pit
Napanoch
Lux Hot Tub Cabin w Fire Pit
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 €279
includes taxes & fees
4 May - 5 May
Black Marsh Mellow Tiny Home
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

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"Great location if you're into historical sites. We loved the walking trail to the zoo and historical sites that were located directly on the property."
Kathleen 1-night trip
Posted 1 hour ago
Overlook Lodge at Bear Mountain

Find out more about Middletown

Middletown Cabin Rentals information

Number of reviews
497
Accommodation
98 Cabin Rentals
Lowest Price
€167
Highest Price
€707

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 €167 to €707 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. Cosy 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 holiday. 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 - Cosy 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 holiday memories are made.
What are the best weekend cabin rentals in Middletown?
Whether you're organising 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 holiday budget. How does €167 a night sound to you?
Can I find log cabins in Middletown?
For many nature buffs, the ideal outdoor holiday 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 favourite 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 holiday 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. Cosy 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.