Photo by Vincent Ramundo

Search Middletown Cabins

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Featured Cabin Rentals in Middletown

Trails Head Cabin
Exterior

Trails Head Cabin

9.8 out of 10, Exceptional, (84)
"The Trails Head Cabin was a wonderful getaway for the weekend! It was very clean and nestled in a great area. We enjoyed exploring the trails right next door as well as going up the road for dinner and drinks at Brew."
The price is NZ$361
includes taxes & fees
25 June - 26 June
Trails Head Cabin
Cozy Bethel Cabin Retreat with Private Hot Tub
Fridge, oven, stovetop, coffee/tea maker

Cozy Bethel Cabin Retreat with Private Hot Tub

9.8 out of 10, Exceptional, (19)
"We had a great time staying here. It was a little too cold to really enjoy the hot tub but the house was nice and we love the area. Definitely check out Forage Pizza about 20 minutes away."
Cozy Bethel Cabin Retreat with Private Hot Tub
Cabin in the Heart of the Hudson Valley, Cabin 1
Fridge, microwave, oven, stovetop

Cabin in the Heart of the Hudson Valley, Cabin 1

9.8 out of 10, Exceptional, (23)
"Really a nice place. Great for an overnight stop in the Hudson Valley"
The price is NZ$366
includes taxes & fees
24 June - 25 June
Cabin in the Heart of the Hudson Valley, Cabin 1
Cabin in the heart of the Hudson Valley, Cabin 2
Exterior

Cabin in the heart of the Hudson Valley, Cabin 2

9.2 out of 10, Wonderful, (14)
"The cabin was very cute cozy and clean! Perfect for a weekend getaway "
The price is NZ$295
includes taxes & fees
22 June - 23 June
Cabin in the heart of the Hudson Valley, Cabin 2
Cabin in the heart of the Hudson Valley, Cabin 4
Outdoor dining

Cabin in the heart of the Hudson Valley, Cabin 4

9.0 out of 10, Wonderful, (23)
"The cabin was great. We drove to Beacon (15min) and spent a day. We plan to return in the Spring/Summer. "
The price is NZ$273
includes taxes & fees
22 June - 23 June
Cabin in the heart of the Hudson Valley, Cabin 4
Cozy Loft Cabin high above Bashakill Wildlife Refuge
Terrace/patio

Cozy Loft Cabin high above Bashakill Wildlife Refuge

9.4 out of 10, Exceptional, (18)
"Hikers’ Haven was a beautiful getaway. Vin was a great host and the cabin was cozy and well located"
The price is NZ$282
includes taxes & fees
14 July - 15 July
Cozy Loft Cabin high above Bashakill Wildlife Refuge
LOG CABIN IN ZEN FOREST
Terrace/patio

LOG CABIN IN ZEN FOREST

10.0 out of 10, Exceptional, (30)
"We had a wonderful stay at the log cabin. The house is well situated, lots of room to spread out, cook and relax around the pellet stove."
LOG CABIN IN ZEN FOREST
Catskills Cabin located 10 mins to Bethel Woods outdoor music venue!
Exterior

Catskills Cabin located 10 mins to Bethel Woods outdoor music venue!

10.0 out of 10, Exceptional, (4)
"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!"
The price is NZ$441
includes taxes & fees
24 June - 25 June
Catskills Cabin located 10 mins to Bethel Woods outdoor music venue!
Enjoy the view and easy lake access just steps from the Appalachian Trail
Fridge, microwave, oven, stovetop

Enjoy the view and easy lake access just steps from the Appalachian Trail

10.0 out of 10, Exceptional, (39)
"This was our second stay. Well-equipped, comfortable cabin with a great view. Dog-friendly and reasonable. Perfect for our mid-winter getaway."
Enjoy the view and easy lake access just steps from the Appalachian Trail
Creeks-4mins to Milford-Hot Tub-10 acres-Pinballs
Exterior

Creeks-4mins to Milford-Hot Tub-10 acres-Pinballs

8.6 out of 10, Excellent, (4)
"Cottage was beautiful! Quiet and pieceful! "
Creeks-4mins to Milford-Hot Tub-10 acres-Pinballs
Luxury retreat w/ private deck, garden, firepit on organic farm
Property grounds

Luxury retreat w/ private deck, garden, firepit on organic farm

10.0 out of 10, Exceptional, (21)
"Hour away from city but all the amenities you could want…peaceful beautiful views…would definitely come back."
Luxury retreat w/ private deck, garden, firepit on organic farm
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
Indoor pool, outdoor pool

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

9.6 out of 10, Exceptional, (25)
"We had the best time thank you :)"
The price is NZ$700
includes taxes & fees
22 June - 23 June
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
Serene Rustic Retreat with Lake
Dining

Serene Rustic Retreat with Lake

2.0 star property
10.0 out of 10, Exceptional, (5)
"Amazing stay and beautiful home!"
The price is NZ$800
includes taxes & fees
29 June - 30 June
Serene Rustic Retreat with Lake
Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly
Terrace/patio

Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly

10.0 out of 10, Exceptional, (26)
"Very nice cabin that is nicely keep with everything you need. I will be hoping to visit again "
The price is NZ$734
includes taxes & fees
26 June - 27 June
Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly
Enchanted 2 bedroom, cabin/cottage with mountain views. Fast WFYI , Napanoch.
Private kitchen

Enchanted 2 bedroom, cabin/cottage with mountain views. Fast WFYI , Napanoch.

Enchanted 2 bedroom, cabin/cottage with mountain views. Fast WFYI , Napanoch.
New Custom A-Frame in Swinging Bridge Lake Community
Outdoor dining

New Custom A-Frame in Swinging Bridge Lake Community

10.0 out of 10, Exceptional, (14)
"It is a nice getaway place for anytime if you love quiet and relaxing moments "
New Custom A-Frame in Swinging Bridge Lake Community
Enjoy the Lower Catskills
Dining

Enjoy the Lower Catskills

10.0 out of 10, Exceptional, (30)
"We have stayed in the area on multiple occasions and found Matt’s cottage spotless, furnished beautifully and very welcoming. I hope to stay there again on future visits. "
Enjoy the Lower Catskills
NEW! FOLEY'S LOG CABIN with Hot Tub
Interior

NEW! FOLEY'S LOG CABIN with Hot Tub

10.0 out of 10, Exceptional, (5)
"Wonderful cabin. Very clean! Loved our time there. The hot tub,movie room and pool table were a huge hit with everyone! Definitely would book again."
The price is NZ$1,715
includes taxes & fees
30 June - 1 July
NEW! FOLEY'S LOG CABIN with Hot Tub
Log Cabin near Greenwood Lake. Minutes to AP Trl, Ren fair, Mt Peter, & Warwick
Private kitchen

Log Cabin near Greenwood Lake. Minutes to AP Trl, Ren fair, Mt Peter, & Warwick

9.8 out of 10, Exceptional, (7)
"wonderful setting sorrounded by nature just as a getaway cabin should be. "
Log Cabin near Greenwood Lake. Minutes to AP Trl, Ren fair, Mt Peter, & Warwick
Charming Forest Getaway near West Point & Storm King
Fridge, microwave, oven, stovetop

Charming Forest Getaway near West Point & Storm King

10.0 out of 10, Exceptional, (4)
"Had a great time staying here with friends. "
Charming Forest Getaway near West Point & Storm King
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

What are the best cabins near Middletown?
Ranging from quaint and compact to those that are all about luxury, there are 857 cabins available in and around Middletown. Some great options include Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc and Log Cabin Living On The Esopus Creek.
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 NZ$273 to NZ$1,715 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?
After spending your day out and about in nature, come home to the style and comfort of a Middletown luxury cabin. Cabin - Hot Tub, Lake On Site, Rowboat is ideal if you'd love to splash out and spoil yourself. You'll enjoy the first-rate touches here, such as a wet bar and a spa tub. Cabin - Roscoe Retreat: 3 Mi To Beaverkill River Fishing is another inviting stay. Take advantage of a deck, a spa tub and a whole lot more.