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

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Middletown cabin rentals

A small, single-story cabin with a beige exterior, a white door, and two windows. An American flag is displayed outside.

1. Nature Escape - studio in the forest

Nature Escape - studio in the forest
Middletown
8.0 out of 10, Very good, (1 review)
"Our dogs were able to stay with us which was the greatest amenity! We needed to book a place quickly due to a family member’s fast approaching wedding. Traveling from Maine was too long of a trip to leave the pets at home. The cabin is super cute, but felt like it could have been a little cleaner. It was tidy and picked up but a few things were missed ( like the mirror in the bathroom had some splatters on it) This could have could have been due to our request for an early arrival, but since...
United States
Ashley C.
Nature Escape - studio in the forest
A wooden cabin with a balcony, surrounded by lush greenery and a small shed.

2. 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 AED 422
AED 768 total
includes taxes & fees
28 Oct - 29 Oct
Cozy Loft Cabin high above Bashakill Wildlife Refuge
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, (119 reviews)
"Great location being right at the trailhead for hiking."
United States
Tonne
The price is AED 446
AED 799 total
includes taxes & fees
12 Oct - 13 Oct
Trails Head Cabin
A wooden cabin with a covered deck, outdoor seating, and a fire pit.

4. 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 AED 452
AED 899 total
includes taxes & fees
6 Oct - 7 Oct
Historic Cabin with Pool & Fire Pit
An aerial view of a residential property with a swimming pool, a covered patio, and a driveway.

5. 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 AED 1,636
AED 3,031 total
includes taxes & fees
5 Oct - 6 Oct
Peaceful 3-Bedroom Log Cabin Retreat in the Heart of Idyllic Sparrow Bush NY
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, (28 reviews)
"Pet-friendly and easily accessible."
United States
Brigitte
The price is AED 422
AED 699 total
includes taxes & fees
4 Oct - 5 Oct
Cabin in the heart of the Hudson Valley, Cabin 4
An indoor pool area with a waterfall feature, stone walls, and lounge chairs.

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 AED 764
AED 1,672 total
includes taxes & fees
7 Oct - 8 Oct
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
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 AED 459
AED 837 total
includes taxes & fees
4 Oct - 5 Oct
Cabin in the Heart of the Hudson Valley, Cabin 1
A modern building with a prominent logo on the top left.

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 AED 896
AED 1,530 total
includes taxes & fees
6 Oct - 7 Oct
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 Cabin Surrounded by Nature - Fernwood Lodge

Secluded Luxury Cabin Surrounded by Nature - Fernwood Lodge
Glen Spey
10.0 out of 10, Exceptional, (2 reviews)
"This place looks even better than what we have seen from the pictures. Everything within the property was very well maintained, organized and cozy. Paul and Chuck put a lot of hard work and love into this place. They included everything that was needed for a comfortable stay in an outdoors cabin, even things you wouldn't have considered in the first place. We were searching for a place to take a break from the city's atmosphere(the sound, the people,etc) and this place answered our needs for...
United States
Aleksandr D.
The price is AED 1,405
AED 2,631 total
includes taxes & fees
4 Oct - 5 Oct
Secluded Luxury Cabin Surrounded by Nature - Fernwood Lodge
A small, single-story cabin with a front door and windows, surrounded by trees and a wooden deck.

11. 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 AED 488
AED 1,201 total
includes taxes & fees
5 Oct - 6 Oct
Cozy Cabin near Nature Trails, Waterfalls and 10m to music at Bethel Woods!
A small blue house with two blue Adirondack chairs, a small table, and a potted plant.

12. 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 AED 422
AED 699 total
includes taxes & fees
4 Oct - 5 Oct
Cabin in the heart of the Hudson Valley, Cabin 2
A cabin with a deck overlooking a calm body of water, surrounded by lush greenery.

13. 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 AED 489
AED 1,181 total
includes taxes & fees
13 Oct - 14 Oct
Black Marsh Mellow Tiny Home
A two-story house with a balcony, stone steps, and potted plants.

14. 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 AED 906
AED 2,117 total
includes taxes & fees
5 Oct - 6 Oct
Entire Cabin - Modern A-Frame w/Hot Tub
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.

15. 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 AED 598
AED 1,678 total
includes taxes & fees
5 Oct - 6 Oct
perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain
A small single-story house with two windows, a front door, and a porch with blue and white Adirondack chairs.

16. 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, (16 reviews)
"We had a great stay, everything you need is provided. Would recommend to anyone."
United States
Bill W.
The price is AED 459
AED 837 total
includes taxes & fees
7 Oct - 8 Oct
Cabin in the heart of the Hudson Valley, Cabin 3
A geodesic dome structure with a wooden deck and a sign reading "Nature Lovers".

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

Nature Lovers Geodome - Unique Escapes "Nature Lovers" Geodome Getaway!
Monticello
The price is AED 1,047
AED 2,003 total
includes taxes & fees
18 Oct - 19 Oct
Nature Lovers Geodome - Unique Escapes "Nature Lovers" Geodome Getaway!
A tent-style room with a bed, white curtains, and a view of greenery outside.

18. 007 Geodome - Unique Escapes "007" Luxury Camping Geo-Dome!

007 Geodome - Unique Escapes "007" Luxury Camping Geo-Dome!
Monticello
007 Geodome - Unique Escapes "007" Luxury Camping Geo-Dome!
A bedroom with a bed, bedside table, and a small table with chairs.

19. 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
A cabin with a stone pathway leading to a wooden deck, surrounded by trees and a body of water.

20. Lakefront Escape | Hot Tub, Theater & Game Room

Lakefront Escape | Hot Tub, Theater & Game Room
Monticello
Lakefront Escape | Hot Tub, Theater & Game Room
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 Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

8/10 Good
"Good hotel for the price, breakfast very good"
Mark 1-night trip
Posted 9 hours ago
Sleep Inn & Suites Middletown - Goshen