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Aug 15 - Aug 17
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Cabin Rentals in Middletown

Trails Head Cabin
Cozy cabin surrounded by lush greenery, featuring a porch and chimney.

Trails Head Cabin

9.8 out of 10, Exceptional, (87)
"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."
$168 nightly
The price is $189
Aug 5 - Aug 6
Total includes taxes and fees
Trails Head Cabin
Cabin in the Heart of the Hudson Valley, Cabin 1
Kitchen area with refrigerator, microwave, and wooden floor.

Cabin in the Heart of the Hudson Valley, Cabin 1

9.8 out of 10, Exceptional, (27)
"Really a nice place. Great for an overnight stop in the Hudson Valley"
$202 nightly
The price is $239
Aug 10 - Aug 11
Total includes taxes and fees
Cabin in the Heart of the Hudson Valley, Cabin 1
Cozy Loft Cabin high above Bashakill Wildlife Refuge
Relax on the deck surrounded by lush greenery and trees, with a round table and chairs.

Cozy Loft Cabin high above Bashakill Wildlife Refuge

9.2 out of 10, Wonderful, (20)
"Hikers’ Haven was a beautiful getaway. Vin was a great host and the cabin was cozy and well located"
$170 nightly
The price is $191
Aug 19 - Aug 20
Total includes taxes and fees
Cozy Loft Cabin high above Bashakill Wildlife Refuge
Log Cabin near Greenwood Lake. Minutes to AP Trl, Ren fair, Mt Peter, & Warwick
Enjoy cooking in this kitchen with a central island, stove, and refrigerator.

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
Cozy Bethel Cabin Retreat with Private Hot Tub
Enjoy cooking in this well-equipped kitchen with an oven, stainless steel sink, and ample counter space.

Cozy Bethel Cabin Retreat with Private Hot Tub

9.8 out of 10, Exceptional, (24)
"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
Enjoy the view and easy lake access just steps from the Appalachian Trail
Enjoy cooking in this well-equipped kitchen with appliances, a sink, and a window offering a view of the outside.

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

10.0 out of 10, Exceptional, (40)
"Great place. As advertised."
Enjoy the view and easy lake access just steps from the Appalachian Trail
NEW! FOLEY'S LOG CABIN with Hot Tub
Cozy cabin-style interior with a fireplace, comfortable seating, and a staircase leading to an upper level.

NEW! FOLEY'S LOG CABIN with Hot Tub

10.0 out of 10, Exceptional, (6)
"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."
NEW! FOLEY'S LOG CABIN with Hot Tub
Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly
Situated in a wooded area, this cabin offers a tranquil retreat with a spacious deck and a large glass door leading to the interior.

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

10.0 out of 10, Exceptional, (29)
"Very nice cabin that is nicely keep with everything you need. I will be hoping to visit again "
$385 nightly
The price is $435
Aug 7 - Aug 8
Total includes taxes and fees
Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly
Cabin in the heart of the Hudson Valley, Cabin 2
Drive through a serene, tree-lined entrance to a secluded property surrounded by lush greenery.

Cabin in the heart of the Hudson Valley, Cabin 2

9.4 out of 10, Exceptional, (19)
"Perfect for a getaway weekend for my wife and I! Easy check-in, clean, and although it's off a busy road, we found it peaceful and quiet. Would definitely stay again!"
$149 nightly
The price is $176
Aug 5 - Aug 6
Total includes taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 2
Lakefront Catskills Escape with Hot Tub, Game Room, and Theater!
Relax in this serene bedroom with a large sliding door leading to an outdoor deck, a comfortable bed, and beautiful wall art.

Lakefront Catskills Escape with Hot Tub, Game Room, and Theater!

10.0 out of 10, Exceptional, (6)
"My boyfriend and I stayed here for Thanksgiving weekend. It was quiet and peaceful, and the house was spacious and well appointed. Would love to come back in the summer to take advantage of all the lake has to offer! "
Lakefront Catskills Escape with Hot Tub, Game Room, and Theater!
Cabin in the heart of the Hudson Valley, Cabin 4
Guests can enjoy outdoor seating areas with chairs and tables at each mobile home.

Cabin in the heart of the Hudson Valley, Cabin 4

9.0 out of 10, Wonderful, (24)
"Julie was great. The “mini” house was clean and efficient. "
$149 nightly
The price is $176
Aug 5 - Aug 6
Total includes taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 4
Serene Rustic Retreat with Lake
Enjoy meals in a beautifully set dining area with a round table, surrounded by comfortable chairs and elegant tableware.

Serene Rustic Retreat with Lake

2.0 star property
10.0 out of 10, Exceptional, (6)
"Amazing stay and beautiful home!"
$468 nightly
The price is $474
Aug 17 - Aug 18
Total includes taxes and fees
Serene Rustic Retreat with Lake
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
Escape to a serene retreat surrounded by lush greenery and a porch.

Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

10.0 out of 10, Exceptional, (1)
"Guido was very responsive and thoughtful! My partner and I stayed with our small dog and it was safe, clean, well stocked and in a beautiful area. Highly recommend to those looking to stay in the area!"
$173 nightly
The price is $196
Aug 18 - Aug 19
Total includes taxes and fees
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
Cabin in the heart of the Hudson Valley, Cabin 3
Kitchen features modern appliances, a refrigerator, microwave, and oven, along with white cabinetry and a granite countertop.

Cabin in the heart of the Hudson Valley, Cabin 3

10.0 out of 10, Exceptional, (11)
"Stayed overnight on our way to Maine. Recommend over a motel, any day."
$204 nightly
The price is $241
Aug 5 - Aug 6
Total includes taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 3
Stream Side Cabin surrounded by woods + Fire Pit
Escape to a secluded cabin surrounded by lush greenery, featuring a charming front porch and a natural wooded environment.

Stream Side Cabin surrounded by woods + Fire Pit

9.8 out of 10, Exceptional, (13)
"We spent good weekend at this place and we really enjoyed staying there Clean and comfortable cabin, equipped with everything you need . Perfect for quiet rest"
Stream Side Cabin surrounded by woods + Fire Pit
Catskills Cabin located 10 mins to Bethel Woods outdoor music venue!
Escape to a secluded log cabin surrounded by lush greenery and a natural landscape.

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

10.0 out of 10, Exceptional, (6)
"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!"
$232 nightly
The price is $261
Aug 5 - Aug 6
Total includes taxes and fees
Catskills Cabin located 10 mins to Bethel Woods outdoor music venue!
Enjoy the Lower Catskills
Enjoy meals in this kitchen with an oven, microwave, and refrigerator, and dine al fresco on the adjacent deck overlooking the wooded landscape.

Enjoy the Lower Catskills

10.0 out of 10, Exceptional, (31)
"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
Enchanted 2 bedroom, x-lake cabin with mountain views. Fast WFYI , Napanoch.
Private kitchen

Enchanted 2 bedroom, x-lake cabin with mountain views. Fast WFYI , Napanoch.

10.0 out of 10, Exceptional, (1)
"The cabin is absolutely incredible. Nestled in the woods, but not too far away from other people. It overlooks what was once a lake, but has since drained. At night, it’s a sea of fireflies. During the day, you have gorgeous views of the mountains. There is plenty to do in the area, especially hiking. Kate was an incredible host. She provided everything we needed, from shampoo, to charcoal, to kindling for the fire. Check in was seamless. The air conditioning in the cabin is great, and the bed...
Enchanted 2 bedroom, x-lake cabin with mountain views. Fast WFYI , Napanoch.
Charming 2-bedroom cabin with a stunning view
Relax in this inviting living room with a high ceiling, sofa, armchair, and large window offering a view of the deck and water.

Charming 2-bedroom cabin with a stunning view

2.0 star property
10.0 out of 10, Exceptional, (3)
"It was a magical Father’s Day weekend at the lake cabin. I surprised my husband so he can go fishing on the lake and he had a blast. We traveled with our 14 month old baby and it was a great place for him as well. The living room is large and open and he was able to run around and play with his toys. The cabin was super clean and accommodating, perfect for our family of three. The view is beautiful and calming. Communication with the host was fast. I give it 5 stars! "
Charming 2-bedroom cabin with a stunning view
New Custom A-Frame in Swinging Bridge Lake Community
Enjoy panoramic forest views from the large windows of this cabin, featuring a seating area perfect for outdoor dining or relaxation.

New Custom A-Frame in Swinging Bridge Lake Community

10.0 out of 10, Exceptional, (16)
"It is a nice getaway place for anytime if you love quiet and relaxing moments "
New Custom A-Frame in Swinging Bridge Lake Community
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

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

10/10 Excellent
"The room was in quiet area no kids making noise thank you will request same area next time I visit"
Denise 1-night trip
Posted 1 day ago
Hampton Inn Harriman Woodbury