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Search the Best Cabins in Middletown

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Our top choices for Middletown cabin rentals

Exterior
Nature Escape - studio in the forest

Cabin in Middletown

Nature Escape - studio in the forest
$411 nightly
The price is $486
Dec 31 - Jan 1, 2026
Total with taxes and fees
Nature Escape - studio in the forest
Exterior
Trails Head Cabin

Cabin in Rock Hill

Trails Head Cabin
9.8 out of 10, Exceptional, (98)
"Really cozy stay I definitely have to come back during the summer months it was a beautiful experience !"
United States
Kimaya
$192 nightly
The price is $215
Dec 22 - Dec 23
Total with taxes and fees
Trails Head Cabin
Exterior
Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in Newburgh

Cabin in the heart of the Hudson Valley, Cabin 4
9.2 out of 10, Wonderful, (25)
"We LOVE this place and have stayed here twice."
United States
jennifer w.
$169 nightly
The price is $200
Dec 22 - Dec 23
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 4
Exterior
Couple's Serenity Cabin * Hot Tub *Lake

Cabin in Milford

Couple's Serenity Cabin * Hot Tub *Lake
10.0 out of 10, Exceptional, (4)
"Lovely quaint stay!"
United States
Kelly G.
$376 nightly
The price is $378
Jan 12 - Jan 13, 2026
Total with taxes and fees
Couple's Serenity Cabin * Hot Tub *Lake
Exterior detail
Serene Rustic Retreat with Lake

Cabin in Cuddebackville

Serene Rustic Retreat with Lake
2.0 star property
10.0 out of 10, Exceptional, (8)
"Amazing stay and beautiful home!"
United States
Koby A.
$477 nightly
The price is $484
Jan 4 - Jan 5, 2026
Total with taxes and fees
Serene Rustic Retreat with Lake
Exterior
Cabin in the Heart of the Hudson Valley, Cabin 1

Cabin in Newburgh

Cabin in the Heart of the Hudson Valley, Cabin 1
10.0 out of 10, Exceptional, (31)
"Great overnight spot, especially with a dog."
United States
Ed C.
$236 nightly
The price is $279
Dec 22 - Dec 23
Total with taxes and fees
Cabin in the Heart of the Hudson Valley, Cabin 1
Exterior
Entire Cabin - Modern A-Frame w/Hot Tub

Cabin in Ellenville

Entire Cabin - Modern A-Frame w/Hot Tub
10.0 out of 10, Exceptional, (5)
"Property was clean and as shown on VRBO! Great place and location for hiking and waterfalls!"
United States
Jeffrey H.
$505 nightly
The price is $566
Jan 14 - Jan 15, 2026
Total with taxes and fees
Entire Cabin - Modern A-Frame w/Hot Tub
Fridge, microwave, oven, stovetop
Couple's Retreat Lodge|Hot Tub| RiverViews|Tennis

Cabin in Milford

Couple's Retreat Lodge|Hot Tub| RiverViews|Tennis
10.0 out of 10, Exceptional, (2)
"Love the property and the house was very nice clean"
United States
Atasha
$486 nightly
The price is $489
Jan 14 - Jan 15, 2026
Total with taxes and fees
Couple's Retreat Lodge|Hot Tub| RiverViews|Tennis
Exterior
Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly

Cabin in Sussex

Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly
10.0 out of 10, Exceptional, (37)
"Wonderful place and cozy will book again "
United States
Alex P.
$343 nightly
The price is $388
Jan 12 - Jan 13, 2026
Total with taxes and fees
Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly
Exterior
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

Cabin in Montgomery

Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
10.0 out of 10, Exceptional, (2)
"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.
$206 nightly
The price is $233
Jan 15 - Jan 16, 2026
Total with taxes and fees
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
Indoor pool, outdoor pool
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking

Cabin in vernon

Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
9.4 out of 10, Exceptional, (29)
"We had the best time thank you :)"
United States
jarrett y.
$402 nightly
The price is $453
Jan 5 - Jan 6, 2026
Total with taxes and fees
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
Exterior
Peaceful 3-Bedroom Log Cabin Retreat in the Heart of Idyllic Sparrow Bush NY

Cabin in Sparrow Bush

Peaceful 3-Bedroom Log Cabin Retreat in the Heart of Idyllic Sparrow Bush NY
2.0 star property
10.0 out of 10, Exceptional, (3)
"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
$737 nightly
The price is $833
Dec 22 - Dec 23
Total with taxes and fees
Peaceful 3-Bedroom Log Cabin Retreat in the Heart of Idyllic Sparrow Bush NY
Exterior
Vernon's Cozy 3BR Loft Condo Cabin w/Views

Cabin in Vernon Township

Vernon's Cozy 3BR Loft Condo Cabin w/Views
9.0 out of 10, Wonderful, (4)
"Comfortable and beautifully designed property. The host was friendly, provided useful instructions and answers questions timely. The only slight concern was the noise from the heater. But everything else was great. "
United Kingdom
Klimentina P.
Vernon's Cozy 3BR Loft Condo Cabin w/Views
Exterior detail
Rivers Ledge Cabin with Sauna and Hot Tub

Cabin in Barrville

Rivers Ledge Cabin with Sauna and Hot Tub
10.0 out of 10, Exceptional, (4)
"The house was just as cozy and quaint as we had hoped. The deck overlooking the river is beautiful and there's plenty of backyard space for campfires and yard games. We used it as our home base before and after our river float trip along the Del Water Gap and would do so again."
United States
Taylor M.
Rivers Ledge Cabin with Sauna and Hot Tub
Outdoor dining
Rosé All Day Geodome - Unique Escapes "Rosé All Day" Dog Friendly Geodome

Cabin in Monticello

Rosé All Day Geodome - Unique Escapes "Rosé All Day" Dog Friendly Geodome
$501 nightly
The price is $564
Dec 26 - Dec 27
Total with taxes and fees
Rosé All Day Geodome - Unique Escapes "Rosé All Day" Dog Friendly Geodome
Microwave, stovetop, eco-friendly cleaning products
Modern Luxury Geodome (No Pets) - Unique Escapes "Modern Luxury" Catskills Geodome!

Cabin in Monticello

Modern Luxury Geodome (No Pets) - Unique Escapes "Modern Luxury" Catskills Geodome!
$396 nightly
The price is $446
Dec 24 - Dec 25
Total with taxes and fees
Modern Luxury Geodome (No Pets) - Unique Escapes "Modern Luxury" Catskills Geodome!
Exterior
Riverfront Retreat | Hot Tub, Firepit & Pool Table

Cabin in Cuddebackville

Riverfront Retreat | Hot Tub, Firepit & Pool Table
$703 nightly
The price is $784
Dec 30 - Dec 31
Total with taxes and fees
Riverfront Retreat | Hot Tub, Firepit & Pool Table
Exterior
Cabin in the heart of the Hudson Valley, Cabin 2

Cabin in Newburgh

Cabin in the heart of the Hudson Valley, Cabin 2
9.4 out of 10, Exceptional, (31)
"A very cute, convenient, and affordable stay with timely, friendly communication from the owner. Our dog loved it and we appreciated the ability to have a private place to stay."
United States
Sara B.
$169 nightly
The price is $200
Dec 22 - Dec 23
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 2
Exterior
Cabin in the heart of the Hudson Valley, Cabin 3

Cabin in Newburgh

Cabin in the heart of the Hudson Valley, Cabin 3
9.8 out of 10, Exceptional, (14)
"We had a great stay, everything you need is provided. Would recommend to anyone."
United States
Bill W.
$236 nightly
The price is $279
Dec 22 - Dec 23
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 3
Exterior
perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain

Cabin in New Paltz

perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain
2.0 star property
2.0 out of 10, (1)
"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.
$395 nightly
The price is $442
Dec 22 - Dec 23
Total with taxes and fees
perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain
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 by Hilton Middletown

Hampton Inn by Hilton Middletown

10/10 Excellent
"Lots of parking. Staff at checkin are efficient and nice. Nice little sitting area decorated really nicely for Christmas. "
Alison 1-night trip
Posted 18 hours ago
Hampton Inn by Hilton Middletown

Find out more about Middletown

Middletown Cabin Rentals information

Number of reviews
289
Accommodation
100 Cabin Rentals
Lowest Price
$200
Highest Price
$833

Frequently asked questions

What are the best cabins near Middletown?
Rediscover the outdoors without surrendering the comforts at one of our 856 cabins in and around Middletown. Whether you have adventure or relaxation on your itinerary, Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc has both in spades. Alternatively, get cozy at Log Cabin Living On The Esopus Creek and enjoy its beautiful 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 $200 to $833 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?
Book a stay you'll always remember 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 more indulging your taste for the finer things in life. It features a wet bar and a spa tub. Alternatively, use Cabin - Roscoe Retreat: 3 Mi To Beaverkill River Fishing as a base to explore the impressive natural areas around you. Premium touches 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 ideal place to find some R&ampR. Along with 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 top pick. Snowsport activities and outdoor furniture are some of the conveniences you'll have at your disposal here.
What are the best cabins with pools near Middletown?
If you like the thought of every day being a pool day, make a reservation at Cabin - Bohemian, Luxurious Retreat In Hideout. It's one of our most sought-after cabin rentals with a pool near Middletown and comes with handy amenities like on-site watersports and a swimming pool. Cabin - Cozy Poconos Ski Retreat With Hot Tub is another fantastic place to spend your days splashing around. On-site watersports, a swimming pool and good times are what you can expect here.
Can I find beach cabins near Middletown?
Wake up and be steps from a beautiful shoreline when you choose a Middletown beach cabin rental. Sun and fun should be the only things on your mind at Incredible Fall Foliage Golf/hike. It comes with on-site watersports and beach sun loungers. Alternatively, throw your bag down and spend your break at Cabin - Woodstove, Firepit, Lakeviews And Access To Lake. Useful amenities here include on-site watersports and a nearby beach.
What are the best weekend cabin rentals in Middletown?
If you're yearning to spend a handful of relaxing days connecting with nature, Cabin - Bethany Heaven, Peaceful, Private is just the place. Head here for a long weekend and take advantage of conveniences such as a swimming pool and a patio. Another favorite retreat is Stylish + Modern Roxbury Cabin. Offering a swimming pool, a tennis court and plenty of peaceful vibes, you'll go home feeling like a new person.
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 $200 a night sound to you?
Can I find log cabins in Middletown?
For some, the perfect outdoor vacation just isn't complete without bunking down in a log cabin full of charm and character. Get your adventure on or just switch off and unwind at Elegant Log Cabin. Private, Great Wi. Activities such as camping and boating are among the fun things to do here. Another inviting log cabin getaway is 1890's Log Cabin ~ 230 Acre Private Reserve. Hiking and shore fishing will keep you occupied when you're not hibernating in your rustic hideaway.
What are the highest-rated cabins in Middletown?
With an impressive rating, it's no wonder why 1890's Log Cabin ~ 230 Acre Private Reserve is recommended by Expedia vacationers. It has amenities like a tennis court and a patio. Mountain Top Cabin With Outstanding Views is another fabulous option. Quality conveniences like on-site watersports and a patio will help make your stay nice and comfy.
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?
For a vacation in the great outdoors that won't blow your budget, a cabin is hard to beat. Imagine waking to the sound of birds outside and drinking coffee on a private deck surrounded by gorgeous views. Rent a cabin in Middletown and leave behind the hectic pace of the city. Whether they're by a lake, river, beach or mountain, cabins deliver a rustic and relaxing experience for those who need a break.
What are the top nature cabins in Middletown?
Head for Incredible Fall Foliage Golf/hike and let life's stresses drift downstream. Fun activities like golf and jet skiing help make this river cabin in Middletown a traveler favorite. Cozy Farm Private Cabin - 30% Off Spring Special is another retreat where you can unwind in Mother Nature. If you're looking for outdoor excitement, try nearby water skiing and nearby basketball.
What are some of the best cabins near Orange County Fair Speedway in Middletown?
Mother Nature will be your neighbor at a cabin in Orange County Fair Speedway. Cozy Loft Cabin High Above Bashakill Wildlife Refuge is a favorite. This place also unlocks the door to big adventure, with nearby hiking and biking trails and nearby cross-country skiing among the things to do nearby. Another option is New Brook View Cabin: Stunning A. Get active and then head back to your cabin to take advantage of its many comforts.

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