Cabin holiday rentals in Middletown

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Top-rated cabin rentals in Middletown

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Top guest favourite
An open concept living area features vaulted wooden ceilings and large windows offering natural light and forest views. A cozy sofa is positioned in front of a modern coffee table. An adjacent dining area and fully equipped kitchen complete the layout, promoting a spacious atmosphere.
Cabin in Sterling Forest
4.99 out of 5 average rating, 116 reviews

Modern Nordic Designed Cabin

Newly designed Modern Nordic Cabin. Escape to the tranquility of the mountains and lakes. The Nordic cabin is modern with high-end finishes throughout. The open concept living area features a fireplace, waterfall shower, vaulted ceilings, and large windows that offer stunning views of the surrounding forest and lake. Getting to and from NYC is easy. There is a bus stop down the street and a train station 15 minutes away. Perfect for a convenient getaway from the city Warwick town Permit 34469

Guest favourite
A hot tub is positioned under softly glowing string lights along a snowy bank, inviting relaxation. Surrounding the tub are wooden chairs and a table, with the cascading brook flowing nearby. Snow-covered trees frame the serene winter scene.
Cabin in Wurtsboro
4.95 out of 5 average rating, 386 reviews

The Water House - Winter Spa on a Cascading Brook

The brook flows through an evergreen forest creating a nourishing environment and the perfect setting for a relaxing and rejuvenating spa retreat. The living/dining room, hot tub/deck, and gas fire pit are set overlooking the cascading brook, ideal for entertaining, meditating or simply as an enjoyable natural muse. The soft, cozy and elegantly vintage styled interior is illuminated and warmed with central heating, ambient lighting and a home surround sound entertainment system with karaoke.

Guest favourite
A warm living area is highlighted by a wood-burning stove at its center, surrounded by a cowhide rug. Light-colored armchairs are positioned alongside a wooden coffee table. Natural light enters through multi-pane windows, complemented by a guitar and decorative plants against the walls.
Cabin in Bethel
4.93 out of 5 average rating, 152 reviews

Cozy Catskills Cabin

Give yourself time away from the city and closer to nature. Go for a hike, a dip in the lake, or simply relax, take your shoes off and put a good record on. Casa Smallwood got its name from the hamlet of Smallwood, a quaint community of cabins from the 30's and 40's, nestled less than 2 hours from NYC. We're only 7 minutes away from BethelWoods Arts Center, the original site of the 1969 Woodstock Festival. Come stay with us and surround yourself with beautiful trees, lakes, love and peace.

Top guest favourite
A serene outdoor seating area features two wooden chairs positioned beside a stone platform. A fire pit with a crackling flame is set in front of the chairs, overlooking a gently flowing creek and lush greenery, creating a tranquil nature retreat.
Cabin in Millrift
4.99 out of 5 average rating, 251 reviews

Remote Waterfall Cabin at Swiftwater Acres

Deep in a lush oak forest, on the bank of Bushkill Creek sits this hidden oasis. This is simply THEE most private abode in the entire area. Situated just feet from the water, the falls can be seen and heard from every room within the cabin’s charming, rustic interior. This spectacular 45 acre parcel is set within a vast reserve of state land: an oasis within an oasis. Just 90 minutes from NYC, this is a truly sublime atmosphere, perfect for those seeking a rejuvenating and inspiring getaway.

Guest favourite
Cabin in Bethel
4.91 out of 5 average rating, 364 reviews

Cozy Barn Cabin near Ski Mountain & Bethel Woods

1200 sq. ft Post & Beam 2 story Barn Cabin set on 18+ acres of property w/1250 ft. of rd frontage leading to this gem. Amish wood furniture and a wood burning stove. Open loft concept on 2nd floor offers 1 king bed, a trundle bed with 2 twins (sleeps 4), 1/2 bath & closet space. Downstairs offers kitchen, dining room, living room and full bath. Private park on property w/hammock, volleyball & basketball court, swing set, slide & playhouse, yard games (in house & shed) barbecue & firepit.

Guest favourite
Cabin in Kerhonkson
4.96 out of 5 average rating, 596 reviews

Winter Sale - Cozy Cabin + hiking + pets welcome

Take a leisurely walk under the towering trees in the quiet wooded acre surrounding our cozy, alpine-inspired cabin with contemporary bohemian touches. Sleep in upstairs under deep-set skylights, observe wildlife out our large picture windows, or curl up by the fire on the rustic screened porch. Daydream on our hammock or dine alfresco taking advantage of our barbeque. On a clear night, it is easy to stargaze up through the tall trees, perhaps while toasting marshmallows fireside.

Guest favourite
The cabin is set against a backdrop of tall trees and a clear blue sky. A spacious front porch is visible, surrounded by a lush green lawn. The gravel driveway leads to the entrance, providing access to the welcoming exterior of the home.
Cabin in Rock Hill
4.88 out of 5 average rating, 423 reviews

Trails Head Cabin

Welcome to Trails Head Cabin! Located on a quiet dead end road, this cabin sits at the head of the Neversink River unique area and offers activities such as hiking, fishing and hunting. My wife and I have fully renovated the inside of the cabin, and have begun to update the exterior. A five minute drive to Resorts World Casino and Holiday Mountain Ski and Fun Park. A twenty-five minute drive to Bethel Woods Center for the Arts (sight of the 1969 Woodstock Festival). See you soon!

Top guest favourite
An outdoor hot tub is situated in a cozy yard surrounded by autumn leaves. Warm light spills from the windows of the cabin, casting a welcoming glow. Hanging string lights illuminate the path leading to the house, enhancing the tranquil evening atmosphere.
Cabin in Cuddebackville
4.99 out of 5 average rating, 173 reviews

Creekfront Cabin Sauna & Hot Tub Hikers Hollow

Tucked away in the small town of Cuddebackville, you will find a wonderful rough cut cabin with all the comforts and amenities for a relaxing stay. The cabin is situated on 3+ acres on a quiet dead end road with very minimal car activity. Enjoy the wonderful nature that surrounds you, with the calming sound of the stream in the background. The interior of the cabin has been updated to ensure an exceptionally comfortable stay while still holding true to its original 1940's charm.

Top guest favourite
A charming cabin exterior is framed by a well-maintained lawn and lush trees. A stone pathway leads to the front door, flanked by modest garden beds with various plants. Natural wood siding and a dark roof create a warm, inviting appearance.
Cabin in Accord
4.98 out of 5 average rating, 171 reviews

Hidden cabin on 2 wooded acres

Retreat to a beautiful cabin and get lost on two wooded acres. Reconnect with nature in your own way - hike around nearby Lake Minnewaska, or another of the dozens of incredible trails in the area. Explore infinity under a blanket of stars and share stories gathered around the firepit. When you’re called inside, grab a book and settle in by the fireplace. Then cook a meal in our well-equipped kitchen or on the grill, and enjoy it on the patio overlooking the property.

Top guest favourite
A dining area is presented with a rustic wooden table surrounded by metal chairs. Natural light fills the space through large windows, highlighting bookcases filled with books. A vibrant orange chair adds a pop of color, while a soft area rug anchors the seating.
Cabin in Glen Spey
4.98 out of 5 average rating, 454 reviews

Cabin on 100+ Acre Farm — Fast WiFi, Pet-Friendly

* Off-grid, minimalist cabin in the Catskills * Super FAST WiFi (250mb download) * Fenced in backyard so kids & pets can play safely * Outside the fence is our 100+ acre property with private hiking trails nestled in a safe neighborhood. Please note the house lies between two neighboring houses. * 15 minute drive to upstate grocery store. * 90 minute drive from New York City. * Luxury amenities like 100% French linen sheets, Casper beds, handmade furniture, etc.

Top guest favourite
A serene cabin is nestled among trees, overlooking a private pond. The exterior features a mix of corrugated metal and wood, blending harmoniously with the natural surroundings. A spacious outdoor area includes a fire pit and seating, offering a tranquil retreat.
Cabin in Mountain Dale
4.95 out of 5 average rating, 161 reviews

Private lake cabin w/hot tub, views and fruit

Catchers Pond is perched atop a hill with views overlooking a private pond featuring a swim platform, dock, Jacuzzi, outdoor shower, fire pit and a fruit orchard of peach, pear and apple. It is perfectly secluded and close to everything you might need for your stay being just 5 minutes outside Mountaindale. Its rustic, charming and wild. A great place to slow down, reconnect and watch seasons change. The cabin sits on 55 quiet acres with no other houses in sight.

Top guest favourite
A modern cabin in a snowy landscape is framed by tall trees blanketed in white. The building features large glass doors on the front, and a cheerful snowman stands to the side, adding a playful touch to the winter scene.
Cabin in Ellenville
4.99 out of 5 average rating, 180 reviews

Catskills Cabin, Hot Tub, Wood Stove, King Bed

Welcome to Minnewaska Cabin. A Catskills mountain cabin on a private forested lot, with a hot tub, a wood stove and king bed. The house is brand new (completed Dec 2023) and located about 2 hours from NYC, close to many local attractions 20 mins from Minnewaska State park 35 mins from Legoland Goshen 20 mins from Resorts World Catskills casino 5 Mins from North East Off Road Adventures

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