Cabin holiday rentals in Middletown

Find and book unique cabins on Airbnb

Top-rated cabin rentals in Middletown

Guests agree: These cabins are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top Guest favourite
A red cabin with stone accents is surrounded by greenery, featuring a wooden porch with large windows. A gravel path leads to a patio area with a red umbrella, seating, and a grill in the fenced backyard, providing a welcoming outdoor space.
Cabin in Milford
4.9 out of 5 average rating, 174 reviews

Riverfront Cabin on the Delaware

Unwind on the banks of the Delaware river. Our cozy cabin has all the modern accommodations you'd expect in a vacation home paired with the outdoor amenities that make this vacation home a peaceful dream come true! Interior amenities include: WiFi, TV with cable, Nespresso Coffee Maker and Pods, Washer/Dryer, Gas Fireplace, Full Set of Pots & Pans, Pull-Out Sofa, Towels & Linens included in stay. Outdoor amenities include: Grill, Wood-Burning Firepit, Hot Tub, Corn Hole, Private River Access.

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, 113 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 33274

Guest favourite
The cozy living area features a stone fireplace framed by natural wood beams. Comfortable leather chairs are positioned around a soft area rug, while shelving displays curated decor. A staircase leads to the upper level, adding depth to the warm, inviting space.
Cabin in Eldred
4.98 out of 5 average rating, 191 reviews

Little River: Waterfront Sauna & Chic Log Cabin

Escape to Little River, a stunning log cabin sitting along a mountain stream in the southern Catskills, just 2 hrs from NYC and 2.5 from Philly. This beautifully renovated 2-bed, 1-bath cabin boasts vintage charm, modern amenities and outdoor delights like a riverfront sauna, creekside dining and fire pit. Perfectly designed for spending time with friends, working and relaxing, Little River is your perfect upstate escape! Little River has been featured on Cabin Porn, GQ, and Airbnb's top ten

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, 382 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
Cabin in Bethel
4.94 out of 5 average rating, 158 reviews

Fireplace—Renovated—Near Skiing & Tubing—Chic+Cozy

Escape to The Original Bungalow, part of the @boutiquerentals_ collection—a newly renovated Scandi-chic retreat with a cozy fireplace & fire pit in a woodland backyard. Located just 2 hours from NYC in the Catskills (one of Travel+Leisure’s 50 Best Places), Smallwood is a destination in itself: walk along the lake, waterfall or hike the forest trails. Nearby are Holiday Mountain (skiing+tubing), Kartrite Waterpark, Bethel Woods + dining & shopping in Callicoon, Livingston Manor & Narrowsburg.

Top Guest favourite
The A-frame cabin is nestled among trees, featuring a wooden deck and wide glass doors that open to the interior. A private hot tub is positioned nearby, providing a relaxing outdoor space surrounded by nature.
Cabin in Damascus
5 out of 5 average rating, 182 reviews

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly

Escape to the Cedar Haven A-Frame in Damascus, PA – the perfect romantic hideaway just a short drive from NYC. Nestled in peaceful woods, this cozy 400-square-foot retreat offers all you need for a relaxing escape. Soak in the private hot tub, roast marshmallows by the fire pit, or unwind to music as you watch the forest through wide windows. Whether celebrating a special occasion or just needing time away, the tiny cabin invites you to unplug, reconnect, and make memories in nature’s embrace.

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, 249 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.

Top Guest favourite
The A-Frame home is nestled amidst snow-covered trees along the flowing river. A spacious deck wraps around the structure, with soft lighting visible. A peaceful winter landscape is framed by the contrast of the warm wood exterior against the snowy surroundings.
Cabin in Yulan
4.98 out of 5 average rating, 196 reviews

Magical A-Frame by River | Fire Pit, Snowy Forest

Escape to our Magical Riverside A-Frame on 4 secluded acres. Swim in the enchanting river, grill dinner under the trees, and gather by the fire pit beneath twinkling string lights & a sky scattered with endless stars. Watch deer, eagles & fireflies as you unwind in this cozy 2BR cabin. Perfect for couples, nature lovers, and anyone craving a peaceful retreat. Minutes from scenic hikes & Delaware River adventures connecting deep with nature - leave feeling like you stepped out of a storybook.

Top Guest favourite
Cabin in Glen Spey
4.98 out of 5 average rating, 122 reviews

Luxury Woodland Escape-Fireplace/Hot tub/Fast WIFI

Built for entertaining and perfect for groups. This large and lux woodland A-frame cabin is beautifully renovated and over-equipped. Soak in the hot tub, sunbathe on 2 decks, swing in the hammock, play ping-pong, corn hole, volleyball or just lounge by one of the two fire pits/places. Roam our 6 private acres, swim at the Mongaup Falls Reservoir beach, access numerous public trails and lakes nearby, visit local wineries/breweries/Bethel Woods. See videos on youtube: @squirrelcabin

Guest favourite
Cabin in Kerhonkson
4.96 out of 5 average rating, 595 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.

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, 158 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, 176 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

Popular amenities for Middletown cabin rentals

  1. Airbnb
  2. United States
  3. New York
  4. Orange County
  5. Middletown
  6. Cabin rentals