Cabin vacation rentals in Middletown

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Top-rated cabin rentals in Middletown

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Top guest favorite
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, 112 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 favorite
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, 188 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 favorite
Cabin in Wurtsboro
4.96 out of 5 average rating, 375 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.

Top guest favorite
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, 163 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.

Guest favorite
The cabin is softly illuminated by outdoor string lights at dusk, creating a welcoming atmosphere. A stone pathway leads to a fire pit surrounded by four Adirondack chairs, while the cabin's deck features inviting seating. Lush trees provide a natural backdrop.
Cabin in Bethel
4.95 out of 5 average rating, 149 reviews

Holiday-Decorated Cozy Renovated Cabin w Fireplace

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

Top guest favorite
A charming cabin is nestled among vibrant trees displaying autumn foliage. A wooden staircase leads to the entrance, flanked by natural stone walls. Outdoor seating arrangements are visible on the deck, offering a peaceful retreat in a wooded setting.
Cabin in Fishkill
4.96 out of 5 average rating, 125 reviews

Secluded Hilltop Cabin near Beacon & Cold Spring

3 private acres atop small mountain. Feels like you're way upstate - check out the reviews! Hi-speed WiFi. Next to forest preserve and hiking trails. Furnished deck w grill overlooks Mt. Beacon sunsets. Loft w/queen and twin mattresses + pull out couch & twin-size mattress day bed on the porch. Perfect for 2, comfortable for 3, but 4 is probably max comfort since it's a small space. Please note that the road heading up there is steep. A car with AWD is ideal but a sedan will make it up too!

Top guest favorite
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, 244 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 favorite
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
4.89 out of 5 average rating, 410 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 favorite
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, 450 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.

Guest favorite
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, 151 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.

Guest favorite
The rustic log cabin is framed by vibrant greenery, with colorful flowers blooming in the foreground. A cozy red exterior is complemented by a steep brown roof. Outdoor seating is visible nearby, set amongst the natural landscape of trees and shrubs.
Cabin in Wurtsboro
4.93 out of 5 average rating, 107 reviews

Catskills log cabin w/waterfall, views & hot tub

Experience total privacy and relaxation in our magical log cabin on 10 acres of woods, 90-minutes from NYC! Our home sits atop a bedrock cliff, with gorgeous, untouched Shawangunk mountain views and the peaceful sounds of the river and 30-ft. waterfall running below. The cabin is wonderfully cozy yet spacious, rustic while having most modern amenities provided to you. Enjoy total seclusion close to so many things to see and do....best of both worlds!

Top guest favorite
The exterior of the Fern Hill Lodge is showcased amid vibrant fall foliage. The house features warm wooden siding and a spacious wooden deck with steps leading to the entrance, all set against a backdrop of colorful autumn leaves scattered on the ground.
Cabin in Barryville
5 out of 5 average rating, 197 reviews

The Fern Hill Lodge: Secluded Serenity on 20 Acres

The Fern Hill Lodge is a lovingly restored retreat, crafted by a local master carpenter and designed for families, couples, or friends ready to escape the city and reconnect with nature. Just two hours northwest of NYC, our private, secluded rustic sanctuary is tucked away on a lush, ferntastic hilltop — a hidden gem nestled on 20 peaceful acres. Whether you’re here to explore, rest, or simply breathe, the entire house and land are yours to enjoy.

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