Cabin holiday rentals in Dutchess County

Acorn Hill Cottage -A mid century farmhouse gem

No list of chores. Just relax! We are now accepting dogs on a case by case basis. Must inquire PRIOR TO BOOKING. Minutes to historic Rhinebeck Village, this quaint abode makes for the perfect romantic or mind clearing get away. Located directly off Route 9 tucked in the trees. Enjoy our completely separate art filled cottage. The open 550sq/ft studio floor plan will cheerfully accommodate couples & close friends. 4 persons MAX. Best suited for adult guests as the space is not child proofed.

*New* Creekside Cabin Retreat: Stylish, Modern

Escape the city and unwind at our modern cabin nestled on the banks of the Esopus Creek in Saugerties, NY. Designed as the ultimate weekend retreat, this sleek and stylish getaway offers the perfect blend of nature, luxury, and comfort - just under 2 hours from Manhattan. Step into a thoughtfully designed home where a dramatic floor-to-ceiling glass wall brings the outdoors in. Open the double sliding doors to blur the lines between indoor and outdoor living - especially stunning in the fall.

A View From the Lakehouse

Welcome to paradise! Come meet your family’s new favorite vacation home, where your backyard is Dutchess County's largest private motorboat lake and your commute is less than 90 minutes from Manhattan. Lounge in the sun on our private dock, explore all the lake has to offer on our state of the art fiberglass paddleboards, and take in the stunning views from this beautifully renovated cabin, tucked away on a hillside amongst the lush foliage. Come enjoy lakeside living at its finest!

The Upstate A - Modern Luxury in the Hudson Valley

The Upstate A is a 3 bedroom + sleeping loft, 2.5 bathroom A-frame set on a quiet cul-de-sac in the heart of the Hudson Valley. Built in 1968, it was fully renovated in 2020-2021. Staying here you’ll experience a cozy yet modern vibe, immersed in nature but with all the accoutrements of an upscale stay. You'll find great hiking in the summer, skiing in the winter, fresh upstate air year-round and serenity all day and night. See for yourself: check us out on IG @upstate_aframe

Luxurious Private Log Cabin Retreat in Nature

Nestled in the serene woods of Hudson Valley, this celebrity owned log cabin offers rustic charm and modern comfort! Located on a large private property, the cabin features 3 bedrooms, 2 bathrooms and a beautiful stone fireplace. Enjoy some relaxation by the outdoor firepit or get active with one of the many things to do in the area. This comfortable log cabin is the perfect retreat for couples, families, small groups of friends, or solo travellers seeking an escape in nature!

Sunset Bungalow-Mt views on 130acre forest & falls

Newly renovated private cabin on the ridge top of an 130 acre magical property with stunning western views and overlooking a historic farm & crystal clear lake. Explore the hiking trails, dip in the wading pools of the upper cascades, bike to town or simply enjoy the peaceful sounds of the 90ft waterfall on the property. Relax in a beautifully designed private retreat, complete with a gourmet kitchen, cozy fireplace, and comfortable bedroom- learn more at cascadafarm.com

Secluded Mountaintop Getaway near Poughkeepsie

Featured in the Hudson Valley Style Magazine, this Modern Rustic Mountain Getaway is a unique option for accommodations when exploring the Hudson Valley/Taconic region. The secluded getaway is nestled on top of a steep hill and offers stunning views of the surrounding area. Kick back and relax in this calm, stylish space with an amazing outdoor deck or use it as a basecamp for exploring local hiking trails, wineries, distilleries, restaurants, and farms.

Creek Side Cabin w/ Wood Fired Hot Tub & Fire Pit

Our Little Creek Cabin is a place to pause. The cabin is located next to a rushing creek, where you can soak in a wood fired hot tub while listening to the sounds of the water. We are minutes from Candlewood Lake & Squantz Pond, where you take take our kayaks out. There are many wineries, breweries, towns to explore, antique shops, ski mountains, and beautiful hiking trails. Here you can simply open the windows to listen to natures sound machine!

The Ancram A - Luxury Mid-Century Modern Cabin

Included in Curbed’s ‘Top 100 Airbnb’s around NYC’! Nestled between the Berkshires and the rolling farmlands of the Hudson Valley, The Ancram A is perfectly situated for your Upstate getaway. This unique A-Frame was originally built in the 60s and then reimagined in 2012 with modern luxuries. The cabin is on a lake so grab a towel and head down for a swim. We look forward to sharing our picturesque hamlet of Upstate NY with you.