Private suite holiday rentals in Dutchess County

Cozy Scenic New England rural retreat hike & kayak

Cozy and private studio in attached guest house on 3 bucolic acres w/pond. Two free kayaks parked by the lake town beach (only 3 miles away). Self check-in with private entrance. Enjoy scenic views of pond and farms from deck & patio with your own grill & fire pit. Mosey along our scenic road to nature preserve. 3 miles to quaint town with restaurants & coffee. Close to Appalachian Trail & other great hiking. Family friendly beach on Lake nearby. Pets welcome. Inquire min stay requirements.

Cozy retreat just a short stroll from the village

The Colonel Vanderburgh Suite is a private, cozy, efficient room with private bathroom that is separate from the rest of the main house. Guests do not have access to the main house. There is NO kitchen. You can come and go thru your private entrance and enjoy all the amenities that the room has to offer. QFree Wi-Fi, brand new Smart TV, coffee maker, mini fridge, Beekman 1802 toiletries, linens, robes, hair dryer, etc. Feel free to roam the property, use the fire pits and relax by the stream

Sweet Beacon

Welcome to Sweet Beacon, our mid-century suite: cozy as pie & just minutes to Main Street & downtown Beacon. That's right, here you'll be only a hop, skip or trot (depending on your pace) to the trendy mountain life of the Hudson Valley. Whether you want to mozy your way to one of our town's yummy restaurants, galleries, or swanky candle joints (yes there's more than one), the world is your oyster. Did we mention we're only a 5-minute walk to the trailhead of Mt. Beacon? YUP! We'll see ya soon!

THE FULL WEEKENDER/private entrance

A super charming and comfortable room, private bath and A PRIVATE ENTRANCE, located two blocks from the Roundhouse and Fishkill Creek. * As of September 15, 2026 Airbnb will be tagging THEIR service fee of 12.5% , per night, onto our room price. (They charge hosts a 3% service fee. ) This change will jump the cost for one night from 125$ to 141$. They claim separating fees and room cost confuse guests. We think it's to make it look like, they aren't charging you so much, for their service.

Private ground floor guest suite in Hudson Valley

Guest favorite/newly renovated/private, ground floor guest suite. Br/full bath/large LR w/big TV/frig/mw/coffee in centrally located area in the heart of Hudson Valley. Walk to Dutchess Rail Trail/Uber accessible/self ck in. Close to Poughkeepsie, Beacon, Vassar/Marist/DCC colleges, Walkway over Hudson, Culinary Institute, Vassar Hospital, Hyde Park, New Paltz, Rhinebeck. Couch only in LR would be ok for a child. Pets considered for $15/night fee w/inquiry prior. No full kitchen. Car suggested.

Spacious with en suite bathroom

Forget your worries in this spacious and serene space. Whether you want to read, write or just kick back this is a sweet spot both inside and out. It’s close to hiking trails, the Hudson River, Esopus, the Catskills, Windham skiing. If you want, or need, there’s an abundance of shopping within a 15 mile radius - from thrift stores to big stores. Great food abounds in this beautiful area. There’s no kitchen, yet there’s a mini fridge and freezer as well as a coffee maker and electric kettle.

Spacious & Private Hudson Valley Getaway

Welcome to Marlboro! This private space in our home features a private entrance, private bathroom with a nice standing shower, eating area (not a kitchen) with tea kettle and coffee machine, toaster, microwave and refrigerator with freezer. There is a table and chairs, love seat couch that transforms into a small cot, queen bed, walk in closet and 55 inch smart TV with a full motion TV stand. We are permitted to operate in the town of Marlboro and a yearly fire inspection is conducted.

the farmhouse suite @barn & bike

A 620 sq ft. fully private suite with own entrance. The early American farmhouse is highlighted by a darling kitchenette, hot steam shower and original MCM furniture. We live on the other side of the eyebrow colonial, originally built in 1800. Please see the other details to note, including that the kitchenette has an induction stove top and convection air fryer toaster oven. It's a great for light cooking. Please ask for a grill for cooking meat and greasy food. Thank you!

Charming Guest Suite in the Hudson Valley

Nestled in the heart of the Hudson Valley on a quiet country road, this house features a private, newly renovated space at the back of a unique house built in 1789. Surrounded by trees and nature, it makes for a perfect relaxed setting, with access to your own private deck and back yard. A short walk to enjoy Hunns Lake and close to the Buttercup Sanctuary, Stissing Mountain trails, Pine Plains and Millbrook villages. It’s the ideal retreat for a peaceful country getaway.

Romantic Sunset, 60m view, Millbrook, Fast WiFi

Luxurious private suite with stunning 60 mile Hudson River Valley sunset views! Horse country, ideal for horse and nature lovers and 200+bird species. Private entrance, kitchen, bathroom, HEPA filters, 500Mbps WiFi, 55” 4K TV. During the Fall, Winter and Spring seasons it is cold , snowy , icy, frozen ground. You agree that you are on the property at your own risk. Stargaze & delight in fireflies! Relax on the deck with crisp mountain air. Near picturesque towns.

Panoramic Mountain Views!

Located 20 minutes from Rhinebeck Village in Milan/Red Hook. Heated Pool currently open! The furnished lower level of this new, custom-built home offers stunning views. Kitchen with all cooking essentials to include spices, oils, and dry goods. The unit also has its own washer/dryer and has access to the detached guest quarters, which has a separate balcony, workout equipment, ping pong table, corn hole and two fire pits available to enjoy the outdoors with music!

Modern/lux suite on Hudson Riverfront w/views!

Come stay on the Hudson River Waterfront Bluff! It is one of THE most magical, luxurious experiences in all of NY. The views are insane!! It's literally the perfect getaway with a major *wow* factor - if you're wanting something very special. :) You'll have complete access to my gorgeous, modern, designer 2-room guest suite. The entrance is separate/private. This is a luxury escape. The central location positions you near everything!