Private suite holiday rentals in Dutchess County

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Top-rated private suite rentals in Dutchess County

Guests agree: these private suite rentals are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite in Dover Plains

4.91 out of 5 average rating, 327 reviews

Hoppy Hill Farm House

Enjoy the simple country life in this historic farmhouse. Watch the sun rise over the breathtaking mountain views from the front porch while sipping a cup of coffee/tea. For the more adventurous, there are lots of Appalachian Trail hiking opportunities, and nature preserves to enjoy. Plenty of quaint towns near-by: Kent, Millbrook, Amenia, Wassaic for great food, coffee shops, antiques, parks, breweries and vineries. Inside, you will feel right at home in this comfortable one bedroom apartment.

Guest favourite

Guest suite in Pawling

4.92 out of 5 average rating, 101 reviews

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

Guest favourite

Guest suite in Lagrangeville

4.85 out of 5 average rating, 151 reviews

Renovated 1840 Collins Estate Private East Wing

The 1840 Collins Estate took 60 men three full years to construct. The rental is a private, locked East Wing of the home. Fully refinished with modern comforts; bedding, mattresses, bathrooms, coffee bar and more. The home is centrally located near the Links at Union Vale(1 mile), Millbrook, Rhinebeck, Beacon, Poughkeepsie and colleges. Historic sites and festivals abound. Many great restaurants nearby due to proximity to Culinary. Perfect hotel efficiency style getaway cared for with pride.

Guest favourite

Guest suite in Beacon

4.85 out of 5 average rating, 235 reviews

Eco-retreat near trails & Main

This quiet, rustic place feels like a cabin in the woods—yet it’s located within easy walking distance of all the hot spots on Main Street as well as multiple trailheads. Excellent for a weekend getaway, romantic interlude, or writing retreat. Go ahead, stay out late; then, stroll back to your cozy, private haven. Enjoy crickets and birdsong in season from your own porch. Super eco-focused & non-toxic, the apartment is situated on the lower floor of the bermed house. Steps from the Roundhouse.

Top guest favourite

Guest suite in Wappingers Falls

4.81 out of 5 average rating, 116 reviews

Private ground floor guest suite in Hudson Valley

Newly renovated private, ground floor guest suite returning for 2025 rentals! 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.

Top guest favourite

Guest suite in Marlboro Township

4.97 out of 5 average rating, 491 reviews

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.

Guest favourite

Guest suite in Millerton

4.92 out of 5 average rating, 385 reviews

Romantic Sunset Sept. leaves changing colors now!

Luxurious private suite with stunning 50-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. Enjoy a private pond for picnics, luxurious cushioned chaise lounges, another private deck and dock, table & chairs, firepit, badminton on 25 acres. Stargaze & delight in fireflies! Relax on the deck with crisp mountain air. Near picturesque towns.

Top guest favourite

Guest suite in Red Hook

4.92 out of 5 average rating, 384 reviews

the farmhouse suite @barn & bike

A 620 sq ft. fully private suite with your own entrance in a beautiful early American eyebrow colonial. The mid-century farmhouse style is highlighted by a darling kitchenette. And don't forget the bathroom hot steam shower! Please note 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. We are a zoned b&b with bike rentals. See barn & bike, llc for more info.

Guest favourite

Guest suite in Stanfordville

4.93 out of 5 average rating, 160 reviews

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.

Guest favourite

Guest suite in Poughkeepsie

4.96 out of 5 average rating, 134 reviews

Suite of Rooms in Historic Home

Wonderfully decorated 3rd floor suite of rooms in the Academy Historic District. Two Newly renovated bedrooms, one with queen bed, the other with 2 twin beds. There is an additional day bed in the living area/ sitting room space , a TV with Netflix & Amazon Prime with wifi connection throughout. The bathroom has modern fixtures and a claw-foot tub/shower. There is a private entrance with additional half bath . A private porch and use of the beautiful backyard.

Top guest favourite

Guest suite in Hyde Park

4.98 out of 5 average rating, 234 reviews

The Harvest Guest House~ Hidden Gem with Pool

Reconnect with yourself & nature. The Georgian style home is set on 6 wooded acres and surrounded by rugged rock ledges, minutes to Marist, The Culinary, Roosevelt & Vanderbilt estates. THE HARVEST GUEST HOUSE offers a genuine Hudson Valley stay. Your suite has its own private entrance, bathroom & fireplace. Enjoy a comfortable place to unwind after exploring nearby trails, river towns, and historic sites. Relaxed, real, and rooted in nature.

Guest favourite

Guest suite in Esopus

4.91 out of 5 average rating, 262 reviews

Hudson River Views near Kingston Rondout Harbor

One bedroom private English basement apartment located in the Town of Esopus adjacent to Kingston, in a quiet neighborhood with beautiful views of the Hudson River. Walk to the nearby park with a boat and kayak launch, popular with birders, and enjoy sweeping views of the Roundout Creek, Kingston’s historic Rondout waterfront district (minutes away by car), and the Hudson River.