Apartment vacation rentals in Dutchess County

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Top-rated apartment rentals in Dutchess County

Guests agree: these apartments are highly rated for location, cleanliness, and more.

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Guest favorite

Rental unit in Rhinebeck

4.89 out of 5 average rating, 282 reviews

Getaway or Artist's Retreat w/In-Unit Laundry

Light-filled, comfy, & pleasing to the eye, this garden pied-à-terre offers a knockout rural setting and proximity to Amtrak, Rhinebeck (2 miles), Omega (17 mins.), Bard (15 mins.), etc. Bathroom, private entrance, all kitchen essentials. PLSE CHECK W/ HOST BEFORE INSTANT BOOKING A MONTH OR MORE. Perfect for one or a couple, or a couple with small child. Two adults sleeping separately can work if you're looking to save $, but bear in mind the apt is not huge. GUESTS MUST BE FULLY VACCINATED.

Guest favorite

Rental unit in Verbank

4.95 out of 5 average rating, 131 reviews

Large, private apartment in scenic Hudson Valley

We are located right in the middle of the Dutchess County so access to all points is convenient. Many attractions are: historical Hyde Park, Walkway Over The Hudson, Culinary Institute, Vassar & Marist colleges, wineries, breweries, the quaint towns of Millbrook & Rhinebeck, Dutchess County Fairgrounds, and The Links At Unionvale golf course and banquet hall. Great for couples, adventurers and business travelers who love activity but appreciate a comfortable quiet place at the end of the day.

Guest favorite

Rental unit in Rhinebeck

4.99 out of 5 average rating, 185 reviews

Rhinebeck Ridge - A Woodland Studio Retreat

Nature surrounds this tranquil space nestled within a heavily wooded scenic ridge district, far off the road. Near Omega, Rhinebeck Village, Bard, Walkway over the Hudson, hiking, parks, wineries, swimming, antique stores, farmers markets. Newly constructed & lovingly designed by its builder owner, great attention has been given to quality details designed to soothe your soul. Ideal for singles or couples of any orientation wishing to elegantly commune with nature with all the comforts of home.

Guest favorite

Rental unit in Pine Plains

4.98 out of 5 average rating, 146 reviews

Newly renovated cutie

Newly renovated apartment in private home. Pets may be allowed on a case by case basis. Please contact me to discuss. Ample parking off road. Quiet location. Centrally located. Hudson to the north (20 mins). Millerton (10 mins) to the East. Rhinebeck (20 mins)to the west. Poughkeepsie to the south. Summertime polo matches only 5 mins from the house. Town beach a couple mins away. Many dining options within minutes. The Stissing Center offering musical and theater options also within minutes.

Guest favorite

Rental unit in Poughkeepsie

4.94 out of 5 average rating, 109 reviews

Spacious Studio in Historic home, near Metro North

1st floor studio apartment in a private home. Located in the historic Mt Carmel/Little Italy section of Poughkeepsie. 5 minute walk to Metro North train station and entrance to the Walkway over the Hudson. Many restaurants, coffee/pastry shops within walking distance. There is off street parking and a lovely yard in back. Convenient to Marist College, Vassar College, the CIA, FDR home , Vanderbilt Mansion, Locust Grove, breweries, Rail trails and Wineries. NO third party booking allowed.

Guest favorite

Rental unit in Kingston

4.96 out of 5 average rating, 225 reviews

DeMew Townhouse in Historic Kingston

DeMew Townhouse is beautiful duplex apartment located in a renovated 1850s building overlooking Hideaway Marina in the Rondout district of Kingston. The building boats a rich history: the main floor of the building served as a speakeasy during Prohibition. It has hand rubbed oak floors, a renovated kitchen and bath and 14 windows providing views of the Rondout. With a spacious open plan, the DeMew Townhouse is the perfect location from which to explore Kingston and the Hudson Valley.

Guest favorite

Rental unit in Beacon

4.96 out of 5 average rating, 558 reviews

Luxe Loft 2 on Main St. Views! Steam Shower!

Luxe Studio # 2: Modern, clean & bright studio in the best location on Main Street Beacon! Everything at your doorstep: Restaurants, breweries,shopping, galleries, hiking. Walking distance to Metro North train & DIA Museum. Indulge in the unforgettable steam shower perfect after a day of hiking & sightseeing! Designed for your comfort and convenience. Coffee, tea & bottled water provided, full kitchen, luxurious bed & linens. Excellent location for exploring the Hudson Valley

Guest favorite

Rental unit in Rhinebeck

4.94 out of 5 average rating, 105 reviews

Private Studio Close to Downtown Rhinebeck

This modern studio apartment is ideal for a weekend retreat or remote working base. Just 17 minutes from Omega, we offer a Queen-size bed, free WiFi, and a Smart TV. The fully-equipped kitchenette and work/eating bar make meal prep and productivity easy. The bathroom features a rain shower head and Bluetooth speaker. With its own entrance and ample street parking, it ensures privacy and convenience. Give it a try – you won’t be disappointed!

Guest favorite

Rental unit in Beacon

4.98 out of 5 average rating, 138 reviews

Beacon Bridge Lounge | Private Guest Suite

Escape to this private lower level oasis with a cozy living room, spacious bedroom, and full private bathroom. Amenities include a dining table, flat screen TV with Apple TV, Fios, and a coffee maker. The bedroom features a queen bed, dresser, clothing rack, mirror, microwave, small fridge, and desk setup. Just a 20-25 minute walk, 10-15 minute bike ride, or 5-7 minute drive to Beacon's main street. Relax and unwind in this comfortable space!

Guest favorite

Rental unit in Salt Point

4.84 out of 5 average rating, 161 reviews

Arcady - Modern, 1br cottage

Renovated 600 sq ft 1br/1ba cottage! Welcome to Arcady - an ideal rustic paradise. Our recently renovated barn cottage situated on 6 acres of land with private creek and within easy drive of Rhinebeck, Millbrook, Omega Institute, Poughkeepsie and thousands of Hudson Valley Attractions. 10 min drive from Omega, 1 min drive from a town beach - enjoy everything area has to offer including hikes, mansions, farm visits, wineries and much more.

Guest favorite

Rental unit in Beacon

4.98 out of 5 average rating, 120 reviews

1 Bedroom with Backyard & Front Porch, Central Air

In heart of Beacon. Large and sunny, on a very quiet block. Private with its own entrance. Back-yard, central air, wifi, TV. Walkable to hiking and Main Street. No need for car. Queen-sized bed. Hosts live upstairs and there is another guest apartment. So you may notice the sounds of others. Therefore we have QUIET HOURS from 10 PM to 8 AM. We only book guests who want quiet hours and who have favorable Airbnb reviews. NO SMOKING please.

Guest favorite

Rental unit in Millbrook

4.93 out of 5 average rating, 223 reviews

Red Tail Ridge

One BR with bath, full kitchen, eating area and living room. Separate entrance and sliding glass door in rear with country views. Located on 12 acre parcel. Close to village of Millbrook (less than 4 miles). We are located in center of Dutchess County. There is great antique shopping, historic sites and some of the finest restaurants and chefs with tastes to suit most everyone. .