Apartment holiday rentals in Dutchess County

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Dutchess County

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

%{current} / %{total}1 / 1
Superhost
A cozy studio space features a full-size bed with a neutral comforter, a desk and chair set against a wall, and a small television mounted above a radiator. Natural light enters through a window, with patterned curtains framing the view. The bathroom doorway is visible in the background.
Flat in Amenia
4.9 out of 5 average rating, 139 reviews

Amenia Main St Cozy Studio

Cozy studio in well maintained house from 1900. 150 sq ft with full size bed. Unit is comfortable for one, tight for two. Right in small town of Amenia. Front porch with seats/table. Walking to food, shops, drive-in movie theatre, and rail trail. Trail is 1/4 mile from house, paved and only allows walking/biking. On trail: Arts village Wassaic (3 miles south) Millerton (8 miles north). Train to NYC is 2.5m south. Tons in area: wineries, distillery, lakes, hiking, theatre & quaint towns.

Guest favourite
A cleanly designed space features a light wooden floor, leading into a bright bedroom with a spacious bed framed by soft gray linens. Natural light filters through sheer curtains, illuminating a minimalist chair and a stylish lamp in the foreground.
Flat in Port Ewen
4.87 out of 5 average rating, 111 reviews

Near-Kingston Staycation Home

This is a newly renovated home in a two-unit house in Port Ewen, 5 min to historic Kingston. We have carefully planned and renovated this home with a work/leisure lifestyle in mind. The space is designed for an individual, a couple, close friends, or a small young family. There are swimming places and parks walking distance as well as amazing coffee, shopping, art, attractions, events, etc. Note that this place has noise from traffic on the main road (ear buds and white noise machine provided).

Top guest favourite
A well-maintained exterior view showcases a single-story house with a gray siding. A small patio area features a wooden picnic table surrounded by flower beds and a stone pathway. Lush greenery frames the space, while a clear blue sky fills the backdrop.
Flat in Verbank
4.96 out of 5 average rating, 165 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.

Top guest favourite
A spacious studio apartment features large windows allowing natural light to fill the room. A comfortable king size bed is positioned alongside a cozy seating area with a sofa and coffee table. A textured area rug covers the hardwood floor, adding warmth to the space.
Flat in Pawling
5 out of 5 average rating, 125 reviews

Quiet Studio Apartment in Pawling

For getaways or visiting the area, this peaceful sanctuary awaits your arrival in Pawling. A fresh clean studio apartment with idyllic views of the forest, stone walls, and distant mountains. Awake to the sound of birds and beautiful sites. With a king size bed, kitchenette, desk, Smart TV, WIFI, full bath with walk-in shower. Big sliding glass door to private deck overlooking native landscaping. 1 mile to village for restaurants, bakeries, & night spots. 7 min by taxi to Darryl's House Club.

Top guest favourite
The open living area features tall windows that provide ample natural light. A comfortable sofa is situated beside a wooden coffee table, with a dining table set for four in the background. Modern appliances and a stylish ventilation hood enhance the kitchen space.
Flat in Kingston
4.97 out of 5 average rating, 153 reviews

DeMew Place

Enjoy the historic Rondout district of Kingston while relaxing in this beautiful, one-bedroom, one bath unit on the first floor of a brick building from 1900. Historic charm meets modern amenities, with 12' ceilings, in-floor heating, and an open concept kitchen, living and dining area across the street from the Hideaway Marina on the Rondout Creek. Take a relaxing walk along the water to the historic waterfront area on Broadway for dining, shopping or a boat ride on the Hudson River.

Guest favourite
Flat in Poughkeepsie
4.92 out of 5 average rating, 191 reviews

Your Own Pied-a-Terre "WALKWAY OVER THE HUDSON" #1

The studio is apt. w/sleeping alcove, queen bed, full kitchenette, tiled bath & shower. Private 2nd fl. entrance; great light through two sets of French doors w/southern exposure and view of the back yard. VERY CENTRAL LOCATION. Less than 10 minutes to DCC, Marist & Vassar Colleges, Vassar Bros. Medical Center, Walkway Over The Hudson, RR Station & Hudson River Park. FDR Home and CIA are 15 minutes away. We suggest that you have a car. All the calculated distances are by driving!

Top guest favourite
The studio features large windows with yellow curtains, allowing natural light to fill the space. A cozy seating area with a blue sofa and yellow cushions is displayed, alongside a sleek dining table. A spacious bed is framed against the wall, with modern artwork adding character.
Flat in Beacon
4.96 out of 5 average rating, 686 reviews

Luxe Loft 2 on Main St. Views! Steam Shower! W/D

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

Top guest favourite
The kitchen features modern appliances, including a black refrigerator and stainless-steel oven. A wooden dining table sits in the center, adorned with a bowl of fresh fruit. Shelves above display plants and kitchenware, while natural light filters through the windows, creating an inviting ambiance.
Flat in Kingston
4.97 out of 5 average rating, 236 reviews

Renovated apartment in midtown Kingston

Our renovated Kingston apartment. House was built in 1888 and has been lovingly renewed and restored. We fussed over every detail and tried to make the space as comfortable and inviting as we could. Many of the furniture pieces we made, or restored. We refinished the old floors and completed re jigged the layout for a more open plan, connected living space. Kitchen and bathroom are completely brand new! The house is in the middle of everything Kingston, and the HV has to offer.

Guest favourite
A charming red brick building stands three stories tall, complemented by large windows that allow natural light to fill the interior. A small outdoor seating area with two chairs and a table is visible in the foreground, alongside decorative tall grass that adds a touch of greenery.
Flat in Poughkeepsie
4.92 out of 5 average rating, 106 reviews

Studio under the Walkway over the Hudson

Beautiful downtown studio under the walkway over the Hudson. No kitchen just microwave, coffee pot and fridge. It sits on one of the nicest streets in a safe neighborhood within walking distance to the metro north train station, restaurants, bars and bakeries. The walkway is also near by. This is a walkout street level studio. No stairs involved. The front stone patio is exclusive for the studio listing. The back patio is for the upstairs listing.

Guest favourite
The exterior of a rustic cottage is presented, featuring large windows that allow natural light to fill the interior. A wooden deck leads to a glass-paned door, framed by light-colored siding and contrasting trim. Trees and greenery are visible in the background.
Flat in Salt Point
4.85 out of 5 average rating, 197 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 favourite
A warmly colored wooden front door features a large window at the top and is adorned with a seasonal wreath. Two carved bear statues stand on either side, complementing a welcome mat placed at the entrance.
Flat in Millbrook
4.93 out of 5 average rating, 239 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. .

Top guest favourite
A spacious living area is furnished with a plaid armchair and a matching ottoman. A black recliner accompanies a wooden desk, which is paired with a decorative lamp. Natural light is allowed to enter through multiple windows, highlighting the wood flooring and area rug.
Flat in Beacon
4.91 out of 5 average rating, 631 reviews

Cozy 2nd floor apartment in Beacon

1 bedroom 2nd floor apartment with view of Mt. Beacon just one short block from Main St. Accessible to all that Beacon has to offer. Comfy double bed. Full bath with tub/shower. Kitchenette equipped with toaster oven,toaster, coffee maker, microwave and apartment size refrigerator also plates, bowls and utensils. Coffee and an assortment of teas are offered.

Popular amenities for Dutchess County apartment rentals

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Dutchess County
  5. Flat rentals