Apartment holiday rentals in Dutchess County

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.

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).

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.

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.

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.

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.

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.

Historic Hyde Park Studio | Minutes from FDR & CIA

This spacious and recently renovated studio was once a room inside Hyde Park's very first hotel. Built in 1780, the 'Park Hotel' became a popular destination for politicians, socialites, and travelers from around the world visiting the beautiful Hudson Valley. Within walking distance to the Hudson River, the Vanderbilt Estate, and other local attractions, you'll find yourself conveniently located near everything that makes this historical town such a wonderful place to visit.

3 Bdrm. Near Hudson Valley Colleges & Attractions

Built in 1910, this 3 bedroom apartment is located close to many Hudson Valley attractions - only 0.5 miles from the Poughkeepsie train station. Located within 2 miles of both Marist and Vassar Colleges, as well as a short drive from The Culinary Institute of America. Historic villages of Hyde Park and Rhinebeck are just a short drive along the river. As well as fast access to hiking and biking trails in local Shawangunk mountains, Mohonk Preserve, and Minnewaska State Park.

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!

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.

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. .