Apartment vacation rentals in Dutchess County

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Top-rated apartment rentals in Dutchess County

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Guest favorite

Apartment in Beacon

4.99 out of 5 average rating, 153 reviews

Sunlit Apartment close to Beacon’s Main Street

Gaze out at views of Mount Beacon from the windows of this upper-floor apartment in a 2 family home (the hosts live downstairs). The home boasts a clean white palette interspersed with colorful handmade pottery, furniture, and artwork and a decorative rug in the living area. This quaint apartment is on the 2nd floor of our home. We are a young recently married couple who renovated this apartment ourselves, and we are excited to have guests enjoy it. The space is filled with handmade pottery, furniture and artwork created by us, and from our collection. We have a queen sized bed outfitted with a comfy Tuft and Needle mattress in the bedroom, and a couch that pulls out into a full sized bed in the living room. The space is ideal for 2, but sleeps 4. We live downstairs with our small dog, Charlie, and are accessible to answer any questions and offer recommendations on local activities, but will give you all the privacy you need. You are welcome to enjoy a cup of coffee or glass of wine in our comfy rocking chairs on our porch. Please know, our porch is a communal area, so you may find us out there during the nice weather doing to same! For your convenience, we have self check in with a keypad on the door. If you need to come a little earlier than check in time, or depart a little later, please let us know. When possible, we are more than happy to accommodate these requests. There is ample street parking in front of the house. We are a short drive from DIA Beacon, the Hudson River, Breakneck and Mt. Beacon, and walking distance to all the galleries, shops and restaurants Main Street has to offer. Guests can use the entire apartment, as well as our shared front porch area. We are available to answer any questions you may have throughout your stay. Please reach out through message if you need anything at all. You may see us walking our dog or enjoying some coffee on the porch. We are happy to enjoy a happy hour with you out there or give you all the privacy you need. The apartment in on a quiet street in Beacon within walking distance of The Roundhouse, Fishkill Creek, and Main Street. The Hudson River, Breakneck, and Mount Beacon are a short drive away.

Oct 16 – 23

G$34,116 GYD per night

Superhost

Apartment in Wappingers Falls

4.84 out of 5 average rating, 219 reviews

Private Spacious Strawberry Hill Loft Home

Private spacious and sparkling clean loft apartment just minutes from Metro North station, Rt 9, active Wappinger Falls, Beacon, DIA and Poughkeepsie downtown waterfront. Walkway Over the Hudson, Marist College, Vassar College, Locust Grove, Roosevelt Mansion, Mount Beacon, Catskills, New Paltz, Bowdoin Park minutes away. 15 ft cathedral ceilings and windows are sure not to disappoint! Located on a quiet private street perched atop a buff with views of beautiful sunsets over the Hudson Valley.

Oct 28 – Nov 4

G$26,274 GYD per night

Guest favorite

Apartment in Staatsburg

5.0 out of 5 average rating, 190 reviews

Through the Woods Farm

Through the Woods Farm is our 23-acre home. Located in northern Dutchess County; we're minutes from Omega, and the villages of Rhinebeck, Red Hook, Millbrook, and Hyde Park. The apartment is ideal for a single guest or a couple; maximum allowed is 4 adults. Each additional adult over 2 adds $50/per night. The second bedroom is small - two adults in it is a tight fit! If you're looking for a peaceful, rural getaway in an immaculate, private apartment that's close to everything, you've found it!

Oct 27 – Nov 3

G$30,612 GYD per night

Guest favorite

Apartment in Rhinebeck

4.99 out of 5 average rating, 161 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.

Sep 18 – 23

G$32,271 GYD per night

Guest favorite

Apartment in Kent

4.93 out of 5 average rating, 127 reviews

Loft 22

Apartment/loft located above the garage in a private home. Set in the rolling hills of Kent, this 2 bedroom loft is cozy enough for anyone looking to explore this quaint little town. Sleeps 3 comfortably. Centrally located to all three private schools. 11 minute drive to Harlem Valley/Wingdale (NY) train station. *Pool is not solely for the use of the Air BNB. *Dogs on property. All friendly. *IF STAYING IN WINTER MONTHS. You must have 4 Wheel drive vehicle. Driveway/Road is long dirt road.*

Feb 26 – Mar 5

G$31,156 GYD per night

Guest favorite

Apartment in Lagrangeville

5.0 out of 5 average rating, 130 reviews

Country Oasis | Centrally Located | Strong WiFi

Stay in this serene 2 bedroom apt. right in the heart of the Hudson Valley! Conveniently located only 20 minutes away from Vassar, Marist and the Walkway Over the Hudson! Includes private parking, strong WiFi and a fully equipped kitchen. Enjoy all the greenery from your private deck. Sleep on comfortable queen size beds in each bedroom. Unwind in the living room watching your favorite movies on Netflix. Make this country oasis your home base as you explore all the wonders of the Hudson Valley!

Oct 9 – 16

G$48,295 GYD per night

Guest favorite

Apartment in Red Hook

4.86 out of 5 average rating, 195 reviews

A&A's Upper Red Hook

This comfortable, light-filled apartment is located under 10 minutes from Bard College, Fisher Center and Red Hook Village. Private entrance leads to the space that includes the full-size bed (not queen) and a sofa/futon for additional guests. The ensuite bath features a lovely tiled shower. A kitchenette includes large air fryer, microwave. The dining/work space is a mahogany table. Mesh WiFi. Roku TV. Air conditioning, off street parking round out the features. An easy choice for your visit.

Jul 24 – 31

G$25,972 GYD per night

Guest favorite

Apartment in Kingston

4.96 out of 5 average rating, 186 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.

Oct 20 – 27

G$29,976 GYD per night

Guest favorite

Apartment in Lloyd

4.99 out of 5 average rating, 102 reviews

Cozy & Tucked Away - 1 Bedroom Apartment

A tiny, one bedroom apartment with a private entrance located on the upper level of a newly renovated 100 year old farmhouse. Centrally located between New Paltz and Poughkeepsie, and only minutes away from The Walkway over the Hudson. The house has a natural rock wall behind it leaving you feeling "tucked away" on our quiet street. Your hosts live in the downstairs apartment, and would love to provide you a comfortable and cozy stay as you explore their home, the Hudson Valley!

Jun 17 – 24

G$23,974 GYD per night

Superhost

Apartment in Salt Point

4.82 out of 5 average rating, 136 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.

Jul 16 – 23

G$28,478 GYD per night

Guest favorite

Apartment in Stanfordville

4.95 out of 5 average rating, 154 reviews

Country Apartment great for a romantic getaway

Second story apartment above garage with private entrance has everything you need for a comfortable getaway. Located on quiet rural neighborhood road with off street parking. Enjoy nature right out your door walking to the beaver pond in the back woods or on the many nearby hiking and biking trails. Relax in the backyard. An easy drive from the Taconic Parkway or 20 minutes from the Metro-North Wassiac train station.

Sep 17 – 24

G$28,571 GYD per night

Guest favorite

Apartment in Millbrook

4.93 out of 5 average rating, 206 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. .

Jan 19 – 26

G$26,173 GYD per night