
Apartment vacation rentals in Dutchess County
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Top-rated apartment rentals in Dutchess County
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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.

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.

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.

Charming Getaway in Historic Poughkeepsie
Escape to the Hudson Valley for a getaway on a tree-lined street in Poughkeepsie's Union Street Historic District. Recently renovated apartment is clean and comfortable. Minutes to the downtown waterfront, Metro North train station, Walkway over the Hudson, the Convention Center, Bardavon theater, coffee, restaurants and breweries, and a short drive to Marist College, Vassar College, Locust Grove, Roosevelt Mansion, the Dutchess Rail Trail, and many more historic Hudson Valley trails and sites.

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.

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️
PLEASE READ ALL HOUSE RULES PRIOR TO INQUIRIES AND BOOKINGS! 1 night/longer stays can be accommodated upon request and calendar availability. “Home Is Where The Heart Is”. If you love tranquility and coziness combined with sophistication and traditional rural charm, this is the place for your stay (only 4 miles from Beacon). The ground floor apartment with a private entrance (located around the back in a private house) includes a living room, full kitchen, full bathroom and Queen bedroom

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.

Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1
Step into the serene rural charm of the Hudson Valley for a unique retreat at our llama and alpaca farm. Nestled along charming country roads, our farm offers an escape from city life and the noise of modern living. Stay in a cozy apartment overlooking a peaceful pasture, where the absence of noise pollution lets you fully embrace the sounds of nature. Whether seeking to reconnect with the outdoors or savor the tranquility, our farm promises an unforgettable countryside experience.

Hibiscus Suite - Priv. Studio - Rhinebeck Village
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!

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. .

*The Ridge House*
Escape to a quiet, pleasant and serene getaway at The Ridge House. A lovely attached apartment with private entrance and covered deck to enjoy the sights and sounds of nature. Stop by the stream down the hill with a drink or enjoy the sunrise while reading outside. Roast marshmallows in the fire after dinner on the grill and finish the day relaxing in the comfortable queen bed.
Popular amenities for Dutchess County apartment rentals
Weekly apartment rentals

Stylish Private Studio 1 block from Main St Beacon

Beacon Hills Retreat Apartment

Saugerties Village home with great backyard!

Private Apt 2 Blocks to MainSt/Roundhouse/MtBeacon

Cozy Hudson Valley Retreat | 1800s Farmhouse

A&A's Upper Red Hook

Lovely 2br Victorian - 5m to train / 3m to main

Spacious Studio in Hudson Valley
Private apartment rentals

Beacon Bird's eye view! Close to Main St & Train

In the Heart of Kingston

Ground Floor Apartment on Hudson River

Arcady - Modern, 1br cottage

Cozy 2nd floor apartment in Beacon

2BR|1 KING 1 Queen Bed|Balcony|Parking|Strong Wifi

Private space, with yard

The Loft At Lincoln
Apartment rentals with a hot tub

Esopus Creekfront Getaway | Sauna & Kayak I HotTub

La Petite Ferme - lake side studio with Hot Tub

Charming Creekfront | Sauna • Tub • Fire Pit

Dog Friendly Hudson Valley Escape with Hot Tub

Charming Pet Friendly Getaway w Hot Tub & Fire Pit

The Strand House with hot tub
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Catamount Mountain Ski Resort
- Resorts World Catskills
- Windham Mountain
- Butternut Ski Area and Tubing Center
- Hunter Mountain Resort
- Mount Peter Ski Area
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Kent Falls State Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Taconic State Park
- Mount Southington Ski Area
- Bear Mountain State Park
- Ski Sundown
- Norman Rockwell Museum
- Opus 40
- Naumkeag
- Benmarl Winery
- Berkshire Botanical Garden




