
Apartment holiday 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.

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.

Top Side
Welcome to Top Side! Nestled in Holmes, NY, Top Side offers lovely views of Whaley Lake. Whether you're looking for a relaxing getaway or an adventure, you'll find plenty of reasons to fall in love with this spacious apartment which is designed to help you unwind and recharge. The Hudson Valley is brimming with activities and attractions for everyone. From historic landmarks and charming villages to outdoor adventures and local dining, you're never far from something special to experience.

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.

Garden apt with river views in downtown Kingston
Lovingly restored garden level apt in 1870's Victorian. Sweeping Hudson River views (with private patio) and just steps away from the entrance for the Kingston Point Rail Trail. Quick 1/2 mile walk to restaurants, shops and boats in Kingston's downtown historic West Strand. One mile walk to events at Hutton Brickyards. California king bed, Central A/C, washer-dryer. and full kitchen in unit! Designed by dog lovers (dogs 45 lbs and under are typically most comfortable due to size of space).

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.

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.

Beacon Hills Retreat Apartment
Welcome to Beacon Hills Retreat! This upstairs apartment, in a rustic home, set just outside bustling Beacon, NY. A 7 minute drive along Fishkill Creek brings you downtown, with art galleries, fabulous restaurants, hiking, and nightlife. Settle down in this cozy apartment tucked into the side of Mount Beacon. Explore the wooded areas, interact with nature and just relax. The lovely shaded private deck is the perfect place to unwind. Breathe in the mountain air. You've arrived.

Top Floor 2BR
Full-floor 2BR in historic 1870 brick building with creek & Mt. Beacon views, shared backyard oasis (covered lounges, fire pit, seasonal stream). Walk the scenic abandoned railway tracks alongside Fishkill Creek to Main St and the Roundhouse waterfall in 10 min. Interior and exterior by award winning Hudson Valley designer Simone Eisold. Two off-street parking spots. Ask about upgrading to the private patio with treetop hot tub & Mt. Beacon vistas! [Permit: 2024-0027-STR]

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.
Popular amenities for Dutchess County apartment rentals
Weekly apartment rentals

In the Heart of Kingston

3 Bdrm. Near Hudson Valley Colleges & Attractions

Saugerties Village home with great backyard!

Ground Floor Apartment on Hudson River

Private Apt 2 Blocks MainSt/Roundhouse/MT/Maribeau

Renovated apartment in midtown Kingston

A&A's Upper Red Hook

Cozy Private Apartment In Beacon/Fishkill
Private apartment rentals

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

Family Friendly 3BR by Roundhouse

View on Vineyard.

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

Spacious Studio in Hudson Valley

Private space, with yard

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

Cozy 2 Br apartment in the heart of Beacon
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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- Flat rentals New York
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Windham Mountain
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Mount Peter Ski Area
- Taconic State Park
- Mohawk Mountain Ski Area
- Hunter Mountain Resort
- Kent Falls State Park
- Bear Mountain State Park
- Storm King Art Center
- Walkway Over the Hudson State Historic Park
- Ski Sundown
- Mount Southington Ski Area
- Millbrook Vineyards & Winery
- Naumkeag
- Poets' Walk Park
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