
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.

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.

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.

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.

Expansive Views; Miles of River & Mountains
Panoramic Hudson River views; walk 3 mins to DIA, 5 to the train, and 10 to Main St. One bedroom first floor apartment of a 2 story house, the owner lives in completely separate upstairs apartment. Apartment has basics stocked kitchen, modern dining / living area with sleep sofa, and elegant Queen bedroom with wildflowers mural, & marble shower bath. Only Long Dock Park between you & Hudson River & miles of hills. Recently renovated with creative touches of local artist host.

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.

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.

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

Lovely 1 bedroom apt. with free parking in Rondout

Top Floor 2BR

Arcady - Modern, 1br cottage

Cozy Hudson Valley Retreat | 1800s Farmhouse

Historic Strand House - Unit 3 Forst Suite

Under the walkway near the train in Little Italy

The House By The Pond

Quiet Studio Apartment in Pawling
Private apartment rentals

Family Friendly 3BR by Roundhouse

Private Apt 2 Blocks MainSt/Roundhouse/MT/Maribeau

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

Renovated apartment in midtown Kingston

A&A's Upper Red Hook

Spacious Studio in Hudson Valley

Historic Hyde Park Studio | Minutes from FDR & CIA

Rhinebeck Ridge - A Woodland Studio Retreat
Apartment rentals with a hot tub

Esopus Creekfront Getaway | Kayak I SUP I HotTub

La Petite Ferme - lake side studio with Hot Tub

Charming Creekfront | Kayak • Hot 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
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Windham Mountain
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Hunter Mountain Resort
- Kent Falls State Park
- Mohonk Preserve
- Storm King Art Center
- Mount Peter Ski Area
- Mohawk Mountain Ski Area
- Storm King Art Center
- Ski Sundown
- Peekamoose Blue Hole
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
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