Best apartment offers in Dutchess County, NY

944 available apartment offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Dutchess County, NY apartments
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

944 Holiday apartments Dutchess County, NY

Best family friendly Dutchess County, NY Holiday Apartments and Self Catering Accommodations

Among the 944 accommodations in Dutchess County, NY, here are the 4 best family friendly holiday apartments

Steps To The Delightful Village Of Millbrook  Fun Family Getaway - Dutchess County, NY
10 3 reviews
Dutchess County, NY
23/06 – 04/07
SG$657/nighttotal: SG$7227 (11 )

Steps To The Delightful Village Of Millbrook Fun Family Getaway

3 2
apartment , Millbrook
This chic upstate retreat is situated in Millbrook, a village with a single traffic light, offering convenient walking access to local shops, eateries, and parks, and is approximately 14.5 kilometres from the Metro North Rail for journeys to New York City.
This three-bedroom, one-bathroom holiday home accommodates up to eight guests and boasts a modern kitchen with a Wolf gas stove and Nespresso machine, air conditioning, Wi-Fi, a dedicated movie theatre, and family-friendly outdoor activities including a zipline and tree house, with pets welcome.
Village Gem • Hot Tub + River Views - Dutchess County, NY
9.9 54 reviews
Dutchess County, NY
23/06 – 04/07
SG$493/nighttotal: SG$5423 (11 )

Village Gem • Hot Tub + River Views

1 2
apartment , Saugerties
This Saugerties bungalow is ideally situated in the village centre, a short 0.8 km walk from Main Street and its amenities, and 40 km from Hunter Mountain ski resort.
This newly renovated two-bedroom, two-bathroom house sleeps four, boasting a spacious open-plan layout, a fully equipped kitchen with Calphalon cookware and an Instant Pot, a private hot tub, and high-speed Wi-Fi; pet-friendly with designated amenities (additional fee applies).
Village Retreat  Hot Tub & Views - Dutchess County, NY
10 1 review
Dutchess County, NY
23/06 – 04/07
SG$505/nighttotal: SG$5555 (11 )

Village Retreat Hot Tub & Views

1 2
apartment , Saugerties
This Saugerties flat is situated within a short walk to Esopus Creek and the Saugerties Village waterfront, offering convenient access to local attractions such as the Kiwanis Ice Arena and Hudson Maritime Museum, with natural sites like Kaaterskill Falls and Esopus Bend Nature Preserve also nearby.
This property accommodates up to four guests in two bedrooms and two bathrooms, featuring a full kitchen with an oven and microwave, air conditioning, Wi-Fi, a barbecue, and a garden with a balcony for outdoor relaxation.
New: Chic Modern Barn Style Home In Fun Area - Dutchess County, NY
Dutchess County, NY
23/06 – 04/07
SG$831/nighttotal: SG$9141 (11 )

New: Chic Modern Barn Style Home In Fun Area

1 2
apartment , Pine Plains
This newly built barn-style dwelling is situated in a wooded area near Pine Plains, offering proximity to the Stissing House restaurant and the weekend polo scene, with Rhinebeck town a short 8-kilometre drive away.
This spacious accommodation sleeps up to six guests and features a garden with a patio, BBQ, and fire pit, alongside a gas fireplace, air conditioning, and a full kitchen, with amenities for families and pets.

Top cities

Best Dutchess County, NY apartment rentals with a garden

Your Own Pied-a-terre "Walkway Over The Hudson" #1 - Dutchess County, NY
9.8 192 reviews
Dutchess County, NY
23/06 – 04/07
SG$174/nighttotal: SG$1914 (11 )

Your Own Pied-a-terre "Walkway Over The Hudson" #1

1 2
apartment , Poughkeepsie
This studio apartment is conveniently located in a central Poughkeepsie neighbourhood, just a kilometre from the Dutchess County Courthouse, Marist and Vassar Colleges, Vassar Brothers Medical Center, the Walkway Over The Hudson, the train station and the Hudson River Park. The studio has consistently received excellent ratings for location, cleanliness and user experience.
This self-catering apartment sleeps two guests and features a private entrance, a garden, a kitchen with a fridge and microwave, and air conditioning. Guests can enjoy the complimentary bicycles to explore the Walkway and Rail Trails, and the friendly hosts offer a free pick-up and drop-off service at the train station.
Grand Arcady - 3br/2ba Renovated Farm House - Dutchess County, NY
9.6 119 reviews
Dutchess County, NY
23/06 – 04/07
SG$448/nighttotal: SG$4928 (11 )

Grand Arcady - 3br/2ba Renovated Farm House

3 2
apartment , Salt Point
This charming 1860s farmhouse is situated in Salt Point, just a short drive from Rhinebeck, Millbrook, and the Omega Institute, offering easy access to the Hudson Valley's attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The farmhouse offers a spacious three-bedroom apartment, comfortably accommodating up to seven guests. This charming retreat offers a private creek, vineyard, shared fire pit, screened-in porch, and a nearby town beach for swimming and other water activities.
Heart Of The Village Victorian Saugerties Ny - Dutchess County, NY
10 7 reviews
Dutchess County, NY
23/06 – 04/07
SG$661/nighttotal: SG$7271 (11 )

Heart Of The Village Victorian Saugerties Ny

4 2
apartment , Saugerties
This Saugerties holiday home is situated within a 2.4km walk of Esopus Falls, Saugerties Village Beach, and Seamon Park, and within 3.2km of the Kiwanis Ice Arena and Saugerties Lighthouse.
The 214 square metre property boasts four bedrooms, two bathrooms, and sleeps nine guests, featuring a fully equipped kitchen, patio, gas grills, and free internet access.
Trailside Base W/ Gazebo & Kayaks - Dutchess County, NY
Dutchess County, NY
23/06 – 04/07
SG$284/nighttotal: SG$3124 (11 )

Trailside Base W/ Gazebo & Kayaks

2 2
apartment , Lake Carmel
This ground-level flat in Stormville offers direct access to the Appalachian Trail, just 2 kilometres from Lake Carmel, with a private gazebo featuring a gas grill and a large garden with a fire pit.
Accommodating up to four guests, this two-bedroom apartment provides a fully equipped kitchen, air conditioning, and complimentary kayaks for exploring nearby waters, with shared driveway parking for three vehicles.

Frequently asked questions about apartment rentals in Dutchess County, NY

  • What is Dutchess County, New York, famous for?

    Dutchess County is renowned for its stunning landscapes, blending rolling hills, the Hudson River, and charming towns. It's a popular destination for its historical sites like the Vanderbilt Mansion National Historic Site and the Home of Franklin D. Roosevelt National Historic Site, offering a glimpse into American history. The county also boasts a thriving arts and culture scene, with numerous galleries, theatres, and festivals throughout the year. Additionally, its agricultural heritage is significant, with many farms and farm-to-table restaurants showcasing the region's produce.
  • What are the best apartments in Dutchess County, NY?

  • What are some off-the-beaten-path spots to check out in Dutchess County, New York?

    For a less-travelled experience, explore the Walkway Over the Hudson State Historic Park for breathtaking river views. Consider a visit to the quirky Dia Beacon, a contemporary art museum housed in a former Nabisco box printing factory. The charming village of Tivoli, with its unique shops and restaurants, is another hidden gem. For nature lovers, the extensive trail system at the Stissing Mountain State Forest offers opportunities for hiking and enjoying the natural beauty of the county.
  • What are the best apartments with a pool in Dutchess County, NY?

  • When should one visit Dutchess County, New York, for the best experience?

    The best time to visit Dutchess County depends on your preferences. Spring and autumn offer pleasant temperatures and vibrant foliage, ideal for hiking and exploring the outdoors. Summer is warm and perfect for water activities on the Hudson River, but it can get crowded. Winter brings a quieter atmosphere, with opportunities for skiing and snowboarding at nearby resorts, and a charming festive ambiance in the towns.
  • What are the best apartments with a jacuzzi in Dutchess County, NY?

  • Are there any cultural festivals unique to Dutchess County, New York?

    Dutchess County hosts various events throughout the year. The annual Dutchess County Fair is a large-scale event showcasing local agriculture and entertainment. Many towns and villages also host smaller, community-based festivals celebrating local arts, crafts, and food. Check local listings for specific dates and events.
  • What are the best apartments for families and kids in Dutchess County, NY?

  • What sports or recreational activities are a big draw in Dutchess County, New York?

    Hiking and biking are very popular, with numerous trails throughout the county. The Hudson River offers opportunities for kayaking, canoeing, and fishing. Nearby ski resorts provide winter sports options. Golfing is another popular activity, with several courses in the area. For a more relaxed activity, explore the many farm stands and pick-your-own farms.
  • What are the best pet friendly apartments in Dutchess County, NY?

  • How can one best interact with locals to learn about Dutchess County, New York's traditions?

    Visiting local farmers' markets is a great way to meet residents and learn about the area's agricultural heritage. Striking up conversations with staff at local businesses, such as antique shops or restaurants, can also provide insights into the community's history and culture. Attending local events and festivals offers further opportunities for interaction and cultural immersion.
  • What are the best apartments with parking in Dutchess County, NY?

  • What are the best local dishes to try in Dutchess County, New York?

    Dutchess County's culinary scene is influenced by its agricultural bounty. Look for dishes featuring locally sourced ingredients, such as fresh produce, dairy products, and meats. Many restaurants offer farm-to-table menus highlighting seasonal specialties. Apple picking is a popular autumn activity, and local cideries offer delicious apple cider and other treats.
  • What specific items should one pack for a trip to Dutchess County, New York?

    Pack comfortable walking shoes, as you'll likely be doing a lot of exploring on foot. Layers of clothing are recommended, as the weather can change unexpectedly. If you plan on hiking, bring appropriate outdoor gear. Don't forget sunscreen, insect repellent, and a reusable water bottle to stay hydrated.
  • What are the top sights to visit in Dutchess County, New York?

    The Vanderbilt Mansion National Historic Site and the Home of Franklin D. Roosevelt National Historic Site are must-sees for history buffs. The Walkway Over the Hudson State Historic Park provides spectacular views. Dia Beacon offers a unique art experience. For a charming small-town experience, explore Beacon and Cold Spring. Numerous hiking trails and farms offer opportunities to explore the county's natural beauty.

Nearby regions

Best Dutchess County, NY holiday apartments with a kitchen

Historic 1 Br Family Home Near Buttermilk Falls - Dutchess County, NY
9.5 191 reviews
Dutchess County, NY
23/06 – 04/07
SG$299/nighttotal: SG$3289 (11 )

Historic 1 Br Family Home Near Buttermilk Falls

1 2
apartment , Milton
This charming 1790 Stagecoach Stop is situated in Milton, New York, directly across the street from Buttermilk Falls Resort & Spa and just a short drive from Walkway Over The Hudson. The property has received excellent ratings for location, cleanliness, and overall user experience.
This one-bedroom, one-bathroom cottage can comfortably accommodate up to four guests and features a spacious kitchen, living room, and a sunroom with stunning views. Guests can enjoy a private garden, a fire pit, and modern conveniences like air conditioning, a coded deadbolt, and Roku Guest Mode for streaming entertainment.
Beautiful Village 2br Loaded With Extras - Dutchess County, NY
10 19 reviews
Dutchess County, NY
23/06 – 04/07
SG$529/nighttotal: SG$5819 (11 )

Beautiful Village 2br Loaded With Extras

2 2
apartment , Saugerties
This charming house is located just under two kilometres from the Esopus Creek, Esopus Falls, and Saugerties Village Beach, offering easy access to the scenic beauty of the area. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The house has two bedrooms and can comfortably accommodate up to six guests. It offers a range of amenities including Wi-Fi, a fully equipped kitchen, a garden, and parking.
A Peaceful Bucolic Retreat By The Water At The Gateway Of Hudson Valley - Dutchess County, NY
10 54 reviews
Dutchess County, NY
23/06 – 04/07
SG$479/nighttotal: SG$5269 (11 )

A Peaceful Bucolic Retreat By The Water At The Gateway Of Hudson Valley

1 2
apartment , Lake Carmel
This newly renovated guest house, situated in Holmes, Hudson Valley, is approximately 96 kilometres north of New York City, close to the Richter Arts Center and Stonecrop Gardens.
The self-catering apartment, sleeping two guests in one bedroom and one bathroom, boasts a private two-acre pond, a garden, and parking, with nearby hiking trails offering birdwatching and wildlife viewing opportunities.
Cozy 1845 Chapel Escape Near Appalachian Trail And Fahnestock Park - Dutchess County, NY
9.6 63 reviews
Dutchess County, NY
23/06 – 04/07
SG$166/nighttotal: SG$1826 (11 )

Cozy 1845 Chapel Escape Near Appalachian Trail And Fahnestock Park

1 2
apartment , Merritt Park
The Chapel at Hopeland is a converted church located on the Dutchess/Putnam line, just under 80km from Manhattan and close to the Appalachian Trail, Fishkill Farms, and Fahnestock State Park. The property has received excellent ratings for location, cleanliness, and overall experience.
This charming one-bedroom dwelling can comfortably accommodate two guests. The Chapel provides a luxurious glamping experience with a queen-size bed, kitchenette, private patio with a fire pit and grill, and access to a garden, parking, internet, and air conditioning.

Best Dutchess County, NY holiday apartments with air conditioning

2 Full Beds | Non-smoking, Kitchen - Dutchess County, NY
9.2 16 reviews
Dutchess County, NY
23/06 – 04/07
SG$189/nighttotal: SG$2079 (11 )

2 Full Beds | Non-smoking, Kitchen

1 2
apartment , Fishkill
This apartment in Fishkill is situated 10.9 kilometres from the Mid Hudson Children's Museum and 19.3 kilometres from Stewart International Airport.
This 33 square metre flat offers one bedroom and one bathroom, accommodating up to four guests, with a kitchen equipped with a fridge and microwave oven, air conditioning, and complimentary WiFi.
Saugerties Village Apartment - Dutchess County, NY
9.4 28 reviews
Dutchess County, NY
23/06 – 04/07
SG$229/nighttotal: SG$2519 (11 )

Saugerties Village Apartment

1 2
apartment , Saugerties
This Saugerties apartment, a self-contained unit within a historic 1800s home, is situated less than 0.16 kilometers from Saugerties' village centre, offering easy access to restaurants, bars, and galleries.
The one-bedroom, one-bathroom flat sleeps four guests and includes a fully equipped kitchen (fridge, freezer, dishwasher), air conditioning, a garden, parking, and internet access; a steep stairway should be noted.
Your Own Pied-a-terre "Walkway Over The Hudson"#2 - Dutchess County, NY
9.7 111 reviews
Dutchess County, NY
23/06 – 04/07
SG$191/nighttotal: SG$2101 (11 )

Your Own Pied-a-terre "Walkway Over The Hudson"#2

1 2
apartment , Poughkeepsie
This charming flat is situated in the heart of Poughkeepsie, just under 10 kilometres from Vassar College, Marist College, and the Walkway Over the Hudson, making it a convenient base for exploring the city. The property has consistently received excellent ratings for location, cleanliness, and overall experience, making it a popular choice for travellers.
The apartment is a one-bedroom, one-bathroom flat with a private entrance and can accommodate up to two guests. Features include a well-equipped kitchen, air conditioning, complimentary bicycles, a garden, and parking, ensuring a comfortable and enjoyable stay.
Cozy Queen Suite Non-smoking Kitchen Studio 6 Fishkill - Dutchess County, NY
9.8 18 reviews
Dutchess County, NY
23/06 – 04/07
SG$194/nighttotal: SG$2134 (11 )

Cozy Queen Suite Non-smoking Kitchen Studio 6 Fishkill

1 2
apartment , Fishkill
This Fishkill apartment, situated along Route 9, offers convenient access to Stewart International Airport (19 km away) and is within driving distance of attractions such as the Mid Hudson Children's Museum (11 km) and Marist College (14 km).
This 28 square meter accommodation features one bedroom and one bathroom, accommodating up to two guests with a fully equipped kitchen, air conditioning, complimentary WiFi, and on-site private parking, with a picnic area also available for guest use.
©2026 cozycozy.com