Compare Vacation Rentals & Airbnb in Poughkeepsie, NY

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Poughkeepsie, NY vacation rentals
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109 Rentals and Airbnb in Poughkeepsie, NY

Best family friendly Poughkeepsie, NY vacation rentals

Among the 109 accommodations in Poughkeepsie, NY, here are the 4 best family friendly rentals

The Scenic Mansion With Breathtaking View - Poughkeepsie, NY
8.0 21 reviews

The Scenic Mansion With Breathtaking View

house, Highland
This luxurious Milton mountain villa boasts stunning views, situated 1.8km from Franny Reese State Park and under 5km from the Hudson River and Walkway Over the Hudson State Historic Park.
Sleeping up to 10 guests, this four-bedroom, six-bathroom property offers a private pool, tennis court, and ample amenities including a fully equipped kitchen, fireplace, and jetted tub, perfect for a family holiday near Berean Park Beach (5km).
King Bed Garden Retreat - Poughkeepsie, NY
9.5 132 reviews

King Bed Garden Retreat

apartment, Poughkeepsie
This one-bedroom flat is located in the Hudson Valley, just a short drive from the town of Poughkeepsie, offering easy access to the area's attractions. The property boasts excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The flat provides a private entrance and ample space, comfortably accommodating up to four guests. Enjoy a fully equipped kitchen, a private garden, a fire pit, and a shared outdoor space, perfect for relaxing and enjoying the outdoors.
Serene & Spacious Getaway - Poughkeepsie, NY
9.8 120 reviews

Serene & Spacious Getaway

apartment, Milton
This two-bedroom apartment is situated in a peaceful cul-de-sac in Highland, a short drive from restaurants, wineries, orchards, and hiking trails. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment offers a private backyard with a pergola, perfect for enjoying the outdoors, and a fully equipped kitchen with a dishwasher, fridge, freezer, and microwave. Guests can also benefit from air conditioning, parking, and internet access, ensuring a comfortable and convenient stay.
Beautiful Home - 4br/2.5ba - Hot Tub And Patio - Poughkeepsie, NY
9.6 88 reviews

Beautiful Home - 4br/2.5ba - Hot Tub And Patio

apartment, Highland
This family-friendly holiday home is located in Highland, just a short distance from the Hudson River and within easy reach of Berean Park Beach and Walkway Over the Hudson State Historic Park. The property has received excellent ratings for location, cleanliness and overall user experience.
The house offers spacious accommodation for up to eight guests and includes four bedrooms and three bathrooms. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, spa, and a fully equipped kitchen with modern appliances. There is also a fireplace, a jetted tub, and a laundry room for added convenience.

Best Poughkeepsie, NY vacation rentals with parking

Pony's Pad Buttermilkfallsinn - Poughkeepsie, NY
No reviews

Pony's Pad Buttermilkfallsinn

cabin, Milton
Pony's Pad Getaway Suite, a self-catering lodge situated on the 75-acre Buttermilk Falls estate in Milton-upon-Thames, offers easy access to Henrys at the Farm restaurant, a spa, and Millstone Farm animal rescue.
This two-storey suite features a spiral staircase, a California King bed and pull-out sofa sleeping four, a luxurious en-suite bathroom with a walk-in shower, a full kitchen, and a wrap-around deck with river and pond views; the estate also boasts nature trails for guests to explore.
Stunning 5-bedroom House With Ac / Heat In Charming Poughkeepsie Ny - Poughkeepsie, NY
9.6 4 reviews

Stunning 5-bedroom House With Ac / Heat In Charming Poughkeepsie Ny

apartment, Poughkeepsie
This Poughkeepsie property is a five-bedroom dwelling situated near Franny Reese State Park and Vanderbilt Mansion National Historic Site, with attractions such as the Mid-Hudson Civic Centre and McCann Ice Arena also easily accessible.
This residence accommodates up to 18 guests across four queen beds and one king bed, offering air conditioning, heating, an iron, and a hairdryer, with a host available to assist during your stay.
Gindelle Suite Buttermilkfalls - Poughkeepsie, NY
No reviews

Gindelle Suite Buttermilkfalls

cabin, Milton
The Gindelle getaway suite, a self-catering lodge situated on a 75-acre estate at Buttermilk Falls in Milton, on the Hudson River, offers easy access to the Henrys at the Farm restaurant and Millstone Farm animal rescue.
This two-bedroom, one-bathroom retreat sleeps four, boasting a king and queen-size bed, a fully equipped kitchen, a whirlpool tub, two gas fireplaces, and stunning garden and pond views; on-site amenities include a fitness centre, parking, and access to walking trails.
Your Own Pied-a-terre "Walkway Over The Hudson"#2 - Poughkeepsie, NY
9.7 112 reviews

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

Frequently Asked Questions about vacation rentals in Poughkeepsie, NY

  • What should a first-time visitor not miss in Poughkeepsie, NY?

    You've got to see the Vassar College campus, it's beautiful. Also, the Walkway Over the Hudson is a must-do, it offers stunning views of the Hudson River.
  • What are the best Airbnb and vacation rentals in Poughkeepsie, NY?

    3 Bdrm - Near Hudson Valley Colleges & Attractions, Spacious And Stylish Entire One Bedroom Apartment and Lovely Hudson Valley Guest Cottage are the most popular Airbnb and vacation rentals in Poughkeepsie, NY among travelers.

  • Which neighborhood in Poughkeepsie, NY should you consider for a vacation rental?

    The area around the Walkway Over the Hudson is popular, but it's a bit pricey. For a more budget-friendly option, check out the neighbourhood around the Mid-Hudson Children's Museum.
  • What are the most popular Airbnbs in Poughkeepsie, NY?

  • What are the top family-friendly attractions in Poughkeepsie, NY?

    The Mid-Hudson Children's Museum is a great choice, and the Poughkeepsie Farm Project is a lovely place to spend a few hours. If you're looking for something outdoorsy, the Walkway Over the Hudson is always a hit with families.
  • What are the best vacation rentals with a pool in Poughkeepsie, NY?

  • When is the best time to book a vacation rental in Poughkeepsie, NY?

    You'll get the best deals if you book in the shoulder seasons, like spring or autumn, as prices are usually lower than during the peak summer months.
  • What are the best rentals for families and kids in Poughkeepsie, NY?

  • What events or festivals should visitors check out in and around Poughkeepsie, NY?

    The Poughkeepsie Waterfront Festival is a big one, and the Dutchess County Fair is always popular. If you're here in the spring, the Vassar College Farmers' Market is a great way to experience local produce.
  • What are the best rentals or Airbnbs with a jacuzzi in Poughkeepsie, NY?

    The best vacation rentals or Airbnb with a jacuzzi in Poughkeepsie, NY are House In Highland: Secluded Retreat, Beautiful Home - 4br/2 -5ba - Hot Tub And Patio - Minutes From New Paltz and Pentimento.

  • What are the best budget-friendly activities in Poughkeepsie, NY?

    The Walkway Over the Hudson is free to walk, and the Poughkeepsie Farm Project has free admission on certain days. You can also enjoy a picnic in the beautiful Vassar College campus.
  • What are the best restaurants with local dishes in Poughkeepsie, NY?

    For a classic American diner experience, try the Arlington Diner. If you're looking for something more upscale, the restaurant at the Hotel Poughkeepsie is a good choice.
  • What are the best walking or cycling routes in Poughkeepsie, NY?

    The Walkway Over the Hudson is a great place for both walking and cycling. You can also enjoy a scenic bike ride along the Hudson River.
  • Are there pet-friendly attractions in Poughkeepsie, NY?

    The Walkway Over the Hudson is dog-friendly, and many of the parks in the area are also welcoming to pets.
  • What are the benefits of choosing a vacation rental in Poughkeepsie, NY?

    Vacation rentals offer more space and privacy than a hotel, and they often come with a kitchen, which can save you money on meals. They're also a great choice for families with children.
  • What are the top sports attractions and facilities in Poughkeepsie, NY?

    The Mid-Hudson Athletic Club is a popular spot for fitness enthusiasts. The Vassar College Athletics Department also offers a range of sports facilities for the public to use.

Popular destinations

Best Poughkeepsie, NY vacation rentals with a balcony

Wake-up To Hudson River Sunrises- Historic Riverfront Retreat. - Poughkeepsie, NY
10 1 review

Wake-up To Hudson River Sunrises- Historic Riverfront Retreat.

apartment, Highland
This riverside flat in Highland offers spectacular Hudson River sunrises and direct riverfront access, located across from the Marist Boathouse and minutes from Marist University, Vassar College, and the Culinary Institute of America.
This 127 square meter residence accommodates four guests across two bedrooms and two bathrooms, boasting modern comforts, a fully equipped kitchen, Sonos sound system, solar power, and a unique river-view attic space, with parking for one vehicle in a garage.

Best pet friendly Poughkeepsie, NY vacation rentals

Among the 109 accommodations in Poughkeepsie, NY, here are the 4 best pet friendly rentals

Washington Wonder Big 4bd/2b - Poughkeepsie, NY
9.9 71 reviews

Washington Wonder Big 4bd/2b

apartment, Poughkeepsie
This four-bedroom apartment is conveniently located near the Walkway Over the Hudson and Marist College in Poughkeepsie, New York, approximately 8km from the Culinary Institute of America and the Franklin D. Roosevelt Presidential Library and Museum.
The property, ideal for families or groups of up to eight, offers a spacious layout with two bathrooms, internet access, parking, and features such as a front porch, back deck, and fire pit; enjoy easy access to local wineries and hiking trails.
Your Own Pied-a-terre "Walkway Over The Hudson" #1 - Poughkeepsie, NY
9.8 196 reviews

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

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.
Newly Renovated 1 Bd Apartment - Poughkeepsie, NY
9.3 35 reviews

Newly Renovated 1 Bd Apartment

apartment, Poughkeepsie
This one-bedroom flat is conveniently located in the heart of Poughkeepsie, within a kilometre of the Walkway Over the Hudson and four local colleges, offering a lively and engaging atmosphere. The property has received excellent ratings for cleanliness, location, and overall user experience.
The flat is perfect for a group of up to four people, featuring a well-equipped kitchen with a fridge, freezer, and microwave. Guests can enjoy modern amenities, such as air conditioning, internet access, and the convenience of being pet-friendly.
Amazing 3-bedroom House With Ac In Adorable Highland - Poughkeepsie, NY
No reviews

Amazing 3-bedroom House With Ac In Adorable Highland

apartment, Highland
This 3-bedroom, 2-bathroom holiday home in Highland is located a short drive from the Hudson River, Walkway Over the Hudson State Historic Park, and several local parks, offering convenient access to outdoor recreation and entertainment venues.
This pet-friendly apartment provides Wi-Fi, air conditioning, a private terrace and garden, and on-site parking for up to 6 guests, with laundry facilities, towels, and ironing amenities included for a comfortable stay.
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