Villas and Beach houses in Poughkeepsie, NY

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Poughkeepsie, NY villas
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6 Villa rentals in Poughkeepsie, NY

Discover Central Vacation Homes in Poughkeepsie, NY

Booking central vacation homes in Poughkeepsie, NY ensures seamless sightseeing, placing top-rated restaurants and downtown landmarks steps away.

Heated Pool, 6 Acres: Beacon Area Vacation Rental - Poughkeepsie, NY
9.7 45 reviews

Heated Pool, 6 Acres: Beacon Area Vacation Rental

house, Hillside Lake
Hillside Lake travelers seeking an unforgettable getaway will find their haven at this luxurious vacation rental. Situated amidst the serene beauty of Lagrangeville, the house offers easy access to local attractions, including Vassar College and the Mid Hudson Children's Museum. With excellent user, location, and cleanliness ratings, you can expect a comfortable and memorable stay.
Spanning 4000 square feet, the house features 5 bedrooms and 3 bathrooms, accommodating up to 13 guests. Its spacious layout and amenities, such as the heated swimming pool, air conditioning, and free Wi-Fi, ensure a relaxing and enjoyable vacation.
Private 37 Acre Lake Estate On 164 Acres - 11 Br - Poughkeepsie, NY
10 1 review

Private 37 Acre Lake Estate On 164 Acres - 11 Br

house, Rifton
This 164-acre lake estate near Highland, New York, offers a luxurious retreat seven miles from both Huguenot Street and SUNY New Paltz.
The 10,760-square-foot mansion boasts 14 bedrooms, 8 bathrooms, and accommodates up to 33 guests, featuring a private lake, spa, jacuzzi, and ample parking.

Best family friendly Poughkeepsie, NY villas and beach houses

Among the 2 accommodations in Poughkeepsie, NY, here are the 2 best family friendly villas and beach houses

Heated Pool, 6 Acres: Beacon Area Vacation Rental - Poughkeepsie, NY
9.7 45 reviews

Heated Pool, 6 Acres: Beacon Area Vacation Rental

house, Hillside Lake
Hillside Lake travelers seeking an unforgettable getaway will find their haven at this luxurious vacation rental. Situated amidst the serene beauty of Lagrangeville, the house offers easy access to local attractions, including Vassar College and the Mid Hudson Children's Museum. With excellent user, location, and cleanliness ratings, you can expect a comfortable and memorable stay.
Spanning 4000 square feet, the house features 5 bedrooms and 3 bathrooms, accommodating up to 13 guests. Its spacious layout and amenities, such as the heated swimming pool, air conditioning, and free Wi-Fi, ensure a relaxing and enjoyable vacation.
The Scenic Mansion With Breathtaking View - Poughkeepsie, NY
8.4 20 reviews

The Scenic Mansion With Breathtaking View

house, Highland
This luxurious Milton mountain villa boasts stunning views, situated 1.1 miles from Franny Reese State Park and within 3 miles of the Hudson River and Walkway Over the Hudson State Historic Park.
The 4-bedroom, 6-bathroom house comfortably sleeps 10 guests and features a private pool, Jacuzzi, tennis court, and fully equipped kitchen with modern appliances, including a dishwasher; enjoy nearby hiking and explore the Hudson Valley.

Frequently Asked Questions about villa rentals in Poughkeepsie, NY

  • What are the must-see attractions in Poughkeepsie, NY?

    You definitely want to check out the Walkway Over the Hudson, it's a beautiful pedestrian bridge with amazing views of the Hudson River. The Vassar College campus is also worth a visit, it's a historic and beautiful campus with a lot of interesting architecture. And if you're interested in history, the Franklin D. Roosevelt Presidential Library and Museum is a must-see.
  • What are the best villa rentals in Poughkeepsie, NY?

    Among the villa rentals in Poughkeepsie, NY, Be In Nature At This Gorgeous Riverfront Cabin, House In Highland: Secluded Retreat and Cozy Cottage are the most popular ones.

  • What indoor activities for families are available in Poughkeepsie, NY on rainy days?

    The Mid-Hudson Children's Museum is a great place to take kids on a rainy day, they have a lot of interactive exhibits. The Poughkeepsie Galleria is also a good option, it has a movie theater and a variety of stores. And if you're looking for something a little more unique, the Dutchess County Historical Society has a lot of interesting exhibits.
  • What are the best villa rentals with a pool in Poughkeepsie, NY?

  • What are the best activities in Poughkeepsie, NY?

    The Walkway Over the Hudson is a must-do, it's a great place to walk, bike, or just enjoy the views. If you're looking for something a little more active, there are several hiking trails in the area. And of course, no trip to Poughkeepsie is complete without visiting the Franklin D. Roosevelt Presidential Library and Museum.
  • What are the best villa rentals with a jacuzzi in Poughkeepsie, NY?

  • What are the advantages of renting a house or a villa in Poughkeepsie, NY

    Renting a house or villa gives you more space and privacy than a hotel, and it's often a more affordable option, especially if you're traveling with a group. You can also enjoy the amenities of a home, like a kitchen and laundry facilities, which can be very convenient.
  • What are the best villa rentals for families and kids in Poughkeepsie, NY?

    The best villa rentals for families and kids in Poughkeepsie, NY are Be In Nature At This Gorgeous Riverfront Cabin, Cozy Cottage and Secluded Country Getaway.

  • What food festivals or culinary events take place in and around Poughkeepsie, NY?

    The Hudson Valley Restaurant Week is a popular event that takes place twice a year, with participating restaurants offering prix fixe menus. The Poughkeepsie Farm to Table Festival is another great option, featuring local food vendors and live music.
  • What are the best pet friendly villa rentals in Poughkeepsie, NY?

  • What exclusive experiences are available when visiting Poughkeepsie, NY?

    You can take a private tour of the Franklin D. Roosevelt Presidential Library and Museum, which gives you a more intimate look at the history of the site. You can also book a private wine tasting at one of the many wineries in the area.
  • What are the best villa rentals with parking in Poughkeepsie, NY?

  • Which part of Poughkeepsie, NY would be ideal for a villa rental?

    The area around the Vassar College campus is a good choice for a villa rental, it's a quiet and residential area with easy access to the city center and the Walkway Over the Hudson.

Popular destinations

Best Poughkeepsie, NY houses with a garden

The Scenic Mansion With Breathtaking View - Poughkeepsie, NY
8.4 20 reviews

The Scenic Mansion With Breathtaking View

house, Highland
This luxurious Milton mountain villa boasts stunning views, situated 1.1 miles from Franny Reese State Park and within 3 miles of the Hudson River and Walkway Over the Hudson State Historic Park.
The 4-bedroom, 6-bathroom house comfortably sleeps 10 guests and features a private pool, Jacuzzi, tennis court, and fully equipped kitchen with modern appliances, including a dishwasher; enjoy nearby hiking and explore the Hudson Valley.
Private 37 Acre Lake Estate On 164 Acres - 11 Br - Poughkeepsie, NY
10 1 review

Private 37 Acre Lake Estate On 164 Acres - 11 Br

house, Rifton
This 164-acre lake estate near Highland, New York, offers a luxurious retreat seven miles from both Huguenot Street and SUNY New Paltz.
The 10,760-square-foot mansion boasts 14 bedrooms, 8 bathrooms, and accommodates up to 33 guests, featuring a private lake, spa, jacuzzi, and ample parking.
Heated Pool, 6 Acres: Beacon Area Vacation Rental - Poughkeepsie, NY
9.7 45 reviews

Heated Pool, 6 Acres: Beacon Area Vacation Rental

house, Hillside Lake
Hillside Lake travelers seeking an unforgettable getaway will find their haven at this luxurious vacation rental. Situated amidst the serene beauty of Lagrangeville, the house offers easy access to local attractions, including Vassar College and the Mid Hudson Children's Museum. With excellent user, location, and cleanliness ratings, you can expect a comfortable and memorable stay.
Spanning 4000 square feet, the house features 5 bedrooms and 3 bathrooms, accommodating up to 13 guests. Its spacious layout and amenities, such as the heated swimming pool, air conditioning, and free Wi-Fi, ensure a relaxing and enjoyable vacation.

Best Poughkeepsie, NY houses with parking

Private 37 Acre Lake Estate On 164 Acres - 11 Br - Poughkeepsie, NY
10 1 review

Private 37 Acre Lake Estate On 164 Acres - 11 Br

house, Rifton
This 164-acre lake estate near Highland, New York, offers a luxurious retreat seven miles from both Huguenot Street and SUNY New Paltz.
The 10,760-square-foot mansion boasts 14 bedrooms, 8 bathrooms, and accommodates up to 33 guests, featuring a private lake, spa, jacuzzi, and ample parking.
Pony's Pad Buttermilkfallsinn - Poughkeepsie, NY
No reviews

Pony's Pad Buttermilkfallsinn

cabin, Milton
Pony's Pad Getaway Suite, a one-bedroom suite in Buttermilk Falls on the Hudson River, offers stunning views of both the Hudson River and a pond on a 75-acre estate in Milton, New York.
This two-story Milton getaway boasts a full kitchen, a luxurious walk-in shower, a California king bed and pull-out couch sleeping four, a wrap-around deck, and on-site access to Henrys at the Farm restaurant, a spa, trails, and Millstone Farm animal rescue.
The Scenic Mansion With Breathtaking View - Poughkeepsie, NY
8.4 20 reviews

The Scenic Mansion With Breathtaking View

house, Highland
This luxurious Milton mountain villa boasts stunning views, situated 1.1 miles from Franny Reese State Park and within 3 miles of the Hudson River and Walkway Over the Hudson State Historic Park.
The 4-bedroom, 6-bathroom house comfortably sleeps 10 guests and features a private pool, Jacuzzi, tennis court, and fully equipped kitchen with modern appliances, including a dishwasher; enjoy nearby hiking and explore the Hudson Valley.
Heated Pool, 6 Acres: Beacon Area Vacation Rental - Poughkeepsie, NY
9.7 45 reviews

Heated Pool, 6 Acres: Beacon Area Vacation Rental

house, Hillside Lake
Hillside Lake travelers seeking an unforgettable getaway will find their haven at this luxurious vacation rental. Situated amidst the serene beauty of Lagrangeville, the house offers easy access to local attractions, including Vassar College and the Mid Hudson Children's Museum. With excellent user, location, and cleanliness ratings, you can expect a comfortable and memorable stay.
Spanning 4000 square feet, the house features 5 bedrooms and 3 bathrooms, accommodating up to 13 guests. Its spacious layout and amenities, such as the heated swimming pool, air conditioning, and free Wi-Fi, ensure a relaxing and enjoyable vacation.

Choose the Right Holiday Houses with Swimming Pool in Poughkeepsie, NY

Having a pool at your vacation home in Poughkeepsie, NY lets you enjoy a proper swim in the city without any extra planning.

Lucious Lagrangeville - Poughkeepsie, NY
No reviews

Lucious Lagrangeville

house, Freedom Plains
The Scenic Mansion With Breathtaking View - Poughkeepsie, NY
8.4 20 reviews

The Scenic Mansion With Breathtaking View

house, Highland
Heated Pool, 6 Acres: Beacon Area Vacation Rental - Poughkeepsie, NY
9.7 45 reviews

Heated Pool, 6 Acres: Beacon Area Vacation Rental

house, Hillside Lake

Best Luxury Vacation Homes in Poughkeepsie, NY

Luxury vacation homes in Poughkeepsie, NY feature high-end finishes and prime locations. Enjoy designer decor in a carefully considered private stay.

Private 37 Acre Lake Estate On 164 Acres - 11 Br - Poughkeepsie, NY
10 1 review

Private 37 Acre Lake Estate On 164 Acres - 11 Br

house, Rifton

Check Out Vacation Homes with a Hot Tub in Poughkeepsie, NY

These vacation homes in Poughkeepsie, NY include a private hot tub, perfect for a secluded soak at the end of a city day.

Lucious Lagrangeville - Poughkeepsie, NY
No reviews

Lucious Lagrangeville

house, Freedom Plains
Private 37 Acre Lake Estate On 164 Acres - 11 Br - Poughkeepsie, NY
10 1 review

Private 37 Acre Lake Estate On 164 Acres - 11 Br

house, Rifton
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