Villas and Beach houses in Poughkeepsie, NY

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Poughkeepsie, NY villas
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9 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.

Spacious 4bd Country Gem - Fire Pit & Chill Vibes - Poughkeepsie, NY
9.5 4 reviews

Spacious 4bd Country Gem - Fire Pit & Chill Vibes

house, Hyde Park
This recently renovated four-bedroom house in Highland, near the Bardavon Opera House (6.4 miles) and SUNY New Paltz (8.4 miles), offers a convenient country setting close to Hyde Park attractions.
The vacation home features a fully equipped kitchen in each unit, a private entrance, outdoor amenities including a garden, barbecue, and fire pit, free Wi-Fi, parking, and is perfect for families.
House Under The Walkway - Poughkeepsie, NY
10 5 reviews

House Under The Walkway

house, Poughkeepsie
This Poughkeepsie house, centrally located for easy access to the city's attractions and amenities, offers a convenient base for exploring the Hudson Valley. This three-bedroom, two-bathroom home sleeps six guests comfortably and includes a kitchen with a refrigerator, air conditioning, parking, and a garden.
Modern Designer Cabin In Woods W/ 5-star Amenities - Poughkeepsie, NY
9.7 33 reviews

Modern Designer Cabin In Woods W/ 5-star Amenities

cabin, Highland
This Highland, NY A-frame log cabin boasts a secluded location on two wooded acres, a short 10-minute drive from both New Paltz and Poughkeepsie.
This four-bedroom, four-bathroom house sleeps eight guests and features a 100-inch screen theater room, game room, private gym, saltwater pool, cedar barrel sauna, hot tub, and multiple fireplaces.
Modern Scandinavian Villa - Poughkeepsie, NY
10 3 reviews

Modern Scandinavian Villa

house, Gardnertown
This secluded Hudson Valley stone barn rental in Wallkill, New York, offers 6 acres of privacy with a river and pond, a short drive from Beacon, Kingston, and Rhinebeck, and 90 minutes from New York City.
The fully renovated 4-bedroom, 2-bathroom house sleeps 9 guests and features a chef's kitchen, high-speed internet, a ping pong table, a fireplace, and a large deck overlooking the pond.

Best family friendly Poughkeepsie, NY villas and beach houses

Among the 4 accommodations in Poughkeepsie, NY, here are the 4 best family friendly villas and beach houses

Spacious 4bd Country Gem - Fire Pit & Chill Vibes - Poughkeepsie, NY
9.5 4 reviews

Spacious 4bd Country Gem - Fire Pit & Chill Vibes

house, Hyde Park
This recently renovated four-bedroom house in Highland, near the Bardavon Opera House (6.4 miles) and SUNY New Paltz (8.4 miles), offers a convenient country setting close to Hyde Park attractions.
The vacation home features a fully equipped kitchen in each unit, a private entrance, outdoor amenities including a garden, barbecue, and fire pit, free Wi-Fi, parking, and is perfect for families.
Modern Designer Cabin In Woods W/ 5-star Amenities - Poughkeepsie, NY
9.7 33 reviews

Modern Designer Cabin In Woods W/ 5-star Amenities

cabin, Highland
This Highland, NY A-frame log cabin boasts a secluded location on two wooded acres, a short 10-minute drive from both New Paltz and Poughkeepsie.
This four-bedroom, four-bathroom house sleeps eight guests and features a 100-inch screen theater room, game room, private gym, saltwater pool, cedar barrel sauna, hot tub, and multiple fireplaces.
Highland Mansion - Poughkeepsie, NY
8.0 11 reviews

Highland Mansion

house, Milton
This Milton manor house, sleeping up to 10 guests in 4 bedrooms and 6 bathrooms, offers a family-friendly escape with a swimming pool, and is conveniently located near Milton's major attractions (exact distances and attractions require further details).
The large estate boasts a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, internet access, and ample parking, ensuring a comfortable stay for all.
Modern Scandinavian Villa - Poughkeepsie, NY
10 3 reviews

Modern Scandinavian Villa

house, Gardnertown
This secluded Hudson Valley stone barn rental in Wallkill, New York, offers 6 acres of privacy with a river and pond, a short drive from Beacon, Kingston, and Rhinebeck, and 90 minutes from New York City.
The fully renovated 4-bedroom, 2-bathroom house sleeps 9 guests and features a chef's kitchen, high-speed internet, a ping pong table, a fireplace, and a large deck overlooking the pond.

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

House Under The Walkway - Poughkeepsie, NY
10 5 reviews

House Under The Walkway

house, Poughkeepsie
This Poughkeepsie house, centrally located for easy access to the city's attractions and amenities, offers a convenient base for exploring the Hudson Valley. This three-bedroom, two-bathroom home sleeps six guests comfortably and includes a kitchen with a refrigerator, air conditioning, parking, and a garden.
Highland Mansion - Poughkeepsie, NY
8.0 11 reviews

Highland Mansion

house, Milton
This Milton manor house, sleeping up to 10 guests in 4 bedrooms and 6 bathrooms, offers a family-friendly escape with a swimming pool, and is conveniently located near Milton's major attractions (exact distances and attractions require further details).
The large estate boasts a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, internet access, and ample parking, ensuring a comfortable stay for all.
Modern Scandinavian Villa - Poughkeepsie, NY
10 3 reviews

Modern Scandinavian Villa

house, Gardnertown
This secluded Hudson Valley stone barn rental in Wallkill, New York, offers 6 acres of privacy with a river and pond, a short drive from Beacon, Kingston, and Rhinebeck, and 90 minutes from New York City.
The fully renovated 4-bedroom, 2-bathroom house sleeps 9 guests and features a chef's kitchen, high-speed internet, a ping pong table, a fireplace, and a large deck overlooking the pond.
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 1.1 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.

Best Poughkeepsie, NY houses with parking

Black Walnut Farm 50-acres Private Pond - Poughkeepsie, NY
No reviews

Black Walnut Farm 50-acres Private Pond

house, Clintondale
This private 50-acre estate, featuring a serene pond, is located in Highland, offering a tranquil escape.
This 4070 square foot holiday home accommodates up to 15 guests with 4 bedrooms and 3 bathrooms, including a fully equipped kitchen, fireplace, WiFi, and private parking.
Gindelle Suite Buttermilkfalls - Poughkeepsie, NY
No reviews

Gindelle Suite Buttermilkfalls

cabin, Milton
The Gindelle getaway suite, a two-bedroom cabin rental located at Buttermilk Falls on the Hudson River in Milton, New York, offers convenient access to Henrys at the Farm restaurant, a spa, and Millstone Farm animal rescue on a 75-acre estate with walking trails.
This Milton, NY getaway boasts a king and queen bedroom, one bathroom with a whirlpool tub, a fully equipped kitchen, two gas fireplaces, stunning garden and pond views, and accommodates up to four guests, providing a relaxing retreat near the Hudson River.
House Under The Walkway - Poughkeepsie, NY
10 5 reviews

House Under The Walkway

house, Poughkeepsie
This Poughkeepsie house, centrally located for easy access to the city's attractions and amenities, offers a convenient base for exploring the Hudson Valley. This three-bedroom, two-bathroom home sleeps six guests comfortably and includes a kitchen with a refrigerator, air conditioning, parking, and a garden.
Spacious 4bd Country Gem - Fire Pit & Chill Vibes - Poughkeepsie, NY
9.5 4 reviews

Spacious 4bd Country Gem - Fire Pit & Chill Vibes

house, Hyde Park
This recently renovated four-bedroom house in Highland, near the Bardavon Opera House (6.4 miles) and SUNY New Paltz (8.4 miles), offers a convenient country setting close to Hyde Park attractions.
The vacation home features a fully equipped kitchen in each unit, a private entrance, outdoor amenities including a garden, barbecue, and fire pit, free Wi-Fi, parking, and is perfect for families.

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.

Modern Designer Cabin In Woods W/ 5-star Amenities - Poughkeepsie, NY
9.7 33 reviews

Modern Designer Cabin In Woods W/ 5-star Amenities

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

The Scenic Mansion With Breathtaking View

house, Highland
Highland Mansion - Poughkeepsie, NY
8.0 11 reviews

Highland Mansion

house, Milton

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.

Spacious 4bd Country Gem - Fire Pit & Chill Vibes - Poughkeepsie, NY
9.5 4 reviews

Spacious 4bd Country Gem - Fire Pit & Chill Vibes

house, Hyde Park

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.

Modern Designer Cabin In Woods W/ 5-star Amenities - Poughkeepsie, NY
9.7 33 reviews

Modern Designer Cabin In Woods W/ 5-star Amenities

cabin, Highland
Hudson Escape W Hot Tub Bridge View - Poughkeepsie, NY
No reviews

Hudson Escape W Hot Tub Bridge View

house, Highland
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