Villas and Beach houses in Poughkeepsie, NY

12 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Poughkeepsie, NY villas
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

12 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.

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.
Scenic Hudson Valley Getaway  Farms & Vineyards - Poughkeepsie, NY
9.9 16 reviews

Scenic Hudson Valley Getaway Farms & Vineyards

cabin, Marlboro
This Marlboro, NY, Hudson Valley cottage sits on over 10 acres near numerous farms, orchards, wineries, and a top-rated vineyard, about 90 minutes from New York City.
The two-bedroom, one-bathroom house sleeps four, features a fully equipped kitchen with dishwasher, a wood-burning fireplace, smart TVs, and offers guests access to the entire property including parking.
Charming 3 Bedroom Home - Near Vassar, Marist - Poughkeepsie, NY
10 85 reviews

Charming 3 Bedroom Home - Near Vassar, Marist

house, Poughkeepsie
This newly renovated, historic apartment is located in a quiet neighborhood on the south side of Poughkeepsie, just a 5-minute drive from Vassar College and Vassar Brothers Medical Center.
The 3-bedroom apartment sleeps up to 5 guests and features a fully equipped kitchen with black walnut cabinetry, a dedicated workspace, a spacious living room with a 65-inch smart TV, and outdoor relaxation spaces including a front porch and a backyard patio with a gas grill.

Best family friendly Poughkeepsie, NY villas and beach houses

Among the 1 accommodations in Poughkeepsie, NY, here are the 1 best family friendly villas and beach houses

Highland Mansion - Poughkeepsie, NY
8.2 12 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.

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

Hudson Valley Duplex: Hike, Sip + Explore! - Poughkeepsie, NY
No reviews

Hudson Valley Duplex: Hike, Sip + Explore!

house, Highland
This Highland rental house is situated near numerous wineries and state parks, offering easy access to the Walkway Over the Hudson and Poughkeepsie.
This 3-bedroom, 2-bathroom house accommodates up to 6 guests and features a private patio, on-site trails, a full kitchen, air conditioning, and a washer/dryer, making it ideal for exploring the Hudson Valley.
Todd Hill Farmhouse Historic Charm & Luxury - Poughkeepsie, NY
No reviews

Todd Hill Farmhouse Historic Charm & Luxury

house, Freedom Plains
This Lagrangeville farmhouse offers historic charm and luxury, located approximately 8 miles from Vassar College and 9 miles from Bardavon Opera House.
This spacious 4910 sq ft home features 4 bedrooms, 4 bathrooms, a private pool, patio, barbecue area, and a fully equipped kitchen, accommodating up to 19 guests with pets allowed and on-site parking.
Fabulous 2-bedroom Creekside Cottage On The Historic Collins Estate. - Poughkeepsie, NY
No reviews

Fabulous 2-bedroom Creekside Cottage On The Historic Collins Estate.

cottage, Freedom Plains
This historic cottage, the original Collins family home from the early 1800s, offers a tranquil rural setting in Lagrangeville, adjacent to Beekman Golf Course and a short drive from the Frances Lehman Loeb Art Center.
This 2-bedroom, 1-bathroom rental accommodates up to 4 guests and features air conditioning, a kitchen with a fridge, microwave, and dishwasher, a garden, and parking, with opportunities for outdoor activities and proximity to sports venues.

Best Poughkeepsie, NY houses with 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.
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.

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.

Holiday Inn Express Fishkill By Ihg - Poughkeepsie, NY
8.6 42 reviews

Holiday Inn Express Fishkill By Ihg

hotel, Fishkill
The Scenic Mansion With Breathtaking View - Poughkeepsie, NY
8.0 24 reviews

The Scenic Mansion With Breathtaking View

house, Highland
Highland Mansion - Poughkeepsie, NY
8.2 12 reviews

Highland Mansion

house, Milton
Todd Hill Farmhouse Historic Charm & Luxury - Poughkeepsie, NY
No reviews

Todd Hill Farmhouse Historic Charm & Luxury

house, Freedom Plains

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.

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

Black Walnut Farm 50-acres Private Pond

house, Clintondale

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.

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

Hudson Escape W Hot Tub Bridge View

house, Highland
Holiday Inn Express Fishkill By Ihg - Poughkeepsie, NY
8.6 42 reviews

Holiday Inn Express Fishkill By Ihg

hotel, Fishkill
©2026 cozycozy.com