Compare Vacation Rentals & Airbnb in Poughkeepsie, NY
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93 Rentals and Airbnb in Poughkeepsie, NY
10 6 reviews
Poughkeepsie, NY
22/08 – 28/08
$521/nighttotal: $3126 (6 )
Beautiful Home With Hudson River Views & Adjacent Rushing Waterfall In Hyde Park
3 5
apartment , Hyde Park
This Hyde Park cottage offers a unique location directly opposite the Vanderbilt Mansion's Lower Gate and Coach Houses, providing views of Crum Elbow Creek's waterfall and immediate access to hiking trails, with FDR's Home & Library a short walk south. This 3-bedroom, 1-bathroom holiday home accommodates up to 7 guests and features air conditioning, a fully equipped kitchen with a dishwasher, a wood-burning fireplace, a sun-filled porch, and year-round Hudson River views, perfect for exploring local attractions and outdoor activities.
10 77 reviews
Poughkeepsie, NY
22/08 – 28/08
$2054/nighttotal: $12324 (6 )
Luxe Wooded Modern Getaway Retreat + Spa
1 5
apartment , Crown Heights
This modern house is located in Wappingers Falls, a 90-minute drive from New York City, and is situated along the Hudson River, between Beacon and Rhinebeck, just outside of Poughkeepsie. The property has excellent user, location, and cleanliness ratings. The house has three bedrooms and two bathrooms, accommodating up to six guests. It offers a range of amenities, including a swimming pool, a hot tub, a fitness centre, and a private garden, alongside a well-equipped kitchen, a fireplace, and a Peloton bike.
10 4 reviews
Poughkeepsie, NY
26/08 – 01/09
$578/nighttotal: $3468 (6 )
House Under The Walkway
1 6
apartment , Poughkeepsie
This Poughkeepsie house rental offers three bedrooms and two bathrooms, sleeping up to six guests, and is centrally located in Poughkeepsie, providing easy access to local attractions although precise distances aren't specified. The property includes a garden, parking, Wi-Fi, air conditioning, and a kitchen with a fridge; flexible sleeping arrangements with single beds available on request.
Poughkeepsie, NY
20/06 – 22/06
$979/nighttotal: $1958 (2 )
Lucious Lagrangeville
1 10
house , Freedom Plains
This spacious holiday home in Lagrangeville, Freedom Plains, is situated 14 kilometres from Vassar College and 16 kilometres from the Bardavon Opera House, with the Mid Hudson Children's Museum also 16 kilometres away. This non-smoking detached house offers 1000 square meters of floor area, air conditioning, a swimming pool, jacuzzi, terrace, balcony, kitchen, and parking for up to 19 guests, with WiFi provided.
9.0 14 reviews
Poughkeepsie, NY
22/08 – 28/08
$656/nighttotal: $3936 (6 )
Summit Sanctuary: Ev Ready Mountain Views
4 5
apartment , Haviland
This Haviland holiday home boasts a superb mountainside location, approximately 5 kilometres from the Eleanor Roosevelt National Historic Site and Richard L. Skimin Memorial Baseball Field. This 316-square-metre property sleeps eight guests across four bedrooms and four bathrooms, and includes a swimming pool, spa, fitness centre, and fully equipped kitchen.
9.9 368 reviews
Poughkeepsie, NY
21/06 – 26/06
$184/nighttotal: $920 (5 )
Spacious And Stylish Entire One Bedroom Apartment.
1 2
apartment , Poughkeepsie
This one-bedroom flat is located in downtown Poughkeepsie, within walking distance of the Walkway Over the Hudson, Bardavon Opera House, and the train station. The apartment has received excellent ratings for location, cleanliness, and user experience. The property offers an open-plan living space and can accommodate up to four guests. The flat comes equipped with a kitchen, air conditioning, parking, and internet access, making it a comfortable and convenient choice for your stay in Poughkeepsie.
9.6 4 reviews
Poughkeepsie, NY
20/06 – 27/06
$685/nighttotal: $4795 (7 )
Stunning 5-bedroom House With Ac / Heat In Charming Poughkeepsie Ny
5 2
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.
Poughkeepsie, NY
26/06 – 27/06
$211/nightfor 1 night
Night And Armor
1 4
apartment , Poughkeepsie
This Poughkeepsie flat is located in a neighbourhood providing convenient access to local attractions. This three-bedroom flat accommodates up to four guests and features air conditioning, internet, and a kitchen, with a fitness centre available for use.
Poughkeepsie, NY
26/08 – 01/09
$411/nighttotal: $2466 (6 )
Bright Highland Home Near New Paltz And Walkway
1 6
apartment , Highland
This Highland flat offers convenient access to New Paltz, the Walkway Over the Hudson, Mohonk, and Minnewaska, situated just a short drive from each. Accommodating up to six guests, this property features three bedrooms, a modern kitchen with seating, air conditioning, and a smart TV, with local orchards, wineries, and hiking trails nearby for exploration.
Poughkeepsie, NY
22/08 – 28/08
$1003/nighttotal: $6018 (6 )
Views On Hudson River / Luxury Modern Home
4 5
apartment , Highland
This luxurious dwelling offers a waterfront bluff experience on the Hudson River, located approximately 320 kilometres north of New York City within the scenic Hudson Valley. This designer mid-century residence features 4 bedrooms and 3 bathrooms accommodating up to 8 guests, with a fully equipped kitchen, air conditioning, a garden, and an expansive deck providing spectacular views and exclusive access to the entire property and ample parking.
8.7 12 reviews
Poughkeepsie, NY
20/06 – 22/06
$1263/nighttotal: $2526 (2 )
Todd Hill Farmhouse: Historic Charm & Luxury
4 10
apartment , Freedom Plains
Todd Hill Farmhouse, a spacious country house in the Freedom Plains district, provides a tranquil rural retreat with ample space and natural surroundings. This four-bedroom, three-bathroom farmhouse accommodates up to ten guests and features a well-equipped kitchen, air conditioning, a garden, and parking, alongside a library and multiple comfortable spaces for relaxation and games.
Poughkeepsie, NY
22/08 – 28/08
$872/nighttotal: $5232 (6 )
Black Walnut Farm: 50-acres + Private Pond
1 5
apartment , Clintondale
This 50-acre Highland, New York farmhouse, near New Paltz and approximately 50km from Poughkeepsie, offers a tranquil Hudson Valley escape. The property boasts a chef's kitchen with soapstone counters, four bedrooms sleeping eight guests, three bathrooms, and outdoor amenities including a swimming pond, fire pit, and gas grill; small events and weddings are available upon request.
Best family friendly Poughkeepsie, NY vacation rentals
Among the 93 accommodations in Poughkeepsie, NY, here are the 4 best family friendly rentals
8.8 18 reviews
Poughkeepsie, NY
20/06 – 22/06
$2101/nighttotal: $4202 (2 )
The Scenic Mansion With Breathtaking View
4 10
house , Milton
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).
10 21 reviews
Poughkeepsie, NY
22/08 – 28/08
$1116/nighttotal: $6696 (6 )
The House In Highland-\nsecluded Retreat
3 5
apartment , Highland
This Highland house, minutes from the Walkway Over the Hudson State Park and the Highland hamlet, offers complete privacy whilst being conveniently located. Sleeping six guests, this three-bedroom, three-bathroom property boasts a well-equipped kitchen with added extras like a pasta maker and ice cream maker, a game room with arcade machines, a hot tub, and fast 1 gigabit internet.
9.8 104 reviews
Poughkeepsie, NY
26/06 – 27/06
$839/nightfor 1 night
Beautiful, Fun, Spacious 5 Acre Family Retreat
1 4
apartment , Fairview
This Fairview apartment is situated just a mile from Plan Bee Brewery and Peach Hill Park, offering a peaceful escape close to attractions like Vassar College, Marist College, and the Walkway Over the Hudson. It has consistently received excellent ratings for its cleanliness, location, and overall experience. The property provides three bedrooms and two bathrooms, comfortably accommodating up to eleven guests. It boasts a spacious garden room ideal for family gatherings, a separate living room for relaxation, and a fully equipped kitchen with modern appliances. Enjoy the private balcony, explore the surrounding nature, or take advantage of the proximity to the Dutchess Rail Trail for cycling and hiking.
9.0 6 reviews
Poughkeepsie, NY
22/08 – 28/08
$730/nighttotal: $4380 (6 )
Summit Sanctuary With Ev Ready Mountain Views
4 5
house , Haviland
This Poughkeepsie residence provides spectacular mountain-top views and is located 10.8 kilometres from Vassar College and 16.1 kilometres from Marist College. This spacious 316 square metre dwelling offers four bedrooms, four bathrooms, and accommodates up to fifteen guests, featuring air conditioning, a full kitchen with a dishwasher, Wi-Fi, private parking, and EV charging, with a balcony to enjoy the vistas.
Best Poughkeepsie, NY vacation rentals with parking
9.6 67 reviews
Poughkeepsie, NY
20/06 – 22/06
$1668/nighttotal: $3336 (2 )
Magnificent Historic Mansion Near Beacon
1 10
apartment , Hopewell Junction
This five-bedroom house is situated on a hilltop just outside Hopewell Junction, offering stunning views of the surrounding countryside and easy access to the riverfront and nearby hiking trails. The property has received excellent ratings for location and user experience, with a very good cleanliness rating. The house is ideal for families or large groups, with a capacity of 10 guests and a spacious garden with a bar and fitness centre. Guests can enjoy modern amenities, including a fully equipped kitchen, air conditioning, and internet access, as well as explore the private hiking trails and relax by the river.
10 2 reviews
Poughkeepsie, NY
20/06 – 22/06
$1440/nighttotal: $2880 (2 )
Timeless Three-story Treasure W/ Pool, Rolling Hills And Fireplace
4 10
apartment , Freedom Plains
Todd Hill Farmhouse, situated in Lagrangeville, a short drive from Freedom Plains and conveniently close to attractions such as the Mid-Hudson Civic Center and the Stormville Airport Antique Show & Flea Market, offers a spacious family-friendly residence. This four-bedroom, four-bathroom property sleeps ten guests and boasts a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, a terrace, garden, parking, and multiple relaxing areas including a fireplace and library.
9.7 26 reviews
Poughkeepsie, NY
22/08 – 28/08
$1728/nighttotal: $10368 (6 )
Modern Designer Cabin In Woods W/ 5-star Amenities
1 5
cabin , Highland
This Highland, New York log cabin retreat is situated on a secluded 0.8-hectare wooded plot, a short 16-kilometre drive from both New Paltz and Poughkeepsie. The four-bedroom, four-bathroom property sleeps eight guests and boasts a 100-inch screen cinema room, games room, private gym, saltwater pool, cedar sauna, and hot tub, alongside a fully equipped kitchen and ample parking.
9.3 35 reviews
Poughkeepsie, NY
26/08 – 01/09
$472/nighttotal: $2832 (6 )
Newly Renovated 1 Bd Apartment
1 6
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.
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?
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?
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?
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.
Destinations nearby
Best Poughkeepsie, NY vacation rentals with a balcony
9.0 14 reviews
Poughkeepsie, NY
22/08 – 28/08
$656/nighttotal: $3936 (6 )
Summit Sanctuary: Ev Ready Mountain Views
4 5
apartment , Haviland
This Haviland holiday home boasts a superb mountainside location, approximately 5 kilometres from the Eleanor Roosevelt National Historic Site and Richard L. Skimin Memorial Baseball Field. This 316-square-metre property sleeps eight guests across four bedrooms and four bathrooms, and includes a swimming pool, spa, fitness centre, and fully equipped kitchen.
10 21 reviews
Poughkeepsie, NY
22/08 – 28/08
$1116/nighttotal: $6696 (6 )
The House In Highland-\nsecluded Retreat
3 5
apartment , Highland
This Highland house, minutes from the Walkway Over the Hudson State Park and the Highland hamlet, offers complete privacy whilst being conveniently located. Sleeping six guests, this three-bedroom, three-bathroom property boasts a well-equipped kitchen with added extras like a pasta maker and ice cream maker, a game room with arcade machines, a hot tub, and fast 1 gigabit internet.
10 6 reviews
Poughkeepsie, NY
22/08 – 28/08
$521/nighttotal: $3126 (6 )
Beautiful Home With Hudson River Views & Adjacent Rushing Waterfall In Hyde Park
3 5
apartment , Hyde Park
This Hyde Park cottage offers a unique location directly opposite the Vanderbilt Mansion's Lower Gate and Coach Houses, providing views of Crum Elbow Creek's waterfall and immediate access to hiking trails, with FDR's Home & Library a short walk south. This 3-bedroom, 1-bathroom holiday home accommodates up to 7 guests and features air conditioning, a fully equipped kitchen with a dishwasher, a wood-burning fireplace, a sun-filled porch, and year-round Hudson River views, perfect for exploring local attractions and outdoor activities.
9.0 6 reviews
Poughkeepsie, NY
22/08 – 28/08
$730/nighttotal: $4380 (6 )
Summit Sanctuary With Ev Ready Mountain Views
4 5
house , Haviland
This Poughkeepsie residence provides spectacular mountain-top views and is located 10.8 kilometres from Vassar College and 16.1 kilometres from Marist College. This spacious 316 square metre dwelling offers four bedrooms, four bathrooms, and accommodates up to fifteen guests, featuring air conditioning, a full kitchen with a dishwasher, Wi-Fi, private parking, and EV charging, with a balcony to enjoy the vistas.
Best pet friendly Poughkeepsie, NY vacation rentals
Among the 93 accommodations in Poughkeepsie, NY, here are the 4 best pet friendly rentals
9.9 145 reviews
Poughkeepsie, NY
26/06 – 27/06
$535/nightfor 1 night
2br|1 King 1 Queen Bed|balcony|parking|strong Wifi
1 4
apartment , Poughkeepsie
This two-bedroom flat is ideally located in Poughkeepsie, just a short walk from the Walkway Over the Hudson and local restaurants and breweries. It has received excellent ratings for its cleanliness, location, and overall user experience. The apartment has a spacious layout, comfortably accommodating up to six guests. Guests can enjoy a fully equipped kitchen, two balconies, cable TV and Roku, and a peaceful ambiance, making it a great choice for families and groups of friends.
9.9 33 reviews
Poughkeepsie, NY
20/06 – 27/06
$185/nighttotal: $1295 (7 )
Your Own Pied-a-terre "Walkway Over The Hudson" #4
1 2
apartment , Poughkeepsie
This studio apartment is conveniently located in central Poughkeepsie, just a 10-minute walk from Marist and Vassar Colleges, Vassar Bros. Medical Center, and the Walkway Over the Hudson. The studio has received excellent ratings for cleanliness, location, and user experience. The self-contained apartment has one bedroom and one bathroom, suitable for up to two guests. This charming studio offers a private entrance, parking, a landscaped garden, and a fully equipped kitchen including a fridge, microwave, and dishwasher.
Poughkeepsie, NY
20/06 – 22/06
$657/nighttotal: $1314 (2 )
Elixir Apartment
3 10
apartment , Clintondale
This Highland flat, Elixir Apartment, is situated approximately 9.7 kilometres from SUNY New Paltz and Historic Huguenot Street, offering convenient access to educational institutions and historical sites. Guests can enjoy air-conditioned units with free WiFi and private parking, featuring fully equipped kitchens, private bathrooms, and access to an on-site garden, with Stewart International Airport 25.7 kilometres away.
Poughkeepsie, NY
20/06 – 27/06
$930/nighttotal: $6510 (7 )
Hudson Escape W/ Hot Tub + Bridge View
3 2
apartment , Highland
This family-friendly holiday home in Highland offers a rural, waterfront setting, a 4-minute drive from the Walkway Over the Hudson State Historic Park and a 15-minute walk from the Hudson River. The spacious 170-square-meter accommodation features 3 bedrooms, 1.5 bathrooms, and accommodates up to 6 guests with amenities including a hot tub, garden, Wi-Fi, air conditioning, and a full kitchen with a washer and dryer.
