Compare Vacation Rentals & Airbnb in Poughkeepsie, NY
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93 Rentals and Airbnb in Poughkeepsie, NY
Poughkeepsie, NY
24/08 – 29/08
$490/nighttotal: $2450 (5 )
Bright Highland Home Near New Paltz And Walkway
1 2
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.
10 3 reviews
Poughkeepsie, NY
27/06 – 04/07
$968/nighttotal: $6776 (7 )
Old Farmhouse In The Hudson Valley
4 8
apartment , Myers Corner
This 1734 farmhouse in Dutchess County, New York, is situated 0.4 kilometres from the Dutchess County Rail Trail and a short drive from local restaurants and historical sites. The 173-square-metre property sleeps eleven guests across four bedrooms and two bathrooms, offering amenities such as a fully equipped kitchen, garden, ample parking, and a back porch with a swing; a pack 'n' play is also available.
9.4 9 reviews
Poughkeepsie, NY
21/06 – 26/06
$287/nighttotal: $1435 (5 )
Stylist And Spacious Centrally Located One Bedroom Apartment
1 2
apartment , Poughkeepsie
This Poughkeepsie holiday home is conveniently located within 1.6km of the Mid-Hudson Civic Center, McCann Ice Arena, and Mid-Hudson Heritage Center, offering easy access to Poughkeepsie Station (a 15-minute walk). The two-bedroom, one-bathroom property sleeps three guests and features a fully equipped kitchen, a sofa bed, Smart TV, and on-site parking; nearby attractions include the Chance Theater and Bardavon 1869 Opera House.
9.2 87 reviews
Poughkeepsie, NY
21/06 – 26/06
$223/nighttotal: $1115 (5 )
King Bed / Private Parking / 300mbps+ Wifi
1 2
apartment , Poughkeepsie
This apartment is conveniently situated in the heart of Poughkeepsie, just a 5-minute drive from Marist College, Vassar College, and the Walkway Over the Hudson. It has received excellent ratings for cleanliness and location, making it a great choice for travellers. The property is a comfortable one-bedroom flat with space for two guests, perfect for a couple or solo traveller. It features a well-equipped kitchen, a dedicated workspace, a 55" Roku TV, and keyless entry, making your stay both convenient and enjoyable.
Poughkeepsie, NY
22/08 – 28/08
$1664/nighttotal: $9984 (6 )
Disregard
4 5
gîte , Marlboro
This charming farmhouse is situated in the heart of Marlboro's wine and apple country, just a short drive from the picturesque town centre. The property offers 27 acres of privacy and seclusion, perfect for a peaceful getaway. The spacious farmhouse sleeps up to 8 guests, with four bedrooms, two bathrooms, and a large kitchen and dining area. Guests can enjoy mountain views from the patio, relax in the clawfoot tub, and make use of the mudroom for storing outdoor gear.
10 33 reviews
Poughkeepsie, NY
24/08 – 29/08
$513/nighttotal: $2565 (5 )
The Secret Cottage
A Rare Find In Prime Location
1 2
house , Crown Heights
This modern cottage, ideal for a Crown Heights stay, is situated in a safe Poughkeepsie suburb, conveniently close to Rhinebeck, Beacon, and New Paltz, with Metro-North trains approximately 16km away. The single-bedroom, single-bathroom property sleeps three guests and offers a fully equipped kitchen, private patio, two large TVs with Netflix, free Wi-Fi, and a wheelchair-accessible interior (except for the laundry room), plus a children's playground within a one-minute walk.
9.9 356 reviews
Poughkeepsie, NY
24/08 – 29/08
$360/nighttotal: $1800 (5 )
Orchard Views From A Light-filled Tiny Home With A Fire Pit
1 2
cabin , Marlboro
This Marlboro cottage sits on a 30-acre farm in the Shawangunk Mountains, part of the Shawangunk Wine Trail, approximately 32km from Beacon and 145km from New York City. The two-bedroom, one-bathroom self-catering property sleeps four, boasting a king-size bed, modern kitchen, Laveo toilet, outdoor fire pit, and access to farm-fresh eggs; guests can also opt for camping on-site.
10 20 reviews
Poughkeepsie, NY
24/08 – 29/08
$346/nighttotal: $1730 (5 )
The Hudson Valley Hideaway
1 2
apartment , Poughkeepsie
This Poughkeepsie apartment offers a self-contained flat with a separate entrance, conveniently located minutes from Vassar College, Marist College, the Culinary Institute of America, and the Walkway Over the Hudson. The one-bedroom, one-bathroom dwelling sleeps two guests and includes a fully equipped kitchen, fast Wi-Fi, a smart TV, free on-site parking, and access to a seasonal swimming pool and patio.
Poughkeepsie, NY
27/06 – 28/06
$979/nightfor 1 night
Lucious Lagrangeville
1 5
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.
9.8 105 reviews
Poughkeepsie, NY
27/06 – 28/06
$934/nightfor 1 night
Beautiful, Fun, Spacious 5 Acre Family Retreat
1 5
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.
9.3 35 reviews
Poughkeepsie, NY
28/08 – 29/08
$359/nightfor 1 night
Newly Renovated 1 Bd Apartment
1 2
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.
9.6 4 reviews
Poughkeepsie, NY
27/06 – 04/07
$1503/nighttotal: $10521 (7 )
Stunning 5-bedroom House With Ac / Heat In Charming Poughkeepsie Ny
5 8
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.
Best family friendly Poughkeepsie, NY vacation rentals
Among the 93 accommodations in Poughkeepsie, NY, here are the 4 best family friendly rentals
Poughkeepsie, NY
21/06 – 26/06
$927/nighttotal: $4635 (5 )
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.
10 2 reviews
Poughkeepsie, NY
22/08 – 28/08
$899/nighttotal: $5394 (6 )
Cozy Escape With Stunning Hudson River Views
1 5
apartment , Milton
This four-bedroom, two-bathroom holiday home in Milton offers sweeping Hudson River views from its deck and is situated in the scenic Hudson Valley, close to numerous wineries, farms, and acclaimed dining options. This spacious three-storey property accommodates up to eight guests, featuring air conditioning, a fitted kitchen with a dishwasher, a garden, a fitness centre, and parking, providing distinct living, sleeping, and entertainment areas for a comfortable stay.
9.7 38 reviews
Poughkeepsie, NY
24/08 – 29/08
$902/nighttotal: $4510 (5 )
Hudson Escape W/ Hot Tub + Bridge View
3 2
apartment , Highland
This Highland apartment boasts stunning Hudson River and bridge views, offering easy access to the Hudson Valley's attractions. The three-bedroom property sleeps six, features a full kitchen with dishwasher, a jacuzzi, private parking for up to three cars, and a private deck; pets are welcome (fee applies).
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.
Best Poughkeepsie, NY vacation rentals with parking
9.4 3 reviews
Poughkeepsie, NY
24/08 – 29/08
$516/nighttotal: $2580 (5 )
Scenic Hudson Valley Getaway Farms & Vineyards
2 2
cottage , Marlboro
This two-bedroom Marlboro cottage is situated on over 4 hectares of land, close to top-rated vineyards and within easy reach of Franny Reese State Park and the Walkway Over the Hudson State Historic Park. The self-catering property sleeps four, boasts air conditioning, internet access, and permits pets; nearby attractions include the Gomez Mill House and McCann Ice Arena.
8.8 18 reviews
Poughkeepsie, NY
24/08 – 29/08
$1667/nighttotal: $8335 (5 )
The Scenic Mansion With Breathtaking View
4 2
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).
8.6 7 reviews
Poughkeepsie, NY
27/06 – 28/06
$1289/nightfor 1 night
Welcome To New Paltz. Charming 3-bedroom House With Ac, Wifi,
3 5
apartment , New Paltz
This New Paltz house offers comfortable accommodation near the Samuel Dorsky Museum of Art and G. Steve Jordan Gallery, conveniently located for exploring the town's cultural attractions. The three-bedroom property, sleeping up to eight guests, features air conditioning, Wi-Fi, and is within easy reach of Loren Campbell Memorial Field and McCann Arena.
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.
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
10 21 reviews
Poughkeepsie, NY
21/06 – 26/06
$1187/nighttotal: $5935 (5 )
The House In Highland-\nsecluded Retreat
3 2
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.
Poughkeepsie, NY
27/06 – 28/06
$1440/nightfor 1 night
Luxury 4br Home With Mountain Views
1 5
house , Clintondale
This property in Highland offers stunning mountain views and is located 14 kilometres from Loren Campbell Baseball Field and 14 kilometres from Bardavon Opera House, with SUNY New Paltz 14 kilometres away. This 1-bedroom dwelling accommodates up to 15 guests and features a fully equipped kitchen, air conditioning, complimentary WiFi, and a terrace with garden views, providing a non-smoking retreat with convenient access to Stewart International Airport, 19 kilometres distant.
10 5 reviews
Poughkeepsie, NY
26/06 – 28/06
$825/nighttotal: $1650 (2 )
Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat
3 2
apartment , Fairview
This Fairview holiday home is situated within 5km of King Street Dog Park, Richard L. Skimin Memorial Baseball Field, Chance Theatre, Mid-Hudson Heritage Center, and Walkway Over the Hudson State Historic Park, offering easy access to local attractions. This 214 square metre property sleeps six guests, boasting three bedrooms, three bathrooms, a fully equipped kitchen with dishwasher, free Wi-Fi, a terrace, garden, parking, and a fireplace; ideal for families.
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.
Best pet friendly Poughkeepsie, NY vacation rentals
Among the 93 accommodations in Poughkeepsie, NY, here are the 4 best pet friendly rentals
10 3 reviews
Poughkeepsie, NY
27/06 – 04/07
$1737/nighttotal: $12159 (7 )
Modern Scandinavian Villa
1 8
house , Gardnertown
This luxurious, renovated 1920s stone barn, situated in Wallkill, Hudson Valley, offers a secluded 6-acre property with a private gravel driveway, approximately 145km from New York City and within easy driving distance of Beacon, Kingston, Rhinebeck, and West Point. The three-storey villa boasts four bedrooms, two bathrooms, sleeping up to nine guests, and features a chef's kitchen, high-speed internet (1 Gigabit Verizon Fios), a ping pong table, an outdoor deck overlooking a pond, and ample space for relaxation and entertainment.
Poughkeepsie, NY
27/06 – 28/06
$287/nightfor 1 night
2bed 1bath House ~ Lagrange, Ny
1 5
apartment , Red Oaks Mill
This Red Oaks Mill property is situated in a peaceful, private setting just 5 kilometres from the TSP, 10 kilometres from Route 84, and 15 kilometres from Route 9. The accommodation is perfect for a family or group of friends, with 2 bedrooms and 1 bathroom, comfortably sleeping 5 guests. The self-catering cottage has a fully equipped kitchen, including a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, parking, and internet access.
9.7 111 reviews
Poughkeepsie, NY
21/06 – 26/06
$207/nighttotal: $1035 (5 )
Your Own Pied-a-terre "Walkway Over The Hudson"#2
1 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.
10 5 reviews
Poughkeepsie, NY
21/06 – 26/06
$340/nighttotal: $1700 (5 )
Wonderful Washington
1 2
apartment , Poughkeepsie
This four-bedroom, two-bathroom flat in Poughkeepsie offers proximity to Marist University and the Walkway Over the Hudson, with the Culinary Institute of America, Vassar College, and Vassar Hospital a mere 5-kilometre drive away. This property accommodates up to nine guests, is pet-friendly, and features essential amenities including internet and air conditioning, making it suitable for extended stays of 30 days or more.
