Compare Vacation Rentals & Airbnb in Poughkeepsie, NY

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Poughkeepsie, NY vacation rentals
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109 Rentals and Airbnb in Poughkeepsie, NY

Best family friendly Poughkeepsie, NY vacation rentals

Among the 109 accommodations in Poughkeepsie, NY, here are the 4 best family friendly rentals

Charming Vacation House W/ Pool & Hottub - Poughkeepsie, NY
10 39 reviews

Charming Vacation House W/ Pool & Hottub

apartment, Highland
This holiday home in the Hudson Valley is just minutes from hiking and biking trails, farms, wineries, breweries, and restaurants, and less than 45 minutes from Thunder Ridge Ski Area. It has excellent user, location and cleanliness ratings.
The property has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. It includes a range of modern amenities, such as a heated pool, a spa tub, a gourmet kitchen, and multiple TVs with Netflix access.
Summit Sanctuary With Ev Ready Mountain Views - Poughkeepsie, NY
8.2 9 reviews

Summit Sanctuary With Ev Ready Mountain Views

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.
Highland Mansion - Poughkeepsie, NY
8.2 12 reviews

Highland Mansion

house, Milton
This Milton manor house, perfect for families, offers a luxurious stay with stunning views, conveniently located near Milton's major attractions (distance unspecified).
Sleeping up to 10 guests across 4 bedrooms and 6 bathrooms, this spacious property boasts a swimming pool, garden, and parking, alongside modern amenities including air conditioning and internet access.
Beautiful Home - 4br/2.5ba - Hot Tub And Patio - Poughkeepsie, NY
9.6 93 reviews

Beautiful Home - 4br/2.5ba - Hot Tub And Patio

apartment, Highland
This family-friendly holiday home is located in Highland, just a short distance from the Hudson River and within easy reach of Berean Park Beach and Walkway Over the Hudson State Historic Park. The property has received excellent ratings for location, cleanliness and overall user experience.
The house offers spacious accommodation for up to eight guests and includes four bedrooms and three bathrooms. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, spa, and a fully equipped kitchen with modern appliances. There is also a fireplace, a jetted tub, and a laundry room for added convenience.

Best Poughkeepsie, NY vacation rentals with parking

Amazing 3-bedroom House With Ac In Adorable Highland - Poughkeepsie, NY
No reviews

Amazing 3-bedroom House With Ac In Adorable Highland

apartment, Highland
This 3-bedroom, 2-bathroom holiday home in Highland is located a short drive from the Hudson River, Walkway Over the Hudson State Historic Park, and several local parks, offering convenient access to outdoor recreation and entertainment venues.
This pet-friendly apartment provides Wi-Fi, air conditioning, a private terrace and garden, and on-site parking for up to 6 guests, with laundry facilities, towels, and ironing amenities included for a comfortable stay.
Cozy Queen Suite Non-smoking Kitchen Studio 6 Fishkill - Poughkeepsie, NY
9.0 21 reviews

Cozy Queen Suite Non-smoking Kitchen Studio 6 Fishkill

apartment, Fishkill
This Fishkill apartment, situated along Route 9, offers convenient access to Stewart International Airport (19 km away) and is within driving distance of attractions such as the Mid Hudson Children's Museum (11 km) and Marist College (14 km).
This 28 square meter accommodation features one bedroom and one bathroom, accommodating up to two guests with a fully equipped kitchen, air conditioning, complimentary WiFi, and on-site private parking, with a picnic area also available for guest use.
Under The Walkway Near The Train In Little Italy - Poughkeepsie, NY
9.8 121 reviews

Under The Walkway Near The Train In Little Italy

apartment, Poughkeepsie
This two-bedroom flat is ideally located in downtown Poughkeepsie, just a short walk from the Metro North train station and across the street from Farmers and Chefs restaurant. The apartment has received excellent ratings for its location, cleanliness and overall experience.
The flat can comfortably accommodate up to four guests and features a garden, parking, and air conditioning. Guests can enjoy a private patio with a fire pit, and have the option to rent the studio apartment below for a unique experience.
Hudson Escape W/ Hot Tub + Bridge View - Poughkeepsie, NY
9.8 50 reviews

Hudson Escape W/ Hot Tub + Bridge View

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).

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?

    3 Bdrm - Near Hudson Valley Colleges & Attractions, Spacious And Stylish Entire One Bedroom Apartment and Lovely Hudson Valley Guest Cottage are the most popular Airbnb and vacation rentals in Poughkeepsie, NY among travelers.

  • 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?

  • When is the best time to book a vacation rental in Poughkeepsie, NY?

    You'll get the best deals if you book in the shoulder seasons, like spring or autumn, as prices are usually lower than during the peak summer months.
  • What are the best rentals for families and kids 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?

    The best vacation rentals or Airbnb with a jacuzzi in Poughkeepsie, NY are House In Highland: Secluded Retreat, Beautiful Home - 4br/2 -5ba - Hot Tub And Patio - Minutes From New Paltz and Pentimento.

  • 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.

Popular destinations

Best Poughkeepsie, NY vacation rentals with a balcony

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

Hudson Valley Duplex: Hike, Sip + Explore!

house, Highland
This Hudson Valley duplex in Highland is located 5.96 kilometres from Bardavon Opera House and 9.98 kilometres from Vassar College.
This spacious three-bedroom, three-bathroom holiday home offers 139 square metres of living space, accommodates up to 11 guests, and features a fully equipped kitchen, air conditioning, a garden, terrace, and is ideal for exploring the hiking and sipping opportunities of the region.
Wake-up To Hudson River Sunrises- Historic Riverfront Retreat. - Poughkeepsie, NY
10 2 reviews

Wake-up To Hudson River Sunrises- Historic Riverfront Retreat.

apartment, Highland
This riverside flat in Highland offers spectacular Hudson River sunrises and direct riverfront access, located across from the Marist Boathouse and minutes from Marist University, Vassar College, and the Culinary Institute of America.
This 127 square meter residence accommodates four guests across two bedrooms and two bathrooms, boasting modern comforts, a fully equipped kitchen, Sonos sound system, solar power, and a unique river-view attic space, with parking for one vehicle in a garage.
Beautiful Home With Hudson River Views & Adjacent Rushing Waterfall In Hyde Park - Poughkeepsie, NY
10 12 reviews

Beautiful Home With Hudson River Views & Adjacent Rushing Waterfall In Hyde Park

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.
Villa Sabrina: A Serene 700 Sq Ft Studio On A 5.6-acre Estate In Lagrangeville - Poughkeepsie, NY
No reviews

Villa Sabrina: A Serene 700 Sq Ft Studio On A 5.6-acre Estate In Lagrangeville

studio, Freedom Plains
This Lagrangeville apartment is located 8 minutes by car from Tymor Park and 37 minutes from SplashDown Beach, offering convenient access to local attractions.
This studio apartment, covering 65 square meters, accommodates two guests and features a swimming pool, garden, balcony, Wi-Fi, air conditioning, and on-site parking.

Best pet friendly Poughkeepsie, NY vacation rentals

Among the 109 accommodations in Poughkeepsie, NY, here are the 4 best pet friendly rentals

97 M² House ∙ 2 Bedrooms ∙ 3 Guests - Poughkeepsie, NY
No reviews

97 M² House ∙ 2 Bedrooms ∙ 3 Guests

house, Poughkeepsie
Vacation house for up to 3 guests. You will be in Poughkeepsie.
Services and facilities: an iron, a kitchen and air conditioning. Take advantage of the Free Parking with this accommodation in Poughkeepsie!
Hudson Escape W Hot Tub Bridge View - Poughkeepsie, NY
No reviews

Hudson Escape W Hot Tub Bridge View

house, Highland
This Highland holiday home, situated 7km from the Bardavon Opera House and 16km from both SUNY New Paltz and Historic Huguenot Street, offers stunning bridge views.
This 930 square metre property boasts three bedrooms sleeping ten guests, a fully equipped kitchen including dishwasher and microwave, a private hot tub, free Wi-Fi, parking, and a washing machine.
Zen Peaks Retreat - Poughkeepsie, NY
9.9 19 reviews

Zen Peaks Retreat

apartment, Highland
This Highland, New York colonial farmhouse, situated approximately 48 kilometres from the Mohonk Mountains and Lake Minnewaska, offers easy access to a rail trail just 8 kilometres away.
Sleeping up to 12 guests in four bedrooms and two bathrooms, this self-catering property boasts a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, a garden, fitness centre, parking, and Wi-Fi.
Charming Brick House -Hudson Valley - Poughkeepsie, NY
9.9 150 reviews

Charming Brick House -Hudson Valley

apartment, Haviland
This charming house, situated just a short drive from the Culinary Institute of America in Poughkeepsie/Hyde Park, offers a peaceful retreat with its secluded location across from a wooded area. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The house, spanning 186 square metres, boasts three bedrooms and a bathroom, providing ample space for families or groups. Guests can enjoy a well-equipped kitchen, a private garden, a terrace, and a range of amenities including Netflix, Hulu, and an Apple TV, along with a washer and dryer.
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