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

The Scenic Mansion With Breathtaking View - Poughkeepsie, NY
8.4 20 reviews

The Scenic Mansion With Breathtaking View

house, Highland
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).
Hudson Escape W/ Hot Tub + Bridge View - Poughkeepsie, NY
No reviews

Hudson Escape W/ Hot Tub + Bridge View

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.
Cozy Escape With Stunning Hudson River Views - Poughkeepsie, NY
10 7 reviews

Cozy Escape With Stunning Hudson River Views

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.
Private Retreat On 12 Acres W Hot Tub And Bbq - Poughkeepsie, NY
10 10 reviews

Private Retreat On 12 Acres W Hot Tub And Bbq

apartment, Freedom Plains
This six-bedroom Lagrangeville house, ideal for large groups, is situated 4.2km from James Baird State Park, with Tymor Park and Beekman Golf Course under 10km away.
The 465 square metre property boasts a private pool, jacuzzi, fitness centre, tennis court, and ample amenities including a fully equipped kitchen, accommodating up to 10 guests.

Best Poughkeepsie, NY vacation rentals with parking

Scenic Hudson Valley Getaway  Farms & Vineyards - Poughkeepsie, NY
9.6 5 reviews

Scenic Hudson Valley Getaway Farms & Vineyards

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.
Washington Wonder Big 4bd/2b - Poughkeepsie, NY
9.9 71 reviews

Washington Wonder Big 4bd/2b

apartment, Poughkeepsie
This four-bedroom apartment is conveniently located near the Walkway Over the Hudson and Marist College in Poughkeepsie, New York, approximately 8km from the Culinary Institute of America and the Franklin D. Roosevelt Presidential Library and Museum.
The property, ideal for families or groups of up to eight, offers a spacious layout with two bathrooms, internet access, parking, and features such as a front porch, back deck, and fire pit; enjoy easy access to local wineries and hiking trails.
Newly Renovated 1 Bd Apartment - Poughkeepsie, NY
9.3 35 reviews

Newly Renovated 1 Bd Apartment

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.
Hudson Valley Boutique Airb&b - Poughkeepsie, NY
9.7 105 reviews

Hudson Valley Boutique Airb&b

apartment, Highland
This family-friendly house is situated in the Hudson Valley, just 1.6 km from the Walkway Over the Hudson and a 10-minute drive from Marist College, Vassar College, the Culinary Institute of America, and SUNY New Paltz College. The three-bedroom property boasts a modern kitchen with a dishwasher, a dedicated workspace, a spacious outdoor deck, and parking, comfortably accommodating up to six guests.

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

Private 37 Acre Lake Estate On 164 Acres - 11 Br - Poughkeepsie, NY
9.4 3 reviews

Private 37 Acre Lake Estate On 164 Acres - 11 Br

apartment, Rifton
This spacious Highland dwelling in Rifton boasts a waterfront location, 4.5km from the Franklin D. Roosevelt Presidential Library and Museum, and within 10km of Apple Greens Golf Course and Historic Huguenot Street.
The 1189 square metre property sleeps 29 guests across 14 bedrooms and 8 bathrooms, offering a Jacuzzi, terrace, garden, free Wi-Fi, and parking; water activities are readily accessible from its lakeside position.
Spacious 4bd Country Gem - Fire Pit & Chill Vibes - Poughkeepsie, NY
10 25 reviews

Spacious 4bd Country Gem - Fire Pit & Chill Vibes

apartment, Hyde Park
This Highland holiday home, situated in a rural setting within 9.6km of the Walkway Over the Hudson State Historic Park, Berean Park Beach, and the Franklin D. Roosevelt Presidential Library and Museum, offers a tranquil escape near popular attractions.
This 278 square metre property boasts four bedrooms, four bathrooms, and sleeps eight, featuring a fully equipped kitchen, private balcony, garden, parking, and free Wi-Fi.
Lucious Lagrangeville - Poughkeepsie, NY
No reviews

Lucious Lagrangeville

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.
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 Hyde Park holiday home is conveniently located near the Bardavon 1869 Opera House (10.3 km) and SUNY New Paltz (13.5 km), offering easy access to both cultural attractions and the scenic Highland hiking trails.
This recently renovated four-bedroom property boasts a fully equipped kitchen in each unit, private parking, air conditioning, a terrace, garden, and barbecue facilities, ideal for families seeking a comfortable stay.

Best pet friendly Poughkeepsie, NY vacation rentals

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

Charming Townhouse In Historic District - Poughkeepsie, NY
9.7 54 reviews

Charming Townhouse In Historic District

apartment, Poughkeepsie
This charming five-bedroom townhouse is situated in the Poughkeepsie Historic District, just a short walk from Vassar College and the Walkway Over the Hudson, offering stunning views of the Hudson River. The apartment has received excellent ratings for cleanliness, user experience and location, making it an ideal choice for travellers seeking a comfortable and well-maintained home away from home.
The spacious property features multiple levels, including a media room and a parlor level perfect for gatherings, accommodating up to eight guests. The townhouse boasts a fully equipped kitchen with a freezer, microwave oven and dishwasher, as well as air conditioning, a garden and internet access, ensuring a comfortable and enjoyable stay.
Mini Yurt Camping With 2 Cots - Poughkeepsie, NY
10 1 review

Mini Yurt Camping With 2 Cots

yurt, Fairview
This Fairview yurt, a unique glamping experience, offers a miniature dwelling with a private bathroom, shower, and full kitchen access including a fridge, freezer, microwave, and dishwasher.
Sleeping two guests, this self-contained unit provides cots (with optional bedding) and is situated on a property offering additional amenities such as a living room and air conditioning.
Heated Pool, 6 Acres: Beacon Area Vacation Rental - Poughkeepsie, NY
9.7 45 reviews

Heated Pool, 6 Acres: Beacon Area Vacation Rental

house, Hillside Lake
This five-bedroom house is located in Lagrangeville, just 16 kilometres from Vassar College, 18 kilometres from Mid Hudson Children's Museum, and 19 kilometres from Bardavon Opera House, offering a peaceful escape from the hustle and bustle of city life. The property has consistently received excellent ratings for its cleanliness, location and overall experience.
The 372 square metre house comfortably accommodates up to 13 guests. It comes equipped with a range of amenities, including a swimming pool, a spa, a kitchen, air conditioning, Wi-Fi, and parking, providing everything you need for a relaxing and enjoyable stay.
Hamptons On The Hudson: Pool, Spa, Bbq, Views! - Poughkeepsie, NY
9.8 44 reviews

Hamptons On The Hudson: Pool, Spa, Bbq, Views!

apartment, Milton
This waterfront property in Milton offers stunning views of the Hudson River, just 0.8km from the riverfront and within 5km of Live At The Falcon and Marlboro Free Library. The apartment has consistently received excellent ratings for user experience, location, and cleanliness.
This spacious 5-bedroom home, spanning 465 square metres, can comfortably accommodate up to 10 guests. The property provides a range of amenities including a private pool, a jacuzzi, a terrace, a garden, and a spa, ensuring a luxurious and relaxing stay.
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