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 Secret Cottage

Stylish Stay In Prime Location - Poughkeepsie, NY
10 35 reviews

The Secret Cottage Stylish Stay In Prime Location

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.
Beautiful Home - 4br/2.5ba - Hot Tub And Patio - Poughkeepsie, NY
9.6 88 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.
King Bed Garden Retreat - Poughkeepsie, NY
9.5 132 reviews

King Bed Garden Retreat

apartment, Poughkeepsie
This one-bedroom flat is located in the Hudson Valley, just a short drive from the town of Poughkeepsie, offering easy access to the area's attractions. The property boasts excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The flat provides a private entrance and ample space, comfortably accommodating up to four guests. Enjoy a fully equipped kitchen, a private garden, a fire pit, and a shared outdoor space, perfect for relaxing and enjoying the outdoors.
Ode  Historic Homestead On The Wallkill River - Poughkeepsie, NY
10 41 reviews

Ode Historic Homestead On The Wallkill River

apartment, Tillson
This renovated farmhouse in Tillson, New York, offers picturesque views of the Wallkill River and is situated on the same property as the historic 1710 Huguenot stone house.
Sleeping six guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen (fridge, freezer, dishwasher), air conditioning, a garden, parking, and excellent internet access; explore extensive grounds including meadows and wooded paths.

Best Poughkeepsie, NY vacation rentals with parking

Maple Branch Manor - Poughkeepsie, NY
No reviews

Maple Branch Manor

apartment, Milton
Maple Branch Manor is a grand estate situated in the Hudson Valley, less than 3.2 kilometres from Milton and minutes from the Hudson River, offering convenient access to local attractions and amenities.
This expansive seven-bedroom, seven-bathroom residence accommodates up to 14 guests and features a party barn with a pool table, a beauty room with styling stations, two fireplaces, and extensive outdoor entertaining areas with a stone patio, BBQ, and firepit.
Scenic Hudson Valley Getaway  Farms & Vineyards - Poughkeepsie, NY
9.9 16 reviews

Scenic Hudson Valley Getaway Farms & Vineyards

cabin, Marlboro
This Marlboro, New York lodge is situated on over 4 hectares of land near farms, orchards, wineries, and a top-rated Hudson Valley vineyard, approximately 145 kilometres from New York City.
The two-bedroom property sleeps four guests and boasts a fully equipped kitchen, wood-burning fireplace, smart TVs, and access to the entire house, including parking; nearby attractions include Marlboro's bars, restaurants, markets, and breweries.
Orchard Views From A Light-filled Tiny Home With A Fire Pit - Poughkeepsie, NY
9.9 365 reviews

Orchard Views From A Light-filled Tiny Home With A Fire Pit

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.
New Home 1 Mile From Town - Poughkeepsie, NY
10 6 reviews

New Home 1 Mile From Town

apartment, New Paltz
This spacious New Paltz apartment is located less than 1.6km from the village centre, a short walk or cycle from the Wallkill Valley Rail Trail and Huguenot Street, a historically significant area.
The three-bedroom, three-bathroom property sleeps eight guests, offering a gourmet kitchen, open-plan living area, and stunning Shawangunk Ridge sunset views; nearby activities include walking, cycling, and exploring the village.

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

The House In Highland- Secluded Retreat - Poughkeepsie, NY
9.8 28 reviews

The House In Highland- Secluded Retreat

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.
Creative Wonderous Loft House - Poughkeepsie, NY
9.9 242 reviews

Creative Wonderous Loft House

apartment, Rifton
This artist's loft is located in Rifton, just 10km from New Paltz and Kingston, offering easy access to Woodstock and Rhinebeck. The studio has received excellent ratings for its location, cleanliness, and overall experience.
The studio spans 121 square metres and comfortably accommodates up to three guests. It features a fully equipped kitchen, a spacious living area, a bedroom, and a bathroom, plus a private terrace with stunning views of the surrounding 30-acre property. Guests can enjoy swimming in the pond, paddleboarding, hiking, or simply relaxing by the water.
Wake-up To Hudson River Sunrises- Historic Riverfront Retreat. - Poughkeepsie, NY
10 1 review

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.

Best pet friendly Poughkeepsie, NY vacation rentals

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

Your Own Pied-a-terre "Walkway Over The Hudson" #3 - Poughkeepsie, NY
9.9 82 reviews

Your Own Pied-a-terre "Walkway Over The Hudson" #3

apartment, Poughkeepsie
This studio apartment is conveniently located in Poughkeepsie, within easy walking distance of the Dutchess County Courthouse, Marist and Vassar Colleges, Vassar Brothers Medical Center, the Walkway Over the Hudson, the train station, and Hudson River Park. The property has received excellent ratings for cleanliness, location, and overall guest experience.
The self-contained apartment has a private entrance and can comfortably accommodate two guests. Enjoy the convenience of a fully equipped kitchen, a private garden, complimentary bicycles, and access to a gas and charcoal grill, a fire pit, and a patio.
Secluded House On 55 Ac W/pool 5 Mins To New Paltz - Poughkeepsie, NY
10 2 reviews

Secluded House On 55 Ac W/pool 5 Mins To New Paltz

apartment, Highland
This apartment is located on 55 acres of meadows and woodland, approximately 5 minutes by car from the centre of New Paltz, New York.
This property accommodates up to six guests in three bedrooms, offering a private outdoor swimming pool, a well-equipped kitchen, and laundry facilities.
Stay, Play & Explore Mohonk  Minnewaska  Casino - Poughkeepsie, NY
No reviews

Stay, Play & Explore Mohonk Minnewaska Casino

apartment, Clintondale
This detached house in Clintondale, Hudson Valley, offers convenient access to Mohonk Mountain House and Minnewaska State Park Preserve, with New Paltz shops and restaurants nearby, and Resorts World Hudson Valley a 20-minute drive away.
This five-bedroom, two-bathroom property accommodates ten guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, parking, and a private living space ideal for exploring local natural attractions and outdoor activities.
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.
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