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Poughkeepsie, NY accommodations
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105 Lodgings in Poughkeepsie, NY

Choose the Right Family Lodgings in Poughkeepsie, NY

Family vacations in Poughkeepsie, NY work best when your lodging offers ample space and puts city attractions within easy reach.

Highland Mansion - Poughkeepsie, NY
8.2 10 reviews
Poughkeepsie, NY
06/20 – 06/22
$1313/nighttotal: $2626 (2 )

Highland Mansion

1 10
house , Milton
This Milton manor house, sleeping up to 10 guests in 4 bedrooms and 6 bathrooms, offers a family-friendly escape with a swimming pool, and is conveniently located near Milton's major attractions (exact distances and attractions require further details).
The large estate boasts a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, internet access, and ample parking, ensuring a comfortable stay for all.
The House In Highland-\nsecluded Retreat - Poughkeepsie, NY
10 21 reviews
Poughkeepsie, NY
06/21 – 06/26
$849/nighttotal: $4245 (5 )

The House In Highland-\nsecluded Retreat

3 2
apartment , Highland
This Highland house rental boasts three bedrooms and three bathrooms, comfortably accommodating six guests, and is minutes from the Walkway Over the Hudson State Park and the hamlet of Highland, providing easy access to New Paltz and Poughkeepsie.
The property features a well-equipped kitchen with appliances like a pasta maker and ice cream maker, multiple entertaining areas including a multi-level deck, hot tub, fire pit, 85-inch TV, arcade machines, and one gigabit internet speed.
5 Mins Drive To River To Ridge Trail  With Hot Tub - Poughkeepsie, NY
9.9 109 reviews
Poughkeepsie, NY
06/20 – 06/22
$640/nighttotal: $1280 (2 )

5 Mins Drive To River To Ridge Trail With Hot Tub

1 10
apartment , Tillson
This newly renovated home is situated just 90 minutes outside of NYC, in New Paltz, and is conveniently located near Main Street, Mohonk Mountain House, Lake Minnewaska State Park, and the Hudson Valley Rail Trail. With excellent user, location, and cleanliness ratings, this accommodation is a great choice for travelers visiting New Paltz.
The home features a stylish interior design and a private deck for relaxation. It has a kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a Jacuzzi, a garden, and parking. The home is also pet-friendly and family-friendly, and it offers various outdoor activities such as hiking, biking, and rock climbing.
Todd Hill Farmhouse: Historic Charm & Luxury - Poughkeepsie, NY
8.7 12 reviews
Poughkeepsie, NY
06/20 – 06/22
$904/nighttotal: $1808 (2 )

Todd Hill Farmhouse: Historic Charm & Luxury

4 10
apartment , Freedom Plains
Todd Hill Farmhouse, a four-bedroom, three-and-a-half-bathroom colonial estate in Freedom Plains, offers a spacious retreat for up to 10 guests with amenities including internet and air conditioning. This property features a library, multiple relaxation areas, two large farm tables for dining, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher, all set within a garden with parking.

Best Poughkeepsie, NY lodging with a pool

Among the 105 accommodations in Poughkeepsie, NY, here are the 4 best ones with a pool

Lucious Lagrangeville - Poughkeepsie, NY
Poughkeepsie, NY
06/20 – 06/22
$701/nighttotal: $1402 (2 )

Lucious Lagrangeville

1 10
house , Freedom Plains
This spacious vacation home is located in Lucious Lagrangeville, Lagrangeville, offering convenient access to Vassar College (9 miles) and Bardavon Opera House (10 miles).
This 10,760 square foot house accommodates up to 19 guests and features air conditioning, a kitchen, swimming pool, jacuzzi, terrace, balcony, parking, and complimentary WiFi.
Luxe Wooded Modern Getaway Retreat + Spa - Poughkeepsie, NY
10 77 reviews
Poughkeepsie, NY
08/22 – 08/28
$1469/nighttotal: $8814 (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, offering easy access to the Hudson Valley's natural beauty and cultural attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The home features three bedrooms and two bathrooms, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, a private pool and hot tub, a fitness center, and a Peloton bike for a convenient workout.
Modern Designer Cabin In Woods W/ 5-star Amenities - Poughkeepsie, NY
9.7 26 reviews
Poughkeepsie, NY
08/22 – 08/28
$1236/nighttotal: $7416 (6 )

Modern Designer Cabin In Woods W/ 5-star Amenities

1 5
cabin , Highland
This Highland, NY A-frame log cabin boasts a secluded location on two wooded acres, a short 10-minute drive from both New Paltz and Poughkeepsie.
This four-bedroom, four-bathroom house sleeps eight guests and features a 100-inch screen theater room, game room, private gym, saltwater pool, cedar barrel sauna, hot tub, and multiple fireplaces.
Timeless Three-story Treasure W/ Pool, Rolling Hills And Fireplace - Poughkeepsie, NY
10 2 reviews
Poughkeepsie, NY
06/20 – 06/22
$1030/nighttotal: $2060 (2 )

Timeless Three-story Treasure W/ Pool, Rolling Hills And Fireplace

4 10
apartment , Freedom Plains
The Todd Hill Farmhouse, a four-bedroom, four-bathroom house rental in Lagrangeville, offers easy access to Freedom Plains attractions like the Mid-Hudson Civic Center and Stormville Airport Antique Show & Flea Market.
This spacious three-story colonial-style home sleeps ten guests and boasts a fireplace, library, multiple seating areas, a full kitchen with dishwasher, and a terrace; nearby activities include the Mid-Hudson Children's Museum and Fun Central.

Frequently Asked Questions about accommodations in Poughkeepsie, NY

  • What are the top attractions and must-see sites in Poughkeepsie, NY?

    You've got to check out the Vassar College campus, it's beautiful! The Walkway Over the Hudson is also a must-see, it offers stunning views of the Hudson River. And don't forget the Franklin D. Roosevelt Presidential Library and Museum, it's a great place to learn about our 32nd president.
  • What are the best accommodations in Poughkeepsie, NY?

    Among the accommodations in Poughkeepsie, NY, Homewood Suites By Hilton Poughkeepsie, Hyatt Place Poughkeepsie - Hudson Valley and Courtyard By Marriott Poughkeepsie are the most popular ones.

  • Which cultural festivals and seasonal events should visitors attend in Poughkeepsie, NY?

    The Poughkeepsie Waterfront Festival is a big hit, with live music, food, and vendors. In the fall, the Dutchess County Fair is a local favorite, with rides, games, and lots of food. And if you're here in the winter, the Poughkeepsie Winter Festival is a great way to celebrate the season.
  • What are the best accommodations with a pool in Poughkeepsie, NY?

  • What are the most convenient modes of transportation within Poughkeepsie, NY?

    The best way to get around is by car. Parking is generally easy to find, although it can get busy downtown on weekends. There's also a public bus system, the Dutchess County Regional Transportation Authority, that runs throughout the city. And if you're feeling adventurous, you can always rent a bike and explore the city's many bike paths.
  • What are the best accommodations with a jacuzzi in Poughkeepsie, NY?

    The best accommodations with a jacuzzi in Poughkeepsie, NY are Holiday Inn Express Poughkeepsie By Ihg, Hampton Inn & Suites Poughkeepsie and Residence Inn Poughkeepsie.

  • What outdoor activities and adventures are popular in and around Poughkeepsie, NY?

    Hiking and biking are popular in the area. The Walkway Over the Hudson is great for walking and biking. There are also many hiking trails in the nearby Vanderbilt Mansion National Historic Site. If you're looking for something more adventurous, you can go kayaking or canoeing on the Hudson River.
  • What are the best accommodations for families and kids in Poughkeepsie, NY?

    The best accommodations for families and kids in Poughkeepsie, NY are Holiday Inn Express Poughkeepsie By Ihg, Hampton Inn & Suites Poughkeepsie and Residence Inn Poughkeepsie.

  • What types of accommodations are available in Poughkeepsie, NY?

    You can find a variety of accommodations in Poughkeepsie, from budget-friendly motels to upscale hotels. There are also a number of bed and breakfasts and vacation rentals available. The area around the Walkway Over the Hudson is popular for accommodations, as is the downtown area.
  • What are the best pet friendly accommodations in Poughkeepsie, NY?

  • When is the best time to visit Poughkeepsie, NY?

    The best time to visit Poughkeepsie is during the spring or fall when the weather is mild and the crowds are smaller. Summer is also a good time to visit, but it can be hot and humid. The winter months can be cold and snowy, but the city is still beautiful with a festive atmosphere.
  • What are the best accommodations with parking in Poughkeepsie, NY?

  • What local dishes and culinary experiences are a must-try in Poughkeepsie, NY?

    You have to try the Hudson Valley apple pie, it's a local favorite. The area is also known for its farm-to-table restaurants, so make sure to check out some of the local eateries. And if you're looking for a quick bite, there are plenty of pizza places and delis around town.
  • In which part of Poughkeepsie, NY should you consider renting accommodation?

    The area around the Walkway Over the Hudson is a good choice, as it's close to the action and offers beautiful views. The downtown area is also a good option, as it's home to many restaurants, shops, and attractions. If you're looking for something more quiet, you can stay in one of the residential neighborhoods.

Destinations nearby

Best Poughkeepsie, NY accommodation with a garden

Black Walnut Farm: 50-acres + Private Pond - Poughkeepsie, NY
Poughkeepsie, NY
08/22 – 08/28
$624/nighttotal: $3744 (6 )

Black Walnut Farm: 50-acres + Private Pond

1 5
apartment , Clintondale
This 50-acre Highland, NY farmhouse, near New Paltz and Poughkeepsie, offers a tranquil escape with easy access to area attractions.
The property boasts a chef's kitchen, four bedrooms sleeping eight, three bathrooms, a swimming pond, fire pit, and gas grill, plus all-risk damage protection up to $1,500.
Elixir Apartment - Poughkeepsie, NY
Poughkeepsie, NY
06/20 – 06/22
$470/nighttotal: $940 (2 )

Elixir Apartment

3 10
apartment , Clintondale
Elixir Apartment in Highland offers proximity to SUNY New Paltz and Historic Huguenot Street, both 6 miles away, with convenient access to Loren Campbell Baseball Field (6.1 miles) and Bardavon Opera House (8.2 miles).
This pet-friendly apartment features air conditioning, complimentary WiFi, free private parking, a fully equipped kitchen, and garden access, located 10 miles from Vassar College and 16 miles from Stewart International Airport.
The Hudsy Home - Poughkeepsie, NY
9.8 98 reviews
Poughkeepsie, NY
08/06 – 08/09
$178/nighttotal: $534 (3 )

The Hudsy Home

1 1
apartment , Fairview
This Poughkeepsie apartment rental is conveniently located a short walk from the Walkway Over the Hudson State Historic Park and minutes from local restaurants and shops.
The one-bedroom suite features a full kitchen, 65-inch flat-screen TV, free parking, and accommodates two guests, offering easy access to Roosevelt Park & Mansion, Marist and Vassar Colleges.
Hudson Valley Escape: Hot Tub, Sun & River Views! - Poughkeepsie, NY
10 3 reviews
Poughkeepsie, NY
08/26 – 09/01
$1584/nighttotal: $9504 (6 )

Hudson Valley Escape: Hot Tub, Sun & River Views!

1 6
apartment , Highland
This apartment offers direct, unobstructed Hudson River views from every room, placing you on the water's edge in Highland, just a short ride to local restaurants and shops.
This luxurious 3-bedroom, 2-bathroom residence accommodates up to 6 guests and features expansive private decks with a fire pit, a spa bathroom with a steam shower and whirlpool, a chef's kitchen, and two fireplaces, all within 90 miles of New York City.

Best Poughkeepsie, NY accommodation with a kitchen

Hudson Escape W/ Hot Tub + Bridge View - Poughkeepsie, NY
Poughkeepsie, NY
06/21 – 06/26
$664/nighttotal: $3320 (5 )

Hudson Escape W/ Hot Tub + Bridge View

3 2
apartment , Highland
This waterfront apartment in rural Highland offers an idyllic setting, located a 4-minute drive from the Walkway Over the Hudson State Historic Park and a 15-minute walk from the Hudson River.
This spacious 18,300 sq ft residence accommodates up to 6 guests with 3 bedrooms and 1.5 bathrooms, featuring a full kitchen, air conditioning, Wi-Fi, a hot tub, and a garden, with on-site parking available.
Spacious 4bd Country Gem - Fire Pit & Chill Vibes - Poughkeepsie, NY
10 21 reviews
Poughkeepsie, NY
08/06 – 08/09
$975/nighttotal: $2925 (3 )

Spacious 4bd Country Gem - Fire Pit & Chill Vibes

4 1
apartment , Highland
This Highland, NY vacation home offers a tranquil rural setting, conveniently located within six miles of the Walkway Over the Hudson State Historic Park, Berean Park Beach, and the Franklin D. Roosevelt Presidential Library and Museum.
This 2990-square-foot house features four bedrooms, four bathrooms, and accommodates eight guests, boasting a fully equipped kitchen, private balcony, and a garden with barbecue grills.
Pleasant Lane Family Retreat - Poughkeepsie, NY
9.6 11 reviews
Poughkeepsie, NY
08/22 – 08/28
$362/nighttotal: $2172 (6 )

Pleasant Lane Family Retreat

1 5
apartment , Red Oaks Mill
This three-bedroom, two-bathroom Poughkeepsie apartment rental, located on Pleasant Lane near Red Oaks Mill, offers easy access to local attractions, though precise distances aren't provided.
The 3-bedroom dwelling boasts a finished basement with a large TV, full kitchen, patio with fire pit, in-unit laundry, and kid-friendly amenities like a crib and bunk bed, comfortably sleeping seven guests.
Hudson Valley Highland Retreat W/ Pool - Poughkeepsie, NY
9.7 34 reviews
Poughkeepsie, NY
08/22 – 08/28
$732/nighttotal: $4392 (6 )

Hudson Valley Highland Retreat W/ Pool

1 5
apartment , Highland
Highland Cottage is an accommodation in Highland, New York, offering a unique location at the confluence of the mountains and river, with breathtaking views and access to diverse outdoor activities. It is within walking distance of Berean Park, minutes from New Paltz, and a short drive from the Walkway Over the Hudson, Mohonk Preserve, and the Culinary Institute of America.
The cottage has three bedrooms, two full baths, and a dedicated dining space. It can accommodate up to 8 guests and is pet-friendly with prior approval. Amenities include a private pool, gas BBQ, cozy firepit, access to hiking trails from Berean Park, a gourmet kitchen, a wood-burning stove, a smart TV with Amazon Firesticks, books, and games.
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