Cruise Vacations - Vacation Rentals in Poughkeepsie

Property Image From $1,056
         

Property Image From $114
         

10.0 (46 Reviews)
Apartment
  • 699 ft² Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From $305
         

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10.0 (71 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Property Image From $238
         

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10.0 (1 Review)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $221
         

Property Image From $580
         

Luxury Places to Stay in Poughkeepsie

Over 1149+ Luxury Places to Stay in or Near Poughkeepsie
Property Image From $9,099
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • View
Property Image From $7,580
         

9.4 (3 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Property Image From $5,000
         

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9.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • View
Property Image From $2,940
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Poughkeepsie

Over 276+ Top-Rated Vacation Rentals with a Pool in or Near Poughkeepsie
Property Image From $247
         

Property Image From $517
         

10.0 (56 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $729
         

Property Image From $828
         

10.0 (43 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Poughkeepsie

Over 458+ Pet-Friendly Vacation Rentals in or Near Poughkeepsie
Property Image From $829
         

Property Image From $379
         

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10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $414
         

10.0 (6 Reviews)
House
  • 2540 ft² House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $218
         

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9.8 (38 Reviews)
Bed & Breakfast
  • Parking
  • Pet Friendly
  • Pool
Property Image From $1,057
         

Property Image From $446
         

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10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • Accessibility
Property Image From $306
         

Large Vacation Homes & Villas in Poughkeepsie

Over 199+ Large Vacation Homes & Villas in or Near Poughkeepsie
Property Image From $358
         

10.0 (30 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $600
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $954
         

10.0 (2 Reviews)
House
  • 5489 ft² House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $305
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $389
         

Wheelchair Accessible Vacation Homes in Poughkeepsie

Over 81+ Wheelchair Accessible Vacation Homes in or Near Poughkeepsie
Property Image From $201
         

9.4 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From $465
         

8.9 (195 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Property Image From $166
         

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8.6 (22 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Property Image From $119
         

Property Image From $157
         

New
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $501
         

10.0 (23 Reviews)
Other
  • Air Conditioner
  • Parking
  • TV
Property Image From $179
         

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9.4 (130 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $1,250
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Poughkeepsie Varoom and Airbnb Places to Stay Under $200

Over 266+ Poughkeepsie Varoom and Airbnb Places to Stay Under $200
Property Image From $164
         

10.0 (13 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From $194
         

9.6 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $191
         

10.0 (3 Reviews)
Apartment
  • 592 ft² Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From $187
         

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9.8 (127 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Property Image From $126
         

Instantly Bookable Vacation Homes in Poughkeepsie

Over 497+ Instantly Bookable Vacation Homes in or Near Poughkeepsie
Property Image From $1,252
         

Property Image From $246
         

10.0 (67 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $234
         

10.0 (57 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $333
         

10.0 (48 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace
Property Image From $258
         

10.0 (43 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV

About Poughkeepsie Vacation Rentals

With more than 1158 Poughkeepsie vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Cruisevacations and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Poughkeepsie.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Cruisevacations Poughkeepsie, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Poughkeepsie. Places to stay near Poughkeepsie are 1074.62 ft² on average, with prices averaging $497 a night.

Cruisevacations makes it easy and safe to find and compare vacation rentals in Poughkeepsie with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Poughkeepsie

Type Count
Vacation Homes 679
Holiday Apartments 129
Hotels with Suites 117
Cottages 59
Cabin Rentals 55
Others 49
B&B 27
Villas 12
Ski Chalet Rentals 7
Resorts 2
Hostels 1

Use these Quick Filters to Find a Vacation Rental in Poughkeepsie

Pro Tip: Cruisevacations makes it easy to compare the best listings on Cruisevacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Cruisevacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Poughkeepsie.

Weather in Poughkeepsie

View the weather forecast for Poughkeepsie before booking your Poughkeepsie Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F