The Best Vacation Rentals in Poughkeepsie

Prepare to Relax and Experience Family Fun – The Best Vacations Happen in a Vacation Rental

Property Image From US $895
         

Property Image From US $305
         

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10.0 (74 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Property Image From US $217
         

Property Image From US $829
         

Property Image From US $1,057
         

Luxury Places to Stay in Poughkeepsie

Over 1111+ Luxury Places to Stay in or Near Poughkeepsie
Property Image From US $9,099
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • View
Property Image From US $7,739
         

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

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

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

Top-Rated Vacation Rentals with a Pool in Poughkeepsie

Over 269+ Top-Rated Vacation Rentals with a Pool in or Near Poughkeepsie
Property Image From US $247
         

Property Image From US $517
         

10.0 (58 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $729
         

Property Image From US $869
         

10.0 (44 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Poughkeepsie

Over 438+ Pet-Friendly Vacation Rentals in or Near Poughkeepsie
Property Image From US $238
         

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10.0 (1 Review)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $237
         

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9.8 (40 Reviews)
Bed & Breakfast
  • Parking
  • Pet Friendly
  • Pool
Property Image From US $372
         

Property Image From US $237
         

10.0 (68 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $228
         

10.0 (60 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $153
         

10.0 (41 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $309
         

10.0 (37 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Poughkeepsie

Over 199+ Large Vacation Homes & Villas in or Near Poughkeepsie
Property Image From US $379
         

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10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $1,516
         

10.0 (12 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $961
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Poughkeepsie

Over 82+ Wheelchair Accessible Vacation Homes in or Near Poughkeepsie
Property Image From US $201
         

9.6 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From US $305
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $170
         

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8.0 (24 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Property Image From US $127
         

9.6 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From US $519
         

10.0 (24 Reviews)
Other
  • Air Conditioner
  • Parking
  • TV
Property Image From US $1,250
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $617
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Poughkeepsie Varoom and Airbnb Places to Stay Under $200

Over 245+ Poughkeepsie Varoom and Airbnb Places to Stay Under $200
Property Image From US $171
         

10.0 (31 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Property Image From US $194
         

9.6 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $158
         

7.6 (133 Reviews)
Bed & Breakfast
  • Parking
  • TV
  • Security/Safety
Property Image From US $163
         

10.0 (15 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From US $181
         

Instantly Bookable Vacation Homes in Poughkeepsie

Over 485+ Instantly Bookable Vacation Homes in or Near Poughkeepsie
Property Image From US $368
         

10.0 (51 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace
Property Image From US $258
         

10.0 (44 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Property Image From US $213
         

10.0 (43 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From US $212
         

10.0 (32 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Property Image From US $604
         

About Poughkeepsie Vacation Rentals

With more than 1120 Poughkeepsie vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Vacationsrental 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 Vacationsrental 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 214634.77 ft² on average, with prices averaging $514 a night.

Vacationsrental 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 669
Holiday Apartments 116
Hotels with Suites 107
Cottages 58
Cabin Rentals 55
Others 49
B&B 24
Villas 12
Ski Chalet Rentals 7
Hostels 1
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Poughkeepsie

Pro Tip: Vacationsrental makes it easy to compare the best listings on Vacationsrental homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Vacationsrental 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