Treeforts - Vacation Rentals in Poughkeepsie

GORGEOUS COUNTRY ESTATE, VIEWS, YEAR-ROUND JACUZZI! From US $895
         

The Baker House Bed & Breakfast From US $305
         

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10.0 (75 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Enjoy the peace & quiet on 40 private acres of secluded forest. From US $217
         

Peaceful Hudson Valley Renovated Home and Barn -Steps from River! From US $829
         

Secluded Getaway: Bear Mt, Cold Spring, Beacon, West Point! From US $1,057
         

Luxury Places to Stay in Poughkeepsie

Over 1125+ Luxury Places to Stay in or Near Poughkeepsie
Private 37 Acre Lake Estate On 164 Acres - 11 Br From US $9,099
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • View
Private 37 Acre Lake Estate on 164 Acres - 11 BR From US $5,681
         

9.4 (3 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
The Red Country Cottage From US $5,000
         

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9.0 (1 Review)
House
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  • Parking
  • View
Dome 2Home Villa - Hot Tubs, Sauna & Piano From US $2,880
         

Bright & Spacious Hudson Valley Home with Pool From US $2,621
         

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

Top-Rated Vacation Rentals with a Pool in Poughkeepsie

Over 271+ Top-Rated Vacation Rentals with a Pool in or Near Poughkeepsie
Cozy & Charming Farm House just 85 miles north of NYC From US $247
         

MODERN COUNTRY HOME -1 mile Rhinebeck village From US $479
         

10.0 (59 Reviews)
House
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  • Pool
Blue Springs; secluded paradise bordering Minnewaska State Park From US $812
         

Indoor Pool & Spectacular Views From US $869
         

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

Pet-Friendly Vacation Rentals in Poughkeepsie

Over 449+ Pet-Friendly Vacation Rentals in or Near Poughkeepsie
Hudson Valley Farmhouse on 4 acres, pets allow From US $238
         

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10.0 (1 Review)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly
Stonehill's Farmhouse From US $295
         

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9.6 (48 Reviews)
Bed & Breakfast
  • Parking
  • Pet Friendly
  • Pool
NEW RENO, HIGH FALLS, near Mohonk preserve, New Paltz, Kingston From US $354
         

Mountain View escape From US $228
         

10.0 (69 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Red Barn Retreat - Shawangunk Mountains Getaway From US $235
         

10.0 (62 Reviews)
House
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  • Parking
  • Pet Friendly
Mid-Century DJ’s Dream From US $197
         

10.0 (44 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Calf Pen From US $297
         

10.0 (38 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Poughkeepsie

Over 207+ Large Vacation Homes & Villas in or Near Poughkeepsie
Fire Pit and On-Site Pond Hudson Valley Home! From US $446
         

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10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • Accessibility
Accord Vacation Rental w/Pool & Hot Tub! From US $1,582
         

10.0 (12 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pool
Private Tudor style 5 bedroom home in country setting. From US $961
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Poughkeepsie

Over 81+ Wheelchair Accessible Vacation Homes in or Near Poughkeepsie
Troutbeck From US $305
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
it's a good thing From US $160
         

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8.2 (25 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
New Paltz Apt - 11 Mi to Poughkeepsie! From US $201
         

9.6 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Serenity Escape in Hudson Valley. From US $128
         

9.6 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
TREEMENDOUS VIEWS COTTAGE From US $537
         

10.0 (24 Reviews)
Other
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  • TV
Merrydale Farm a Country Getaway From US $1,250
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Highball House - Mid-Century Modern in Rhinebeck From US $617
         

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

Poughkeepsie Varoom and Airbnb Places to Stay Under $200

Over 252+ Poughkeepsie Varoom and Airbnb Places to Stay Under $200
SUNDOWN BB From US $194
         

9.6 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Inn the Woods Bed and Breakfast From US $197
         

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9.8 (135 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Spectacular Log Home Estate North Wing Apt From US $188
         

10.0 (49 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Mai's Cabin! From US $180
         

10.0 (32 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Lower level apt in Spectacular Log Home Estate From US $185
         

10.0 (16 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Be our guest at The Nest! From US $167
         

10.0 (15 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Poughkeepsie

Over 498+ Instantly Bookable Vacation Homes in or Near Poughkeepsie
Charming Cabin in Fishkill! From US $422
         

Classy Comfort in Upstate New York From US $302
         

10.0 (51 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace
Reset and Relax in Luxury Cottage From US $258
         

10.0 (45 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Sweet spot studio on village outskirts From US $231
         

10.0 (36 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks From US $208
         

About Poughkeepsie Vacation Rentals

With more than 1134 Poughkeepsie vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Treeforts 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 Treeforts 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 212020.36 ft² on average, with prices averaging $507 a night.

Treeforts 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 677
Holiday Apartments 118
Hotels with Suites 105
Cottages 60
Cabin Rentals 57
Others 49
B&B 25
Villas 12
Ski Chalet Rentals 7
Hostels 2
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Poughkeepsie

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