Poughkeepsie vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Poughkeepsie vacation rentals

Stay near Poughkeepsie's top sights

Vassar Brothers Medical Center8 locals recommend
Locust Grove Estate49 locals recommend
Vassar College58 locals recommend
Palace Diner4 locals recommend
Shadows on the Hudson49 locals recommend
Mill House Brewing Company76 locals recommend

Other great vacation rentals in Poughkeepsie

Guest favorite
Apartment in New Paltz
Fun, Private, Cozy, Tiny House
Apr 13 – 20
$94 per night
4.83 out of 5 average rating, 335 reviews
Guest favorite
Tiny home in Newburgh
Cabin in the heart of the Hudson Valley, Cabin 2
Apr 28 – May 5
$112 per night
4.88 out of 5 average rating, 508 reviews
Guest favorite
Cottage in Clintondale
The cottage at Maple Ave - upstate mountain view
Feb 4 – 11
$116 per night
4.93 out of 5 average rating, 162 reviews
Guest favorite
Farm stay in New Paltz
The 1772 Lefevre Stonehouse Suite
Jul 9 – 16
$133 per night
4.92 out of 5 average rating, 603 reviews
Guest favorite
Home in Hyde Park
Cozy ranch near FDR Historical Site
Jul 17 – 24
$165 per night
4.9 out of 5 average rating, 467 reviews
Guest favorite
Home in Poughkeepsie
4BR|2Bath|King Beds|Walk to Marist|CIA|Pet|Parking
Aug 18 – 25
$320 per night
4.97 out of 5 average rating, 161 reviews
Guest favorite
Cabin in Kingston
Come Stay in "The Shoe"
Dec 27 – Jan 3
$115 per night
4.98 out of 5 average rating, 331 reviews
Guest favorite
Loft in New Paltz
Cozy Couples Retreat w/ Short Walk Into New Paltz
Nov 27 – Dec 4
$111 per night
4.94 out of 5 average rating, 199 reviews

Other great vacation rentals in Poughkeepsie

Guest favorite
Home in Poughkeepsie
Newly Renovated Studio - In Heart of Poughkeepsie
Jan 26 – Feb 2
$110 per night
5.0 out of 5 average rating, 8 reviews
Guest favorite
Apartment in Arlington
Arlingtons Finest
Jul 29 – Aug 5
$103 per night
4.91 out of 5 average rating, 46 reviews
Guest favorite
Apartment in Lloyd
Cozy & Tucked Away - 1 Bedroom Apartment
Apr 27 – May 4
$90 per night
5.0 out of 5 average rating, 91 reviews
Guest favorite
Apartment in Poughkeepsie
Studio under the Walkway over the Hudson
Aug 14 – 21
$91 per night
4.91 out of 5 average rating, 70 reviews
Guest favorite
Apartment in Poughkeepsie
The Loft At Lincoln
Oct 8 – 15
$109 per night
4.94 out of 5 average rating, 81 reviews
Guest favorite
Tiny home in Highland
A delightful and cozy studio retreat.
Apr 7 – 14
$68 per night
4.96 out of 5 average rating, 46 reviews
Guest favorite
Guesthouse in Poughkeepsie
Newly Complete Full Guest Suite!
Jul 17 – 24
$88 per night
5.0 out of 5 average rating, 18 reviews
Guest favorite
Apartment in Poughkeepsie
Spacious Studio in Historic home, near Metro North
Aug 7 – 14
$107 per night
4.93 out of 5 average rating, 90 reviews

Quick stats about vacation rentals in Poughkeepsie

Total rentals

90 properties

Rentals with dedicated workspaces

40 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

40 properties are a good fit for families

Total number of reviews

5K reviews

Nightly prices starting at

$40 before taxes and fees

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Poughkeepsie?

    Yes! Work meets play with ease at over 40 vacation rentals in Poughkeepsie featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Poughkeepsie?

    Four-legged friends are welcome in Poughkeepsie. Choose from more than 20 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Poughkeepsie?

    Experience the best of Poughkeepsie with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Poughkeepsie have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Poughkeepsie. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Poughkeepsie have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Poughkeepsie. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Poughkeepsie have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Poughkeepsie. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Poughkeepsie?

    Poughkeepsie has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Apartment Rentals in Poughkeepsie?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 40 homes with wifi, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Dutchess County
  5. Poughkeepsie