Holiday rentals in Poughkeepsie

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Top-rated holiday rentals in Poughkeepsie

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost
Flat in Wappingers Falls
Private Spacious Strawberry Hill Loft Home
Private spacious and sparkling clean loft apartment just minutes from Metro North station, Rt 9, active Wappinger Falls, Beacon, DIA and Poughkeepsie downtown waterfront. Walkway Over the Hudson, Marist College, Vassar College, Locust Grove, Roosevelt Mansion, Mount Beacon, Catskills, New Paltz, Bowdoin Park minutes away. 15 ft cathedral ceilings and windows are sure not to disappoint! Located on a quiet private street perched atop a buff with views of beautiful sunsets over the Hudson Valley.
5–12 Sept
£120 per night
4.84 out of 5 average rating, 214 reviews
Guest favourite
Apartment in Poughkeepsie
Spacious and stylish entire one bedroom apartment.
Enjoy a stylish experience at this centrally-located one bedroom apartment in Poughkeepsie. Apt is located in a quiet Victorian townhouse on the 3rd floor. Entire rental unit, Parking is included for one vehicle. Located downtown. Walking distance to: Post Office, Courts, County Bldgs, Police Station, City Hall, Nesheiwat Convention Center (fka Civic Center), Poughkeepsie Grand Hotel, Walkway Over The Hudson, Bardavon Opera House, The Academy, train station, waterfront, bus depot, and more.
7–14 May
£104 per night
4.97 out of 5 average rating, 214 reviews
Guest favourite
Flat in New Paltz
Modena Mad House
Our apartment is 6 miles from downtown New Paltz on a quiet and private setting only 1.5 hours from New York City, in the heart of Hudson Valley's Wine Country and apple/peach orchards. 1 bedroom apartment with separate kitchen living room and front porch. Fridge is stocked with eggs, bread, cheese, coffee, wine. We have a large HD screen TV and Roku, but no local cable. 7 miles from Mohonk Preserve and 10 miles from Gunks climbing area, and great Cross-country skiing. Self check-in
20–27 DecIndividual Host,
£91 per night
4.96 out of 5 average rating, 340 reviews

Popular amenities for Poughkeepsie holiday 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 holiday rentals in Poughkeepsie

Guest favourite
Guest suite in Marlboro
Spacious & Private Hudson Valley Getaway
15–22 AprIndividual Host,
£89 per night
4.96 out of 5 average rating, 383 reviews
Guest favourite
Cottage in Highland
Little Yellow Cottage New Paltz - Kitchen wash/dry
7–14 AugIndividual Host,
£161 per night
4.91 out of 5 average rating, 529 reviews
Guest favourite
Flat in Arlington
Arlingtons Finest
27 Dec – 3 Jan
£106 per night
4.91 out of 5 average rating, 44 reviews
Guest favourite
Home in Poughkeepsie
Newly Renovated Studio - In Heart of Poughkeepsie
26 Jan – 2 Feb
£114 per night
5.0 out of 5 average rating, 8 reviews
Guest favourite
Flat in Poughkeepsie
Under the walkway near the train in Little Italy
9–16 MayIndividual Host,
£89 per night
4.88 out of 5 average rating, 69 reviews
Guest favourite
Flat in Poughkeepsie
The Loft At Lincoln
22–29 Jan
£110 per night
4.94 out of 5 average rating, 81 reviews
Guest favourite
Flat in Lloyd
Cozy & Tucked Away - 1 Bedroom Apartment
12–19 Apr
£83 per night
5.0 out of 5 average rating, 91 reviews
Guest favourite
Tiny home in Highland
A delightful and cozy studio retreat.
7–14 Apr
£73 per night
4.96 out of 5 average rating, 46 reviews
Guest favourite
Flat in Poughkeepsie
Spacious Studio in Historic home, near Metro North
7–14 Aug
£106 per night
4.93 out of 5 average rating, 90 reviews
Guest favourite
Guest house in Poughkeepsie
Newly Complete Full Guest Suite!
21–28 JulProfessional Host,
£94 per night
5.0 out of 5 average rating, 18 reviews
Guest favourite
Guest suite in Poughkeepsie
Suite of Rooms in Historic Home
6–13 Jun
£142 per night
4.97 out of 5 average rating, 90 reviews
Guest favourite
Home in Wappingers Falls
Tranquil Tree-House on the beautiful Hudson River
12–17 Jul
£159 per night
4.98 out of 5 average rating, 95 reviews

Quick stats about holiday 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

£31 before taxes and fees

Destinations to explore

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