Compare Poughkeepsie Guest House Rentals
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Featured Guest Houses in Poughkeepsie
Station Inn Pawling
7 Memorial Avenue Pawling NY
$172 nightly
The price is $194 total per night
$194 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
At Station Inn Pawling, guests have access to free WiFi in public areas. If you decide to drive, there's free parking.
Parking included
Free WiFi
The Wiltwyck
302 Clinton Ave Kingston NY
$150 nightly
The price is $168 total per night
$168 total
Dec 9 - Dec 10
Total with taxes and fees
Guests of The Wiltwyck have access to free WiFi in public areas. You can take advantage of free parking if you drive.
Parking included
Free WiFi
The Herwood Inn
148 Tinker St Woodstock NY
$176 nightly
The price is $197 total per night
$197 total
Dec 10 - Dec 11
Total with taxes and fees
At The Herwood Inn, guests have access to free WiFi in public areas, a hot tub, and free use of bicycles. Free parking is available if you drive. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury guesthouse include express check-out, a terrace, and a gift shop.
Hot Tub
Pet friendly
Moondance Ridge Bed & Breakfast
55 Shivertown Rd New Paltz NY
$197 nightly
The price is $220 total per night
$220 total
Dec 7 - Dec 8
Total with taxes and fees
Guests of Moondance Ridge Bed & Breakfast enjoy access to a full-service spa, spa services, and laundry facilities. Free parking is included with your stay. Other amenities at this spa guesthouse include barbecue grills, a garden, and a picnic area.
Breakfast included
Spa
The Gables of Rhinebeck Inn
Mill St Rhinebeck NY
$304 nightly
The price is $344 total per night
$344 total
Dec 28 - Dec 29
Total with taxes and fees
Guests of The Gables of Rhinebeck Inn enjoy free WiFi in public areas, refrigerator in a common area, and a garden. Free parking is available if you drive. The 24-hour front desk has staff standing by to help with luggage storage, and answer any questions about the accommodations.
Parking included
Free WiFi
Large Secluded Private Estate accommodates 18+. 12 Min. from Town of New Paltz
Pine Bush NY
Guests staying at this guesthouse enjoy a water park, barbecue grills, and a garden.
Pet friendly
Free WiFi
The Woodbine Inn
144 Malden Ave Palenville NY
At The Woodbine Inn, guests have access to free WiFi in public areas, express check-out, and laundry facilities. If you plan to drive, free parking is available. A multilingual staff is on hand to assist with luggage storage and tours/tickets. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this golf guesthouse include a garden, a picnic area, and barbecue grills.
Pet friendly
Parking included
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotel Options in Poughkeepsie
Hampton Inn & Suites Poughkeepsie
2361 South Rd Poughkeepsie NY
$99 nightly
The price is $115 total per night from Dec 12 to Dec 13
$115 total
Dec 12 - Dec 13
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
$101 nightly
The price is $117 total per night from Dec 7 to Dec 8
$117 total
Dec 7 - Dec 8
Total with taxes and fees
8.8/10 Excellent! (1,022 reviews)
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
$95 nightly
The price is $111 total per night from Dec 7 to Dec 8
$111 total
Dec 7 - Dec 8
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
Poughkeepsie Guest Houses essential information
Accommodation | 14 Guest Houses |
|---|---|
Lowest Price | $111 |
Highest Price | $344 |
Popular accommodation | Station Inn Pawling, The Wiltwyck, The Herwood Inn, Moondance Ridge Bed & Breakfast, The Gables of Rhinebeck Inn, Large Secluded Private Estate accommodates 18+. 12 Min. from Town of New Paltz, The Woodbine Inn, Hits | Catskills Views | Pet Friendly | Studio, Catskills Hideaway w/ Sauna Minutes from Hiking |