Book Guest Houses in Dutchess County, NY

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Top cities with Guest Houses to explore in Dutchess County

Poughkeepsie

Guest Houses
Poughkeepsie

Top Guest Houses in Dutchess County

The Herwood Inn

The Herwood Inn

4.5 out of 5
148 Tinker St Woodstock NY
$174 nightly
The price is $195 total per night
$195 total
Apr 30 - May 1
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a hot tub on site, and a terrace and a garden are also provided.
Hot Tub
Pet friendly
Station Inn Pawling

Station Inn Pawling

3 out of 5
7 Memorial Avenue Pawling NY
$149 nightly
The price is $168 total per night
$168 total
Apr 7 - Apr 8
Total with taxes and fees
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
Parking included
Free WiFi
The Wiltwyck

The Wiltwyck

3.5 out of 5
302 Clinton Ave Kingston NY
$144 nightly
The price is $161 total per night
$161 total
Apr 7 - Apr 8
Total with taxes and fees
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
Parking included
Free WiFi
Moondance Ridge Bed & Breakfast

Moondance Ridge Bed & Breakfast

3 out of 5
55 Shivertown Rd New Paltz NY
Free Cancellation
Reserve now, pay when you stay
$204 nightly
The price is $228 total per night
$228 total
Apr 7 - Apr 8
Total with taxes and fees
A full-service spa, free self parking, and laundry facilities are featured at this guesthouse. Enjoy the free continental breakfast each morning. A garden, a picnic area, and barbecue grills are also on offer.
Breakfast included
Spa
The Gables of Rhinebeck Inn

The Gables of Rhinebeck Inn

3 out of 5
Mill St Rhinebeck NY
$270 nightly
The price is $305 total per night
$305 total
Apr 7 - Apr 8
Total with taxes and fees
Free self parking is available and the guesthouse's front desk is staffed around-the-clock. WiFi in public areas is free. A garden and luggage storage are also provided.
Parking included
Free WiFi
The Old Catskill Game Farm Inn

The Old Catskill Game Farm Inn

3.5 out of 5
400 Game Farm Rd Catskill NY
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A sauna, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A communal living room, a picnic area, and free newspapers are also on offer.
Pet friendly
Parking included
Hudson valley and The Berkshires Cottage

Hudson valley and The Berkshires Cottage

Hillsdale NY
$310 nightly
The price is $314 total per night
$314 total
Apr 8 - Apr 9
Total with taxes and fees
A garden is available at this guesthouse.
Pet friendly
Free WiFi
9 Academy

9 Academy

4 out of 5
9 Academy St Salisbury CT
$505 nightly
The price is $580 total per night
$580 total
Apr 16 - Apr 17
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-in, and express check-out are also on offer.
Parking included
Free WiFi
Catskills Hideaway w/ Sauna Minutes from Hiking

Catskills Hideaway w/ Sauna Minutes from Hiking

Mount Tremper NY
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This guesthouse includes a garden and barbecue grills.
Pet friendly
Air conditioning
The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

Brewster NY
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An outdoor pool is featured at this guesthouse, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Pool
Pet friendly
Large Secluded Private Estate accommodates 18+. 12 Min. from Town of New Paltz

Large Secluded Private Estate accommodates 18+. 12 Min. from Town of New Paltz

Pine Bush NY
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This guesthouse includes a garden and barbecue grills.
Pet friendly
Free WiFi
Unequalled Views of Reservoir & Mtns, Affordable, Totally Private

Unequalled Views of Reservoir & Mtns, Affordable, Totally Private

West Hurley NY
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This guesthouse features laundry facilities.
Pet friendly
Air conditioning
Don't see what you're looking for?
See all available properties in Dutchess County
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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.

Top Guest Houses in Dutchess County

The Herwood Inn

The Herwood Inn

4.5 out of 5
148 Tinker St Woodstock NY
$174 nightly
The price is $195 total per night
$195 total
Apr 30 - May 1
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a hot tub on site, and a terrace and a garden are also provided.
Station Inn Pawling

Station Inn Pawling

3 out of 5
7 Memorial Avenue Pawling NY
$149 nightly
The price is $168 total per night
$168 total
Apr 7 - Apr 8
Total with taxes and fees
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
The Wiltwyck

The Wiltwyck

3.5 out of 5
302 Clinton Ave Kingston NY
$144 nightly
The price is $161 total per night
$161 total
Apr 7 - Apr 8
Total with taxes and fees
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
Moondance Ridge Bed & Breakfast

Moondance Ridge Bed & Breakfast

3 out of 5
55 Shivertown Rd New Paltz NY
Free Cancellation
Reserve now, pay when you stay
$204 nightly
The price is $228 total per night
$228 total
Apr 7 - Apr 8
Total with taxes and fees
A full-service spa, free self parking, and laundry facilities are featured at this guesthouse. Enjoy the free continental breakfast each morning. A garden, a picnic area, and barbecue grills are also on offer.
The Gables of Rhinebeck Inn

The Gables of Rhinebeck Inn

3 out of 5
Mill St Rhinebeck NY
$270 nightly
The price is $305 total per night
$305 total
Apr 7 - Apr 8
Total with taxes and fees
Free self parking is available and the guesthouse's front desk is staffed around-the-clock. WiFi in public areas is free. A garden and luggage storage are also provided.
The Old Catskill Game Farm Inn

The Old Catskill Game Farm Inn

3.5 out of 5
400 Game Farm Rd Catskill NY
Get rates
A sauna, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A communal living room, a picnic area, and free newspapers are also on offer.
Hudson valley and The Berkshires Cottage

Hudson valley and The Berkshires Cottage

Hillsdale NY
$310 nightly
The price is $314 total per night
$314 total
Apr 8 - Apr 9
Total with taxes and fees
A garden is available at this guesthouse.
9 Academy

9 Academy

4 out of 5
9 Academy St Salisbury CT
$505 nightly
The price is $580 total per night
$580 total
Apr 16 - Apr 17
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-in, and express check-out are also on offer.
Catskills Hideaway w/ Sauna Minutes from Hiking

Catskills Hideaway w/ Sauna Minutes from Hiking

Mount Tremper NY
Get rates
This guesthouse includes a garden and barbecue grills.
The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

Brewster NY
Get rates
An outdoor pool is featured at this guesthouse, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Large Secluded Private Estate accommodates 18+. 12 Min. from Town of New Paltz

Large Secluded Private Estate accommodates 18+. 12 Min. from Town of New Paltz

Pine Bush NY
Get rates
This guesthouse includes a garden and barbecue grills.
Unequalled Views of Reservoir & Mtns, Affordable, Totally Private

Unequalled Views of Reservoir & Mtns, Affordable, Totally Private

West Hurley NY
Get rates
This guesthouse features laundry facilities.
Don't see what you're looking for?
See all available properties in Dutchess County
View all properties
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.

Top hotels in Dutchess County

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

25 OLD VINEYARD PLACE Hyde Park NY
$144 nightly
The price is $163 total per night from Apr 19 to Apr 20
$163 total
Apr 19 - Apr 20
Total with taxes and fees
9.6/10 Exceptional! (500 reviews)

Dutchess County Guest Houses essential information

Accommodation
23 Guest Houses
Lowest Price
$109
Highest Price
$580
Popular accommodation
The Herwood Inn, Station Inn Pawling, The Wiltwyck, Moondance Ridge Bed & Breakfast, The Gables of Rhinebeck Inn, The Old Catskill Game Farm Inn, Hudson valley and The Berkshires Cottage, 9 Academy , Catskills Hideaway w/ Sauna Minutes from Hiking, The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!., Large Secluded Private Estate accommodates 18+. 12 Min. from Town of New Paltz, Unequalled Views of Reservoir & Mtns, Affordable, Totally Private

Dutchess County Guest Houses essential information

Accommodation
23 Guest Houses
Lowest Price
$109
Highest Price
$580
Popular accommodation
The Herwood Inn, Station Inn Pawling, The Wiltwyck, Moondance Ridge Bed & Breakfast, The Gables of Rhinebeck Inn, The Old Catskill Game Farm Inn, Hudson valley and The Berkshires Cottage, 9 Academy , Catskills Hideaway w/ Sauna Minutes from Hiking, The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!., Large Secluded Private Estate accommodates 18+. 12 Min. from Town of New Paltz, Unequalled Views of Reservoir & Mtns, Affordable, Totally Private

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