Book Guest Houses in Dutchess County, NY

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Top cities with Guest Houses to explore in Dutchess County

A river with boats docked on the shore, surrounded by autumn-colored trees.

Poughkeepsie

Guest Houses
Poughkeepsie

Top Guest Houses in Dutchess County

Moondance Ridge Bed & Breakfast

Moondance Ridge Bed & Breakfast

3 out of 5
55 Shivertown Rd New Paltz NY
$257 nightly
The price is $288 total per night
$288 total
Sep 24 - Sep 25
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 Wiltwyck

The Wiltwyck

3.5 out of 5
302 Clinton Ave Kingston NY
$186 nightly
The price is $208 total per night
$208 total
Sep 24 - Sep 25
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
Station Inn Pawling

Station Inn Pawling

3 out of 5
7 Memorial Avenue Pawling NY
$168 nightly
The price is $191 total per night
$191 total
Sep 29 - Sep 30
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
Cornwall Inn and Lodge

Cornwall Inn and Lodge

3 out of 5
270 Kent Road Cornwall Bridge CT
$212 nightly
The price is $243 total per night
$243 total
Sep 27 - Sep 28
Total with taxes and fees
A seasonal outdoor pool is featured at this guesthouse, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
Pool
Breakfast included
The Harlow House

The Harlow House

2 out of 5
439 Lake Dr Rhinebeck NY
$198 nightly
The price is $225 total per night
$225 total
Sep 29 - Sep 30
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
Parking included
Free WiFi
The Herwood Inn

The Herwood Inn

4.5 out of 5
148 Tinker St Woodstock NY
$198 nightly
The price is $222 total per night
$222 total
Sep 28 - Sep 29
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
The Woodbine Inn

The Woodbine Inn

3.5 out of 5
144 Malden Ave Palenville NY
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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. A garden, a snack bar/deli, and a picnic area are also on offer.
Pet friendly
Parking included
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
Sep 28 - Sep 29
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
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.
Pet friendly
Parking included
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
Enjoy our 3-story, family-friendly Carriage House Fireplace and outdoor fire pit

Enjoy our 3-story, family-friendly Carriage House Fireplace and outdoor fire pit

West Redding CT
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This guesthouse features a garden, laundry facilities, and barbecue grills. There's fun for all ages with a playground and an arcade/game room.
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

Moondance Ridge Bed & Breakfast

Moondance Ridge Bed & Breakfast

3 out of 5
55 Shivertown Rd New Paltz NY
$257 nightly
The price is $288 total per night
$288 total
Sep 24 - Sep 25
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 Wiltwyck

The Wiltwyck

3.5 out of 5
302 Clinton Ave Kingston NY
$186 nightly
The price is $208 total per night
$208 total
Sep 24 - Sep 25
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
Station Inn Pawling

Station Inn Pawling

3 out of 5
7 Memorial Avenue Pawling NY
$168 nightly
The price is $191 total per night
$191 total
Sep 29 - Sep 30
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
Cornwall Inn and Lodge

Cornwall Inn and Lodge

3 out of 5
270 Kent Road Cornwall Bridge CT
$212 nightly
The price is $243 total per night
$243 total
Sep 27 - Sep 28
Total with taxes and fees
A seasonal outdoor pool is featured at this guesthouse, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
Pool
Breakfast included
The Harlow House

The Harlow House

2 out of 5
439 Lake Dr Rhinebeck NY
$198 nightly
The price is $225 total per night
$225 total
Sep 29 - Sep 30
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
Parking included
Free WiFi
The Herwood Inn

The Herwood Inn

4.5 out of 5
148 Tinker St Woodstock NY
$198 nightly
The price is $222 total per night
$222 total
Sep 28 - Sep 29
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
The Woodbine Inn

The Woodbine Inn

3.5 out of 5
144 Malden Ave Palenville NY
Get rates
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. A garden, a snack bar/deli, and a picnic area are also on offer.
Pet friendly
Parking included
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
Sep 28 - Sep 29
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
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.
Pet friendly
Parking included
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.
Pool
Pet friendly
Enjoy our 3-story, family-friendly Carriage House Fireplace and outdoor fire pit

Enjoy our 3-story, family-friendly Carriage House Fireplace and outdoor fire pit

West Redding CT
Get rates
This guesthouse features a garden, laundry facilities, and barbecue grills. There's fun for all ages with a playground and an arcade/game room.
Pet friendly
Free WiFi
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.
Pet friendly
Air conditioning
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

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY
$97 nightly
The price is $113 total per night from Sep 27 to Sep 28
$113 total
Sep 27 - Sep 28
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)

Dutchess County Guest Houses essential information

Accommodation
29 Guest Houses
Lowest Price
$91
Highest Price
$305
Popular accommodation
Moondance Ridge Bed & Breakfast, The Wiltwyck, Station Inn Pawling, Cornwall Inn and Lodge, The Harlow House, The Herwood Inn, The Woodbine Inn, The Gables of Rhinebeck Inn, The Old Catskill Game Farm Inn, The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!., Enjoy our 3-story, family-friendly Carriage House Fireplace and outdoor fire pit, Unequalled Views of Reservoir & Mtns, Affordable, Totally Private

Dutchess County Guest Houses essential information

Accommodation
29 Guest Houses
Lowest Price
$91
Highest Price
$305
Popular accommodation
Moondance Ridge Bed & Breakfast, The Wiltwyck, Station Inn Pawling, Cornwall Inn and Lodge, The Harlow House, The Herwood Inn, The Woodbine Inn, The Gables of Rhinebeck Inn, The Old Catskill Game Farm Inn, The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!., Enjoy our 3-story, family-friendly Carriage House Fireplace and outdoor fire pit, Unequalled Views of Reservoir & Mtns, Affordable, Totally Private

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