Search Guest Houses in Poughkeepsie

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 15 Guest Houses in Poughkeepsie with updated reviews, rates, and availability.

The Wiltwyck

2.0 star property
9.6 out of 10, Exceptional, (132)
"We had a beautiful room in this historic house. Very quiet and comfortable. The house is right off the downtown and we enjoyed walking to get a drink and dinner. Kingston is a great town. Would definitely recommend staying at the Wiltwyck. "
The price is AED 481
AED 683 total
includes taxes & fees
23 Dec - 24 Dec
The Wiltwyck

The Gables of Rhinebeck Inn

3.0 star property
9.2 out of 10, Wonderful, (99)
"This is a wonderful spot.. Walking distance to the town.. Friendly proprietors.... Sweet property "
The price is AED 694
AED 918 total
includes taxes & fees
26 Dec - 27 Dec
The Gables of Rhinebeck Inn

The Herwood Inn

4.5 star property
9.8 out of 10, Exceptional, (50)
"It’s was very lovely. Check in took me a moment to figure out but over all not too hard. The room I chose faced the street… which was too active more my preference but it wasn’t so bad. Woodstock is a quiet spot to begin with"
The price is AED 584
AED 654 total
includes taxes & fees
14 Jan - 15 January 2025
The Herwood Inn

Moondance Ridge Bed & Breakfast

3.0 star property
9.2 out of 10, Wonderful, (44)
"It was a wonderful, beautiful place to stay. I loved it."
The price is AED 377
AED 628 total
includes taxes & fees
26 Dec - 27 Dec
Moondance Ridge Bed & Breakfast

Station Inn Pawling

3.0 star property
9.0 out of 10, Wonderful, (158)
"Everything was generally good. Station Inn is very nice and clean. The only thing I would say if you’re sensitive to noise, stay somewhere else. Train goes by a lot with the horn and the wall HVAC is loud. "
The price is AED 816
AED 915 total
includes taxes & fees
20 Jan - 21 January 2025
Station Inn Pawling

Catskills Hideaway w/ Sauna Minutes from Hiking

9.6 out of 10, Exceptional, (8)
"Loved staying at this property tucked away in Mt. Tremper. Walking distance to some great restaurants, the Zen buddhist monastery and good access to wifi. My dog also had a great time walking nearby. I wasn't sure where to dispose of my dog bags, but other than that, a perfect stay."
Catskills Hideaway w/ Sauna Minutes from Hiking

Private one bedroom guesthouse with pool

9.8 out of 10, Exceptional, (35)
"This little garden house just through the greenhouse was perfect for my husband & I. We stayed for 2 nights to attend a concert @ Ulster Performing Arts Center. Comfy furniture & well-stocked with towels, bedding, dishes, utensils, etc. We used the hot tub one night as well, which was really nice. "
Private one bedroom guesthouse with pool

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

9.8 out of 10, Exceptional, (7)
"Sitting outside the cottage overlooking the reservoir (on other side of road) was superb after being in hectic New York. The bed was comfy but located up a steep, narrow spiral staircase. Small bathroom downstairs. Eclectic furnishings. Very clean. Would recommend seniors opt for house option rather than cottage. Host very pleasant."
The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

The Woodbine Inn

3.5 star property
9.6 out of 10, Exceptional, (17)
"I liked the location and the layer back atmosphere. "
The Woodbine Inn

Unequalled Views of Reservoir & Mtns, Affordable, Totally Private

9.8 out of 10, Exceptional, (18)
"This location for me was exactly what was needed. Close enough to downtown Woodstock but remote and quiet with a tremendous view. Very clean and comfortable lodging. Helped me immensely to disconnect for a few days. Highly recommend "
Unequalled Views of Reservoir & Mtns, Affordable, Totally Private

Studio · Cozy Waterfront Cabin • Couples • Spa • Hiking

10.0 out of 10, Exceptional, (4)
"Ideal location for wading and watching the creek. Comfortable room. Friendly hosts. Very comfortable outdoor chairs. I did not use the fire pit but nice to know it was available."
The price is AED 545
AED 1,194 total
includes taxes & fees
23 Dec - 24 Dec
Studio · Cozy Waterfront Cabin • Couples • Spa • Hiking

Goats, Private Outdoor Movies, Wildflower Meadow, Fishing Pond, Designers' Fav!

10.0 out of 10, Exceptional, (3)
"What a beautiful home & location! Such a classy place in wonderful surroundings. The record player, the goats, the movie screen…..so much fun. Thank you & will definitely stay again. Chuck"
Goats, Private Outdoor Movies, Wildflower Meadow, Fishing Pond, Designers' Fav!

Church Des Artistes Guest House

3.0 star property
9.4 out of 10, Exceptional, (18)
"Peter and Julie are excellent host with a lot of nice recommendations to the area. The room was smaller than I originally thought, but it was extremely cozy and warm with all the nice amenities inside. We loved all the nice decoration and historical feeling the room has to offer. Will definitely consider it again when we plan to visit Kingston."
Church Des Artistes Guest House

Bohemian Inn

2.5 star property
7.8 out of 10, Good, (35)
"The decorations were super cute! Everything was incredibly clean and tidy. It was super easy to check in and out. I loved staying here!!"
Bohemian Inn

Hits | Catskills Views | Pet Friendly | Studio

The price is AED 349
AED 873 total
includes taxes & fees
23 Dec - 24 Dec
Hits | Catskills Views | Pet Friendly | Studio
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.
Don't see what you're looking for?
See all available properties in Poughkeepsie
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Poughkeepsie

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (105)
"Super cozy apartment with a beautiful view. Very welcoming host and a great place for a short stay near Bear Mountain. "
The price is AED 617
AED 915 total
includes taxes & fees
28 Dec - 29 Dec
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

A-Frame of Mind

10.0 out of 10, Exceptional, (43)
"Beautiful, relaxing stay at this home in Saugerties. We loved the private location yet very close to Woodstock and Saugerties. Nick’s communication was fantastic, responding quickly to our questions. Safe, easy, flexible check in and check out. Inside was mix of rustic cabin and modern appliances, super clean. 100% recommend to anyone. "
A-Frame of Mind

The Farm at Hyde Park

9.8 out of 10, Exceptional, (64)
"Quiet spot out of the city but not too far from Hudson Valley sites. Large vaulted space, fresh eggs from the hen house next door, sky full of stars at night. Great host!"
The Farm at Hyde Park
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.