Poughkeepsie Cottages

An aerial view of a town with a river, a bridge, and autumn-colored trees.

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Our top choices for Poughkeepsie cottages

1. Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Kerhonkson

Anthony M.

includes taxes & fees

16 Sept - 17 Sept

2. Streamside Cottage Half Mile to Town of Woodstock

Woodstock

Kristen S.

includes taxes & fees

27 Sept - 28 Sept

3. Charming loft cottage in tranquil Germantown with WiFi, AC

Germantown

Kanna S.

includes taxes & fees

23 Sept - 24 Sept

4. Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

woodstock

Susannah H.

includes taxes & fees

15 Sept - 16 Sept

5. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery

Jasmine

includes taxes & fees

15 Sept - 16 Sept

6. Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

Bloomingburg

Brandi A.

includes taxes & fees

15 Sept - 16 Sept

7. Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Catskill

Ryan P.

8. Charming Cottage in the Heart of Catskill & Pet Friendly

Catskill

Dave P.

includes taxes & fees

15 Sept - 16 Sept

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Top Poughkeepsie Hotel Reviews

Beekman Arms and Delamater Inn

10/10 Excellent

"The Beekman Arms is conveniently located in the heart of downtown Rhinebeck, walking distance to great restaurants and shops. The rooms are dated, but clean, comfortable, and quite spacious. The staff is amazing."

Courtyard by Marriott Poughkeepsie

8/10 Good

"The hallways had a very unpleasant smell, and the carpet in the hallway although looked new, seemed to have not been vacuumed for a long time. The door for the bathroom literally touched the toilet bowl, so the design was very awkward. The staff was great. Very friendly, helpful and polite."

Overlook Lodge at Bear Mountain

8/10 Good

"This location and its history made this Inn a great stopover night for us as we travelled down the East Coast. The scenery is beautiful and the staff are helpful and friendly. This would would be a great place to meet with family members and/or friends to enjoy sharing a cottage (with 6 rooms and a common area) to enjoy a few nights or week together. There is a lot to do in the area and the porch of the cottage lends itself to just sitting and admiring the natural surroundings, especially the lake!"

Holiday Inn Express Poughkeepsie by IHG

8/10 Good

"Parking was super easy with plenty of spaces available at the entrances. The room was clean and relatively quiet. Because the hotel is off the highway there wasn't a lot of road noise. The hallways show a lot of wear and tear but if you get past this aspect and into your room all is acceptable."

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

10/10 Excellent

"This Red Roof Inn is very clean and the staff is friendly. Minor complain is that the floors feels like there is a film on it that feels a bit slippery, probably from build up of cleaning agent, but room is clean. I enjoyed my stay."

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