Poughkeepsie Cottages

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

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Poughkeepsie cottages

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

Kerhonkson

Patrick S.

includes taxes & fees

27 May - 28 May

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

Catskill

Athena P.

includes taxes & fees

1 June - 2 June

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Putnam Valley

Heather T.

includes taxes & fees

29 May - 30 May

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery

Meredith C.

includes taxes & fees

28 May - 29 May

Charming Cottage in the Heart of Catskill & Pet Friendly

Catskill

Kristen B.

includes taxes & fees

31 May - 1 June

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

woodstock

Susannah H.

includes taxes & fees

7 June - 8 June

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

Bloomingburg

Stephen H.

includes taxes & fees

2 June - 3 June

Updated Home w/ Patio Half Mile to West Point

Highland Falls

includes taxes & fees

2 June - 3 June

View all properties

Find holiday rentals that suit your style

Cabins

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Top Poughkeepsie Hotel Reviews

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent

"Plenty space at the room"

Spark by Hilton Fishkill

8/10 Good

"the room was very clean and comfortable, The staff was not friendly or helpful, we got there early and they said no check in until 3 . Ok, I had to be at West Point by 3 so I had to change into my suit in the parking lot. Left my wife in the lobby with all of our luggage. She sat there waiting for check in. A lady came in at 20 till 3 and said oh, i am 20 minutes early and the person at the desk said that's ok you can check in now ! they knew that my wife was waiting and just ignored her. This was very rude and uncalled for. We will not be staying in a Sparks again."

Courtyard by Marriott Poughkeepsie

8/10 Good

"This is a clean, well-situated facility. Comfortable bed and friendly staff. Note that there is a $10 fee to park your vehicle and breakfast is not included, though it's available on the premises for a fee. There is only one mirror in the room and it's over the sink. How about upgrading the hairdryer; it's got to be at least 15 years old! The place itself is reasonably priced. While bottled water is in the room for the coffee maker, it'll cost you $5 to use the water - tap water works for me and it's free!"

Overlook Lodge at Bear Mountain

6/10 Okay

"The cabin we stayed it was unique, but lots of walking from your car on a slanted walkway. Shared den and the room smelled heavily of smoke from the inner fireplace. Small room and tiny old bathroom. Not what we were expecting from the pictures. Received an odd email about checkin but nothing told us the building near our cabin (room) was closed and we had to drive to the big building elsewhere. Very soft bed. Windows in cabin look out to where everyone walks. Bit of an odd setup unless you have friends renting the pther rooms in the cabin. Maybe better in-season. The area is lovely so we'll be back but not to this hotel."

Find out more about Poughkeepsie