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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Featured Cottages in Poughkeepsie

Chestnut on Willow Lake
Exterior

Chestnut on Willow Lake

9.4 out of 10, Exceptional, (3)
"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."
The price is NZ$994
includes taxes & fees
8 Oct - 9 Oct
Chestnut on Willow Lake
Hickory on Willow Lake
Exterior

Hickory on Willow Lake

9.6 out of 10, Exceptional, (4)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
The price is NZ$1,049
includes taxes & fees
6 Oct - 7 Oct
Hickory on Willow Lake
Red Cottage - Lakeside Property!
Exterior

Red Cottage - Lakeside Property!

The price is NZ$1,118
includes taxes & fees
1 Nov - 2 Nov
Red Cottage - Lakeside Property!
Country Cottage with beautiful views and easy access to Catskills activities.
Exterior

Country Cottage with beautiful views and easy access to Catskills activities.

10.0 out of 10, Exceptional, (12)
"Great spot!"
The price is NZ$306
includes taxes & fees
5 Oct - 6 Oct
Country Cottage with beautiful views and easy access to Catskills activities.
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Exterior

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

10.0 out of 10, Exceptional, (1)
"The place was as described, quaint, clean, no issues with communication or check in"
The price is NZ$367
includes taxes & fees
8 Oct - 9 Oct
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Charming loft cottage in tranquil Germantown with WiFi, AC
Exterior detail

Charming loft cottage in tranquil Germantown with WiFi, AC

10.0 out of 10, Exceptional, (4)
"Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer."
The price is NZ$372
includes taxes & fees
7 Oct - 8 Oct
Charming loft cottage in tranquil Germantown with WiFi, AC
Hits Adjacent | Pet Friendly | Caraway Cottage
Exterior

Hits Adjacent | Pet Friendly | Caraway Cottage

10.0 out of 10, Exceptional, (13)
"We enjoyed our stay, nice location "
The price is NZ$716
includes taxes & fees
5 Oct - 6 Oct
Hits Adjacent | Pet Friendly | Caraway Cottage
Experience Peace in this Beautiful country cottage nestled beneath the mountains
Exterior

Experience Peace in this Beautiful country cottage nestled beneath the mountains

10.0 out of 10, Exceptional, (7)
"Nice house, well stocked and nice outdoor area/deck."
The price is NZ$561
includes taxes & fees
27 Oct - 28 Oct
Experience Peace in this Beautiful country cottage nestled beneath the mountains
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Exterior

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

9.4 out of 10, Exceptional, (12)
"We stayed one night, and it was splendid. The place is clean and quiet, and the sauna is a nice touch. "
The price is NZ$443
includes taxes & fees
3 Nov - 4 Nov
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
High Falls Restorative Cabin in the Woods!
House (1 Bedroom) | Interior

High Falls Restorative Cabin in the Woods!

3.0 star property
The price is NZ$766
includes taxes & fees
28 Oct - 29 Oct
High Falls Restorative Cabin in the Woods!
Creek Dips & Smores: Catskills Gem
House (3 Bedrooms) | Interior

Creek Dips & Smores: Catskills Gem

3.0 star property
Creek Dips & Smores: Catskills Gem
Little red house just outside of Woodstock
Exterior

Little red house just outside of Woodstock

The price is NZ$886
includes taxes & fees
5 Oct - 6 Oct
Little red house just outside of Woodstock
Peaceful Cottage with Grill | Walk to Lake
Exterior

Peaceful Cottage with Grill | Walk to Lake

9.8 out of 10, Exceptional, (21)
"This property was great. Clean, roomy and about 1/2 hour from West Point."
Peaceful Cottage with Grill | Walk to Lake
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (122)
"It has an incredible mountain and water view. "
The price is NZ$529
includes taxes & fees
6 Oct - 7 Oct
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Terrace/patio

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.2 out of 10, Wonderful, (44)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is NZ$533
includes taxes & fees
5 Oct - 6 Oct
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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.
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Top Poughkeepsie Hotel Reviews

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"This place has one of the best showers! The water pressure is almost like getting power washed. My husband loved it! Convient to Main St Poughkeepsie for dining options."
Allan 1-night trip
Posted 2 days ago
Holiday Inn Express Poughkeepsie by IHG

Find out more about Poughkeepsie

Find out more about Poughkeepsie

Poughkeepsie Cottages information

Number of reviews
205
Accommodation
215 Cottages
Lowest Price
NZ$306
Highest Price
NZ$1,118

Frequently asked questions

What is there to do in Poughkeepsie near my cottage?
Whatever your tastes or interests, Poughkeepsie has loads of things to capture your imagination. Mid-Hudson Bridge, Casperkill Golf Club and Mid-Hudson Children's Museum are on most travellers' lists. Don't miss Richard L. Skimin Memorial Baseball Field, Mid-Hudson Civic Centre and Clinton House State Historic Site either. With Expedia's hotel deals in Poughkeepsie, you'll be able to see more wonderful attractions like these with the money you save.

Explore a world of travel with Expedia

Explore a world of travel with Expedia