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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Poughkeepsie cottages

Interior

Cottage in Germantown

Charming loft cottage in tranquil Germantown with WiFi, AC
10.0 out of 10, Exceptional, (9 reviews)
"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."
United States
Peter S.
The price is €189
includes taxes & fees
21 Jan - 22 Jan
Charming loft cottage in tranquil Germantown with WiFi, AC
Exterior

Cottage in Catskill

Charming Cottage in the Heart of Catskill & Pet Friendly
10.0 out of 10, Exceptional, (21 reviews)
"Perfect place for a visit to the Hudson Valley. Very comfortable and well taken care of. Friendly neighbors. 3 blocks from Downtown Catskill"
United States
Kirk N.
The price is €212
includes taxes & fees
18 Jan - 19 Jan
Charming Cottage in the Heart of Catskill & Pet Friendly
Exterior

Cottage in Saugerties

Country Cottage with beautiful views and easy access to Catskills activities.
10.0 out of 10, Exceptional, (13 reviews)
"Great spot!"
United States
Dylan
The price is €170
includes taxes & fees
19 Jan - 20 Jan
Country Cottage with beautiful views and easy access to Catskills activities.
Exterior

Cottage in Catskill

Peaceful warm cozy country cottage nestled beneath the mountains, woodstove
9.8 out of 10, Exceptional, (10 reviews)
"The cottage was comfortable and spotless. My family thoroughly enjoyed their stay at the cottage, and they loved the setting. "
United States
Patricia C.
The price is €246
includes taxes & fees
19 Jan - 20 Jan
Peaceful warm cozy country cottage nestled beneath the mountains, woodstove
Exterior

Cottage in Putnam Valley

Walk-to-Lake Cottage With Office for Quiet Days and Easy Work
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is €411
includes taxes & fees
21 Jan - 22 Jan
Walk-to-Lake Cottage With Office for Quiet Days and Easy Work
Exterior

Cottage in Kerhonkson

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
9.4 out of 10, Exceptional, (12 reviews)
"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "
United States
Patrick S.
The price is €185
includes taxes & fees
29 Jan - 30 Jan
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Property grounds

Cottage in Fort Montgomery

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (131 reviews)
"It has an incredible mountain and water view. "
United States
MIHYUN
The price is €267
includes taxes & fees
18 Jan - 19 Jan
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Outdoor spa tub

Cottage in Kerhonkson

Secluded Couples Spa Sanctuary with HotTub!
9.2 out of 10, Wonderful, (9 reviews)
"The Host was very communicative & showed great hospitality. The cottage was cozy & had all we needed. Great secluded quiet area to relax & close to restaurant/coffee shop. "
United States
Beth G.
The price is €498
includes taxes & fees
29 Jan - 30 Jan
Secluded Couples Spa Sanctuary with HotTub!
Terrace/patio

Cottage in woodstock

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.0 out of 10, Wonderful, (46 reviews)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
United States
Paul H.
The price is €271
includes taxes & fees
18 Jan - 19 Jan
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Exterior

Cottage in Saugerties

Hits Adjacent | Pet Friendly | Caraway Cottage
9.8 out of 10, Exceptional, (16 reviews)
"Great location, comfortable beds, clean and updated space."
United States
Carolyn S.
The price is €424
includes taxes & fees
22 Jan - 23 Jan
Hits Adjacent | Pet Friendly | Caraway Cottage
Exterior

Cottage in Bearsville

Little red house just outside of Woodstock
9.0 out of 10, Wonderful, (2 reviews)
"The house is cute, well decorated but very small "
United States
Harry
The price is €486
includes taxes & fees
19 Jan - 20 Jan
Little red house just outside of Woodstock
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

Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point

10/10 Excellent
"Clean, comfortable, peaceful and staff are welcoming and friendly but not overly friendly to where you have no privacy. Great place to getaway. "
Mallory 1-night trip
Posted 2 days ago
Howard Johnson by Wyndham Newburgh/West Point

Find out more about Poughkeepsie

Poughkeepsie Cottages information

Number of reviews
258
Accommodation
201 Cottages
Lowest Price
€170
Highest Price
€498

Frequently asked questions

Why book your cottage in Poughkeepsie with Expedia?
We think that a holiday should be a breeze, so if you're chasing cottages in Poughkeepsie at a great price, Expedia is here to help. Stick to the budget and stay in an economical option far away from the downtown buzz, or splurge on an upscale cottage to spoil your loved ones.
How can I find cheap cottages in Poughkeepsie?
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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.