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Featured Cottages in Poughkeepsie

Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock

Woodstock
With a stay at this cottage in Woodstock, you'll be on the waterfront, just a 1-minute walk from Catskill State Park and 7 minutes by foot from Woodstock Golf ...
Streamside Cottage Half Mile to Town of Woodstock
Lily Cottage - a  cozy accomodation moments from the beautiful Ashokan reservoir

Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

Olivebridge
Located in Olivebridge, this cottage is in a rural location, within a 5-minute drive of Catskill State Park and Esopus Creek.
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Mountain View escape

Mountain View escape

New Paltz
Located in New Paltz, this cottage is within a 10-minute drive of Jenkinstown Day Spa and Loren Campbell Memorial Field.
Mountain View escape
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Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery
The price is AU$404 per night from 18 Mar to 19 Mar
AU$404
includes taxes & fees
18 Mar - 19 Mar
When you stay at this cottage in Fort Montgomery, you'll be on a river, within a 15-minute drive of Bear Mountain State Park and United States Military ...
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi

ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi

Woodstock
With a stay at this cottage in Woodstock, you'll be a 1-minute walk from Catskill State Park and 14 minutes by foot from Woodstock Music Shop.
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

Woodstock
With a stay at this cottage in Woodstock, you'll be in the mountains, just steps from Catskill State Park and a 2-minute drive from Woodstock Music Shop.
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Experience Peace in this Beautiful country cottage nestled beneath the mountains

Experience Peace in this Beautiful country cottage nestled beneath the mountains

Catskill
Located in Catskill, this cottage is in the mountains, within a 15-minute drive of Vinnie's Farm Market and Catskill State Park.
Experience Peace in this Beautiful country cottage nestled beneath the mountains
Historic 1800's Cornwall-On-Hudson Cottage!

Historic 1800's Cornwall-On-Hudson Cottage!

Cornwall-On-Hudson
With a stay at this cottage in Cornwall, you'll be within a 10-minute drive of United States Military Academy and New York Military Academy.
Historic 1800's Cornwall-On-Hudson Cottage!
Kapitan’s cottage : Rustic, Private & steeped in Nature. Upstate. Pet Friendly

Kapitan’s cottage : Rustic, Private & steeped in Nature. Upstate. Pet Friendly

Kingston
The price is AU$404 per night from 17 Mar to 18 Mar
AU$404
includes taxes & fees
17 Mar - 18 Mar
With a stay at this cottage in Kingston, you'll be within a 10-minute drive of Century House Historical Society and Rosendale Public Library.
Kapitan’s cottage : Rustic, Private & steeped in Nature. Upstate. Pet Friendly
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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.

Poughkeepsie Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Poughkeepsie will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Poughkeepsie definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Poughkeepsie, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Poughkeepsie Cottages essential information

Accommodation
178 Cottages
Lowest Price
AU$187
Highest Price
AU$404
Popular accommodation
Streamside Cottage Half Mile to Town of Woodstock, Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir, Mountain View escape, Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands, ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi, Junebug Cottage: peace, love and privacy a short walk to Woodstock village green, Experience Peace in this Beautiful country cottage nestled beneath the mountains, Historic 1800's Cornwall-On-Hudson Cottage!, Kapitan’s cottage : Rustic, Private & steeped in Nature. Upstate. Pet Friendly

Top trending hotels in Poughkeepsie

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is AU$187 per night from 16 Mar to 17 Mar
AU$187
includes taxes & fees
16 Mar - 17 Mar
A stay at Hyatt Place Poughkeepsie / Hudson Valley places you in the heart of Poughkeepsie, within a 10-minute drive of Marist College and Poughkeepsie ...
Hyatt Place Poughkeepsie / Hudson Valley
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is AU$187 per night from 18 Mar to 19 Mar
AU$187
includes taxes & fees
18 Mar - 19 Mar
Located in Poughkeepsie, Courtyard by Marriott Poughkeepsie is in the suburbs, within a 5-minute drive of Vassar Hospital and Mid-Hudson Civic Center.
Courtyard by Marriott Poughkeepsie
DoubleTree by Hilton Poughkeepsie

DoubleTree by Hilton Poughkeepsie

4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is AU$196 per night from 19 Mar to 20 Mar
AU$196
includes taxes & fees
19 Mar - 20 Mar
With a stay at DoubleTree by Hilton Poughkeepsie, you'll be centrally located in Poughkeepsie, within a 5-minute drive of Marist College and Vassar College.
DoubleTree by Hilton Poughkeepsie
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The Heartwood

The Heartwood

2.5 out of 5
165 College Avenue, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is AU$312 per night from 23 Mar to 24 Mar
AU$312
includes taxes & fees
23 Mar - 24 Mar
With a stay at The Heartwood in Poughkeepsie (Arlington), you'll be a 1-minute drive from Vassar College and 6 minutes from Marist College.
The Heartwood
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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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^Subject to availability and chosen travel dates.