Compare Poughkeepsie Cottage Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Poughkeepsie Cottages

Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock

Woodstock NY
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Free WiFi
Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC

Germantown NY
$191 nightly
The price is $214 total per night
$214 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
At this cottage, guests have access to a garden.
Kitchen
Air conditioning
Fabulous 2-bedroom cottage in Wurtsboro

Fabulous 2-bedroom cottage in Wurtsboro

Wurtsboro NY
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Pet friendly
Relaxing Catskill Mountain Cottage.

Relaxing Catskill Mountain Cottage.

West Shokan NY
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Pet friendly
Experience Peace in this Cozy country cottage nestled beneath the mountains

Experience Peace in this Cozy country cottage nestled beneath the mountains

Catskill NY
$309 nightly
The price is $334 total per night
$334 total
Dec 18 - Dec 19
Total with taxes and fees
This cottage offers a water park, laundry facilities, and local meal delivery service. Transportation is made easy with limo/town car service. Other amenities at this family-friendly cottage include a living plant wall, a garden, and barbecue grills.
Kitchen
Washer
Wappinger Cottage - Scandinavian retreat on a creek

Wappinger Cottage - Scandinavian retreat on a creek

Poughkeepsie NY
Guests staying at this cottage enjoy free WiFi in public areas, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Private cottage - 5 min from the center of town

Private cottage - 5 min from the center of town

Woodstock NY
At this cottage, guests have access to barbecue grills.
Kitchen
Pet friendly
Woodstock Cottage with hot tub. Close to town yet very private.

Woodstock Cottage with hot tub. Close to town yet very private.

Woodstock NY
Guests staying at this cottage enjoy a water park, a hot tub, and laundry facilities. Other amenities at this family-friendly cottage include barbecue grills and a garden.
Hot Tub
Kitchen
Charming 2-bedroom cottage with large deck in beautiful Accord NY.

Charming 2-bedroom cottage with large deck in beautiful Accord NY.

Accord NY
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Poughkeepsie
View all properties
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 Beach Accommodation

    Best Western Plus The Inn & Suites At The Falls

    Best Western Plus The Inn & Suites At The Falls

    50 Red Oaks Mill Rd Poughkeepsie NY
    $102 nightly
    The price is $115 total per night from Dec 18 to Dec 19
    $115 total
    Dec 18 - Dec 19
    Total with taxes and fees
    7.6/10 Good! (439 reviews)

Hotel Options in Poughkeepsie

    Hampton Inn & Suites Poughkeepsie

    Hampton Inn & Suites Poughkeepsie

    2361 South Rd Poughkeepsie NY
    $93 nightly
    The price is $109 total per night from Dec 27 to Dec 28
    $109 total
    Dec 27 - Dec 28
    Total with taxes and fees
    8.8/10 Excellent! (1,005 reviews)
    Quality Inn Poughkeepsie

    Quality Inn Poughkeepsie

    536 Haight Ave, Building A Poughkeepsie NY
    $93 nightly
    The price is $108 total per night from Dec 23 to Dec 24
    $108 total
    Dec 23 - Dec 24
    Total with taxes and fees
    7.6/10 Good! (498 reviews)
    Hyatt Place Poughkeepsie / Hudson Valley

    Hyatt Place Poughkeepsie / Hudson Valley

    2165 South Road Poughkeepsie NY
    $101 nightly
    The price is $117 total per night from Dec 28 to Dec 29
    $117 total
    Dec 28 - Dec 29
    Total with taxes and fees
    8.8/10 Excellent! (1,008 reviews)

Cottages

Book a cottage in Poughkeepsie
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Poughkeepsie. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Poughkeepsie better.

Cottage apartments in Poughkeepsie range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Poughkeepsie
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Poughkeepsie and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Poughkeepsie cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Poughkeepsie. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Poughkeepsie Cottages essential information

Accommodation
202 Cottages
Lowest Price
$108
Highest Price
$334
Popular accommodation
Streamside Cottage Half Mile to Town of Woodstock, Charming loft cottage in tranquil Germantown with WiFi, AC, Fabulous 2-bedroom cottage in Wurtsboro, Relaxing Catskill Mountain Cottage. , Experience Peace in this Cozy country cottage nestled beneath the mountains, Wappinger Cottage - Scandinavian retreat on a creek, Private cottage - 5 min from the center of town, Woodstock Cottage with hot tub. Close to town yet very private., Charming 2-bedroom cottage with large deck in beautiful Accord NY.

Explore More Ways to Travel with Travelocity