Compare Pine Plains 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 Pine Plains Cottages

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
Feb 1 - Feb 2
Total with taxes and fees
At this cottage, guests have access to a garden.
Kitchen
Air conditioning
The Blue Elm - A Historic Berkshire Cottage

The Blue Elm - A Historic Berkshire Cottage

Sheffield MA
This cottage is a smoke-free cottage.
Kitchen
Free WiFi
Experience Peace in this Cozy country cottage nestled beneath the mountains

Experience Peace in this Cozy country cottage nestled beneath the mountains

Catskill NY
$298 nightly
The price is $322 total per night
$322 total
Feb 2 - Feb 3
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, barbecue grills, and a garden.
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
Charming Cottage in Private Lake Community (Pet-Friendly!)

Charming Cottage in Private Lake Community (Pet-Friendly!)

Athens NY
At this cottage, guests have access to a gym, laundry facilities, and a garden. This cottage also has barbecue grills.
Kitchen
Washer
Idillic summer getaway in Litchfield Hills, CT.

Idillic summer getaway in Litchfield Hills, CT.

Sharon CT
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Country Cottage with beautiful views and easy access to Catskills activities.

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

Saugerties NY
$172 nightly
The price is $192 total per night
$192 total
Jan 30 - Jan 31
Total with taxes and fees
Guests staying at this cottage have access to barbecue grills and a garden.
Pet friendly
Free WiFi
Charming Artist's Retreat

Charming Artist's Retreat

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

Hotel Options in Pine Plains

    Inn at Pine Plains

    Inn at Pine Plains

    3036 Church St. Pine Plains NY
    $248 nightly
    The price is $280 total per night from Feb 3 to Feb 4
    $280 total
    Feb 3 - Feb 4
    Total with taxes and fees
    9.8/10 Exceptional! (303 reviews)
    Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

    Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

    282 Cairo Junction Rd Catskill NY
    $169 nightly
    The price is $183 total per night from Feb 2 to Feb 3
    $183 total
    Feb 2 - Feb 3
    Total with taxes and fees
    9.4/10 Exceptional! (136 reviews)
    Residence Inn by Marriott Kingston

    Residence Inn by Marriott Kingston

    800 Frank Sottile Boulevard Kingston NY
    $123 nightly
    The price is $138 total per night from Mar 1 to Mar 2
    $138 total
    Mar 1 - Mar 2
    Total with taxes and fees
    8.8/10 Excellent! (829 reviews)

Cottages

Book a cottage in Pine Plains
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Pine Plains. 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 Pine Plains better.

Cottage apartments in Pine Plains 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 Pine Plains
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 Pine Plains 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 Pine Plains 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 Pine Plains. 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.

Pine Plains Cottages essential information

Accommodation
115 Cottages
Lowest Price
$138
Highest Price
$322
Popular accommodation
Charming loft cottage in tranquil Germantown with WiFi, AC, The Blue Elm - A Historic Berkshire 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, Charming Cottage in Private Lake Community (Pet-Friendly!), Idillic summer getaway in Litchfield Hills, CT., Country Cottage with beautiful views and easy access to Catskills activities., Charming Artist's Retreat

Explore More Ways to Travel with Travelocity