Compare Hillsdale Cottage Rentals

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 Cottages in Hillsdale

Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

New Marlborough MA
Guests staying at this cottage enjoy a gym, laundry facilities, and local meal delivery service. Other amenities at this family-friendly cottage include a garden and barbecue grills.
Kitchen
Washer
Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC

Germantown NY
The price is $212 total per night
$212 total
per night
Apr 13 - Apr 14
At this cottage, guests have access to a garden.
Kitchen
Air conditioning
Country Cottage with beautiful views and easy access to Catskills activities.

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

Saugerties NY
Guests staying at this cottage have access to a garden and barbecue grills.
Pet friendly
Free WiFi
Cozy, private and modern Cottage

Cozy, private and modern Cottage

Hudson NY
Guests of this cottage have access to a hot tub.
Hot Tub
Kitchen
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 barbecue grills. This cottage also has a garden.
Kitchen
Washer
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
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Catskill NY
The price is $309 total per night
$309 total
per night
Apr 12 - Apr 13
At this cottage, guests have access to laundry facilities, local meal delivery service, and a living plant wall. Transportation is made easy with limo/town car service. Additional amenities include a garden and barbecue grills.
Kitchen
Washer
Charming Cottage in the Heart of Catskill & Pet Friendly

Charming Cottage in the Heart of Catskill & Pet Friendly

Catskill NY
The price is $346 total per night
$346 total
per night
Apr 16 - Apr 17
At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
Reset and Relax in Luxury Cottage

Reset and Relax in Luxury Cottage

Rhinebeck NY
At this cottage, guests have access to a garden.
Kitchen
Free WiFi
Don't see what you're looking for?
See all available properties in Hillsdale
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 Hillsdale

    Berkshire Mountain Lodge

    Berkshire Mountain Lodge

    8 Dan Fox Dr Pittsfield MA
    The price is $120 total per night from May 10 to May 11
    $120 total
    per night
    May 10 - May 11
    9/10 Wonderful! (898 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
    The price is $171 total per night from Apr 15 to Apr 16
    $171 total
    per night
    Apr 15 - Apr 16
    9.6/10 Exceptional! (195 reviews)
    Berkshires Untold

    Berkshires Untold

    194 Pittsfield Rd Lenox MA
    The price is $97 total per night from Apr 12 to Apr 13
    $97 total
    per night
    Apr 12 - Apr 13
    9/10 Wonderful! (892 reviews)

Cottages

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

Cottage apartments in Hillsdale 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 Hillsdale
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 Hillsdale 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 Hillsdale 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 Hillsdale. 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.

Hillsdale Cottages essential information

Accommodation
156 Cottages
Lowest Price
$97
Highest Price
$346
Popular accommodation
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly! , Charming loft cottage in tranquil Germantown with WiFi, AC, Country Cottage with beautiful views and easy access to Catskills activities., Cozy, private and modern Cottage, Charming Cottage in Private Lake Community (Pet-Friendly!), Charming Artist's Retreat, Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill, Charming Cottage in the Heart of Catskill & Pet Friendly, Reset and Relax in Luxury Cottage

More to Explore