Compare Hillsdale Cottage Rentals

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Featured Cottages in Hillsdale

Summer Lake Cottage, private beach, Berkshire Hills, small village

Summer Lake Cottage, private beach, Berkshire Hills, small village

Lakeville CT
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
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
Heaven Can't Wait, On Beautiful Kinderhook Lake!!

Heaven Can't Wait, On Beautiful Kinderhook Lake!!

Valatie NY
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Pet friendly
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 barbecue grills and a garden.
Pet friendly
Free WiFi
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

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

Catskill NY
$293 nightly
The price is $316 total per night
$316 total
Oct 13 - Oct 14
Total with taxes and fees
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 barbecue grills and a garden.
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
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 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
Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC

Germantown NY
At this cottage, guests have access to a garden.
Kitchen
Air conditioning
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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.

Hotel Options in Hillsdale

    Pocketbook Hotel and Bath

    Pocketbook Hotel and Bath

    549 Washington Street Hudson NY
    $309 nightly
    The price is $349 total per night from Nov 1 to Nov 2
    $349 total
    Nov 1 - Nov 2
    Total with taxes and fees
    Berkshire Mountain Lodge

    Berkshire Mountain Lodge

    8 Dan Fox Dr Pittsfield MA
    $115 nightly
    The price is $128 total per night from Nov 10 to Nov 11
    $128 total
    Nov 10 - Nov 11
    Total with taxes and fees
    9/10 Wonderful! (1,196 reviews)
    Quality Inn Great Barrington

    Quality Inn Great Barrington

    372 Main Street Great Barrington MA
    $76 nightly
    The price is $85 total per night from Nov 1 to Nov 2
    $85 total
    Nov 1 - Nov 2
    Total with taxes and fees

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
149 Cottages
Lowest Price
$85
Highest Price
$349
Popular accommodation
Summer Lake Cottage, private beach, Berkshire Hills, small village, Cozy, private and modern Cottage, Heaven Can't Wait, On Beautiful Kinderhook Lake!!, Country Cottage with beautiful views and easy access to Catskills activities., Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill, Reset and Relax in Luxury Cottage, Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly! , Charming Artist's Retreat, Charming loft cottage in tranquil Germantown with WiFi, AC

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