Compare Chatham 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 Chatham Cottages

The Blue Elm - A Historic Berkshire Cottage

The Blue Elm - A Historic Berkshire Cottage

$362 nightly
The price is $404 total per night
$404 total
Oct 14 - Oct 15
Total with taxes and fees
This cottage is a smoke-free cottage.
Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires

Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires

2 out of 5
Guests staying at this cottage can enjoy a gym, barbecue grills, and a garden.
Rose Cottage

Rose Cottage

Guests of this cottage enjoy access to a water park, laundry facilities, and barbecue grills.
Charming Cottage in the Heart of Catskill & Pet Friendly

Charming Cottage in the Heart of Catskill & Pet Friendly

At this cottage, guests have access to features like laundry facilities.
Heaven Can't Wait, On Beautiful Kinderhook Lake!!

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

Guests staying at this cottage have access to barbecue grills and a garden.
4 Mi to Dtwn Catskill: Mtn-view Home

4 Mi to Dtwn Catskill: Mtn-view Home

3 out of 5
At this cottage, guests have access to free WiFi in public areas. A stay here includes free parking.
Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake

Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Washer
Dryer
Private hot tub + Modern Cottage

Private hot tub + Modern Cottage

Guests of this apartment have access to a hot tub.
Riverfront Hudson Valley Gem w/ Beach Access!

Riverfront Hudson Valley Gem w/ Beach Access!

3 out of 5
Guests of this cottage have access to free WiFi in public areas. You can take advantage of free parking if you drive.
Don't see what you're looking for?
See all available properties in Chatham
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 Chatham

    Vacation Village in the Berkshires

    Vacation Village in the Berkshires

    276 Brodie Mountain Rd, Williamstown, MA
    $112 nightly
    The price is $125 total per night from Nov 2 to Nov 3
    $125 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8.6/10 Excellent! (2,039 reviews)
    Berkshire Mountain Lodge

    Berkshire Mountain Lodge

    8 Dan Fox Dr, Pittsfield, MA
    $113 nightly
    The price is $126 total per night from Nov 2 to Nov 3
    $126 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8.8/10 Excellent! (678 reviews)
    Comfort Inn Glenmont - Albany South

    Comfort Inn Glenmont - Albany South

    37 Route 9W, Glenmont, NY
    $93 nightly
    The price is $107 total per night from Nov 2 to Nov 3
    $107 total
    Nov 2 - Nov 3
    Total with taxes and fees
    7.8/10 Good! (1,002 reviews)

Cottages

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

Cottage apartments in Chatham 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 Chatham
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 Chatham 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 Chatham 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 Chatham. 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.

Chatham Cottages essential information

Accommodation
127 Cottages
Lowest Price
$107
Highest Price
$404
Popular accommodation
The Blue Elm - A Historic Berkshire Cottage, Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires, Rose Cottage, Charming Cottage in the Heart of Catskill & Pet Friendly, Heaven Can't Wait, On Beautiful Kinderhook Lake!!, 4 Mi to Dtwn Catskill: Mtn-view Home, Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake, Private hot tub + Modern Cottage, Riverfront Hudson Valley Gem w/ Beach Access!

Explore More Ways to Travel with Travelocity