Book Holiday Homes in Old Chatham
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Featured Holiday Homes in Old Chatham

Cozy Riverside Berkshires Retreat

PRISTINE CAPE COD ON THE CREEK! 4 Large Bedrooms - 6 Guests!

Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!

Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Secluded w/ Deck Views, Hot Tub, & Ping Pong | Hudson in the Berks by AvantStay

Albany Retreat- Free Breakfast & Parking Included

Charming Berkshire Retreat-Minutes to Williamstown

Modern and Cozy Pine Hills Home from Early 1900s
Old Chatham Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Old Chatham vacation homes are the perfect way for you to wing it.
Holiday houses in Old Chatham let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Old Chatham in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Old Chatham adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Old Chatham with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Old Chatham vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Old Chatham Holiday Homes essential information
Accommodation | 465 Holiday Homes |
|---|---|
Lowest Price | AU$143 |
Highest Price | AU$445 |
Popular accommodation | Cozy Riverside Berkshires Retreat, PRISTINE CAPE COD ON THE CREEK! 4 Large Bedrooms - 6 Guests!, Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!, Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires! , Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight., Secluded w/ Deck Views, Hot Tub, & Ping Pong | Hudson in the Berks by AvantStay, Albany Retreat- Free Breakfast & Parking Included, Charming Berkshire Retreat-Minutes to Williamstown, Modern and Cozy Pine Hills Home from Early 1900s |
Top trending hotels in Old Chatham

Beautiful Estate: Week of 8/30 still open to enjoy pool, pond, trails & more!

Berkshire Mountain Lodge

Comfort Inn Glenmont - Albany South

Berkshires Untold
More ways to explore Old Chatham
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^Subject to availability and chosen travel dates.
