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Featured Chatham Condo Rentals

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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.

Chatham Accommodation Oceanfront

    The Hawthorne

    The Hawthorne

    196 Shore Rd, Chatham, MA
    The price is $215 per night from May 3 to May 4
    4.5/5Wonderful! (4 reviews)
    The Hawthorne
    Chatham Bars Inn

    Chatham Bars Inn

    297 Shore Rd, Chatham, MA
    The price is $410 per night from Apr 25 to Apr 26
    4.2/5Excellent! (28 reviews)
    Chatham Bars Inn

Luxury Condos

Find luxury condos in Chatham
Get your vacation off to a fabulous start by booking a luxury condo in Chatham. They’re a great option if you want to pamper yourself a little more than usual on your next getaway. Plus, they give you a unique opportunity to see the city the way a local would. You’re not in a hotel—you’re home. Condominiums come in all shapes and sizes, and with Orbitz on your side, you’ll find exactly the right one for your trip.

Stay in a Chatham condo
Vacation condo rentals are a nice alternative to hotels with perks such as multiple bedrooms, living rooms, balconies, laundry facilities, Wi-Fi access and espresso machines. And don’t underestimate the power of the full kitchen in your condo: whipping up midnight snacks is a breeze, and hey, making a meal on your own without worrying about ordering in or going out to eat is just plain convenient. You might also have a pool, a gym and a hot tub on the property or close by.  

Exploring Chatham will be a breeze with a downtown condo as your home base. You’ll be close to the top sights, and within walking distance of great restaurants, shopping, and bars. Got leftovers? Put them in your fridge. Remember, you’re living like a local now.

Hotel Options in Chatham

    Chatham Bars Inn

    Chatham Bars Inn

    297 Shore Rd, Chatham, MA
    The price is $410 per night from Apr 25 to Apr 26
    4.2/5Excellent! (28 reviews)
    Chatham Bars Inn
    Chatham Seafarer Inn

    Chatham Seafarer Inn

    2079 Main St, Chatham, MA
    The price is $91 per night from Apr 19 to Apr 20
    4/5Very Good! (1 review)
    Chatham Seafarer Inn
    Pleasant Bay Village Resort

    Pleasant Bay Village Resort

    1191 Orleans Road, Chatham, MA
    The price is $174 per night from Apr 20 to Apr 21
    4.7/5Exceptional! (7 reviews)
    Pleasant Bay Village Resort