Chatham Vacation Homes

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Featured Vacation Homes in Chatham

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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 Chatham

    Chatham Bars Inn

    Chatham Bars Inn

    297 Shore Rd, Chatham, MA
    $665 nightly
    The price is $761 total per night from Jul 8 to Jul 9
    $761 total
    Jul 8 - Jul 9
    Total includes taxes and fees
    9.2/10 Wonderful! (769 reviews)
    Chatham Wayside Inn

    Chatham Wayside Inn

    512 Main St, Chatham, MA
    $484 nightly
    The price is $554 total per night from Jul 7 to Jul 8
    $554 total
    Jul 7 - Jul 8
    Total includes taxes and fees
    9.2/10 Wonderful! (513 reviews)
    The Chatham Motel

    The Chatham Motel

    1487 Main Street, Chatham, MA
    $219 nightly
    The price is $251 total per night from Jul 7 to Jul 8
    $251 total
    Jul 7 - Jul 8
    Total includes taxes and fees
    9.2/10 Wonderful! (609 reviews)

Chatham Vacation Homes

Book vacation homes in Chatham
Next time you take a group getaway top Chatham, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of Chatham vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Chatham vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in Chatham; instead of going to a small hotel room at the end of a busy day, you’re going home.

Vacations are all about creating lasting memories, and a Chatham rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to Chatham is sure to be a winner.

Chatham Vacation Homes essential information

Accommodation
2663 Vacation Homes
Lowest Price
$251
Highest Price
$903
Popular accommodation
Ocean Edge Condo with Guest Passes to Pool, Golf, and Sports available!, Walk To Beach - Comfortable 2BR Cottage, Hyannis Hideaway in Cape Cod, Ocean Breeze Motel - Standard Double, Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach, 5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more..., "Awesome Vacation while staying at "HomeAway" from Home", 3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind., Waterfront 3-BR House w Hot tub: kayak/canoe up the tidal river to Pleasant Bay!