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Chatham Vacation Rentals
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Vacation Rentals in Chatham
Chatham, MA
Stay at this family-friendly vacation home in Chatham. Enjoy onsite parking, barbecue grills, and a TV. Popular attractions Atwood House Museum and Chatham Windmill ...
10/10 Exceptional! (2 reviews)
This place was PERFECT for us!
"My sister and I loved this place. It's beautifully situated, quiet, the beds were very comfortable, the kitchen well equipped, and just a beautiful, peaceful location. The only suggestions would be to add a floor lamp to the living room or that other little room with the table, and a table lamp to ..."
Reviewed on Nov 1, 2022
Chatham
Stay at this apartment in Chatham. Enjoy onsite parking, a garden, and barbecue grills. Our guests praise the bathrooms in our reviews. Popular attractions Cockle ...
10/10 Exceptional! (23 reviews)
Owners/hosts A+, Vacasa F
"The property is absolutely beautiful - amazing landscaping, beautifully furnished and appointed. This was a most comfortable and luxurious place to vacation. The hosts were welcoming and gracious;. Unfortunately, Vacasa was not at all helpful. Rather than providing written instructions, there was ..."
Reviewed on Sep 8, 2022
Chatham
Stay at this condo in Chatham. Enjoy WiFi, onsite parking, and barbecue grills. Popular attractions Chatham Lighthouse Beach and Chatham Lighthouse are located ...
10/10 Exceptional! (1 review)
Peace and tranquility
"This was exactly the experience I was hoping for and needed. Communication with David was easy and friendly. I really felt like they wanted me to have a very relaxing time at this property. The location was incredible; quiet, close to the water and convenient to the village of Chatham and other parts ..."
Reviewed on Apr 16, 2023
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Chatham
Stay at this vacation home in Chatham. Enjoy WiFi, onsite parking, and an arcade/game room. Popular attractions Caleb Nickerson House and Adventure Chatham are ...
Chatham, MA
Stay at this condo in Chatham. Enjoy onsite parking, a patio, and a TV. Popular attractions Mayo House and Gallery Antonia are located nearby. Discover genuine ...
9.4/10 Exceptional! (22 reviews)
A perfect place in the Cape
"My partner and I rented this lovely spot when we were in town for a wedding. The unit was beautifully decorated in Cape Cod style. It was walking distance to everything and was perfect for us. Five stars!"
Reviewed on Jun 1, 2023
Chatham, MA
Stay at this vacation home in Chatham. Enjoy a water park, onsite parking, and a garden. Popular attractions Hardings Beach and Ridgevale Beach are located nearby. ...
9.2/10 Wonderful! (40 reviews)
Pet friendly very near Harding Beach
"We were visiting family with our two elderly Boston Terriers. Although fence does not fully secure the yard, there are lots of scenic walks We cooked many meals and found most everything we needed in the kitchen. Comfortable beds and nice gas fireplace."
Reviewed on May 27, 2023
Chatham
Stay at this apartment in Chatham. Enjoy free WiFi, onsite parking, and a garden. Our guests praise the family amenities and the overall value in our reviews. ...
9.8/10 Exceptional! (48 reviews)
Memorial Day week at Ship's Light
"Thank you for this amazing stay! The location is absolutely ideal, near a pond, the sea, Chatham town, in the middle of the cape so near everything. The house is absolutely lovely and set for everything needed to relax- outside reading, inside in the living room, the kitchen well equipped... we wish ..."
Reviewed on Jun 2, 2023
Chatham
Stay at this vacation home in Chatham. Enjoy free WiFi, onsite parking, and a garden. Popular attractions Chatham Shark Center and Chatham Fish Pier are located ...
10/10 Exceptional! (11 reviews)
May trip to the Cape
"The house was VERY neat and clean, all needed accessories supplied. It was a farther walk to town than anticipated. There is no pantry for keeping food or any condiments 'left behind' (covid rules?). All in all, a great stay."
Reviewed on May 29, 2023
South Chatham
Stay at this family-friendly vacation home in Chatham. Enjoy WiFi, onsite parking, and an arcade/game room. Popular attractions Ridgevale Beach and Hardings ...
Chatham
Stay at this apartment in Chatham. Enjoy free WiFi, onsite parking, and barbecue grills. Our guests praise the comfy rooms in our reviews. Popular attractions ...
9.6/10 Exceptional! (86 reviews)
Weekend retreat
"Lovely apartment and convenient walking to everything in Chatham. We would certainly stay here again!"
Reviewed on Jun 5, 2023
Chatham
Stay at this vacation home in Chatham. Enjoy WiFi, onsite parking, and barbecue grills. Popular attractions Adventure Chatham and Caleb Nickerson House are located ...
Chatham
Stay at this vacation home in Chatham. Enjoy barbecue grills, a patio, and a TV. Popular attractions Chatham Lighthouse and Chatham Lighthouse Beach are located ...
Chatham
Stay at this family-friendly vacation home in Chatham. Enjoy WiFi, onsite parking, and a porch. Our guests praise the family amenities in our reviews. Popular ...
9.2/10 Wonderful! (15 reviews)
Great stay on the Cape
"My first impression of this house was how clean and welcoming it was. The movie/ game room was a fun and comfortable place to hang out and where we spent most of our time. The neighborhood was very quiet but of course this was off season. Still enough privacy to not feel like other people were right ..."
Reviewed on Apr 2, 2023
Chatham
Stay at this vacation home in Chatham. Enjoy free WiFi, onsite parking, and a garden. Popular attractions Atwood House Museum and Chatham Windmill are located ...
9.8/10 Exceptional! (23 reviews)
Really good spot, but read the fine print
"Enjoyed the house. Nice location with close access to beach and town. Well stocked with amenities but be aware that bed linens, towels, bathroom mats are not included, which is not ideal when traveling long distances/coming from overseas."
Reviewed on Jun 2, 2023
Chatham
Stay at this vacation home in Chatham. Enjoy WiFi, barbecue grills, and a patio. Popular attractions Atwood House Museum and Chatham Windmill are located nearby. ...
10/10 Exceptional! (3 reviews)
A very nice place to relax
"The Barn is spacious, very bright, clean and very welcoming. It has a large patio where we spend very pleasant moments. The upstairs bedroom spacious, clean and cozy. We will definitely comeback."
Reviewed on Oct 26, 2022
Chatham
Stay at this vacation home in Chatham. Enjoy WiFi, onsite parking, and an arcade/game room. Popular attractions Chatham Shark Center and Veterans Field are located ...
Chatham, MA
Stay at this vacation home in Chatham. Enjoy onsite parking, a garden, and a patio. Popular attractions Ridgevale Beach and Cockle Cove Beach are located nearby. ...
9/10 Wonderful! (4 reviews)
Girls Weekend
"It was a great weekend getaway for our girls trip! Plenty of space and easy to get around the Chatham area."
Reviewed on Aug 31, 2022
Chatham
Stay at this beach vacation home in Chatham. Enjoy a beach locale, WiFi, and onsite parking. Our guests praise the comfy beds in our reviews. Popular attractions ...
9/10 Wonderful! (17 reviews)
Perfect Location
"Spacious ranch-style home located in a lovely tiny neighborhood. Beautiful views of the ocean and the sliding doors onto the wrap around porch make this home special. Very close drive into Chatham and within walking distance to the beach. Love that this home is pet-friendly."
Reviewed on Jun 3, 2023
Chatham, MA
Stay at this family-friendly vacation home in Chatham. Enjoy free WiFi, onsite parking, and a porch. Our guests praise the family amenities in our reviews. Popular ...
10/10 Exceptional! (29 reviews)
Excellent Location in Chatham
"This was a wonderful property and location in Chatham. The downtown was right around the corner. There are amazing restaurants everywhere. The property had plenty of room, a great wrap around porch and fire pit in the backyard. Our family loved our stay and will book again."
Reviewed on May 31, 2023
Chatham
Stay at this vacation home in Chatham. Enjoy WiFi, onsite parking, and a garden. Popular attractions Fox Hill and Caleb Nickerson House are located nearby. Discover ...
10/10 Exceptional! (2 reviews)
Highly recommend!
"Beautiful views and great layout. Spacious family room and upstairs rooms were perfect for teenagers. Fire pit and outside area perfect for enjoying the views and making smores. Would stay there again!"
Reviewed on Aug 8, 2022
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 Vacation Rental Travel Info
Number of vacation rentals | 352 |
|---|---|
Popular accommodation | Chatham private vacation homes |
Known landmarks | Skaket Beach, Nickerson State Park and Bank Street Beach |
International airports | Boston, MA (BOS-Logan Intl.) and Nantucket, MA (ACK-Nantucket Memorial) |
Other types of properties in Chatham you may be interested in
Chatham Bars Inn
297 Shore Rd, Chatham, MA, 02633
Chatham Wayside Inn
512 Main St, Chatham, MA
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.
Everything you need to know about Chatham vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chatham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chatham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Chatham vacation rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Chatham. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chatham in high season.
Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $379 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!
How to find incredible deals on Chatham rentals
At Expedia, we put the best Chatham vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Chatham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chatham vacation.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chatham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
Frequently asked questions
Recent reviews of Chatham propertiesExpedia verified reviews
Chatham Wayside Inn
Chatham Wayside Inn5/5 Excellent"The room was updated, spacious and clean. The staff was friendly and helpful Location was great -right on Main Street in the middle of all the shops The Wild Goose was good for dinner and lunch."A verified traveler stayed at Chatham Wayside InnPosted 2 days ago
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