Chatham Vacation Rentals

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Vacation Rentals in Chatham

Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

8.0 out of 10, Very Good, (66)
"Very clean great location"
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

Cozy Retreat in South Chatham (2374)

2.0 star property
Cozy Retreat in South Chatham (2374)

Cozy Chatham Cottage walk to Hardings ⛱️ , Restaurants & downtown.

10.0 out of 10, Exceptional, (13)
"Great location."
Cozy Chatham Cottage walk to Hardings ⛱️ , Restaurants & downtown.

Seaside condo with patio, beach access, loft, board games, gas grill, & firepit

8.6 out of 10, Excellent, (12)
"This rental home set the stage for an enjoyable getaway. It was well stocked with what we needed for a few days away (dish soap, toiletries, sponge, towels, bedding, etc.), and the pictures are accurate to the setup of the home. It is located in a beautiful location near a private beach and marina which were the highlight of our stay. The area was quiet and allowed for quality family time."
The price is ¥18,560
¥57,108 total
includes taxes & fees
Jun 25 - Jun 26
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

9.6 out of 10, Exceptional, (93)
"Great location"
The price is ¥25,955
¥83,066 total
includes taxes & fees
Jun 25 - Jun 26
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (278)
"All around a great place to stay!"
Edgewater Beach Resort, a VRI resort

Holly Tree Resort

3.0 star property
9.0 out of 10, Wonderful, (343)
"Very nice place to stay "
Holly Tree Resort

Riverview Resort

3.0 star property
9.2 out of 10, Wonderful, (158)
"The property was very nice very clean beautiful area a lot of parking very nice when you walk in front desk was sweet Only thing they need a new play ground for the kids kinda old but other then that beautiful "
The price is ¥56,698
¥64,891 total
includes taxes & fees
Jul 13 - Jul 14
Riverview Resort

Brewster Green Resort

3.5 star property
9.4 out of 10, Exceptional, (100)
"The property itself was wonderful! A nice little getaway. Loved the fact that it was actually a little bit away from town so it was quiet. Family friendly, clean, and great staff! You have a choice between and indoor or outdoor pool (latter of which is seasonal). Will come back again!"
The price is ¥59,305
¥67,875 total
includes taxes & fees
Jun 26 - Jun 27
Brewster Green Resort

The Cove At Yarmouth

3.0 star property
9.2 out of 10, Wonderful, (239)
"It is a very nice place to stay"
The Cove At Yarmouth

Walk To Beach - Comfortable 2BR Cottage

9.8 out of 10, Exceptional, (31)
"We had a wonderful stay. Convenient location, clean and updated. Would stay here again!"
Walk To Beach - Comfortable 2BR Cottage

Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista

9.6 out of 10, Exceptional, (126)
"Spent a week at this nice condo in mid-January. Cozy and warm, right on the beach. The Cape in mid-winter is very quiet but that is what we had wanted. Our 15 year old Shih-Tzu was comfortable and happy. Nice relaxing week on this terrific property."
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista

"Awesome Vacation while staying at "HomeAway" from Home"

8.4 out of 10, Very Good, (73)
"Great spot for a beach getaway!"
The price is ¥18,849
¥31,364 total
includes taxes & fees
Jun 24 - Jun 25
"Awesome Vacation while staying at "HomeAway" from Home"

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (212)
"Loved our 3 night stay in this cozy little cottage. Close to everything, including the ferry and beach. Hope to be back!"
Steps to the Ocean! Perfect Location!!!

Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach

8.4 out of 10, Very Good, (33)
"Perfect for one or two people, was great for myself and my dog to stay."
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach

Ocean Breeze Motel - Standard Double

9.8 out of 10, Exceptional, (47)
"Clean, comfortable hotel with good sized room and great shower. Good coffee and breakfast included with many options. Joanna, the owner was very helpful with suggestions in the area- biking, beach, sunsets, sea food restaurants. Had a great stay! "
The price is ¥28,855
¥37,174 total
includes taxes & fees
Jun 22 - Jun 23
Ocean Breeze Motel - Standard Double

Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks

9.8 out of 10, Exceptional, (170)
"Very happy with our stay"
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (120)
"To stay a block from the beach and look out the window at the water is the ultimate vacation! Even in winter this place is warm and inviting! The hosts are caring and communicative - just the best! This cottage lets you do just that"
Steps to the beach with an ocean view,

Cozy Cape Cottage

9.4 out of 10, Exceptional, (13)
"Everything was perfect and the host made check-in very easy! Brewster was a great little town as well!"
Cozy Cape Cottage

THE BOAT HOUSE LOFT ~ RELAXING & PRIVATE WATERFRONT HOLIDAY ~ SHORT & LONG TERM

9.4 out of 10, Exceptional, (110)
"Great views of the pond. Perfect little spot for a getaway! We appreciated access to the kayaks and canoe to take advantage of Swan Pond and River. Owner was very kind and helpful throughout our stay. "
THE BOAT HOUSE LOFT ~ RELAXING & PRIVATE WATERFRONT HOLIDAY ~ SHORT & LONG TERM
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.
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Frequently asked questions

Can I find a vacation rental in Chatham?

Yes, you can find vacation rentals in Chatham close to Chatham Railroad Museum, or you can select a more secluded option if you'd like a relaxing place to stay. Visitors like the popular beaches and waterfront in Chatham. While you're here, grab a bite or have a drink at the seafood restaurants.

What are some of the best vacation rentals that Chatham has to offer?

Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK: This highly rated vacation home rental in Chatham is located on a river and has a patio, a selection of games, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other top choices in Chatham are Cozy Retreat in South Chatham (2374) and Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK.

How many vacation rentals are there in Chatham?

With 293 Expedia vacation rentals, you're sure to find just the right place for your Chatham stay.

What can I see and do in Chatham?

Cultural attractions include Gallery Antonia and Monomoy Theatre, whereas Chatham Lighthouse Beach and Cape Cod Beaches are a couple of picturesque spots to enjoy the outdoors. While here, Chatham Fish Pier and Chatham Lighthouse are other places worth a visit.

What are vacation rentals like in Chatham?

Vacation rentals are privately owned properties you can stay in for several days or longer in Chatham. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.