Search Vacation Homes in Chatham

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Vacation Homes in Chatham

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
9.6 out of 10, Exceptional, (99)
"Stayed here for a weekend with my fiance and our dog and it was perfect. Short 5 minute drive from downtown and all the great restaurants and shopping. Very dog friendly with fenced in backyard. "
$358 nightly
The price is $409
Oct 19 - Oct 20
Total with taxes and fees
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
10.0 out of 10, Exceptional, (114)
"Comfortable and terrific location"
$433 nightly
The price is $496
Oct 20 - Oct 21
Total with taxes and fees
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham
8.6 out of 10, Excellent, (26)
"Our family took our first vacation as a family of 3 and the house was perfect!"
$464 nightly
The price is $531
Oct 21 - Oct 22
Total with taxes and fees
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
4.0 star property
10.0 out of 10, Exceptional, (21)
"We had a lovely time celebrating my wife’s 60th birthday at this beautiful Chatham property. The house fit four generations perfectly, with great spaces to gather, nearby beach access, and a fun swing set for the little ones. The Chatham Bars Inn, where we ate and played tennis, is in easy walking distance. Bill, the property manager, was very responsive. "
$1,867 nightly
The price is $2,137
Oct 28 - Oct 29
Total with taxes and fees
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!
4.0 star property
10.0 out of 10, Exceptional, (17)
"Walk to all the shops and beaches. Quiet neighborhood, yet still in the heart of a beautiful Cape Cod home. Large table on a pretty porch that sits 12 people comfortably. Nice back yard. Very clean. Bill, the owner, was very responsive. You will enjoy your stay here!!"
$1,614 nightly
The price is $1,847
Oct 28 - Oct 29
Total with taxes and fees
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!
Sleeps 2-8/Soaking Tub/FirePit~Burrows
10.0 out of 10, Exceptional, (7)
"Overall, we had a really great stay. The home is in a quiet neighborhood & close to the beach. Everything was clean and as described in the listing. "
$424 nightly
The price is $486
Oct 22 - Oct 23
Total with taxes and fees
Sleeps 2-8/Soaking Tub/FirePit~Burrows
🐚Shell City on Lt Island
9.4 out of 10, Exceptional, (6)
"We had a perfect three night stay. The house is well appointed with comfortable beds, sheets, and towels. We used the bikes and kayaks and everything was in working order. We would gladly stay again!"
$545 nightly
The price is $624
Oct 21 - Oct 22
Total with taxes and fees
🐚Shell City on Lt Island
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
2.0 star property
10.0 out of 10, Exceptional, (23)
"We’d loved our stay. Great house in a great neighborhood. Would love to stay here again!"
$630 nightly
The price is $721
Oct 20 - Oct 21
Total with taxes and fees
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
The Pet-Friendly Surf Shack Hideaway on the Cove
10.0 out of 10, Exceptional, (20)
"Lovely property, spacious and VERY clean..location is ideal..."
$443 nightly
The price is $507
Oct 21 - Oct 22
Total with taxes and fees
The Pet-Friendly Surf Shack Hideaway on the Cove
Sand Bar-Dog Friendly on Cooks Brook Beach
10.0 out of 10, Exceptional, (19)
"Tara and Colin were amazing hosts. The house is perfect for smaller groups and the one minute walk to a gorgeous beach made for great sunsets and an overall exceptional stay! "
$418 nightly
The price is $478
Oct 20 - Oct 21
Total with taxes and fees
Sand Bar-Dog Friendly on Cooks Brook Beach
Gray Whale - 3 bedrm/2 bath/gameroom
10.0 out of 10, Exceptional, (1)
"This is a sweet, clean home at the end of a quiet cul de sac. The place feels clean and fresh, the outdoor shower smelled of new aromatic cedar, and they even had a disc golf basket and disks available for practicing! We arrived to home made cookies from Tara our host in honor of my wife's recent retirement. Wow! Tara and her team have done a great job here, highly recommended."
$493 nightly
The price is $564
Oct 19 - Oct 20
Total with taxes and fees
Gray Whale - 3 bedrm/2 bath/gameroom
Waterfront~Dog Friendly~ Lieutenant's Lodge
10.0 out of 10, Exceptional, (10)
"Our group of 6 stayed at Lieutenant's Lodge in late May/early June -- it is such a great place. Location couldn't be more perfect - stairs down to the beach/flats right out the back door. Kitchen is great, beds and living area were super comfortable. Got stopped at the bridge once by high tide - while waiting we waded in and watched the horseshoe crabs do their thing -- very cool! We highly recommend Lieutenant's Lodge."
$533 nightly
The price is $610
Oct 22 - Oct 23
Total with taxes and fees
Waterfront~Dog Friendly~ Lieutenant's Lodge
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
9.6 out of 10, Exceptional, (50)
"Enjoyed the stay at the house very much. The house was as described and very clean. Great location and we plan on staying again in the future."
$454 nightly
The price is $519
Oct 19 - Oct 20
Total with taxes and fees
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
National Seashore/Updated/Game Room~Blue Pearl
10.0 out of 10, Exceptional, (8)
" We enjoyed our stay at the property. We loved the location. My only issue is two little things. First, the ppropettypropermanager is"
$421 nightly
The price is $482
Oct 20 - Oct 21
Total with taxes and fees
National Seashore/Updated/Game Room~Blue Pearl
New! Island Pines-A Dog Friendly Boutique Oasis
9.4 out of 10, Exceptional, (11)
"Very well kept host was charming."
$500 nightly
The price is $572
Oct 19 - Oct 20
Total with taxes and fees
New! Island Pines-A Dog Friendly Boutique Oasis
Seaside Getaway - Harwichport Beachhouse
9.8 out of 10, Exceptional, (9)
"Great location great property"
$372 nightly
The price is $426
Oct 18 - Oct 19
Total with taxes and fees
Seaside Getaway - Harwichport Beachhouse
Pond House~Waterfront Oasis W/Jacuzzi Tub
10.0 out of 10, Exceptional, (9)
"We had a great stay at the Pond House. Everything was clean and functional. Beds were extremely comfortable! Nice spot for a two night stay."
$411 nightly
The price is $470
Oct 22 - Oct 23
Total with taxes and fees
Pond House~Waterfront Oasis W/Jacuzzi Tub
The Alpine/Walk to Beach for 2 or more!
9.2 out of 10, Wonderful, (11)
"Quiet peaceful location. "
$486 nightly
The price is $556
Oct 20 - Oct 21
Total with taxes and fees
The Alpine/Walk to Beach for 2 or more!
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
9.4 out of 10, Exceptional, (3)
"The home was clean, cool and comfortable. Booking was easy and effortless! Can’t wait to go back!"
$476 nightly
The price is $545
Oct 20 - Oct 21
Total with taxes and fees
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
New! Sandy Point-Private beach/Dog Friendly
10.0 out of 10, Exceptional, (1)
"The little touches included with this listing are what makes the difference between returning to a “house we rented” and returning to a “home away from home”. Thoughtful items like nightlights, labeled light switches (so easy but so useful), and motion sensing lights on the outdoor deck stairs for when you were out later than expected and forgot to leave the outside lights on. The kitchen is well stocked with pots, pans, and all manner of cooking gear. WiFi was super fast all throughout the...
$551 nightly
The price is $630
Oct 19 - Oct 20
Total with taxes and fees
New! Sandy Point-Private beach/Dog Friendly
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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Top Chatham Hotel Reviews

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Chatham Vacation Homes information

Number of reviews
306
Accommodation
2582 Vacation Homes
Lowest Price
$409
Highest Price
$2,137

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