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Our top choices for Chatham vacation homes

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

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.6 out of 10, Exceptional, (102 reviews)
"We absolutely loved this house, very comfortable, well decorated and welcoming atmosphere. It was exactly what we needed for a weekend getaway. We will be back!"
United States
Margot C.
The price is ¥14,278
¥75,775 total
includes taxes & fees
Apr 22 - Apr 23
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Chatham
10.0 out of 10, Exceptional, (118 reviews)
"Clean, quiet, and great location."
United States
Tyler B.
The price is ¥28,984
¥76,566 total
includes taxes & fees
Apr 27 - Apr 28
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!

Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!
Chatham
10.0 out of 10, Exceptional, (18 reviews)
"Downtown Chatham Gem was perfect for our girls getaway weekend. Parked the cars and walked everywhere. The house was clean, beautifully decorated, and had everything we needed. Loved everything about it and we will definitely be back. "
United States
Claire S.
The price is ¥152,485
¥266,752 total
includes taxes & fees
Apr 21 - Apr 22
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (51 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is ¥20,940
¥93,058 total
includes taxes & fees
Apr 21 - Apr 22
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Newly Renovated Hyannis Home w/ Fire Pit & Yard

Newly Renovated Hyannis Home w/ Fire Pit & Yard
Hyannis
10.0 out of 10, Exceptional, (2 reviews)
"Really enjoyed our stay. Very clean and comfortable home. The communication with the owners was excellent. We would definitely visit again. "
United States
Shawn B.
The price is ¥23,796
¥86,235 total
includes taxes & fees
Apr 21 - Apr 22
Newly Renovated Hyannis Home w/ Fire Pit & Yard

Coastal Haven in West Dennis

Coastal Haven in West Dennis
Dennis
10.0 out of 10, Exceptional, (3 reviews)
"Overall the property was perfect. Great location, super clean and plenty of room for our family of 4. The only negative I can say is that the property is a duplex and that’s not mentioned in the listing. Overall great spot and would stay there again!"
United States
Edward R.
The price is ¥51,304
¥111,389 total
includes taxes & fees
Apr 21 - Apr 22
Coastal Haven in West Dennis

Gray Whale - 3 bedrm/2 bath/gameroom

Gray Whale - 3 bedrm/2 bath/gameroom
Eastham
10.0 out of 10, Exceptional, (3 reviews)
"very well appointed accommodations - great location - helpful amenities. would come back again!"
United States
Leonard
The price is ¥34,395
¥95,105 total
includes taxes & fees
Apr 21 - Apr 22
Gray Whale - 3 bedrm/2 bath/gameroom

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Dennis
9.0 out of 10, Wonderful, (4 reviews)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveler
The price is ¥29,983
¥64,146 total
includes taxes & fees
May 21 - May 22
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Classic Cape House Walking Distance to the Beach - Many recent upgrades

Classic Cape House Walking Distance to the Beach - Many recent upgrades
Chatham
9.8 out of 10, Exceptional, (20 reviews)
"Mary was a wonderful host. The house was clean, close to beach and communication was wonderful! A great, relaxing stay!!"
United States
Kathleen T.
The price is ¥47,592
¥120,195 total
includes taxes & fees
Apr 23 - Apr 24
Classic Cape House Walking Distance to the Beach - Many recent upgrades

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (8 reviews)
"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. "
United States
Kallee M.
The price is ¥24,667
¥81,974 total
includes taxes & fees
May 4 - May 5
Sleeps 2-8/Soaking Tub/FirePit~Burrows

The Alpine/Walk to Beach for 2 or more!

The Alpine/Walk to Beach for 2 or more!
Eastham
9.2 out of 10, Wonderful, (11 reviews)
"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."
United States
Jennifer G.
The price is ¥25,014
¥83,097 total
includes taxes & fees
Apr 21 - Apr 22
The Alpine/Walk to Beach for 2 or more!

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Eastham
10.0 out of 10, Exceptional, (2 reviews)
"The house was beautiful, tucked away, and clean. It was spacious for two families with room for more comfortably. "
United States
michele I.
The price is ¥30,573
¥105,075 total
includes taxes & fees
May 3 - May 4
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Driftmoor~Dog Frndly 3bd/2 bth~Luxe

Driftmoor~Dog Frndly 3bd/2 bth~Luxe
Eastham
The price is ¥29,358
¥88,615 total
includes taxes & fees
Apr 21 - Apr 22
Driftmoor~Dog Frndly 3bd/2 bth~Luxe

Modern Beach & Pond Getaway; Heart of Cape Cod

Modern Beach & Pond Getaway; Heart of Cape Cod
South Yarmouth
10.0 out of 10, Exceptional, (13 reviews)
"Great location and very comfortable rental home. Everything you need is included and the house is well stocked and clean!"
United States
Dennis S.
The price is ¥29,126
¥92,344 total
includes taxes & fees
Apr 27 - Apr 28
Modern Beach & Pond Getaway; Heart of Cape Cod

Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (75 reviews)
"Everything was exactly as described - they provided beach towels and chairs which we used - the property was perfect for our stay"
United States
John N.
The price is ¥49,972
¥128,367 total
includes taxes & fees
Apr 25 - Apr 26
Family Cottage Close to Beach!!

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Barnstable
8.6 out of 10, Excellent, (8 reviews)
"This was an amazing property and our host was awesome and checked in to make sure everything was going well. Would definitely stay here again! Thank you! "
United States
Kim
The price is ¥25,224
¥83,964 total
includes taxes & fees
May 4 - May 5
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (11 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is ¥23,637
¥81,192 total
includes taxes & fees
May 18 - May 19
Cozy Large Home in Harwich with Patio near Wequassett Resort

40 - 4BR Lakeview - Lakeside retreat near GJK View

40 - 4BR Lakeview - Lakeside retreat near GJK View
South Yarmouth
7.6 out of 10, Good, (5 reviews)
"The house was immaculate. The property was picturesque. Neighborhood was stunning. We LOVED this home. "
United States
Mary R.
40 - 4BR Lakeview - Lakeside retreat near GJK View

The Pet-Friendly Surf Shack Hideaway on the Cove

The Pet-Friendly Surf Shack Hideaway on the Cove
Eastham
10.0 out of 10, Exceptional, (23 reviews)
"Our host was very responsive and all the instructions were clear. The house was immaculate and a perfect spot of a winter getaway. Would stay again!"
United States
Anna P.
The price is ¥33,527
¥91,389 total
includes taxes & fees
May 3 - May 4
The Pet-Friendly Surf Shack Hideaway on the Cove

Charming 3 bed room with magnificent views & large deck

Charming 3 bed room with magnificent views & large deck
Barnstable
8.0 out of 10, Very Good, (3 reviews)
"We had a great stay in Hyannis! The location is great for catching a ferry to Nantucket or the vineyard, and Main Street is within walking distance. The backyard is also very peaceful for a cup of coffee in the morning! "
United States
Meghan H.
The price is ¥22,210
¥62,459 total
includes taxes & fees
Apr 27 - Apr 28
Charming 3 bed room with magnificent views & large deck
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

Find out more about Chatham

Chatham Vacation Homes information

Number of reviews
303
Accommodation
2394 Vacation Homes
Lowest Price
¥62,459
Highest Price
¥266,752

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