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Our top choices for Chatham vacation homes

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, (119 reviews)
"Clean, quiet, and great location."
United States
Tyler B.
The price is ¥38,306
¥90,183 total
includes taxes & fees
May 2 - May 3
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 ¥160,398
¥277,536 total
includes taxes & fees
Apr 29 - Apr 30
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!

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 ¥34,562
¥95,567 total
includes taxes & fees
Apr 30 - May 1
Gray Whale - 3 bedrm/2 bath/gameroom

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 ¥47,823
¥120,050 total
includes taxes & fees
Apr 30 - May 1
Classic Cape House Walking Distance to the Beach - Many recent upgrades

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 ¥50,205
¥130,242 total
includes taxes & fees
May 6 - May 7
Family Cottage Close to Beach!!

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 ¥30,548
¥104,839 total
includes taxes & fees
May 3 - May 4
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Modern Beach & Pond Getaway; Heart of Cape Cod

Modern Beach & Pond Getaway; Heart of Cape Cod
South Yarmouth
10.0 out of 10, Exceptional, (14 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 ¥29,268
¥92,246 total
includes taxes & fees
Apr 29 - Apr 30
Modern Beach & Pond Getaway; Heart of Cape Cod

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 ¥51,553
¥111,201 total
includes taxes & fees
Apr 29 - Apr 30
Coastal Haven in West Dennis

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 ¥24,438
¥79,967 total
includes taxes & fees
Apr 29 - Apr 30
The Pet-Friendly Surf Shack Hideaway on the Cove

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 ¥23,748
¥81,571 total
includes taxes & fees
May 6 - May 7
Cozy Large Home in Harwich with Patio near Wequassett Resort

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (8 reviews)
"We went with a small group of friends and everything was amazing. The property is beautiful and well located. We had everything that we needed and the communication con the owner was good."
United States
Lourdes P.
The price is ¥24,957
¥82,557 total
includes taxes & fees
May 5 - May 6
Sleeps 2-8/Soaking Tub/FirePit~Burrows

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 ¥22,317
¥62,761 total
includes taxes & fees
Apr 29 - Apr 30
Charming 3 bed room with magnificent views & large deck

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 ¥25,341
¥84,355 total
includes taxes & fees
May 5 - May 6
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

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.
The price is ¥38,888
¥97,600 total
includes taxes & fees
Apr 29 - Apr 30
40 - 4BR Lakeview - Lakeside retreat near GJK View

New! Island Pines-A Dog Friendly Boutique Oasis

New! Island Pines-A Dog Friendly Boutique Oasis
Wellfleet
9.4 out of 10, Exceptional, (12 reviews)
"Loved the place. Very clean and updated. You have to time the tides because it is on an island, but that was fine for us. "
United States
Brian F.
The price is ¥29,674
¥88,696 total
includes taxes & fees
Apr 29 - Apr 30
New! Island Pines-A Dog Friendly Boutique Oasis

Driftmoor~Dog Frndly 3bd/2 bth~Luxe

Driftmoor~Dog Frndly 3bd/2 bth~Luxe
Eastham
The price is ¥29,500
¥88,314 total
includes taxes & fees
May 3 - May 4
Driftmoor~Dog Frndly 3bd/2 bth~Luxe

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Dennis
The price is ¥21,377
¥74,507 total
includes taxes & fees
Apr 29 - Apr 30
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach
Eastham
10.0 out of 10, Exceptional, (27 reviews)
"The house is adorable. Great location. Would love to stay again!"
United States
Laura G.
The price is ¥33,341
¥87,238 total
includes taxes & fees
May 6 - May 7
Sand Bar-Dog Friendly on Cooks Brook Beach
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
276
Accommodation
2394 Vacation Homes
Lowest Price
¥62,761
Highest Price
¥277,536

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