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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Chatham vacation homes

Exterior

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 ￥36,793
￥89,266 total
includes taxes & fees
May 14 - May 15
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Smart TV

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 ￥30,021
￥103,747 total
includes taxes & fees
May 26 - May 27
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Pool

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 ￥21,008
￥77,246 total
includes taxes & fees
May 4 - May 5
Cozy Large Home in Harwich with Patio near Wequassett Resort
Outdoor dining

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 ￥24,359
￥80,592 total
includes taxes & fees
May 6 - May 7
Sleeps 2-8/Soaking Tub/FirePit~Burrows
Beach nearby

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 ￥22,418
￥79,809 total
includes taxes & fees
May 3 - May 4
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Smart TV, fireplace

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 ￥24,188
￥78,784 total
includes taxes & fees
May 3 - May 4
The Pet-Friendly Surf Shack Hideaway on the Cove
Property grounds

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)
"We enjoyed this Cape Cottage, centrally located in mid-cape. Clean with comfortable beds and host is very helpful. We will be back!"
United States
Linda P.
The price is ￥29,609
￥62,987 total
includes taxes & fees
May 21 - May 22
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Smart TV, fireplace, books

Modern Beach & Pond Getaway; Heart of Cape Cod

Modern Beach & Pond Getaway; Heart of Cape Cod
South Yarmouth
10.0 out of 10, Exceptional, (15 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 ￥28,763
￥90,296 total
includes taxes & fees
May 6 - May 7
Modern Beach & Pond Getaway; Heart of Cape Cod
Property grounds

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 ￥33,965
￥93,021 total
includes taxes & fees
May 6 - May 7
Gray Whale - 3 bedrm/2 bath/gameroom
Property grounds

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 ￥25,066
￥65,804 total
includes taxes & fees
May 2 - May 3
Charming 3 bed room with magnificent views & large deck
Beach nearby

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 ￥26,247
￥83,111 total
includes taxes & fees
May 6 - May 7
The Alpine/Walk to Beach for 2 or more!
Smart TV, fireplace, books

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 ￥50,915
￥123,718 total
includes taxes & fees
May 3 - May 4
Classic Cape House Walking Distance to the Beach - Many recent upgrades
Smart TV, fireplace

Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Eastham
9.6 out of 10, Exceptional, (4 reviews)
"The home was clean, cool and comfortable. Booking was easy and effortless! Can’t wait to go back!"
United States
Kim S.
The price is ￥24,359
￥81,310 total
includes taxes & fees
May 18 - May 19
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
On the beach

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 ￥31,221
￥83,426 total
includes taxes & fees
May 6 - May 7
Sand Bar-Dog Friendly on Cooks Brook Beach
Interior

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 ￥29,335
￥88,440 total
includes taxes & fees
May 27 - May 28
New! Island Pines-A Dog Friendly Boutique Oasis
Smart TV, fireplace

Coastal Haven in West Dennis

Coastal Haven in West Dennis
Dennis
10.0 out of 10, Exceptional, (3 reviews)
"This was a great place to stay and relax, just a short walk to the beach and quick drive to great restaurants and activities. Highly recommend!!"
United States
Melissa J.
The price is ￥50,664
￥109,999 total
includes taxes & fees
May 2 - May 3
Coastal Haven in West Dennis
Dining

Ebb Tide~3b/2b and dog friendly for 2-10

Ebb Tide~3b/2b and dog friendly for 2-10
Wellfleet
8.0 out of 10, Very Good, (2 reviews)
"Great stay. Kind extra touches of hospitality appreciated!"
United States
Ross M.
The price is ￥27,619
￥85,939 total
includes taxes & fees
May 6 - May 7
Ebb Tide~3b/2b and dog friendly for 2-10
Exterior

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 ￥49,348
￥128,020 total
includes taxes & fees
May 2 - May 3
Family Cottage Close to Beach!!
On the beach

Waterfront~Dog Friendly~ Lieutenant's Lodge

Waterfront~Dog Friendly~ Lieutenant's Lodge
Wellfleet
10.0 out of 10, Exceptional, (11 reviews)
"Great home for a relaxing weekend"
United States
Mike B.
The price is ￥41,170
￥107,362 total
includes taxes & fees
May 6 - May 7
Waterfront~Dog Friendly~ Lieutenant's Lodge
Dining

National Seashore/Updated/Game Room~Blue Pearl

National Seashore/Updated/Game Room~Blue Pearl
Eastham
10.0 out of 10, Exceptional, (9 reviews)
"The house was exactly as advertised and location was great. Host was very easy to communicate with and responded quickly when contacted. I have nothing but positives for our stay. Looking forward to staying here again."
United States
Susan N.
The price is ￥23,845
￥78,032 total
includes taxes & fees
May 6 - May 7
National Seashore/Updated/Game Room~Blue Pearl
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

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

6/10 Okay
"Convenient location. Dining right inside. We did not use the pool but it looked fun. "
Sheena 1-night trip
Posted 4 hours ago
Margaritaville Resort Cape Cod

Find out more about Chatham

Chatham Vacation Homes information

Number of reviews
295
Accommodation
2394 Vacation Homes
Lowest Price
￥62,987
Highest Price
￥128,020

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