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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 AED 345
AED 1,812 total
includes taxes & fees
21 May - 22 May
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, (119 reviews)
"Clean, quiet, and great location."
United States
Tyler B.
The price is AED 922
AED 2,102 total
includes taxes & fees
26 May - 27 May
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK

Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK
Chatham
10.0 out of 10, Exceptional, (12 reviews)
"We just spent a week at the Walk2Beach house in Chatham. The house was excellent. It has a modern, bright, open layout. The outdoor spaces and pool were a hit with the whole family. The location was great and very close to all the action on Main Street in Chatham."
United States
Mike F.
The price is AED 3,188
AED 5,758 total
includes taxes & fees
21 May - 22 May
Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK

Luxury Chatham Retreat. Walk to Main St & Beach

Luxury Chatham Retreat. Walk to Main St & Beach
Chatham
10.0 out of 10, Exceptional, (1 review)
"Beautiful house in a great location in Chatham! Walking distance to shops and restaurants. The house was well-stocked with everything we needed and the beds were so comfortable. We really enjoyed our stay here!"
United States
Maggie K.
Luxury Chatham Retreat. Walk to Main St & Beach

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 AED 3,461
AED 6,084 total
includes taxes & fees
26 May - 27 May
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!

Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!

Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!
Eastham
10.0 out of 10, Exceptional, (5 reviews)
"Welcoming, cozy and ergonomic cottage equiped with everything you need for a summer vacation! We enjoyed our stay very much! Thank you!"
United States
Kate D.
Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!

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 AED 704
AED 2,424 total
includes taxes & fees
25 May - 26 May
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

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 AED 571
AED 1,906 total
includes taxes & fees
25 May - 26 May
Sleeps 2-8/Soaking Tub/FirePit~Burrows

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 AED 485
AED 2,242 total
includes taxes & fees
27 May - 28 May
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

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 AED 583
AED 1,878 total
includes taxes & fees
26 May - 27 May
The Pet-Friendly Surf Shack Hideaway on the Cove

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 AED 1,102
AED 2,766 total
includes taxes & fees
23 May - 24 May
Classic Cape House Walking Distance to the Beach - Many recent upgrades

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 AED 796
AED 2,189 total
includes taxes & fees
21 May - 22 May
Gray Whale - 3 bedrm/2 bath/gameroom

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (24 reviews)
"Loved this property. "
United States
Carol S.
The price is AED 386
AED 1,788 total
includes taxes & fees
26 May - 27 May
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

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 AED 551
AED 1,903 total
includes taxes & fees
25 May - 26 May
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (10 reviews)
"Great location. Good central location to explore the area."
United States
Robyn L.
Cape Cod's "Beach Rose"

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, (12 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is AED 694
AED 2,017 total
includes taxes & fees
8 Jun - 9 Jun
Cozy Large Home in Harwich with Patio near Wequassett Resort

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 AED 1,157
AED 2,972 total
includes taxes & fees
25 May - 26 May
Family Cottage Close to Beach!!

Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
Harwich
The price is AED 1,240
AED 1,818 total
includes taxes & fees
28 May - 29 May
Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

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 Alpine/Walk to Beach for 2 or more!

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 AED 571
AED 1,906 total
includes taxes & fees
27 May - 28 May
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
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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