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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)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is AED 896
AED 2,683 total
includes taxes & fees
10 Jun - 11 Jun
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

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

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

Great for Families! Brewster Home 6 Mi to Beach

Great for Families! Brewster Home 6 Mi to Beach
Brewster
10.0 out of 10, Exceptional, (6 reviews)
"The kitchen was well stocked. The Beds were comfortable. "
United States
Stacey P.
The price is AED 382
AED 2,551 total
includes taxes & fees
11 Jun - 12 Jun
Great for Families! Brewster Home 6 Mi to Beach

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)
"We loved the house. Simple and comfortable, exactly what we needed to relax. thank you."
United States
Michael M.
The price is AED 775
AED 2,671 total
includes taxes & fees
16 Jun - 17 Jun
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (13 reviews)
"Very clean, great place for kids!"
United States
Ruth
The price is AED 645
AED 834 total
includes taxes & fees
11 Jun - 12 Jun
Cape Cod's "Beach Rose"

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 AED 1,022
AED 2,493 total
includes taxes & fees
11 Jun - 12 Jun
The Alpine/Walk to Beach for 2 or more!

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
10 Jun - 11 Jun
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!
Chatham
9.2 out of 10, Wonderful, (15 reviews)
"Very close to the beach, great little neighborhood in a quiet part of Chatham"
United States
Alex R.
The price is AED 2,112
AED 4,552 total
includes taxes & fees
15 Jun - 16 Jun
Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!

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
8.8 out of 10, Excellent, (9 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 621
AED 1,989 total
includes taxes & fees
14 Jun - 15 Jun
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Dennis Port
The price is AED 511
AED 1,935 total
includes taxes & fees
30 Jun - 1 Jul
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

New! Chatham Cottage- 1 Mile to Downtown & Beaches

New! Chatham Cottage- 1 Mile to Downtown & Beaches
Chatham
9.8 out of 10, Exceptional, (11 reviews)
"Close to tpwn beach very clean great for us and pups sweet lplace"
United States
Deanna M.
The price is AED 1,358
AED 2,719 total
includes taxes & fees
22 Jun - 23 Jun
New! Chatham Cottage- 1 Mile to Downtown & Beaches

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 AED 1,242
AED 2,658 total
includes taxes & fees
13 Jun - 14 Jun
Coastal Haven in West Dennis

New Home in the heart of South Dennis

New Home in the heart of South Dennis
Dennis
9.8 out of 10, Exceptional, (13 reviews)
"Very nice house and responsive host. Very clean and new towels great beds etc "
United States
kristen m.
The price is AED 1,157
AED 3,418 total
includes taxes & fees
17 Jun - 18 Jun
New Home in the heart of South Dennis

Lovely House 5 Min to Beach with Deck, Grill, Garage

Lovely House 5 Min to Beach with Deck, Grill, Garage
Eastham
10.0 out of 10, Exceptional, (3 reviews)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is AED 526
AED 1,770 total
includes taxes & fees
11 Jun - 12 Jun
Lovely House 5 Min to Beach with Deck, Grill, Garage

Cape Cod Farmhouse 1800s Charm

Cape Cod Farmhouse 1800s Charm
Dennis
The price is AED 1,452
AED 3,319 total
includes taxes & fees
11 Jun - 12 Jun
Cape Cod Farmhouse 1800s Charm

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 3,002 total
includes taxes & fees
14 Jun - 15 Jun
Family Cottage Close to Beach!!

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Dennis
10.0 out of 10, Exceptional, (191 reviews)
"Good location, pet friendly and clean"
United States
Megan R.
The price is AED 459
AED 1,324 total
includes taxes & fees
26 Jun - 27 Jun
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Charming 3 bed room with magnificent views & large deck

Charming 3 bed room with magnificent views & large deck
Barnstable
8.8 out of 10, Excellent, (5 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 AED 514
AED 1,446 total
includes taxes & fees
10 Jun - 11 Jun
Charming 3 bed room with magnificent views & large deck

Entire Hyannis Home - Near Downtown & Beaches

Entire Hyannis Home - Near Downtown & Beaches
Barnstable
10.0 out of 10, Exceptional, (1 review)
"We had a fantastic stay! The property was extremely clean from top to bottom, which immediately made us feel comfortable settling in. The beds and linens were incredibly comfortable and we all slept great.The location was also a huge plus. It is close to great restaurants, local events and plenty to do in the area, making it easy to get around and enjoy everything nearby.The host was extremely communicative and responsive, which made the whole experience smooth and stress free from booking...
United States
Bethany P.
The price is AED 698
AED 1,850 total
includes taxes & fees
10 Jun - 11 Jun
Entire Hyannis Home - Near Downtown & Beaches
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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