Search Vacation Homes in Chatham

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Chatham vacation homes

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

Chatham
9.6 out of 10, Exceptional, (101)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is AED 327
AED 1,495 total
includes taxes & fees
14 Dec - 15 Dec
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

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

Chatham
10.0 out of 10, Exceptional, (115)
"Comfortable and terrific location"
United States
Barry L.
The price is AED 661
AED 1,803 total
includes taxes & fees
11 Dec - 12 Dec
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham

Chatham
8.6 out of 10, Excellent, (26)
"This was a very nice place to stay, the location was perfect. A short walk to town and centrally located on the Cape as a whole. This home had all of the amenities need for a comfortable stay."
United States
Jeffrey A.
The price is AED 735
AED 1,934 total
includes taxes & fees
15 Dec - 16 Dec
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham

Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

4.0 star property
Chatham
10.0 out of 10, Exceptional, (21)
"House was wonderful with plenty of room. Great outdoor spaces with a deck and patio. Very convenient location. Host responsive to our needs. Would definitely stay again. "
United States
Sally S.
The price is AED 5,547
AED 8,811 total
includes taxes & fees
14 Dec - 15 Dec
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

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

4.0 star property
Chatham
10.0 out of 10, Exceptional, (18)
"Walk to all the shops and beaches. Quiet neighborhood, yet still in the heart of a beautiful Cape Cod home. Large table on a pretty porch that sits 12 people comfortably. Nice back yard. Very clean. Bill, the owner, was very responsive. You will enjoy your stay here!!"
United States
Diane C.
The price is AED 3,831
AED 6,373 total
includes taxes & fees
16 Dec - 17 Dec
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

2.0 star property
West Brewster
10.0 out of 10, Exceptional, (25)
"Beautiful, well appointed home ideally situated for exploring all the Cape has to offer from the Canal to Provincetown. Very enjoyable and relaxing vacation venue."
United States
Art T.
The price is AED 459
AED 2,522 total
includes taxes & fees
12 Dec - 13 Dec
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Cozy Large Home in Harwich with Patio near Wequassett Resort

Harwich
9.8 out of 10, Exceptional, (11)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is AED 547
AED 1,863 total
includes taxes & fees
12 Dec - 13 Dec
Cozy Large Home in Harwich with Patio near Wequassett Resort

The Pet-Friendly Surf Shack Hideaway on the Cove

Eastham
10.0 out of 10, Exceptional, (21)
"Lovely property, spacious and VERY clean..location is ideal..."
United States
Kathy M.
The price is AED 591
AED 1,837 total
includes taxes & fees
11 Dec - 12 Dec
The Pet-Friendly Surf Shack Hideaway on the Cove

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

Dennis
9.8 out of 10, Exceptional, (177)
"Excellent property, super clean and location is perfect! "
United States
Karen B.
The price is AED 364
AED 1,194 total
includes taxes & fees
28 Dec - 29 Dec
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

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

Eastham
10.0 out of 10, Exceptional, (1)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is AED 547
AED 1,785 total
includes taxes & fees
22 Dec - 23 Dec
Lovely House 5 Min to Beach with Deck, Grill, Garage

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

2.0 star property
Dennis
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveler
The price is AED 511
AED 1,245 total
includes taxes & fees
15 Dec - 16 Dec
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

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

West Brewster
9.6 out of 10, Exceptional, (50)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is AED 485
AED 1,903 total
includes taxes & fees
14 Dec - 15 Dec
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Eastham
10.0 out of 10, Exceptional, (7)
"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 AED 575
AED 1,865 total
includes taxes & fees
11 Dec - 12 Dec
Sleeps 2-8/Soaking Tub/FirePit~Burrows

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Wellfleet
10.0 out of 10, Exceptional, (75)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is AED 512
AED 1,591 total
includes taxes & fees
17 Dec - 18 Dec
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Family Cottage Close to Beach!!

Harwichport
9.8 out of 10, Exceptional, (75)
"Check in was easy, loved the back yard and kitchen. Clean lovely space. Easy to get to beaches and town. We had a great vacation in Harwich!"
United States
Jeannine A.
The price is AED 697
AED 2,236 total
includes taxes & fees
11 Dec - 12 Dec
Family Cottage Close to Beach!!

Sand Bar-Dog Friendly on Cooks Brook Beach

Eastham
10.0 out of 10, Exceptional, (23)
"Lovely time!"
United States
Joan W.
The price is AED 639
AED 1,783 total
includes taxes & fees
16 Dec - 17 Dec
Sand Bar-Dog Friendly on Cooks Brook Beach

National Seashore/Updated/Game Room~Blue Pearl

Eastham
10.0 out of 10, Exceptional, (8)
" We enjoyed our stay at the property. We loved the location. My only issue is two little things. First, the ppropettypropermanager is"
United States
Richard M.
The price is AED 571
AED 1,814 total
includes taxes & fees
11 Dec - 12 Dec
National Seashore/Updated/Game Room~Blue Pearl

Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!

Yarmouth
10.0 out of 10, Exceptional, (13)
"We rented this house for a family vacation and would without a doubt rent it again! Everything you can possibly need was at the house. If you needed anything additional the host was very responsive and there to assist. We loved the time we got to spend here together. "
United States
Cara B.
The price is AED 511
AED 2,274 total
includes taxes & fees
11 Dec - 12 Dec
Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!

WALK to the Beach + FirePit, Bikes, Paddleboards - Modern House

Yarmouth
10.0 out of 10, Exceptional, (3)
"The property is just beautiful. It is in such a nice area and we really enjoyed our stay! Thank you so much"
United States
Hailey B.
The price is AED 511
AED 1,700 total
includes taxes & fees
11 Dec - 12 Dec
WALK to the Beach + FirePit, Bikes, Paddleboards - Modern House

Modern Beach & Pond Getaway; Heart of Cape Cod

South Yarmouth
10.0 out of 10, Exceptional, (12)
"Great stay!"
United States
Kevin B.
The price is AED 592
AED 2,031 total
includes taxes & fees
13 Dec - 14 Dec
Modern Beach & Pond Getaway; Heart of Cape Cod
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chatham Hotel Reviews