Search Vacation Homes in Chatham

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Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Chatham vacation homes

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

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, (101)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
$355 nightly
The price is $406
Dec 14 - Dec 15
Total with taxes and fees
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Beach nearby, sun loungers
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

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, (115)
"Comfortable and terrific location"
United States
Barry L.
$429 nightly
The price is $491
Dec 14 - Dec 15
Total with taxes and fees
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
2 bedrooms, iron/ironing board, WiFi, bed sheets
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham

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

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.
$459 nightly
The price is $525
Dec 15 - Dec 16
Total with taxes and fees
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham
Fridge, microwave, oven, stovetop
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!

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.
$1,447 nightly
The price is $1,656
Dec 14 - Dec 15
Total with taxes and fees
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!
Exterior
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

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

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.
$1,908 nightly
The price is $2,183
Dec 14 - Dec 15
Total with taxes and fees
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
Fridge, microwave, oven, stovetop
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

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

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)
"Lovely house with nice location."
United States
amy d.
$604 nightly
The price is $692
Dec 14 - Dec 15
Total with taxes and fees
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Exterior
Cozy Large Home in Harwich with Patio near Wequassett Resort

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)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
$457 nightly
The price is $506
Dec 14 - Dec 15
Total with taxes and fees
Cozy Large Home in Harwich with Patio near Wequassett Resort
Fridge, microwave, oven, stovetop
Coastal Haven in West Dennis

Coastal Haven in West Dennis

Coastal Haven in West Dennis
2.0 star property
Dennis
10.0 out of 10, Exceptional, (3)
"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.
$564 nightly
The price is $613
Dec 14 - Dec 15
Total with taxes and fees
Coastal Haven in West Dennis
Smart TV, fireplace
The Pet-Friendly Surf Shack Hideaway on the Cove

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, (21)
"Lovely property, spacious and VERY clean..location is ideal..."
United States
Kathy M.
$437 nightly
The price is $500
Dec 18 - Dec 19
Total with taxes and fees
The Pet-Friendly Surf Shack Hideaway on the Cove
Beach
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

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

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
$306 nightly
The price is $339
Dec 15 - Dec 16
Total with taxes and fees
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Fridge, microwave, oven, stovetop
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

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.
$452 nightly
The price is $517
Dec 14 - Dec 15
Total with taxes and fees
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Outdoor dining
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

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

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.
$379 nightly
The price is $433
Dec 14 - Dec 15
Total with taxes and fees
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Fridge, microwave, oven, stovetop
Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach
Eastham
10.0 out of 10, Exceptional, (23)
"Lovely time!"
United States
Joan W.
$464 nightly
The price is $531
Dec 21 - Dec 22
Total with taxes and fees
Sand Bar-Dog Friendly on Cooks Brook Beach
Fridge, microwave, oven, stovetop
3BR, central air, washer & dryer, grill, near ocean beaches & freshwater ponds

3BR, central air, washer & dryer, grill, near ocean beaches & freshwater ponds

3BR, central air, washer & dryer, grill, near ocean beaches & freshwater ponds
Harwich
10.0 out of 10, Exceptional, (13)
"Lovely, well-maintained home! Everything in the house was clean, organized, and labeled. The hosts were excellent communicators and responded efficiently when we had questions. Exactly what our family was looking for during our stay on the Cape. "
United States
Melissa V.
$508 nightly
The price is $581
Dec 14 - Dec 15
Total with taxes and fees
3BR, central air, washer & dryer, grill, near ocean beaches & freshwater ponds
Smart TV, fireplace, books
Modern Beach & Pond Getaway; Heart of Cape Cod

Modern Beach & Pond Getaway; Heart of Cape Cod

Modern Beach & Pond Getaway; Heart of Cape Cod
South Yarmouth
10.0 out of 10, Exceptional, (12)
"Great stay!"
United States
Kevin B.
$478 nightly
The price is $547
Dec 14 - Dec 15
Total with taxes and fees
Modern Beach & Pond Getaway; Heart of Cape Cod
Outdoor dining
Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows

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.
$441 nightly
The price is $505
Dec 18 - Dec 19
Total with taxes and fees
Sleeps 2-8/Soaking Tub/FirePit~Burrows
Outdoor dining
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

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.
$273 nightly
The price is $313
Dec 28 - Dec 29
Total with taxes and fees
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Marina
Lovely House 5 Min to Beach with Deck, Grill, Garage

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, (1)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
$440 nightly
The price is $487
Dec 22 - Dec 23
Total with taxes and fees
Lovely House 5 Min to Beach with Deck, Grill, Garage
Interior
National Seashore/Updated/Game Room~Blue Pearl

National Seashore/Updated/Game Room~Blue Pearl

National Seashore/Updated/Game Room~Blue Pearl
Eastham
10.0 out of 10, Exceptional, (8)
"Best rental we have stayed in on Cape, and we go every year. Exceptionally clean, comfortable. I can not say enough about it. Great location as well. What stood out the most was the high quality linens, as well as comfortable mattresses. It is very well kept with attention to detail. The grill and appliances were also of a higher quality and made it a pleasure to cook. Will absolutely stay at Blue Pearl again. "
United States
Nicole V.
$430 nightly
The price is $493
Dec 18 - Dec 19
Total with taxes and fees
National Seashore/Updated/Game Room~Blue Pearl
Fridge, microwave, oven, stovetop
Pond House~Waterfront Oasis W/Jacuzzi Tub

Pond House~Waterfront Oasis W/Jacuzzi Tub

Pond House~Waterfront Oasis W/Jacuzzi Tub
Eastham
10.0 out of 10, Exceptional, (10)
"Beautiful spot ! House was clean and well equipped. "
United States
Cynthia P.
$444 nightly
The price is $508
Dec 18 - Dec 19
Total with taxes and fees
Pond House~Waterfront Oasis W/Jacuzzi Tub
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

Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Helpful staff & food & drinks were great ! "
glen 1-night trip
Posted 2 days ago
Chatham Bars Inn

Find out more about Chatham

Chatham Vacation Homes information

Number of reviews
592
Accommodation
2470 Vacation Homes
Lowest Price
$313
Highest Price
$2,183

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