Search Vacation Homes in Chatham

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Nov 28 - Nov 30
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Dec 5 - Dec 7
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Dec 19 - Dec 21
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Jan 16 - Jan 18

Vacation Homes in Chatham

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

Vacation Home in 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.
$362 nightly
The price is $414
Nov 30 - Dec 1
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

Vacation Home in Chatham

10.0 out of 10, Exceptional, (115)
"Comfortable and terrific location"
United States
Barry L.
$431 nightly
The price is $493
Nov 22 - Nov 23
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

Vacation Home in 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.
$469 nightly
The price is $537
Dec 1 - Dec 2
Total with taxes and fees
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham
Exterior
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

Vacation Home in Chatham

4.0 star property
10.0 out of 10, Exceptional, (21)
"It was a great experience. Beautiful house and location. Couldn’t have asked for anything better. "
United States
Anonymous traveler
$1,922 nightly
The price is $2,200
Dec 4 - Dec 5
Total with taxes and fees
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
Fridge, microwave, oven, stovetop
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!

Vacation Home in Chatham

4.0 star property
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.
$1,754 nightly
The price is $2,007
Dec 9 - Dec 10
Total with taxes and fees
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!
Fridge, microwave, oven, stovetop
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Vacation Home in West Brewster

2.0 star property
10.0 out of 10, Exceptional, (24)
"This home is a perfect summer rental for a family. We had a wonderful week."
United States
Jodi C.
$583 nightly
The price is $667
Dec 9 - Dec 10
Total with taxes and fees
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Outdoor dining
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Vacation Home in Dennis

10.0 out of 10, Exceptional, (176)
"Just got back from our stay in this house and we had an amazing time. The house was clean, check-in/check out instructions were clear. Perfect spot to stay for a Cape getaway! Will definitely stay there again."
United States
Heather O.
$273 nightly
The price is $313
Nov 22 - Nov 23
Total with taxes and fees
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Smart TV, fireplace
The Pet-Friendly Surf Shack Hideaway on the Cove

Vacation Home in Eastham

10.0 out of 10, Exceptional, (21)
"Lovely property, spacious and VERY clean..location is ideal..."
United States
Kathy M.
$439 nightly
The price is $502
Nov 30 - Dec 1
Total with taxes and fees
The Pet-Friendly Surf Shack Hideaway on the Cove
Fridge, microwave, oven, stovetop
Sand Bar-Dog Friendly on Cooks Brook Beach

Vacation Home in Eastham

10.0 out of 10, Exceptional, (23)
"We had the most wonderful week at the Sandbar. The check in/out process was flawless. The location is ideal. The sunsets were magnificent. Would definitely recommend. "
United States
Holly M.
$424 nightly
The price is $485
Nov 23 - Nov 24
Total with taxes and fees
Sand Bar-Dog Friendly on Cooks Brook Beach
Property grounds
Modern & Comfy Family Oasis ~ Games, Backyard, BBQ

Vacation Home in Dennis

9.2 out of 10, Wonderful, (7)
"Five star because hosts were very responsive and truly went out of their way to make sure our stay was comfortable and enjoyable. Mid cape location is perfect for all the beaches we visit and biking we do. "
United States
Mark L.
$491 nightly
The price is $562
Dec 1 - Dec 2
Total with taxes and fees
Modern & Comfy Family Oasis ~ Games, Backyard, BBQ
Outdoor dining
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Vacation Home in Wellfleet

10.0 out of 10, Exceptional, (74)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
$376 nightly
The price is $430
Nov 30 - Dec 1
Total with taxes and fees
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Marina
Lovely House 5 Min to Beach with Deck, Grill, Garage

Vacation Home in Eastham

10.0 out of 10, Exceptional, (1)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
$439 nightly
The price is $486
Dec 1 - Dec 2
Total with taxes and fees
Lovely House 5 Min to Beach with Deck, Grill, Garage
Beach
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Vacation Home in Dennis

2.0 star property
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
Nov 30 - Dec 1
Total with taxes and fees
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Interior
National Seashore/Updated/Game Room~Blue Pearl

Vacation Home in 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.
$427 nightly
The price is $489
Dec 7 - Dec 8
Total with taxes and fees
National Seashore/Updated/Game Room~Blue Pearl
Fridge, microwave, oven, stovetop
Pond House~Waterfront Oasis W/Jacuzzi Tub

Vacation Home in Eastham

10.0 out of 10, Exceptional, (10)
"Beautiful spot ! House was clean and well equipped. "
United States
Cynthia P.
$440 nightly
The price is $503
Dec 7 - Dec 8
Total with taxes and fees
Pond House~Waterfront Oasis W/Jacuzzi Tub
Interior
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

Vacation Home in Eastham

9.6 out of 10, Exceptional, (4)
"The home was clean, cool and comfortable. Booking was easy and effortless! Can’t wait to go back!"
United States
Kim S.
$440 nightly
The price is $504
Dec 1 - Dec 2
Total with taxes and fees
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Outdoor dining
Sleeps 2-8/Soaking Tub/FirePit~Burrows

Vacation Home in 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.
$440 nightly
The price is $504
Dec 8 - Dec 9
Total with taxes and fees
Sleeps 2-8/Soaking Tub/FirePit~Burrows
Beach nearby
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Vacation Home in Barnstable

8.6 out of 10, Excellent, (8)
"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
$469 nightly
The price is $519
Nov 23 - Nov 24
Total with taxes and fees
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Fridge, microwave, oven, stovetop
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Vacation Home in West Brewster

9.6 out of 10, Exceptional, (50)
"Clean, lots of space, great location"
United States
Jenna M. B.
$461 nightly
The price is $528
Nov 30 - Dec 1
Total with taxes and fees
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
House | 3 bedrooms
Coastal Haven in West Dennis -15

Vacation Home in West Dennis

2.0 star property
$725 nightly
The price is $850
Dec 6 - Dec 7
Total with taxes and fees
Coastal Haven in West Dennis -15
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

Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"Great place..Friday wonderful breakfast, clean as always. Have stayed here 6 timmes Never disappointed "
Donna 2-night trip
Posted 2 days ago
Bayside Resort Hotel

Find out more about Chatham

Chatham Vacation Homes information

Number of reviews
565
Accommodation
2582 Vacation Homes
Lowest Price
$313
Highest Price
$2,200

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