Search Vacation Homes in Chatham

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Oct 31 - Nov 2
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Nov 7 - Nov 9
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Nov 21 - Nov 23
In two months
Dec 19 - Dec 21

Vacation Homes in Chatham

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
9.6 out of 10, Exceptional, (99)
"Stayed here for a weekend with my fiance and our dog and it was perfect. Short 5 minute drive from downtown and all the great restaurants and shopping. Very dog friendly with fenced in backyard. "
United States
Mike D.
$358 nightly
The price is $409
Oct 27 - Oct 28
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
10.0 out of 10, Exceptional, (114)
"Comfortable and terrific location"
United States
Barry L.
$433 nightly
The price is $496
Oct 23 - Oct 24
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
8.6 out of 10, Excellent, (26)
"Our family took our first vacation as a family of 3 and the house was perfect!"
United States
Cara A.
$463 nightly
The price is $530
Oct 27 - Oct 28
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
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
4.0 star property
10.0 out of 10, Exceptional, (21)
"We had a lovely time celebrating my wife’s 60th birthday at this beautiful Chatham property. The house fit four generations perfectly, with great spaces to gather, nearby beach access, and a fun swing set for the little ones. The Chatham Bars Inn, where we ate and played tennis, is in easy walking distance. Bill, the property manager, was very responsive. "
United States
Pierre V.
$1,834 nightly
The price is $2,099
Oct 28 - Oct 29
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!
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!
4.0 star property
10.0 out of 10, Exceptional, (17)
"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.
$1,549 nightly
The price is $1,773
Oct 23 - Oct 24
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!
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
2.0 star property
10.0 out of 10, Exceptional, (24)
"Very nice house and neighborhood. We enjoyed our stay very much and hope to return next year!"
United States
Lisa D.
$562 nightly
The price is $643
Nov 18 - Nov 19
Total with taxes and fees
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Beach nearby
Seaside Getaway - Harwichport Beachhouse
Seaside Getaway - Harwichport Beachhouse
9.8 out of 10, Exceptional, (9)
"Great location great property"
United States
Glenn M.
$362 nightly
The price is $414
Oct 24 - Oct 25
Total with taxes and fees
Seaside Getaway - Harwichport Beachhouse
Fridge, microwave, oven, stovetop
Sand Bar-Dog Friendly on Cooks Brook Beach
Sand Bar-Dog Friendly on Cooks Brook Beach
10.0 out of 10, Exceptional, (20)
"The house was comfortable and proximity to the beach was great. Hosts were attentive and friendly. Thanks for a great stay"
United States
M G.
$423 nightly
The price is $484
Oct 23 - Oct 24
Total with taxes and fees
Sand Bar-Dog Friendly on Cooks Brook Beach
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
9.6 out of 10, Exceptional, (50)
"Clean, lots of space, great location"
United States
Jenna M. B.
$453 nightly
The price is $518
Oct 26 - Oct 27
Total with taxes and fees
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
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
10.0 out of 10, Exceptional, (173)
"Had a wonderful time during our stay. Great communication, property, etc! Awesome beach and restaurant recommendations provided. "
United States
Anonymous traveler
$301 nightly
The price is $344
Nov 1 - Nov 2
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
The Pet-Friendly Surf Shack Hideaway on the Cove
10.0 out of 10, Exceptional, (20)
"Lovely property, spacious and VERY clean..location is ideal..."
United States
Kathy M.
$443 nightly
The price is $507
Oct 23 - Oct 24
Total with taxes and fees
The Pet-Friendly Surf Shack Hideaway on the Cove
Interior
National Seashore/Updated/Game Room~Blue Pearl
National Seashore/Updated/Game Room~Blue Pearl
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.
$431 nightly
The price is $494
Oct 23 - Oct 24
Total with taxes and fees
National Seashore/Updated/Game Room~Blue Pearl
Exterior
Cozy Large Home in Harwich with Patio near Wequassett Resort
Cozy Large Home in Harwich with Patio near Wequassett Resort
9.8 out of 10, Exceptional, (11)
"We had a great time here - the kids’ room is truly special!"
Canada
Aravind
$473 nightly
The price is $524
Oct 26 - Oct 27
Total with taxes and fees
Cozy Large Home in Harwich with Patio near Wequassett Resort
Beach nearby
🐚Shell City on Lt Island
🐚Shell City on Lt Island
9.4 out of 10, Exceptional, (6)
"We had a perfect three night stay. The house is well appointed with comfortable beds, sheets, and towels. We used the bikes and kayaks and everything was in working order. We would gladly stay again!"
United States
Michele P.
$524 nightly
The price is $599
Oct 23 - Oct 24
Total with taxes and fees
🐚Shell City on Lt Island
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
10.0 out of 10, Exceptional, (13)
"This beach home was "
Canada
Julieta A.
$448 nightly
The price is $513
Oct 27 - Oct 28
Total with taxes and fees
3BR, central air, washer & dryer, grill, near ocean beaches & freshwater ponds
Marina
Lovely House 5 Min to Beach with Deck, Grill, Garage
Lovely House 5 Min to Beach with Deck, Grill, Garage
10.0 out of 10, Exceptional, (1)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
$479 nightly
The price is $531
Oct 27 - Oct 28
Total with taxes and fees
Lovely House 5 Min to Beach with Deck, Grill, Garage
Fridge, microwave, oven, stovetop
Pond House~Waterfront Oasis W/Jacuzzi Tub
Pond House~Waterfront Oasis W/Jacuzzi Tub
10.0 out of 10, Exceptional, (10)
"We had a great stay at the Pond House. Everything was clean and functional. Beds were extremely comfortable! Nice spot for a two night stay."
United States
Rosaline K.
$445 nightly
The price is $509
Oct 23 - Oct 24
Total with taxes and fees
Pond House~Waterfront Oasis W/Jacuzzi Tub
Outdoor dining
Sleeps 2-8/Soaking Tub/FirePit~Burrows
Sleeps 2-8/Soaking Tub/FirePit~Burrows
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.
$453 nightly
The price is $519
Oct 23 - Oct 24
Total with taxes and fees
Sleeps 2-8/Soaking Tub/FirePit~Burrows
Fridge, microwave, oven, stovetop
Coastal Haven in West Dennis
Coastal Haven in West Dennis
2.0 star property
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.
$556 nightly
The price is $603
Oct 23 - Oct 24
Total with taxes and fees
Coastal Haven in West Dennis
Fridge, microwave, oven, stovetop
New! Sandy Point-Private beach/Dog Friendly
New! Sandy Point-Private beach/Dog Friendly
10.0 out of 10, Exceptional, (1)
"The little touches included with this listing are what makes the difference between returning to a “house we rented” and returning to a “home away from home”. Thoughtful items like nightlights, labeled light switches (so easy but so useful), and motion sensing lights on the outdoor deck stairs for when you were out later than expected and forgot to leave the outside lights on. The kitchen is well stocked with pots, pans, and all manner of cooking gear. WiFi was super fast all throughout the...
United States
Matthew and Kym P.
$547 nightly
The price is $626
Oct 23 - Oct 24
Total with taxes and fees
New! Sandy Point-Private beach/Dog Friendly
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

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"This place was excellent and the staff was awesome. "
Gary 1-night trip
Posted 2 days ago
Uncommoner Hotel by Reverie Boutique Collection

Find out more about Chatham

Chatham Vacation Homes information

Number of reviews
481
Accommodation
2582 Vacation Homes
Lowest Price
$344
Highest Price
$2,099

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