Search South Chatham Cottage Accommodations

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Cottages in South Chatham

Walk to Shops & Dining: Cozy Osterville Cottage
Exterior

Walk to Shops & Dining: Cozy Osterville Cottage

8.0 out of 10, Very good, (5)
Walk to Shops & Dining: Cozy Osterville Cottage
Pets allowed with warmer weather around the corner! Plan your Cape Cod vacation!
Exterior

Pets allowed with warmer weather around the corner! Plan your Cape Cod vacation!

9.8 out of 10, Exceptional, (31)
"Great location, excellent communication with owner!!"
Pets allowed with warmer weather around the corner! Plan your Cape Cod vacation!
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests
Beach nearby, sun-loungers

Steps to private Beach, Golf Course, AC, tandem Kayak for Guests

9.6 out of 10, Exceptional, (24)
"Enjoyed our stay: clean, modern and great location."
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests
Quintessential 2-bedroom Cape cottage with salt marsh views near Seagull Beach
Sun-loungers

Quintessential 2-bedroom Cape cottage with salt marsh views near Seagull Beach

9.4 out of 10, Exceptional, (3)
"The home was very clean and the location was great!"
Quintessential 2-bedroom Cape cottage with salt marsh views near Seagull Beach
THE BOAT HOUSE LOFT ~ CAPE COD'S MOST AFFORDABLE WATERFRONT ~ SHORT & LONG TERM
Exterior

THE BOAT HOUSE LOFT ~ CAPE COD'S MOST AFFORDABLE WATERFRONT ~ SHORT & LONG TERM

9.4 out of 10, Exceptional, (112)
"Great views of the pond. Perfect little spot for a getaway! We appreciated access to the kayaks and canoe to take advantage of Swan Pond and River. Owner was very kind and helpful throughout our stay. "
THE BOAT HOUSE LOFT ~ CAPE COD'S MOST AFFORDABLE WATERFRONT ~ SHORT & LONG TERM
Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach
Terrace/patio

Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach

9.6 out of 10, Exceptional, (63)
"This property was quaint with an amazing view and a lot of amenities. It was great to be able to watch the tides come in and out, and even though the weather wasn’t perfect, it didn’t matter because the view always was. Me and my two adult daughters had a wonderful time in your home Playing games doing puzzles, walking on the beach and enjoying a slower season at the cape."
Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach
Cozy Cape Cottage
Exterior

Cozy Cape Cottage

9.4 out of 10, Exceptional, (16)
"So cute. Very clean. Very quiet. Would definitely stay again. "
Cozy Cape Cottage
Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.
Exterior

Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.

10.0 out of 10, Exceptional, (21)
"Great location."
Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.
Walk to Ocean Beach, Nat'l Seashore, WiFi, Bike Rail Trail
Exterior

Walk to Ocean Beach, Nat'l Seashore, WiFi, Bike Rail Trail

10.0 out of 10, Exceptional, (65)
"Close to my son and his family and close to the beach. Quiet. Also right next to the National Seashore."
Walk to Ocean Beach, Nat'l Seashore, WiFi, Bike Rail Trail
New rental, near beach and town, linens included
Pool

New rental, near beach and town, linens included

8.8 out of 10, Excellent, (3)
"Super clean…great area! Inman Beach access just a short walk. WeePacket for Breakfast is an even shorter walk! Overall great stay!!"
New rental, near beach and town, linens included
Edgewood on Campground Beach/Steps to the Sand
Outdoor dining

Edgewood on Campground Beach/Steps to the Sand

10.0 out of 10, Exceptional, (7)
"Wonderful location and lovely stay at the cottage. Would book again!"
The price is AU$1,104
includes taxes & fees
2 Sept - 3 Sept
Edgewood on Campground Beach/Steps to the Sand
1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
Exterior

1 Mi to Ferry: 'Sea Street Cottage' in Hyannis

8.6 out of 10, Excellent, (18)
"Great location and comfortable cottage! Equipped with everything you need for a weekend getaway."
1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
Steps to the Ocean! Perfect Location!!!
Outdoor dining

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (217)
"Perfect for a couple and two kids"
Steps to the Ocean! Perfect Location!!!
Steps to the beach with an ocean view,
Exterior

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (124)
"We had a wonderful time staying in Hyannis off season (April vacation for CT, but not for MA)! The host provided us with everything we needed and the location can't be beat! It's in a very walkable area, close to Main Street and the beach! We would love to come back again in the warmer weather! "
Steps to the beach with an ocean view,
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Exterior

Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks

9.8 out of 10, Exceptional, (174)
"Very happy with our stay"
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Gorgeous Cottage steps from the beach
Beach nearby, sun-loungers

Gorgeous Cottage steps from the beach

8.4 out of 10, Very good, (15)
"Great place to stay we loved it"
Gorgeous Cottage steps from the beach
Drummer Cove Gem | Cottage in Wellfleet with patio, steps from the cove
Exterior

Drummer Cove Gem | Cottage in Wellfleet with patio, steps from the cove

7.8 out of 10, Good, (6)
"Very interesting old windows"
Drummer Cove Gem | Cottage in Wellfleet with patio, steps from the cove
Eastham, Cape Cod - Town Cove Waterfront
Property grounds

Eastham, Cape Cod - Town Cove Waterfront

9.0 out of 10, Wonderful, (89)
"Great place to stay close to everything, definitely planning to stay there again next summer."
The price is AU$669
includes taxes & fees
10 Aug - 11 Aug
Eastham, Cape Cod - Town Cove Waterfront
Cute Cottage on Bass River in West Dennis
Outdoor dining

Cute Cottage on Bass River in West Dennis

9.6 out of 10, Exceptional, (49)
"We loved the location as it was conveniently located to destinations, including Hyannis harbor for whale watching, craigville beach, Nickerson State Park, and the Sandwhich boardwalk!! The cottage was cute, and the little cove is quiet!! "
Cute Cottage on Bass River in West Dennis
On Town Cove with salt water access! Kayaks and paddle board available for use!
Terrace/patio

On Town Cove with salt water access! Kayaks and paddle board available for use!

9.8 out of 10, Exceptional, (54)
"Very clean, convenient location, short walk to water access, great place to enjoy the off season with everything you need to “eat-in.” Catching the Northern Lights was a great bonus. "
On Town Cove with salt water access! Kayaks and paddle board available for use!
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
Sign in
Sign up, it's free