Book Holiday Homes in South Chatham

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Featured Holiday Homes in South Chatham

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 out of 5
Brewster
The price is AU$1,174 per night from 18 Jan to 19 Jan
AU$1,174
includes taxes & fees
18 Jan - 19 Jan
With a stay at this vacation home in Brewster (West Brewster), you'll be within a 10-minute drive of Stony Brook Grist Mill and Museum and Cape Cod Museum of ...
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

Dennis
The price is AU$1,890 per night from 13 Jan to 14 Jan
AU$1,890
includes taxes & fees
13 Jan - 14 Jan
When you a stay at this vacation home in Dennis Port, you'll be on the beach, just steps from Haigis Beach and Cape Cod Beaches.
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach

Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach

Eastham
When you stay at this vacation home in Eastham, you'll be by the sea, within a 10-minute walk of Wiley Park Beach and Cape Cod Beaches.
Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach
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Darling Cape Cottage - Steps from Downtown Harwich Port

Darling Cape Cottage - Steps from Downtown Harwich Port

Harwich
A stay at this vacation home places you in the heart of Harwich Port, within a 10-minute walk of Bank Street Beach and Cape Cod Beaches.
Darling Cape Cottage - Steps from Downtown Harwich Port
Waterfront, Incredible Views and Private Dock!

Waterfront, Incredible Views and Private Dock!

Yarmouth
Located in South Yarmouth, this vacation home is by the sea, within a 5-minute drive of Wilbur Park and Cape Cod Rail Trail.
Waterfront, Incredible Views and Private Dock!
Charming 3-bedroom house with WiFi and AC in enchanting West Yarmouth location

Charming 3-bedroom house with WiFi and AC in enchanting West Yarmouth location

Yarmouth
With a stay at this vacation home in South Yarmouth, you'll be within a 5-minute walk of Captain Bangs Hallett House and Edward Gorey House.
Charming 3-bedroom house with WiFi and AC in enchanting West Yarmouth location
Relaxing Retreat with Firepit & Outdoor Shower - Near Atlantic & Cape Cod Bay

Relaxing Retreat with Firepit & Outdoor Shower - Near Atlantic & Cape Cod Bay

Dennis
Located in Dennis, this vacation home is by the sea, within a 5-minute drive of Cape Playhouse and Cape Cod Museum of Art.
Relaxing Retreat with Firepit & Outdoor Shower - Near Atlantic & Cape Cod Bay
Petite beach home overlooking Follins Pond w/ central A/C and private gas grill

Petite beach home overlooking Follins Pond w/ central A/C and private gas grill

South Dennis
Located in South Dennis, this vacation home is by the sea, within a 5-minute drive of Wilbur Park and Cape Cod Rail Trail.
Petite beach home overlooking Follins Pond w/ central A/C and private gas grill
Oakwood Trail Cottage | Eastham home on Cape Cod Rail Trail with great deck

Oakwood Trail Cottage | Eastham home on Cape Cod Rail Trail with great deck

Eastham
When you stay at this vacation home in Eastham, you'll be by the sea, within a 15-minute walk of Wellfleet Bay Wildlife Sanctuary and Buttonbush Trail.
Oakwood Trail Cottage | Eastham home on Cape Cod Rail Trail with great deck
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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.

South Chatham Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our South Chatham vacation homes are the perfect way for you to wing it.

Holiday houses in South Chatham let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of South Chatham in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local South Chatham adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in South Chatham with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of South Chatham vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

South Chatham Holiday Homes essential information

Accommodation
2029 Holiday Homes
Lowest Price
AU$197
Highest Price
AU$1,890
Popular accommodation
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!, Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista, Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach, Darling Cape Cottage - Steps from Downtown Harwich Port, Waterfront, Incredible Views and Private Dock!, Charming 3-bedroom house with WiFi and AC in enchanting West Yarmouth location, Relaxing Retreat with Firepit & Outdoor Shower - Near Atlantic & Cape Cod Bay, Petite beach home overlooking Follins Pond w/ central A/C and private gas grill, Oakwood Trail Cottage | Eastham home on Cape Cod Rail Trail with great deck

Top trending hotels in South Chatham

Chatham Tides

Chatham Tides

2.5 out of 5
394 Pleasant St, PO Box 215, South Chatham, MA
With a stay at Chatham Tides in South Chatham, you'll be on the beach, just a 1-minute walk from Cape Cod Beaches and 11 minutes by foot from Forest Beach.
Chatham Tides
Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

2.5 out of 5
867 Iyannough Road, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is AU$197 per night from 26 Jan to 27 Jan
AU$197
includes taxes & fees
26 Jan - 27 Jan
A stay at Fairfield Inn & Suites by Marriott Cape Cod Hyannis places you in the heart of Hyannis, within a 5-minute drive of Cape Codder Water Park and Summer ...
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

3 out of 5
1225 Iyannough Rd, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is AU$315 per night from 13 Jan to 14 Jan
AU$315
includes taxes & fees
13 Jan - 14 Jan
With a stay at Margaritaville Resort Cape Cod in Hyannis, you'll be in a shopping district, just steps from Cape Codder Water Park and a 4-minute drive from ...
Margaritaville Resort Cape Cod
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Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is AU$218 per night from 13 Jan to 14 Jan
AU$218
includes taxes & fees
13 Jan - 14 Jan
With a stay at Bayside Resort Hotel in West Yarmouth, you'll be near the bay, just a 1-minute walk from Main Street and 8 minutes by foot from Putter's Paradise ...
Bayside Resort Hotel
Don't see what you're looking for?
See all available properties in South Chatham
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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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^Subject to availability and chosen travel dates.