Book Holiday Homes in South Chatham

Start date: Check-in selected.
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in South Chatham

Renovated cottage 1 mile to beach in Chatham!

Renovated cottage 1 mile to beach in Chatham!

Chatham
Stay at this vacation home in Chatham. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Ridgevale Beach and Hardings Beach are ...
Renovated cottage 1 mile to beach in Chatham!
Hyannis Hideaway in Cape Cod

Hyannis Hideaway in Cape Cod

Barnstable
The price is NZ$1,064 per night from 14 Sept to 15 Sept
NZ$1,064
14 Sept - 15 Sept
includes taxes & fees
Stay at this vacation home in Hyannis. Enjoy free WiFi and air conditioning. Popular attractions Hyannis Harbor and Cape Cod Melody Tent are located nearby.
Hyannis Hideaway in Cape Cod
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
The price is NZ$535 per night from 14 Sept to 15 Sept
NZ$535
14 Sept - 15 Sept
includes taxes & fees
Stay at this vacation home in Dennis Port. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions Cape Cod Theatre Company – Home of the ...
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Save an average of 15% on thousands of hotels when you're signed in
Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12

Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12

Barnstable
Book a stay at this family-friendly vacation home in Hyannis. Enjoy free WiFi, private pools, and a water park. Popular attractions Hyannis Harbor and Keyes ...
Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12
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 NZ$1,339 per night from 8 Sept to 9 Sept
NZ$1,339
8 Sept - 9 Sept
includes taxes & fees
Stay at this vacation home in Brewster. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Sheep Pond and Cape Cod Museum of Natural History ...
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Cape Getaway -walk to restaurants & shops, near bay & ocean beaches & rail trail

Cape Getaway -walk to restaurants & shops, near bay & ocean beaches & rail trail

Eastham
Stay at this vacation home in Eastham. Enjoy a garden, laundry facilities, and patios. Popular attractions Nauset Beach and Cape Cod National Seashore are located ...
Cape Getaway -walk to restaurants & shops, near bay & ocean beaches & rail trail
Charming Classic Cape Home Bordering Bike Trail-Family Friendly In Harwich

Charming Classic Cape Home Bordering Bike Trail-Family Friendly In Harwich

Harwich
Book a stay at this family-friendly vacation home in Harwich. Enjoy free WiFi, a water park, and a garden. Popular attractions Cape Cod Lavender Farm and Cranberry ...
Charming Classic Cape Home Bordering Bike Trail-Family Friendly In Harwich

HARWICH PORT SPECIAL PLACE inquire about long-term

HARWICH PORT SPECIAL PLACE inquire about long-term

Harwichport
Book a stay at this golf vacation home in Harwich Port. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Harwich Port and Bank Street Beach ...
HARWICH PORT SPECIAL PLACE inquire about long-term
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

Chatham
Book a stay at this beach vacation home in Chatham. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Hardings Beach and ...
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
Don't see what you're looking for?
See all available properties in South Chatham
View all properties
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
2760 Holiday Homes
Lowest Price
NZ$185
Highest Price
NZ$1,339
Popular accommodation
Renovated cottage 1 mile to beach in Chatham!, Hyannis Hideaway in Cape Cod, 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill, Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12, Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!, Cape Getaway -walk to restaurants & shops, near bay & ocean beaches & rail trail, Charming Classic Cape Home Bordering Bike Trail-Family Friendly In Harwich, HARWICH PORT SPECIAL PLACE inquire about long-term , Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

Top trending hotels in South Chatham

Chatham Tides

Chatham Tides

2.5 out of 5
394 Pleasant St, PO Box 215, South Chatham, MA
The price is NZ$610 per night from 5 Oct to 6 Oct
NZ$610
5 Oct - 6 Oct
includes taxes & fees
Book a stay at this beach motel in South Chatham. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
Chatham Tides
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd, Hyannis, MA
The price is NZ$378 per night from 21 Sept to 22 Sept
NZ$378
21 Sept - 22 Sept
includes taxes & fees
Stay at this 4-star spa resort in Hyannis. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the clean rooms in our reviews. Popular attractions ...
Margaritaville Resort Cape Cod
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
Stay at this 3-star beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Bayside Resort Hotel
Save an average of 15% on thousands of hotels when you're signed in
Hyannis Plaza Hotel

Hyannis Plaza Hotel

2.5 out of 5
662 Main Street, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is NZ$185 per night from 7 Oct to 8 Oct
NZ$185
7 Oct - 8 Oct
includes taxes & fees
Book a stay at this luxury hotel in Hyannis. Enjoy free parking, an outdoor pool, and a 24-hour front desk. Popular attractions Hyannis Harbor and Cape Cod Melody ...
Hyannis Plaza Hotel
Don't see what you're looking for?
See all available properties in South Chatham
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.