Chatham Vacation Rentals

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Check dates for Chatham hotels

Vacation Rentals in Chatham

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!

Dennis MA

$1,422 nightly

$1,627 total

May 17 - May 18

Total with taxes and fees

When you stay at this vacation home in Dennis Port, you'll be on the beach, within a 15-minute drive of Cape Cod Beaches and Main Street Hyannis.

Kitchen

Washer

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

Chatham MA

$418 nightly

$479 total

Apr 27 - Apr 28

Total with taxes and fees

With a stay at this vacation home in Chatham, you'll be by the sea, within a 5-minute drive of Cape Cod Beaches and Hardings Beach.

Kitchen

Washer

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Dennis MA

$260 nightly

$297 total

Apr 28 - Apr 29

Total with taxes and fees

When you stay at this vacation home in Dennis Port, you'll be by the sea, within a 15-minute drive of Cape Cod Beaches and Main Street Hyannis.

Kitchen

Washer

Darling Cape Cottage - Steps from Downtown Harwich Port

Harwich MA

This vacation home is in the heart of Harwich Port, within a 10-minute walk of Bank Street Beach and Cape Cod Beaches.

Kitchen

Washer

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Brewster MA

$513 nightly

$587 total

Apr 26 - Apr 27

Total with taxes and fees

With a stay at this vacation home in Brewster (West Brewster), you'll be within a 10-minute drive of Cape Cod Beaches and Sheep Pond.

Kitchen

Washer

Immaculate 4 Bedroom / 2 Bath (less than .5 miles to the beach) w/Central AC

Yarmouth MA

With a stay at this vacation home in South Yarmouth (Bass River), you'll be a 2-minute drive from Cape Cod Beaches and 6 minutes from Main Street Hyannis.

Kitchen

Washer

Eazy Breezy Beach Home

Dennis MA

With a stay at this vacation home in Dennis Port, you'll be within a 15-minute drive of Cape Cod Beaches and Main Street Hyannis.

Kitchen

Washer

Charming 3 bed room with magnificent views & large deck

Barnstable MA

$457 nightly

$523 total

May 25 - May 26

Total with taxes and fees

With a stay at this vacation home in Hyannis, you'll be within a 15-minute walk of Cape Cod Beaches and Hyannis Harbor.

Kitchen

Pet friendly

WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed

Yarmouth MA

$691 nightly

$791 total

May 13 - May 14

Total with taxes and fees

Located in South Yarmouth (Bass River), this vacation home is within a 10-minute drive of Main Street Hyannis and Cape Cod Beaches.

Hot Tub

Kitchen

Short Drive to Gray's Beach!

Yarmouth MA

When you stay at this vacation home in Yarmouth Port, you'll be by the sea, within a 10-minute drive of Main Street Hyannis and Mayflower Beach.

Kitchen

Washer

Beachfront~Seaside Sea-duction-Dog Friendly

Eastham MA

$611 nightly

$699 total

Apr 28 - Apr 29

Total with taxes and fees

When you stay at this vacation home in Eastham, you'll be on the beach, a 1-minute drive from Cape Cod Beaches and 5 minutes from Cape Cod National Seashore.

Kitchen

Washer

Updated Beach House Deck Outdoor Shower!

Chatham MA

When you stay at this vacation home in South Chatham, you'll be by the sea, within a 10-minute walk of Cape Cod Beaches and Forest Beach.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in 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.