A sign for the Town of Chatham Visitor Information Center with a directional arrow.

Holiday Rentals in South Chatham

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for South Chatham holiday rentals

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

Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail
South Wellfleet
10.0 out of 10, Exceptional, (68 reviews)
"We really enjoyed the location and deck."
United States
Donald W.
The price is €721
includes taxes & fees
28 Jun - 29 Jun
Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail

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

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
The price is €320
includes taxes & fees
28 Jun - 29 Jun
1 Mi to Ferry: 'sea Street Cottage' in Hyannis

Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (135 reviews)
The price is €331
includes taxes & fees
28 Jun - 29 Jun
Brewster Green Resort

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.0 star property
West Dennis
The price is €789
includes taxes & fees
29 Jun - 30 Jun
Coastal Haven in West Dennis -15

Relaxing Cape Cod Cottage Getaway

Relaxing Cape Cod Cottage Getaway
Dennis
The price is €532
includes taxes & fees
29 Jun - 30 Jun
Relaxing Cape Cod Cottage Getaway

Dream beach home on Lewis Bay with ocean views & amazing outdoor areas

Dream beach home on Lewis Bay with ocean views & amazing outdoor areas
West Yarmouth
9.2 out of 10, Wonderful, (31 reviews)
"Great place for multi family weekend parents siblings "
United States
Tammy D.
Dream beach home on Lewis Bay with ocean views & amazing outdoor areas

Cape Cod Villa pond front vacation home, retreat, spa, venue, film location

Cape Cod Villa pond front vacation home, retreat, spa, venue, film location
Harwich - Brewster Border
10.0 out of 10, Exceptional, (7 reviews)
"Lovely property with attentive hosts "
United States
marian t.
The price is €1,275
includes taxes & fees
30 Jun - 1 Jul
Cape Cod Villa pond front vacation home, retreat, spa, venue, film location

Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Brewster
10.0 out of 10, Exceptional, (47 reviews)
"We did a quick overnight The amenities were great and the condo was perfect !!!"
United States
Katie M.
The price is €855
includes taxes & fees
7 Jul - 8 Jul
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

The Captain's Quarters Suite Unit - 10

The Captain's Quarters Suite Unit - 10
Harwich
10.0 out of 10, Exceptional, (16 reviews)
"It was perfect for what I needed, hosts were helpful and accommodating. I would definitely stay here again!"
United States
Julienne
The Captain's Quarters Suite Unit - 10

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!
Chatham
9.2 out of 10, Wonderful, (15 reviews)
"Very close to the beach, great little neighborhood in a quiet part of Chatham"
United States
Alex R.
Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!

10 min walk to Beach - Home with Amazing View & Huge Deck

10 min walk to Beach - Home with Amazing View & Huge Deck
Eastham
The price is €738
includes taxes & fees
5 Jul - 6 Jul
10 min walk to Beach - Home with Amazing View & Huge Deck

Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!

Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!
3.0 star property
West Chatham
The price is €1,213
includes taxes & fees
13 Jul - 14 Jul
Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
Barnstable
10.0 out of 10, Exceptional, (31 reviews)
"It was a great stay and clean home. Recommend people to stay here"
United States
Charbel T.
The price is €1,198
includes taxes & fees
29 Jun - 30 Jun
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

Water Access 5-bed 2-bath Retreat

Water Access 5-bed 2-bath Retreat
2.5 star property
Hyannis
The price is €1,024
includes taxes & fees
28 Jun - 29 Jun
Water Access 5-bed 2-bath Retreat

Coastal Retreat: Game Room,BBQ Fire Pit & BeachNEARBY

Coastal Retreat: Game Room,BBQ Fire Pit & BeachNEARBY
Barnstable
The price is €1,295
includes taxes & fees
1 Jul - 2 Jul
Coastal Retreat: Game Room,BBQ Fire Pit & BeachNEARBY

Posh Pad with King Beds Central A/C August Weeks still Available.

Posh Pad with King Beds Central A/C August Weeks still Available.
Harwich
8.6 out of 10, Excellent, (4 reviews)
"Dog friendly property!"
United States
Colleen O.
The price is €845
includes taxes & fees
30 Jun - 1 Jul
Posh Pad with King Beds Central A/C August Weeks still Available.

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Yarmouth
The price is €412
includes taxes & fees
29 Jun - 30 Jun
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

Luxury Chatham Retreat. Walk to Main St & Beach

Luxury Chatham Retreat. Walk to Main St & Beach
Chatham
10.0 out of 10, Exceptional, (1 review)
"Beautiful house in a great location in Chatham! Walking distance to shops and restaurants. The house was well-stocked with everything we needed and the beds were so comfortable. We really enjoyed our stay here!"
United States
Maggie K.
Luxury Chatham Retreat. Walk to Main St & Beach

2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.
Eastham
10.0 out of 10, Exceptional, (47 reviews)
"Great place, very clean. Host was accessible and accommodating. "
United States
Christopher M.
The price is €1,199
includes taxes & fees
28 Jun - 29 Jun
2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

Cape Cod Oceanside Condo across from beach! Combine World Cup + Beach Holiday!

Cape Cod Oceanside Condo across from beach! Combine World Cup + Beach Holiday!
Dennis
8.6 out of 10, Excellent, (17 reviews)
"Room was as advertised, very close to the beach."
United States
Glen C.
Cape Cod Oceanside Condo across from beach! Combine World Cup + Beach Holiday!
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

Top South Chatham Hotel Reviews

Find out more about South Chatham

Everything you need to know about South Chatham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Chatham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Chatham holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

South Chatham holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Chatham. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Chatham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Chatham holiday rentals we have selected for you start as low as €323 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Chatham rentals

At Expedia, we put the best South Chatham holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top South Chatham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Chatham holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Chatham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

Frequently asked questions

Are there holiday rentals in South Chatham?

Yes, there are holiday rentals close to the most popular sights in South Chatham, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in South Chatham. Make sure you have time to check out the seafood restaurants and forests during your trip.

What are some of the best holiday rentals that South Chatham has to offer?

Cape Cod's "Beach Rose": This holiday home rental outside of South Chatham offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in South Chatham?

Choose from 96 Expedia holiday rentals in South Chatham for a memorable holiday.

What can I see and do in South Chatham?

Cape Cod Beaches and Cockle Cove Beach are a couple of lovely local spots to get outside and enjoy nature. Chatham Chamber of Commerce and Forest Beach are a couple of places you'll find in the wider area.

What are holiday rentals like in South Chatham?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Chatham. Holiday rentals feature extras like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for families.