South Chatham Vacation Rentals

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Our top choices for South Chatham vacation rentals

Classic Cape House Walking Distance to the Beach - Many recent upgrades

Classic Cape House Walking Distance to the Beach - Many recent upgrades
Chatham
9.8 out of 10, Exceptional, (20 reviews)
"Mary was a wonderful host. The house was clean, close to beach and communication was wonderful! A great, relaxing stay!!"
United States
Kathleen T.
$663 nightly
The price is $759
Apr 22 - Apr 23
Total with taxes and fees
Classic Cape House Walking Distance to the Beach - Many recent upgrades

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

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
$317 nightly
The price is $363
May 8 - May 9
Total with taxes and fees
1 Mi to Ferry: 'sea Street Cottage' in Hyannis

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, (6 reviews)
"Lovely property with attentive hosts "
United States
marian t.
$1,119 nightly
The price is $1,281
Apr 14 - Apr 15
Total with taxes and fees
Cape Cod Villa pond front vacation home, retreat, spa, venue, film location

Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (128 reviews)
"Mike is the best. Very clean environment and family welcome"
United States
Catherine
$229 nightly
The price is $262
Apr 14 - Apr 15
Total with taxes and fees
Brewster Green Resort

Sal's Place

Sal's Place
2.0 star property
Hyannis
$520 nightly
The price is $578
Apr 14 - Apr 15
Total with taxes and fees
Sal's Place

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.
$855 nightly
The price is $979
Apr 14 - Apr 15
Total with taxes and fees
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

2021 CONSTRUCTION 3BR 3BA, close to Bike Trail & Beaches. Central AC Eastham

2021 CONSTRUCTION 3BR 3BA, close to Bike Trail & Beaches. Central AC Eastham
Eastham
10.0 out of 10, Exceptional, (44 reviews)
"Great place, very clean. Host was accessible and accommodating. "
United States
Christopher M.
$863 nightly
The price is $988
Apr 14 - Apr 15
Total with taxes and fees
2021 CONSTRUCTION 3BR 3BA, close to Bike Trail & Beaches. Central AC Eastham

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.0 star property
West Dennis
$647 nightly
The price is $740
Apr 22 - Apr 23
Total with taxes and fees
Coastal Haven in West Dennis -15

Classic Cape Cod beach cottage

Classic Cape Cod beach cottage
Indian Neck Heights
9.8 out of 10, Exceptional, (40 reviews)
"We had a great time! Perfect location and all the amenities we needed. "
United States
Julianne K.
$765 nightly
The price is $876
May 12 - May 13
Total with taxes and fees
Classic Cape Cod beach cottage

Edgewood on Campground Beach/Steps to the Sand

Edgewood on Campground Beach/Steps to the Sand
Eastham
10.0 out of 10, Exceptional, (9 reviews)
"Cozy cottage right by the beach. Great area not for to restaurants and beaches. Would definitely stay again!"
United States
Melinda W.
$420 nightly
The price is $481
Apr 23 - Apr 24
Total with taxes and fees
Edgewood on Campground Beach/Steps to the Sand

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Orleans
10.0 out of 10, Exceptional, (14 reviews)
"Property was clean and as described in the listing, owner was communicative and easy to check in"
United States
Darren Y.
$2,741 nightly
The price is $3,137
Apr 14 - Apr 15
Total with taxes and fees
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

6 Mi to Beach: Home w/ Deck in Brewster!

6 Mi to Beach: Home w/ Deck in Brewster!
3.0 star property
Brewster
$602 nightly
The price is $689
Apr 24 - Apr 25
Total with taxes and fees
6 Mi to Beach: Home w/ Deck in Brewster!

Beachfront~Seaside Sea-duction-Dog Friendly

Beachfront~Seaside Sea-duction-Dog Friendly
Eastham
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful view of the water - the pictures don’t even do it justice. Great dog friendly property that is in a great neighborhood in Eastham. Spent a couple nights over the new year holiday for some quiet time and even in the off season it is a great property. Can’t imagine how magnificent it is in the summer! "
United States
Victoria T.
$619 nightly
The price is $709
Apr 14 - Apr 15
Total with taxes and fees
Beachfront~Seaside Sea-duction-Dog Friendly

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

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!
Dennis
9.6 out of 10, Exceptional, (122 reviews)
"We had a great time with the family on Cape Cod for Thanksgiving. The host was very accommodating even answering on the holiday when we locked ourselves out. The place is literally on the beach. We were able to enjoy sunrise and sunset this time of year. Perfectly placed mid cape to access wherever you want to go. Great rooms with sweeping views. Best spot on the cape"
United States
James S.
$1,025 nightly
The price is $1,173
Apr 21 - Apr 22
Total with taxes and fees
Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!

Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (75 reviews)
"Everything was exactly as described - they provided beach towels and chairs which we used - the property was perfect for our stay"
United States
John N.
$714 nightly
The price is $817
Apr 14 - Apr 15
Total with taxes and fees
Family Cottage Close to Beach!!

Private beach, hot tub, and dog friendly – The Keeper!

Private beach, hot tub, and dog friendly – The Keeper!
Brewster
9.8 out of 10, Exceptional, (17 reviews)
"The property is beautiful and in great location. The house is cozy and comfortable. We would stay there again!!!"
United States
Lori L.
$1,032 nightly
The price is $1,182
Apr 14 - Apr 15
Total with taxes and fees
Private beach, hot tub, and dog friendly – The Keeper!

🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (11 reviews)
"My group and I had another wonderful stay at the Bay Cottage! The space is sparkling clean when we arrived and the location cannot be beat. Tara is also very responsive and attentive which makes for an even better stay!"
United States
Sophia I.
$342 nightly
The price is $391
Apr 23 - Apr 24
Total with taxes and fees
🐚The Bay Cottage on Thumpertown Beach

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, (44 reviews)
"Great place!"
United States
Michael P.
$334 nightly
The price is $382
Apr 14 - Apr 15
Total with taxes and fees
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

Summer 2026 Perfection!

Summer 2026 Perfection!
Barnstable
$451 nightly
The price is $516
Apr 14 - Apr 15
Total with taxes and fees
Summer 2026 Perfection!

Water Access 5-bed 2-bath Retreat

Water Access 5-bed 2-bath Retreat
2.0 star property
Hyannis
$990 nightly
The price is $1,133
May 2 - May 3
Total with taxes and fees
Water Access 5-bed 2-bath Retreat
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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Top South Chatham Hotel Reviews

Find out more about South Chatham

Everything you need to know about South Chatham vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the South Chatham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

South Chatham vacation 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 low season months. For more hustle and bustle, you may prefer to visit South Chatham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $146 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on South Chatham rentals

At Expedia, we put the best South Chatham vacation 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 vacation.

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.

Frequently asked questions

Are there vacation rentals in South Chatham?

Yes, we have vacation rentals close to well known attractions in South Chatham, or you can go with a more remote option if you'd like a relaxing place to 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 vacation rentals in South Chatham?

Cape Cod's "Beach Rose": This vacation home near South Chatham has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals will I find in South Chatham?

Choose from 94 Expedia vacation rentals in South Chatham for a memorable vacation.

What can I see and do in South Chatham?

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

What are vacation rentals like in South Chatham?

Vacation rentals are private properties where you can stay for several days or longer in South Chatham. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family trips.