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South Chatham Vacation Rentals

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Our top choices for South Chatham vacation rentals

1. Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!

Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!
Chatham
10.0 out of 10, Exceptional, (33 reviews)
"The location of the house is great. We loved the view of the water we got to enjoy every day. Plus it’s just a short drive from Main Street in South Chatham, the Nantucket ferry on Harwich, and sunsets on Skaket beach or Rock Harbor. We enjoyed the fire pit and boating on the lake too. Perfect spot for a family."
United States
Anonymous traveler
$1,105 nightly
The price is $1,265
Sep 12 - Sep 13
Total with taxes and fees
Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!

2. Beach Chic Chatham 5 Star 5 Min Walk to Beach-Newly Renovated Private Retreat AC

Beach Chic Chatham 5 Star 5 Min Walk to Beach-Newly Renovated Private Retreat AC
Chatham
10.0 out of 10, Exceptional, (88 reviews)
"We had an incredible time staying in this home! The place was beautiful and the location was very convenient/ central to everything. The host was also super responsive and gave great recommendations! We will definitely be booking again in the future"
United States
Kaitlyn P.
$1,164 nightly
The price is $1,332
Sep 7 - Sep 8
Total with taxes and fees
Beach Chic Chatham 5 Star 5 Min Walk to Beach-Newly Renovated Private Retreat AC

3. Edgewater Beach Resort

Edgewater Beach Resort
3.5 star property
Dennis Port
9.0 out of 10, Wonderful, (339 reviews)
"Great place! Everything was lovely"
United States
Susan
$287 nightly
The price is $329
Aug 31 - Sep 1
Total with taxes and fees
Edgewater Beach Resort

4. Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (141 reviews)
"Clean, good activities for the kids and pools were nice"
United States
Jim
$180 nightly
The price is $206
Sep 24 - Sep 25
Total with taxes and fees
Brewster Green Resort

5. Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (81 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
Sep 6 - Sep 7
Total with taxes and fees
Family Cottage Close to Beach!!

6. Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard

Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard
Chatham
10.0 out of 10, Exceptional, (107 reviews)
"Great stay. House is in a great location and is well maintained. Bonnie was super helpful. "
United States
Will M.
$541 nightly
The price is $619
Sep 1 - Sep 2
Total with taxes and fees
Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard

7. Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
Harwich
9.6 out of 10, Exceptional, (4 reviews)
"We loved staying at this beautiful house in Harwich. The property was clean, cozy and felt just like home. There was a fenced in back yard which was perfect for our dog and kids. Very private and close to shops, restaurants and the beach. We look forward to visiting again in the future!"
United States
Nicole M.
$623 nightly
The price is $713
Sep 19 - Sep 20
Total with taxes and fees
Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

8. Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
9.8 out of 10, Exceptional, (86 reviews)
"This is second time to stay here! We love the location and hospitality of the hosts! Great place!"
United States
Barbara P.
$675 nightly
The price is $772
Sep 9 - Sep 10
Total with taxes and fees
Beautiful home near Jacknife Beach and bike trail

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

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.6 out of 10, Exceptional, (105 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
$518 nightly
The price is $593
Aug 31 - Sep 1
Total with taxes and fees
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

10. New! 4BR Fire Pit, Ping Pong, Movie Room

New! 4BR Fire Pit, Ping Pong, Movie Room
Harwich
10.0 out of 10, Exceptional, (2 reviews)
"Very responsive and friendly host. "
United States
Matt M.
$839 nightly
The price is $961
Sep 3 - Sep 4
Total with taxes and fees
New! 4BR Fire Pit, Ping Pong, Movie Room

11. Beautiful cottage, Close to Wychmere & Beach, Family relax, king bed & fire pit!

Beautiful cottage, Close to Wychmere & Beach, Family relax, king bed & fire pit!
Harwich
9.6 out of 10, Exceptional, (5 reviews)
"We had an amazing stay! The house was exactly what we were looking for when booking. The host was amazing and accommodating for our dates. Communication was easy and responsive. We look forward to booking again in the future. "
United States
Laura J.
$669 nightly
The price is $766
Sep 2 - Sep 3
Total with taxes and fees
Beautiful cottage, Close to Wychmere & Beach, Family relax, king bed & fire pit!

12. 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, (8 reviews)
"Lovely property with attentive hosts "
United States
marian t.
$1,276 nightly
The price is $1,460
Sep 1 - Sep 2
Total with taxes and fees
Cape Cod Villa pond front vacation home, retreat, spa, venue, film location

13. Walk to Wychmere, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!

Walk to Wychmere, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!
Harwich
10.0 out of 10, Exceptional, (8 reviews)
$777 nightly
The price is $889
Sep 8 - Sep 9
Total with taxes and fees
Walk to Wychmere, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!

14. 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, (50 reviews)
"We did a quick overnight The amenities were great and the condo was perfect !!!"
United States
Katie M.
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

15. ★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets

★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets
West Brewster
10.0 out of 10, Exceptional, (29 reviews)
"The cottage is immaculate, has every amenity you would want and the host is very responsive. We absolutely loved our stay!"
United States
Katrina W.
$1,326 nightly
The price is $1,517
Sep 25 - Sep 26
Total with taxes and fees
★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets

16. Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (14 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
$462 nightly
The price is $512
Sep 28 - Sep 29
Total with taxes and fees
Cozy Large Home in Harwich with Patio near Wequassett Resort

17. Spacious 4BR house in perfect Chatham with AC

Spacious 4BR house in perfect Chatham with AC
Chatham
$1,066 nightly
The price is $1,220
Sep 13 - Sep 14
Total with taxes and fees
Spacious 4BR house in perfect Chatham with AC

18. Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Chatham
10.0 out of 10, Exceptional, (127 reviews)
"Our stay was wonderful!"
United States
Corinne J.
$589 nightly
The price is $674
Sep 29 - Sep 30
Total with taxes and fees
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

19. Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach

Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
Chatham
9.8 out of 10, Exceptional, (7 reviews)
"Lock didn’t work"
United States
Claudine
$800 nightly
The price is $916
Sep 22 - Sep 23
Total with taxes and fees
Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach

20. 6 Mi to Beach: Home w/ Deck in Brewster!

6 Mi to Beach: Home w/ Deck in Brewster!
3.0 star property
Brewster
$603 nightly
The price is $690
Sep 1 - Sep 2
Total with taxes and fees
6 Mi to Beach: Home w/ Deck in Brewster!
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 $206 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.

Explore a world of travel with Expedia

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?

Private Sandy Beach, Truly Oceanfront,Private Decks, Free Kayak, Sleeps 5: This vacation home rental near South Chatham is located on the beach and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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. Cockle Cove Beach and Chatham Chamber of Commerce 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.