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

South Chatham Holiday Rentals

  • 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

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 traveller
The price is HK$5,332
HK$9,503 total
includes taxes & fees
12 Sept - 13 Sept
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)
"Very communicative and helpful host. Be prepared to bring your own linens or rent them. Enjoyed our stay"
United States
Amanda B.
The price is HK$6,241
HK$10,571 total
includes taxes & fees
7 Sept - 8 Sept
Beach Chic Chatham 5 Star 5 Min Walk to Beach-Newly Renovated Private Retreat AC

3. 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.
The price is HK$761
HK$4,010 total
includes taxes & fees
5 Oct - 6 Oct
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

4. 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.
The price is HK$1,122
HK$3,908 total
includes taxes & fees
7 Sept - 8 Sept
Cozy Large Home in Harwich with Patio near Wequassett Resort

5. Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (142 reviews)
"Clean, good activities for the kids and pools were nice"
United States
Jim
The price is HK$1,717
HK$1,965 total
includes taxes & fees
24 Sept - 25 Sept
Brewster Green Resort

6. 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.
The price is HK$2,117
HK$4,792 total
includes taxes & fees
5 Oct - 6 Oct
Beautiful home near Jacknife Beach and bike trail

7. Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.8 out of 10, Exceptional, (121 reviews)
"Great little cottage close and convenient to everything."
United States
Shelby V.
The price is HK$900
HK$2,349 total
includes taxes & fees
24 Sept - 25 Sept
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

8. Paradise Palm Unit - #4

Paradise Palm Unit - #4
Harwich
10.0 out of 10, Exceptional, (31 reviews)
"The property was quaint, perfect for a quick weekend getaway."
United States
Kylie S.
Paradise Palm Unit - #4

9. The Beachcomber Unit - #9

The Beachcomber Unit - #9
Harwich
10.0 out of 10, Exceptional, (21 reviews)
"We had an amazing time staying here, great location and it was very clean. "
United States
Mike B.
The price is HK$1,404
HK$2,344 total
includes taxes & fees
7 Sept - 8 Sept
The Beachcomber Unit - #9

10. 6 Mi to Beach: Home w/ Deck in Brewster!

6 Mi to Beach: Home w/ Deck in Brewster!
3.0 star property
Brewster
The price is HK$1,129
HK$5,409 total
includes taxes & fees
20 Sept - 21 Sept
6 Mi to Beach: Home w/ Deck in Brewster!

11. 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.
The price is HK$2,470
HK$6,407 total
includes taxes & fees
7 Sept - 8 Sept
Family Cottage Close to Beach!!

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

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (51 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is HK$1,302
HK$5,133 total
includes taxes & fees
8 Sept - 9 Sept
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

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, (9 reviews)
"Excellent location "
United States
Norman Y.
The price is HK$2,470
HK$6,308 total
includes taxes & fees
8 Sept - 9 Sept
Walk to Wychmere, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!

14. Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.2 out of 10, Wonderful, (27 reviews)
"Loved this property. "
United States
Carol S.
The price is HK$612
HK$3,514 total
includes taxes & fees
1 Oct - 2 Oct
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

15. 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
10.0 out of 10, Exceptional, (201 reviews)
"Great location and great host!! We’ll be back!!!"
United States
Patrick T.
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

16. Harwich Hideaway with King Beds Pet Friendly!

Harwich Hideaway with King Beds Pet Friendly!
Harwich
8.8 out of 10, Excellent, (5 reviews)
"Dog friendly property!"
United States
Colleen O.
The price is HK$3,019
HK$4,101 total
includes taxes & fees
8 Sept - 9 Sept
Harwich Hideaway with King Beds Pet Friendly!

17. Cape Cod Beach Cottage-2 bdrm, 1 bath, full kitchen and two minute walk to beach

Cape Cod Beach Cottage-2 bdrm, 1 bath, full kitchen and two minute walk to beach
Dennisport
10.0 out of 10, Exceptional, (35 reviews)
"We had a wonderful time and great weather!!!"
United States
Peter C.
The price is HK$1,058
HK$3,832 total
includes taxes & fees
1 Oct - 2 Oct
Cape Cod Beach Cottage-2 bdrm, 1 bath, full kitchen and two minute walk to beach

18. The Nantucket Room Unit - #2

The Nantucket Room Unit - #2
Harwich port
9.8 out of 10, Exceptional, (61 reviews)
"amazing location and cute place to stay!"
United States
Adriana A.
The price is HK$2,352
HK$3,554 total
includes taxes & fees
17 Sept - 18 Sept
The Nantucket Room Unit - #2

19. The Port Unit - 5

The Port Unit - 5
Harwich
10.0 out of 10, Exceptional, (8 reviews)
"Great Rental and good with our calm dog !Would absolutely recommend !"
United States
Daniel O.
The price is HK$1,404
HK$2,344 total
includes taxes & fees
7 Sept - 8 Sept
The Port Unit - 5

20. 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, (108 reviews)
"Great stay. House is in a great location and is well maintained. Bonnie was super helpful. "
United States
Will M.
The price is HK$3,705
HK$4,850 total
includes taxes & fees
10 Sept - 11 Sept
Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard
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

Search for holiday rentals in South Chatham on Expedia! You can easily find your home rentals, villas, holiday apartments in South Chatham using one of the methods below:

  • View our selection of featured holiday rentals in South Chatham
  • Use the map to find apartments and other holiday homes in the South Chatham neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in South Chatham while they last

Look no further and take a look at our great range of rental properties in South Chatham!

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 94 Expedia holiday rentals in South Chatham for a memorable holiday.

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 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.