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South Chatham Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for South Chatham holiday rentals

A two-story house with a front porch, a chimney, and a well-maintained lawn.

1. Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (83 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$2,471
HK$6,411 total
includes taxes & fees
31 Oct - 1 Nov
Family Cottage Close to Beach!!
A sandy beach with a grassy path leading to the water.

2. Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
9.8 out of 10, Exceptional, (94 reviews)
"Beautiful, clean home with very responsive and kind hosts!"
United States
Claire D.
The price is HK$2,118
HK$4,822 total
includes taxes & fees
1 Nov - 2 Nov
Beautiful home near Jacknife Beach and bike trail
A room with a blue sofa, wicker chairs, a round table, a wall-mounted lamp, and a glass door leading outside.

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, (108 reviews)
"Excellent location and stay at the lucky 7 cottage. The communication with the host was outstanding, best I’ve experienced. We’ll definitely be back for another time at this location."
United States
Mark K.
The price is HK$1,134
HK$4,441 total
includes taxes & fees
12 Nov - 13 Nov
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
An outdoor patio with Adirondack chairs, a fire pit, and string lights.

4. Winter Cape Escape - Walk to Wychmere, Fire Pit, Fenced Yard

Winter Cape Escape - Walk to Wychmere, Fire Pit, Fenced Yard
Harwich
10.0 out of 10, Exceptional, (11 reviews)
"Excellent location "
United States
Norman Y.
The price is HK$1,326
HK$4,750 total
includes taxes & fees
31 Oct - 1 Nov
Winter Cape Escape - Walk to Wychmere, Fire Pit, Fenced Yard
A bedroom with a bed, a desk, a chair, a TV, and a window.

5. 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
9.8 out of 10, Exceptional, (8 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.
The price is HK$1,942
HK$2,967 total
includes taxes & fees
1 Nov - 2 Nov
Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
A lighthouse with a cylindrical tower and a white building with a red roof.

6. 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, (128 reviews)
"Our stay was wonderful!"
United States
Corinne J.
The price is HK$1,765
HK$4,328 total
includes taxes & fees
2 Nov - 3 Nov
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
A spacious living area with a large window, a wooden ceiling, a television, and a sofa.

7. Seaside condo with patio, beach access, loft, board games, gas grill, & firepit

Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
Chatham
10.0 out of 10, Exceptional, (2 reviews)
"Lovely spot on the water!"
United States
Elizabeth T.
The price is HK$1,273
HK$4,252 total
includes taxes & fees
31 Oct - 1 Nov
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
A pool area with lounge chairs and flags.

8. The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts
3.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (270 reviews)
"The property is an older timeshare and dated."
United States
Kim
The price is HK$843
HK$965 total
includes taxes & fees
1 Nov - 2 Nov
The Cove at Yarmouth by Westgate Resorts
A beach with people, tents, and umbrellas.

9. 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, (54 reviews)
"Great stay!"
United States
Rebecca R.
The price is HK$1,405
HK$2,596 total
includes taxes & fees
2 Nov - 3 Nov
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
A beach with a wooden walkway leading to the shore, a rocky breakwater, and a clear sky at sunset.

10. Seaside Getaway - Harwichport Beachhouse

Seaside Getaway - Harwichport Beachhouse
Harwich
9.2 out of 10, Wonderful, (19 reviews)
"Great stay! Clean and comfortable and close to town."
United States
Meredith R.
The price is HK$1,617
HK$3,637 total
includes taxes & fees
12 Nov - 13 Nov
Seaside Getaway - Harwichport Beachhouse
A two-story house with a covered porch and a stone staircase leading to the entrance.

11. Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
Chatham
10.0 out of 10, Exceptional, (24 reviews)
"House was wonderful with plenty of room. Great outdoor spaces with a deck and patio. Very convenient location. Host responsive to our needs. Would definitely stay again. "
United States
Sally S.
The price is HK$9,320
HK$12,148 total
includes taxes & fees
4 Nov - 5 Nov
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
A dining area with a wooden table, chairs, and a chandelier. There is a rug on the floor and a painting on the wall.

12. Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Harwich
9.0 out of 10, Wonderful, (6 reviews)
"would stay here again"
United States
david r.
The price is HK$2,354
HK$4,561 total
includes taxes & fees
1 Nov - 2 Nov
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
A house with a well-maintained garden, a white picket fence, and a garage door.

13. Dennisport! Walk to 3 Public Beaches! Charming 4-bedroom 3 bath House with AC

Dennisport! Walk to 3 Public Beaches! Charming 4-bedroom 3 bath House with AC
Dennis
10.0 out of 10, Exceptional, (4 reviews)
"Very lovely home. Comfortable plenty of room for my family and very clean. The location was fantastic. Host was great to deal with."
United States
Christine H.
The price is HK$1,677
HK$4,442 total
includes taxes & fees
31 Oct - 1 Nov
Dennisport! Walk to 3 Public Beaches! Charming 4-bedroom 3 bath House with AC
A beach with footprints, a large rock, and a clear sky.

14. The Brewster Pearl

The Brewster Pearl
Brewster
10.0 out of 10, Exceptional, (3 reviews)
"The home is so beautiful and the decor is like out of a magazine. Immaculately clean, our standards are high, being hosts ourselves. Every amenity thoughtfully provided. The furnishings, bedding, towels are of premium quality and top brand. Our host was incredible, responsive, kind and helpful. This home is perfectly located to many beaches , excellent restaurants and coffee shops. Brewster is a special place. I can understand why the owner chose it. Our family was immensely blessed to have the...
United States
PAULA
The price is HK$1,569
HK$5,127 total
includes taxes & fees
10 Nov - 11 Nov
The Brewster Pearl
A sandy beach path leading to the ocean with a clear sky.

15. Beach Walks, Books & Bay Sunsets

Beach Walks, Books & Bay Sunsets
Brewster
10.0 out of 10, Exceptional, (3 reviews)
"The property was very clean, lots of little excellent touches, and amazing views. We truly enjoyed the pathway to the private beach. I wished we could have stayed longer. We will definitely be booking again."
United States
Sandra G.
The price is HK$1,469
HK$4,474 total
includes taxes & fees
10 Nov - 11 Nov
Beach Walks, Books & Bay Sunsets
A modern kitchen with white cabinets, a wooden ceiling, and a herringbone-patterned floor.

16. Beach Bungalow: Steps to Beach, Luxury Family Fun

Beach Bungalow: Steps to Beach, Luxury Family Fun
Harwich
10.0 out of 10, Exceptional, (10 reviews)
"We had an excellent stay on the cape at this beautiful home that was walking distance to the beach. The location was perfect and neighborhood was exactly what we dreamed of for an offseason getaway."
United States
Christopher R.
The price is HK$2,123
HK$5,429 total
includes taxes & fees
30 Nov - 1 Dec
Beach Bungalow: Steps to Beach, Luxury Family Fun
A spacious living room with a large sliding glass door leading to an outdoor patio, a ceiling fan, and a white sofa with patterned cushions.

17. Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
West Brewster
10.0 out of 10, Exceptional, (38 reviews)
"Previous reviews were all 10/10 & I agree once again. We definitely will be back!!"
United States
Jim M.
The price is HK$1,500
HK$6,018 total
includes taxes & fees
2 Nov - 3 Nov
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
A modern kitchen with white cabinets, a central island, and a dining area with a table set for four.

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

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Orleans
9.8 out of 10, Exceptional, (18 reviews)
"Great house, so much room! We enjoyed our stay!!"
United States
Gina M.
The price is HK$14,121
HK$24,368 total
includes taxes & fees
1 Nov - 2 Nov
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
An outdoor dining area with white chairs and umbrellas, overlooking the ocean.

19. 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, (209 reviews)
"Great location and perfect home for overnight stay!"
United States
Betsy D.
The price is HK$699
HK$2,443 total
includes taxes & fees
7 Nov - 8 Nov
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
A wooden deck with a fire pit, outdoor seating, and a pool area at dusk.

20. Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park

Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park
Brewster
9.8 out of 10, Exceptional, (61 reviews)
"Great place to stay with your family "
United States
Mary H.
The price is HK$11,768
HK$19,997 total
includes taxes & fees
31 Oct - 1 Nov
Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park
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

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"N/a"
Mary 2-night trip
Posted 12 hours ago
Hyannis Travel Inn

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?

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!: This holiday home rental outside of South Chatham is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease 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. Kick off your shoes and enjoy yourself with a garden and an arcade/games room.

How many holiday rentals will I find in South Chatham?

Choose from 95 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.