South Chatham Holiday Rentals

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Our top choices for South Chatham holiday rentals

Sal's Place

Sal's Place
2.0 star property
Hyannis
The price is NZ$990
includes taxes & fees
27 Mar - 28 Mar
Sal's Place

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.
The price is NZ$2,011
includes taxes & fees
27 Mar - 28 Mar
Cape Cod Villa pond front vacation home, retreat, spa, venue, film location

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.
The price is NZ$4,893
includes taxes & fees
6 Apr - 7 Apr
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

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.
The price is NZ$1,634
includes taxes & fees
27 Mar - 28 Mar
2021 CONSTRUCTION 3BR 3BA, close to Bike Trail & Beaches. Central AC Eastham

Waterfront lake house private beach dock

Waterfront lake house private beach dock
harwich
10.0 out of 10, Exceptional, (22 reviews)
"Wonderful location "
United States
Jeanne F.
The price is NZ$3,374
includes taxes & fees
29 Mar - 30 Mar
Waterfront lake house private beach dock

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
The price is NZ$449
includes taxes & fees
27 Mar - 28 Mar
Brewster Green Resort

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.0 star property
West Dennis
The price is NZ$1,292
includes taxes & fees
17 Apr - 18 Apr
Coastal Haven in West Dennis -15

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Wellfleet
10.0 out of 10, Exceptional, (81 reviews)
"Excellent communication from host. Great location. Would definitely stay again."
United States
Nick E.
The price is NZ$757
includes taxes & fees
27 Mar - 28 Mar
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Chatham
10.0 out of 10, Exceptional, (40 reviews)
"We’ve stayed here 3 times and always love it. Kitchen is very well-stocked, beds are comfortable and you cannot beat the location. Owner is very responsive if there are issues. "
United States
Coleen and Brian F.
The price is NZ$4,612
includes taxes & fees
10 Apr - 11 Apr
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

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.
The price is NZ$982
includes taxes & fees
28 Mar - 29 Mar
Paradise Palm Unit - #4

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, (43 reviews)
"Great place!"
United States
Michael P.
The price is NZ$657
includes taxes & fees
2 Apr - 3 Apr
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

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.
The price is NZ$1,345
includes taxes & fees
6 Apr - 7 Apr
Family Cottage Close to Beach!!

Endless Summer Unit - #3

Endless Summer Unit - #3
Harwich
9.8 out of 10, Exceptional, (31 reviews)
"We have stayed here before and happy to be back! All the amenities and even a light breakfast in the morning! Great pool to relax in and close to restaurants and shops."
United States
Susan T.
The price is NZ$1,847
includes taxes & fees
27 Mar - 28 Mar
Endless Summer Unit - #3

Scribi's Beach House

Scribi's Beach House
Dennis
9.8 out of 10, Exceptional, (36 reviews)
"Live our stay at the Scribi house ... hope to be back soon!!!"
United States
Lynn K.
The price is NZ$2,363
includes taxes & fees
29 Mar - 30 Mar
Scribi's Beach House

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.
The price is NZ$820
includes taxes & fees
19 Apr - 20 Apr
Edgewood on Campground Beach/Steps to the Sand

Historic charmer on the water with a firepit, kayaks, bikes, & firepit

Historic charmer on the water with a firepit, kayaks, bikes, & firepit
Eastham
9.4 out of 10, Exceptional, (13 reviews)
"Absolutely perfect - would definitely come stay here again."
United States
William B.
The price is NZ$1,616
includes taxes & fees
27 Mar - 28 Mar
Historic charmer on the water with a firepit, kayaks, bikes, & firepit

Beachfront~Seaside Sea-duction-Dog Friendly

Beachfront~Seaside Sea-duction-Dog Friendly
Eastham
10.0 out of 10, Exceptional, (15 reviews)
"Loved the location and beautiful sunsets - close to everything! Tara was a great host. "
United States
Lisa S.
The price is NZ$1,412
includes taxes & fees
8 Apr - 9 Apr
Beachfront~Seaside Sea-duction-Dog Friendly

The Blue Crab Unit 7

The Blue Crab Unit 7
Harwich
9.6 out of 10, Exceptional, (15 reviews)
"Nice place, decent central location "
United States
hannah k.
The price is NZ$761
includes taxes & fees
28 Mar - 29 Mar
The Blue Crab Unit 7

Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach
Eastham
10.0 out of 10, Exceptional, (25 reviews)
"The hosts were so thoughtful and the sunset view was incredible "
United States
Jill K.
The price is NZ$939
includes taxes & fees
29 Mar - 30 Mar
Sand Bar-Dog Friendly on Cooks Brook Beach

Harbor Hideaway Unit- #6

Harbor Hideaway Unit- #6
Harwich
9.8 out of 10, Exceptional, (18 reviews)
"Just as advertised — tucked away in a small neighborhood in Harwich. Easily accessible to great restaurants and beaches. Would book again in a heartbeat"
United States
Colin H.
The price is NZ$761
includes taxes & fees
27 Mar - 28 Mar
Harbor Hideaway Unit- #6
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 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, 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 NZ$210 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. 

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 92 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.