South Chatham Holiday Rentals

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Our top choices for South Chatham holiday 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.
The price is NZ$1,276
includes taxes & fees
12 May - 13 May
Classic Cape House Walking Distance to the Beach - Many recent upgrades

Walk to Beach • 6 beds • 3 full baths • Sleeps 8

Walk to Beach • 6 beds • 3 full baths • Sleeps 8
Chatham
Walk to Beach • 6 beds • 3 full baths • Sleeps 8

🐚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.
The price is NZ$650
includes taxes & fees
14 May - 15 May
🐚The Bay Cottage on Thumpertown Beach

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$348
includes taxes & fees
12 May - 13 May
Paradise Palm Unit - #4

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$798
includes taxes & fees
17 May - 18 May
Edgewood on Campground Beach/Steps to the Sand

🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (24 reviews)
"Everything was great, we really enjoyed our stay!"
United States
Anna T.
The price is NZ$721
includes taxes & fees
14 May - 15 May
🦀Waterfront at The Velvet Crab~Amazing Sunsets

Walk to Beaches & Dining: Classic Cape Cod Cottage

Walk to Beaches & Dining: Classic Cape Cod Cottage
3.0 star property
Dennis Port
The price is NZ$733
includes taxes & fees
26 May - 27 May
Walk to Beaches & Dining: Classic Cape Cod Cottage

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
9.6 out of 10, Exceptional, (111 reviews)
"Cute space and perfect size for me and my small dog!"
United States
Amy F.
The price is NZ$413
includes taxes & fees
14 May - 15 May
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

The Nantucket Room Unit - #2

The Nantucket Room Unit - #2
Harwich port
9.8 out of 10, Exceptional, (53 reviews)
"amazing location and cute place to stay!"
United States
Adriana A.
The price is NZ$348
includes taxes & fees
13 May - 14 May
The Nantucket Room Unit - #2

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$330
includes taxes & fees
3 June - 4 June
The Blue Crab Unit 7

Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre

Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre
Harwich
10.0 out of 10, Exceptional, (110 reviews)
"The hosts were so accommodating and lovely. The property is adorable and well appointed! Would stay again 100 percent. "
United States
rachel n.
The price is NZ$654
includes taxes & fees
1 June - 2 June
Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre

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$348
includes taxes & fees
12 May - 13 May
Harbor Hideaway Unit- #6

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Wellfleet
The price is NZ$919
includes taxes & fees
18 May - 19 May
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach

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 NZ$998
includes taxes & fees
12 May - 13 May
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Eastham
10.0 out of 10, Exceptional, (2 reviews)
"The house was beautiful, tucked away, and clean. It was spacious for two families with room for more comfortably. "
United States
michele I.
The price is NZ$1,104
includes taxes & fees
26 May - 27 May
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

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, (12 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is NZ$835
includes taxes & fees
18 May - 19 May
Cozy Large Home in Harwich with Patio near Wequassett Resort

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 NZ$1,155
includes taxes & fees
14 May - 15 May
6 Mi to Beach: Home w/ Deck in Brewster!

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (8 reviews)
"We went with a small group of friends and everything was amazing. The property is beautiful and well located. We had everything that we needed and the communication con the owner was good."
United States
Lourdes P.
The price is NZ$855
includes taxes & fees
26 May - 27 May
Sleeps 2-8/Soaking Tub/FirePit~Burrows

Castaway Cottage on the bay~Dog Friendly Too!

Castaway Cottage on the bay~Dog Friendly Too!
Eastham
9.8 out of 10, Exceptional, (14 reviews)
"Very good pet friendly house! "
United States
Sasha N.
The price is NZ$711
includes taxes & fees
25 May - 26 May
Castaway Cottage on the bay~Dog Friendly Too!

Gray Whale - 3 bedrm/2 bath/gameroom

Gray Whale - 3 bedrm/2 bath/gameroom
Eastham
10.0 out of 10, Exceptional, (3 reviews)
"very well appointed accommodations - great location - helpful amenities. would come back again!"
United States
Leonard
The price is NZ$987
includes taxes & fees
17 May - 18 May
Gray Whale - 3 bedrm/2 bath/gameroom
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$267 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?

Eazy Breezy Beach Home: This holiday home rental outside of South Chatham offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 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 96 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. Chatham Chamber of Commerce and Cockle Cove Beach 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.