South Chatham Vacation Rentals

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Our top choices for South Chatham vacation rentals

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 CA $412
CA $624 total
includes taxes & fees
Mar 23 - Mar 24
The Blue Crab Unit 7

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 CA $314
CA $360 total
includes taxes & fees
Mar 23 - Mar 24
Brewster Green Resort

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 CA $889
CA $1,659 total
includes taxes & fees
Mar 23 - Mar 24
Cape Cod Villa pond front vacation home, retreat, spa, venue, film location

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 CA $549
CA $803 total
includes taxes & fees
Mar 23 - Mar 24
Paradise Palm Unit - #4

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 CA $412
CA $624 total
includes taxes & fees
Mar 23 - Mar 24
Harbor Hideaway Unit- #6

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 CA $432
CA $1,121 total
includes taxes & fees
Mar 23 - Mar 24
Family Cottage Close to Beach!!

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 CA $556
CA $1,354 total
includes taxes & fees
Mar 23 - Mar 24
2021 CONSTRUCTION 3BR 3BA, close to Bike Trail & Beaches. Central AC Eastham

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 CA $308
CA $534 total
includes taxes & fees
Mar 23 - Mar 24
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

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 CA $480
CA $1,339 total
includes taxes & fees
Mar 23 - Mar 24
Historic charmer on the water with a firepit, kayaks, bikes, & firepit

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
Barnstable
10.0 out of 10, Exceptional, (31 reviews)
"It was a great stay and clean home. Recommend people to stay here"
United States
Charbel T.
The price is CA $686
CA $1,346 total
includes taxes & fees
Mar 23 - Mar 24
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

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, (80 reviews)
"Excellent communication from host. Great location. Would definitely stay again."
United States
Nick E.
The price is CA $231
CA $649 total
includes taxes & fees
Mar 25 - Mar 26
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Sal's Place

Sal's Place
2.0 star property
Hyannis
The price is CA $549
CA $793 total
includes taxes & fees
Mar 23 - Mar 24
Sal's Place

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 CA $181
CA $813 total
includes taxes & fees
Mar 23 - Mar 24
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

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, (25 reviews)
"Lovely house with nice location."
United States
amy d.
The price is CA $175
CA $946 total
includes taxes & fees
Mar 23 - Mar 24
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

🐚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 CA $203
CA $542 total
includes taxes & fees
Apr 15 - Apr 16
🐚The Bay Cottage on Thumpertown Beach

Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location

Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
Dennis
10.0 out of 10, Exceptional, (32 reviews)
"The place was adorable and the location was perfect. We could walk to the beach, to an amazing little bakery and it gave us great access to our weekend of wedding events.Irene had suggested sunset at Mayflower Beach and it was spectacular. We will be back in the future."
United States
Natalie D.
The price is CA $411
CA $951 total
includes taxes & fees
Mar 23 - Mar 24
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location

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, (102 reviews)
"We absolutely loved this house, very comfortable, well decorated and welcoming atmosphere. It was exactly what we needed for a weekend getaway. We will be back!"
United States
Margot C.
The price is CA $122
CA $651 total
includes taxes & fees
Mar 24 - Mar 25
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Eastham
10.0 out of 10, Exceptional, (19 reviews)
"Just a great location, and a very comfortable place. We loved the porch bed and chair. We are looking forward to returning."
United States
David B.
The price is CA $248
CA $689 total
includes taxes & fees
Mar 23 - Mar 24
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

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 CA $261
CA $725 total
includes taxes & fees
Mar 25 - Mar 26
Sand Bar-Dog Friendly on Cooks Brook Beach

Beachfront~Seaside Sea-duction-Dog Friendly

Beachfront~Seaside Sea-duction-Dog Friendly
Eastham
10.0 out of 10, Exceptional, (14 reviews)
"Loved the location and beautiful sunsets - close to everything! Tara was a great host. "
United States
Lisa S.
The price is CA $365
CA $935 total
includes taxes & fees
Mar 23 - Mar 24
Beachfront~Seaside Sea-duction-Dog Friendly
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with South Chatham. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!: This vacation home near South Chatham is located on the beach and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade game room.

How many vacation rentals will I find in South Chatham?

Choose from 92 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. Chatham Chamber of Commerce and Cockle Cove Beach 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.