South Chatham Vacation Rentals

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Our top choices for South Chatham vacation rentals

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, (1 review)
"Lovely spot on the water!"
United States
Elizabeth T.
The price is CA $204
CA $771 total
includes taxes & fees
Jun 23 - Jun 24
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
Chatham
10.0 out of 10, Exceptional, (135 reviews)
"gorgeous property - truly stunning view!"
United States
Kelly Z.
The price is CA $2,477
CA $4,071 total
includes taxes & fees
Jul 18 - Jul 19
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Luxury Chatham Retreat. Walk to Main St & Beach

Luxury Chatham Retreat. Walk to Main St & Beach
Chatham
10.0 out of 10, Exceptional, (1 review)
"Beautiful house in a great location in Chatham! Walking distance to shops and restaurants. The house was well-stocked with everything we needed and the beds were so comfortable. We really enjoyed our stay here!"
United States
Maggie K.
The price is CA $594
CA $1,296 total
includes taxes & fees
Jun 24 - Jun 25
Luxury Chatham Retreat. Walk to Main St & Beach

Spacious 4BR house in perfect Chatham with AC

Spacious 4BR house in perfect Chatham with AC
Chatham
Spacious 4BR house in perfect Chatham with AC

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)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is CA $335
CA $1,019 total
includes taxes & fees
Jul 14 - Jul 15
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!

Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!
3.0 star property
West Chatham
The price is CA $913
CA $1,733 total
includes taxes & fees
Jun 23 - Jun 24
Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!
Chatham
9.2 out of 10, Wonderful, (15 reviews)
"Very close to the beach, great little neighborhood in a quiet part of Chatham"
United States
Alex R.
The price is CA $814
CA $1,762 total
includes taxes & fees
Jun 23 - Jun 24
Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!

Eastham, Cape Cod - Town Cove Waterfront

Eastham, Cape Cod - Town Cove Waterfront
Eastham
9.0 out of 10, Wonderful, (100 reviews)
"Awesome location, private and peaceful."
United States
Kathy D.
The price is CA $350
CA $689 total
includes taxes & fees
Jun 23 - Jun 24
Eastham, Cape Cod - Town Cove Waterfront

2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.
Eastham
10.0 out of 10, Exceptional, (46 reviews)
"Great place, very clean. Host was accessible and accommodating. "
United States
Christopher M.
The price is CA $987
CA $1,938 total
includes taxes & fees
Jun 29 - Jun 30
2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

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 CA $2,831
CA $4,811 total
includes taxes & fees
Jun 22 - Jun 23
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

Pond House~Waterfront Oasis W/Jacuzzi Tub

Pond House~Waterfront Oasis W/Jacuzzi Tub
Eastham
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful spot ! House was clean and well equipped. "
United States
Cynthia P.
Pond House~Waterfront Oasis W/Jacuzzi Tub

🐳 The Whale Song - Dog-Friendly Studio

🐳 The Whale Song - Dog-Friendly Studio
Eastham
9.6 out of 10, Exceptional, (14 reviews)
"We enjoyed our stay very much "
United States
Gregg P.
The price is CA $175
CA $471 total
includes taxes & fees
Jun 24 - Jun 25
🐳 The Whale Song - Dog-Friendly Studio

10 min walk to Beach - Home with Amazing View & Huge Deck

10 min walk to Beach - Home with Amazing View & Huge Deck
Eastham
The price is CA $712
CA $1,351 total
includes taxes & fees
Jul 5 - Jul 6
10 min walk to Beach - Home with Amazing View & Huge Deck

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, (7 reviews)
"Lovely property with attentive hosts "
United States
marian t.
The price is CA $1,114
CA $1,970 total
includes taxes & fees
Jul 5 - Jul 6
Cape Cod Villa pond front vacation home, retreat, spa, venue, film location

Gray Whale - 3 bedrm/2 bath/gameroom

Gray Whale - 3 bedrm/2 bath/gameroom
Eastham
10.0 out of 10, Exceptional, (5 reviews)
"very well appointed accommodations - great location - helpful amenities. would come back again!"
United States
Leonard
The price is CA $812
CA $1,516 total
includes taxes & fees
Jun 27 - Jun 28
Gray Whale - 3 bedrm/2 bath/gameroom

Contemporary Cape Getaway: Perfect Beachside Vacation for 10!

Contemporary Cape Getaway: Perfect Beachside Vacation for 10!
Eastham
8.0 out of 10, Very good, (1 review)
"Our stay in this Eastham house was most pleasant and I have to say the host was wonderfully responsive when problems arose. During heavy rainstorm, the livingroom ceiling leaked and the icemaker in the freezer portion of the refrigerator was broken. Neither issue dampened our stay - pun intended. Location made for easy daily commute to gorgeous Campground Beach where family gathered daily. I would not hesitate to return to Eastham again."
United States
Marty C.
The price is CA $1,555
CA $2,681 total
includes taxes & fees
Jul 6 - Jul 7
Contemporary Cape Getaway: Perfect Beachside Vacation for 10!

Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4

Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4
Eastham
The price is CA $849
CA $1,398 total
includes taxes & fees
Jul 2 - Jul 3
Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4

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 $446
CA $1,157 total
includes taxes & fees
Jun 22 - Jun 23
Family Cottage Close to Beach!!

Driftwood Cottages - Crab

Driftwood Cottages - Crab
Eastham
Driftwood Cottages - Crab

🌊The Ocean Cottage on Thumpertown Beach

🌊The Ocean Cottage on Thumpertown Beach
Eastham
9.4 out of 10, Exceptional, (9 reviews)
"We absolutely loved the place and the location right near Thumpertown Beach was perfect!"
United States
Jeff P.
The price is CA $260
CA $628 total
includes taxes & fees
Jun 22 - Jun 23
🌊The Ocean Cottage on Thumpertown Beach
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.

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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?

Cape Cod's "Beach Rose": This vacation home rental near South Chatham offers a patio, a selection of games, and a barbecue grill 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 you can cook with friends or family.

How many vacation rentals will I find in South Chatham?

Choose from 96 Expedia vacation rentals in South Chatham for a memorable vacation.

What can I see and do in South Chatham?

Cape Cod Beaches and Cockle Cove Beach are a couple of lovely local spots to get outside and enjoy nature. Chatham Chamber of Commerce and Forest 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.