South Chatham Vacation Rentals from ￥19,336: Search Short-Term Rentals

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Our top choices for South Chatham vacation rentals

A room with a blue sofa, wicker chairs, a round table, a wall-mounted lamp, and a glass door leading outside.

1. Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Chatham

Jennifer B.

￥81,997 total

includes taxes & fees

Dec 7 - Dec 8

An outdoor patio with Adirondack chairs, a fire pit, and string lights.

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

Harwich

Norman Y.

￥90,422 total

includes taxes & fees

Nov 12 - Nov 13

3. The Captain's Quarters Suite Unit - 10

Harwich

Annyck H.

￥44,336 total

includes taxes & fees

Nov 12 - Nov 13

A deck with outdoor furniture including a sofa, chairs, and a table.

4. Beautiful home near Jacknife Beach and bike trail

Chatham

Claire D.

￥92,412 total

includes taxes & fees

Nov 13 - Nov 14

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

5. Family Cottage Close to Beach!!

Harwichport

Jennifer S.

￥122,794 total

includes taxes & fees

Nov 12 - Nov 13

A living room with a white cabinet, striped armchair, and a wicker chair.

6. Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Chatham

Corinne J.

￥85,900 total

includes taxes & fees

Nov 12 - Nov 13

A bedroom with a bed, a desk, a chair, a TV, and a window.

7. Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

Harwich

Nicole M.

￥57,054 total

includes taxes & fees

Nov 16 - Nov 17

A residential backyard with a white fence, outdoor seating, and a house in the background.

8. Seaside Getaway - Harwichport Beachhouse

Harwich

Meredith R.

￥69,463 total

includes taxes & fees

Nov 12 - Nov 13

A large outdoor swimming pool surrounded by lounge chairs and umbrellas, with a clear sky above.

9. Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

Brewster

Rebecca R.

￥49,570 total

includes taxes & fees

Nov 16 - Nov 17

A pool area with lounge chairs and flags.

10. The Cove at Yarmouth by Westgate Resorts

West Yarmouth

Manizheh

￥19,336 total

includes taxes & fees

Nov 17 - Nov 18

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.

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

West Brewster

Jim M.

￥114,788 total

includes taxes & fees

Nov 12 - Nov 13

A living room with a fireplace, a sofa, a coffee table, and a television.

12. The Brewster Pearl

Brewster

"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...

PAULA

￥99,284 total

includes taxes & fees

Dec 10 - Dec 11

A wooden deck with outdoor furniture, a covered seating area, and a view of neighboring houses.

13. Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Dennis Port

Art E.

￥72,323 total

includes taxes & fees

Nov 13 - Nov 14

A modern kitchen with white cabinets, a wooden ceiling, and a herringbone-patterned floor.

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

Harwich

Christopher R.

￥95,435 total

includes taxes & fees

Nov 15 - Nov 16

A dining area with a table set for two, a chair, and a plant with pink flowers.

15. Beach Walks, Books & Bay Sunsets

Brewster

Sandra G.

￥86,665 total

includes taxes & fees

Nov 16 - Nov 17

A dining area with a wooden table, chairs, and a chandelier. There is a rug on the floor and a painting on the wall.

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

Harwich

david r.

￥87,710 total

includes taxes & fees

Nov 12 - Nov 13

A room with a wooden piano, a round mirror, a white door leading to a balcony with a view of greenery, and a hanging light fixture.

17. Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

Dennis

Diana S.

￥76,850 total

includes taxes & fees

Nov 16 - Nov 17

A room with a wooden dining table, four chairs, a flat-screen TV mounted on the wall, and a view through an open door to a dining area.

18. Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants

Dennis

Holleigh B.

￥84,002 total

includes taxes & fees

Nov 19 - Nov 20

A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

19. Seaside Escape-Art-filled 2 Bd on Town Cove

EASTHAM

Myriam A.

￥75,535 total

includes taxes & fees

Nov 12 - Nov 13

A house with a well-maintained garden, a white picket fence, and a garage door.

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

Dennis

Christine H.

￥85,496 total

includes taxes & fees

Nov 12 - Nov 13

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Top South Chatham Hotel Reviews

Hyannis Harbor Hotel

8/10 Good

"We were only at The Harbor House for a brief overnight stay. Our room, 3010, was very nice and clean. However, the view out of our window was of the parking lot and all the garbage dumpsters. If this were a summer rental for us, I would have been extremely disappointed! Given the prices charged and the new additional parking fee, I feel that the view issue should have been disclosed at the time of booking the room."

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

10/10 Excellent

"We stayed two nights and our stay was excellent. The hotel is very clean and bright, our room was very pleasant and a nice size. We had plenty of room for all our stuff and the bed was quite comfortable. The bathroom was roomy and the shower was excellent! Breakfast was pretty much the regular hotel breakfast, everything was hot and plentiful. We have stayed before and will most likely be back in the future. It's also really nice to be able to walk to the Cape Cod Mall in less than five minutes."

Bayside Resort Hotel

10/10 Excellent

"The motel is an older facility that most likely has been renovated and well maintained. It is very clean. The room was spotless, Bathrooms spotless and good hot water with good pressure. Beds (we got the 2 twins) were medium in firmness, comfortable. No problems with room temp. The indoor pool area, pool and hot tub were very clean and enjoyable. The gym has several cardio machines, a few dumbbells and bench and a budget universal type machine. It was fine. They have an arcade (we looked but did not use) and the instructions are on the wall before you enter the room, It is a minimum of $25 on your card. That should give someone or a couple a bit of playtime. The breakfast dining area was very clean. My wife has an eye for those things and nothing bothered her and that was a huge benefit. The breakfast had a reasonable amount of choices. This is not an AA breakfast but I ate, it was fine and I was filled. Massachusetts has a $12 tax you have to pay and the motel has a $50 (pending only) fee I guess incase you damage the room or do not return the electronic keys (which we had no problem with) They put $62 on my CC on our arrival the 3rd; we left the 4th. On the 5th a $12 charge went onto my CC. I called and was told the $62 was pending only and by the 7th, only the $12 charge was on my CC. I would happily stay there again. -CD"

Find out more about South Chatham

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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?

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!: This vacation home rental 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 95 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. Cockle Cove Beach and Chatham Chamber of Commerce 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.

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Check prices for these dates

Our top choices for South Chatham vacation rentals

1. Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

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

3. The Captain's Quarters Suite Unit - 10

4. Beautiful home near Jacknife Beach and bike trail

5. Family Cottage Close to Beach!!

6. Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

7. Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

8. Seaside Getaway - Harwichport Beachhouse

9. Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

10. The Cove at Yarmouth by Westgate Resorts

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

12. The Brewster Pearl

13. Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

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

15. Beach Walks, Books & Bay Sunsets

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

17. Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

18. Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants

19. Seaside Escape-Art-filled 2 Bd on Town Cove

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

Find vacation rentals that suit your style

Top South Chatham Hotel Reviews

Hyannis Harbor Hotel

Chatham Tides

Uncommoner Hotel by Reverie Boutique Collection

Hyannis Travel Inn

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Bayside Resort Hotel

Sunbird Cape Cod Resort

Blue Dolphin Inn

Chatham Bars Inn

Find out more about South Chatham

Frequently asked questions

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