South Chatham, MA Cottages from SAR 562

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Our top choices for South Chatham cottages

A single-story house with a gabled roof, a front porch, and a small front yard.

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

Harwich

david r.

SAR 2,083 total

includes taxes & fees

15 Nov - 16 Nov

A house with a white picket fence, a well-maintained lawn, and a clear blue sky.

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

Dennis

Holleigh B.

SAR 1,995 total

includes taxes & fees

19 Nov - 20 Nov

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

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

EASTHAM

Myriam A.

SAR 1,807 total

includes taxes & fees

25 Nov - 26 Nov

An outdoor patio with wicker furniture, a round table, and a view of trees and water.

4. The Breeze on Minister's Pond

Eastham

MelanieC

A house with a front porch, a small garden, and a mailbox.

5. Cozy, vacation home in a charming duplex cottage

Yarmouth

Sarah B.

SAR 1,306 total

includes taxes & fees

1 Dec - 2 Dec

An outdoor patio with a table and chairs, a covered grill, and a view of a lake.

6. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

Eastham

Emily A.

SAR 1,537 total

includes taxes & fees

17 Nov - 18 Nov

A wooden cabin with a snow-covered roof and a small porch area.

7. Cottage Getaway walk to beach

Eastham

SAR 46,361 total

includes taxes & fees

20 Nov - 21 Nov

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Learn more about South Chatham

Peaceful Pleasant Bay invites kayakers to paddle alongside seals while Ridgevale Beach offers perfect sandcastle-building at low tide. Nearby Chatham's lighthouse and Main Street shops make excellent half-day excursions when you're ready for more activity.

See all hotels in South Chatham

An aerial view of a coastal area with a large bay, sandy beaches, and a distant cityscape.

Top reviews in South Chatham

A deck with a view of the ocean, a blue umbrella, and a white chair.

Chatham Tides

South Chatham

10/10 Excellent

joanna

A resort with a swimming pool, beach area, and a large building with a dome structure.

Wequassett Resort and Golf Club

Harwich

10/10 Excellent

ruby12376

A flagpole with an American flag, a circular flower bed with pink and white flowers, and white Adirondack chairs.

A Beach Breeze Inn

West Harwich

10/10 Excellent

Lois

A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.

Chatham Bars Inn

Chatham

10/10 Excellent

Highly recommend Chatham Bars Inn! Stay in the cottages along the water and start each day with a view of the sunrise, fishing boats, and harbor seals. Walk to the pool, beach, and the buffet breakfast. Walk to Main Street in town for even more restaurants, ice cream and candy shops, and great browsing in stores you can only find on the Cape. Staff was excellent and very professional. Everyone - check-in staff, pool and beach staff, restaurant staff, kids camp staff, were extremely...

Marc

A two-story house with a symmetrical facade, a central entrance, and a flag.

Candleberry Inn on Cape Cod

Brewster

10/10 Excellent

Great place to stay! My husband and I were a little worried about vacationing during the pandemic. But, we were put at ease when we read about the policies the innkeepers (Marco and Angelo) put in place during COVID-19, and the overall cleanliness of the inn and our room. The gourmet breakfast and afternoon treats were delicious! It's one of the things we look forward each day. The amenities were great! Since a lot of the restaurants are already fully booked, we're fortunate to have our own...

Maria&Mike

A two-story house with a covered porch, a brick pathway leading to the entrance, and a well-maintained lawn.

Charm on Main by Ocean Edge

Sea Pines

10/10 Excellent

Laura

A two-story house with a white picket fence, a blue door, and a porch with white railings.

An English Garden Bed & Breakfast

Dennis Port

10/10 Excellent

Frank

A multi-story hotel with balconies, a flat roof, and a clear sky.

Hyannis Travel Inn

Hyannis

10/10 Excellent

The location is everything as it is 1 street over from main street. The room was a nice size with 2 double beds and was clean with a large private balcony overlooking the street. The room had a mini fridge, a TV with limited cable, a telephone, great air conditioning and lighting. The bathroom was small with a very small and low toilet, low water pressure and a very small shower head, but the water temperature was good. Also limited counter space. The beds were very uncomfortable , uneven And...

Luis

A two-story building with a sign reading "The Orchard House."

Brewster by the Sea Inn

West Brewster

10/10 Excellent

Tony and Rachel

A two-story motel with a balcony on the second floor, a covered outdoor seating area, and a parking lot.

The Escape Inn

Bass River

10/10 Excellent

Steven

An outdoor seating area with a fire feature, a pool, and a view of the ocean.

Pelham House Resort

Dennis Port

10/10 Excellent

Anonymous traveler

A beach view from a balcony with a railing, beach chairs, umbrellas, and a small gazebo.

Ocean Club on Smuggler's Beach

Bass River

10/10 Excellent

Darlene

Skaket Beach Motel

Orleans

10/10 Excellent

Dolores

A porch with white chairs and a planter with flowers.

The Captain Farris House B&B

Bass River

10/10 Excellent

Couldn't ask for more. The staff were extremely friendly and generous. The room was beautiful -- not overly luxurious, but full of character and with an extremely comfortable bed. One fixture on the bathroom sink was broken, and the TV was on the small side, but I would hardly call these complaints given how nice the overall experience was. And to top it off, the breakfast was amazing -- both the quality of the food and the service. We would definitely stay at the Captain Farris again.

Matt

A traditional house with a garden pathway leading to the entrance, surrounded by lush greenery and a white picket fence.

The Villa Callo Inn

West Harwich

10/10 Excellent

Shawn

Blue Lobster Inn

Bass River

10/10 Excellent

Crystal

Frequently Asked Questions

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Search Cottages in South Chatham

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for South Chatham cottages

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

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

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

4. The Breeze on Minister's Pond

5. Cozy, vacation home in a charming duplex cottage

6. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

7. Cottage Getaway walk to beach

Learn more about South Chatham

Top reviews in South Chatham

Chatham Tides

10/10 Excellent

Frequently Asked Questions

Why book your cottage in South Chatham with Expedia?

How can I find cheap cottages in South Chatham?