South Chatham Holiday Rentals, Massachusetts: Private House Rentals

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Our top choices for South Chatham hotels

A room with a bed, two wicker chairs, a small table, a coffee maker, and a view of the sea through a window.

A room with a large window overlooking the sea, a white desk, and nautical-themed decor.

A white bicycle with brown tires parked outside a building with a wooden exterior.

A modern kitchen with white cabinets, a built-in oven, and a view of the ocean through large windows.

1. Chatham Tides

South Chatham

Craig

6.276.024 ₫

7.182.908 ₫ total

includes taxes & fees

6 Oct - 7 Oct

A sign for Handkerchief Shoals Inn with a well-maintained garden in the foreground.

A blue door labeled "Office" with a small window and a mailbox.

An outdoor patio with round tables and chairs, picnic tables, and umbrellas.

A reception area with a counter, a blue door labeled "Office," and a wall-mounted shelf with various items.

2. Handkerchief Shoals Inn

South Harwich

Matthew

3.477.573 ₫

3.980.279 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A residential area with a house, a driveway, and a garden with flowering bushes.

A building with a blue roof, a white steeple, and a flagpole with an American flag.

A cozy room with a wicker sofa, two chairs, a small table, and large windows with a view of trees.

A motel with a row of rooms, a parking lot, and a flag.

3. The Chatham Motel

Chatham

David

4.841.281 ₫

5.540.959 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A house with a brick exterior, white exterior walls, and a front porch with white chairs.

A bedroom with a bed, a nightstand, a lamp, a window with curtains, a hat, and a magazine on the bed.

A beach with a fallen tree, clear blue water, and a forested shoreline.

A white desk with a woven hat, a vase with white flowers, and two glasses of white wine.

4. Chatham Seafarer Inn

Chatham

Nicholas

5.049.441 ₫

5.779.042 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A two-story residential building with a well-maintained lawn, a wooden fence, and a patio area with outdoor furniture.

A beach with clear water, a sandy shore, and houses in the background.

A modern bathroom with a glass shower enclosure, a white sink, and a towel rack.

A cozy living room with a fireplace, striped sofa, wooden flooring, and exposed beams.

5. Kingfisher Harwich Port

Harwich Port

Marc

5.974.513 ₫

6.837.790 ₫ total

includes taxes & fees

5 Oct - 6 Oct

A hotel with a white facade, a covered outdoor seating area with white chairs and tables, and a view of the sunset.

A spacious dining area with white chairs and a marble table, a staircase, and a TV in the background.

A nighttime pool area with lounge chairs and a lifebuoy.

A two-story building with a white picket fence, a 'No Lifeguard on Duty' sign, and a 'Shallow Water No Diving' warning sign.

6. The Escape Inn

Bass River

Toby

2.438.147 ₫

2.790.431 ₫ total

includes taxes & fees

5 Oct - 6 Oct

Four sun loungers aligned along a poolside with a tiled floor.

A covered porch with white columns and a pathway leading to a door.

A white house with a grey roof, surrounded by a well-maintained lawn and flowering bushes.

A modern kitchen with white cabinetry, a wooden island with two barstools, and a decorative wall art piece.

7. Greyfinch Chatham Inn

Chatham

Sara

4.400.945 ₫

5.989.604 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A room with nautical-themed decor, including a map, anchor-patterned rug, and a view of the sea through the window.

A bedroom with a bed, two bedside tables, a chair, a sofa, and wall art.

A compact room with a kitchenette, a dining table with four chairs, a lamp, and a painting on the wall.

A clear blue swimming pool with a metal ladder, surrounded by lounge chairs and an American flag.

8. A Beach Breeze Inn

West Harwich

Debra

3.356.322 ₫

3.841.298 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A hotel room with two beds, a desk, a chair, a lamp, and artwork on the walls.

A reception area with a blue and white color scheme, a map on the wall, and a bookshelf filled with travel brochures.

A swimming pool with blue lounge chairs aligned along the edge.

A wooden picnic table with a white umbrella, surrounded by greenery and a blue wall.

9. GuestLodge

West Dennis

jenny

1.885.004 ₫

2.157.412 ₫ total

includes taxes & fees

1 Oct - 2 Oct

A hotel room with a large bed, teal walls, and a wooden headboard. There are two bedside tables with lamps and small plants.

A traditional fireplace with a clock above it, surrounded by various decorative items and a modern refrigerator.

A hotel room with two beds, a view of the outdoors, and a balcony.

A kitchen with a brick stove, a white countertop, and a sign labeled "POOL TOWELS".

10. Olde Tavern Motel And Inn

Orleans

Rosalie

2.575.782 ₫

2.947.839 ₫ total

includes taxes & fees

5 Oct - 6 Oct

A hotel room with two beds, a desk with a television, a red chair, and a window with green curtains.

A brick building with a white picket fence, a lawn, and a sign for Skaket Beach Motel.

A covered patio with a round table and four chairs.

A breakfast buffet with pastries, a lamp, and storage containers on a wooden table.

11. Skaket Beach Motel

Orleans

Frederick

3.382.600 ₫

3.871.386 ₫ total

includes taxes & fees

12 Oct - 13 Oct

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

A reception area with a counter, a seated area with a lamp, and framed pictures on the wall.

An indoor swimming pool with clear water, surrounded by black chairs and tables.

A man sitting at a table with a laptop, overlooking a pool area with chairs and tables.

12. Hyannis Travel Inn

Hyannis

Sue

2.569.995 ₫

2.941.561 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A two-story building with a sign for 'Ambassador Inn & Suites'.

An indoor swimming pool with clear water, surrounded by wooden walls and a lifebuoy on the wall.

A hotel room with a large bed, a headboard with built-in lighting, a bedside table with a phone and a remote control, and a wall-mounted painting of a beach scene.

A hotel with a row of windows, a parking lot, and a garden with marigold flowers.

13. Ambassador Inn & Suites

Bass River

MaryBeth

3.205.188 ₫

3.889.491 ₫ total

includes taxes & fees

1 Oct - 2 Oct

A hotel room with a large bed, a small table with chairs, a green armchair, a dresser, and a balcony with a view of trees.

A row of white, two-story buildings with a white fence in front, likely a motel or small hotel.

A sign for Blue Rock Golf Course surrounded by a variety of colorful flowers.

A hotel room with two beds, a sofa, a desk, and a window with curtains.

14. Blue Rock Resort

South Yarmouth

Daisy

2.318.382 ₫

2.679.929 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A swimming pool with blue water, surrounded by lounge chairs and a waterfall feature.

A covered porch with a lattice design, a stone pathway, and a view of a garden.

A house surrounded by dense trees and a gravel path leading to the front door.

A bedroom with a large bed, two side tables with lamps, a wooden nightstand, a wooden dresser, and a large window with a view of greenery.

15. Pleasant Bay Village Resort

Chatham

Allison

6.283.347 ₫

7.191.291 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A wooden deck with a table and two green chairs, overlooking a beach with a fence and a building in the background.

An aerial view of a coastal resort with a large building featuring a swimming pool, beach access, and a rocky shoreline.

A large beachfront property with a pool, outdoor seating, and a covered patio.

A beachside property with a white fence, a staircase leading to a balcony, and a sandy beach.

16. The Corsair & Cross Rip Oceanfront Resort

Dennis Port

John

2.322.285 ₫

2.879.113 ₫ total

includes taxes & fees

30 Sept - 1 Oct

A reception desk with a marble top, a wooden panel base, a desk lamp, a potted plant, and a wicker chair with a cushion.

Outdoor wooden chairs and tables arranged in rows, likely for an outdoor seating area.

A beverage station with a Coca-Cola machine, ice dispensers, and a variety of drink options.

A hotel room with two beds, a desk, a television, and a window with curtains.

17. Holiday Hill Inn & Suites

Dennis Port

Jake

2.786.528 ₫

3.189.287 ₫ total

includes taxes & fees

5 Oct - 6 Oct

A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.

A garden with a pergola structure, a pathway, and a seating area.

A restaurant with long communal tables and booths, large windows, and a view of buildings outside.

An outdoor seating area with tables and chairs, a sign for 'Wild Goose Tavern', and large windows.

18. Chatham Wayside Inn

Chatham

Ashley

9.343.782 ₫

11.825.830 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A hot tub with a tiled edge and a metal ladder, surrounded by a carpeted floor and wooden walls.

A spacious hotel lobby with a reception desk, a dining area with chairs, and a patterned rug on the floor.

A building with a flag, a sign, and a pathway lined with flowers.

A patio area with white lounge chairs, a building with large windows, and a clear blue sky.

19. Brewster Green Resort

Brewster

Margaret

5.698.380 ₫

6.521.796 ₫ total

includes taxes & fees

24 Sept - 25 Sept

A garden area with a welcome sign, outdoor seating, and a blue umbrella.

A hotel reception area with a blue wall, a reception desk, a large window, and a welcome mat.

A dining area with multiple tables and chairs, some with flower centerpieces.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building.

20. Rodeway Inn Orleans - Cape Cod

Orleans

amanda

2.757.648 ₫

3.155.984 ₫ total

includes taxes & fees

5 Oct - 6 Oct

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Stay near popular South Chatham attractions

Forest Beach

9.6/10 (13 reviews)

Forest Beach offers tranquil shores and calm waters perfect for family swimming along Nantucket Sound. Collect seashells at dawn or try windsurfing in the afternoon breeze away from Cape Cod's busier beaches.

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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 South Chatham Hotel Reviews

Riviera Beach Resort

10/10 Excellent

"The location was absolutely perfect for spending time on the beach. I loved that they provide beach umbrellas. The staff was helpful. The room was clean."

Hyannis Harbor Hotel

10/10 Excellent

"Great location!"

Chatham Bars Inn

10/10 Excellent

"The hotel is stunning. Rooms in Main Inn are a little small but very comfortable. The staff is excellent and very friendly. The bar and bartenders are fun and serve excellent drinks. The only concern I have was the spa policy. You may not pay to use the spa amenities unless you book a service. I would have loved the use the spa pool, hot tub, sauna, etc without booking a service and gladly paid."

Hyannis Travel Inn

10/10 Excellent

"This is a nice hotel , excellent staff clean room well take care of good environment the best in Hyannis Massachusetts number 1"

Sunbird Cape Cod Resort

8/10 Good

"Smells of the mold in the room"

The Villages at Ocean Edge

10/10 Excellent

"The unit could use more kitchen amenities. Other than that, no complaints."

Chatham Tides

10/10 Excellent

"We didn't get to stay as long as we had planned due to a family medical emergency. The one night we were there was great! The gentleman at the checkin was so nice and helpful with food recommendations. The views and location are perfect. The beds were very comfy. We definitely want to go back sometime and will choose Chatham Tides for sure."

Cape Sands Inn

8/10 Good

"The stay was fine. Could use a little updating but it was fine. Pool and hot tub were clean. Room was also clean. It was fine."

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

10/10 Excellent

"Friendly staff"

More cheap stays in South Chatham

GuestLodge

221 Main Street West Dennis MA

1.885.004 ₫

2.157.412 ₫ total

1 Oct - 2 Oct

includes taxes & fees

8/10 Very good! (632 reviews)

Cape Sands Inn

149 Main St - RT 28 West Yarmouth MA

2.122.712 ₫

2.429.228 ₫ total

23 Sept - 24 Sept

includes taxes & fees

Hyannis Travel Inn

18 North St Hyannis MA

2.569.995 ₫

2.941.561 ₫ total

23 Sept - 24 Sept

includes taxes & fees

9.6/10 Exceptional! (1,020 reviews)

Sunbird ANNEX Resort

226 Main St West Yarmouth MA

2.600.959 ₫

2.976.796 ₫ total

27 Sept - 28 Sept

includes taxes & fees

Holiday Hill Inn & Suites

352 Main Street Dennis Port MA

2.786.528 ₫

3.189.287 ₫ total

5 Oct - 6 Oct

includes taxes & fees

8.4/10 Very good! (1,008 reviews)

Holiday Inn Express Hyannis Cape Cod by IHG

1470 Iyannough Road Hyannis MA

3.252.500 ₫

3.722.681 ₫ total

8 Oct - 9 Oct

includes taxes & fees

Hotels in South Chatham with star rating

Frequently asked questions

What's the seasonal weather in South Chatham?

The hottest months are usually August and July, with an average temperature of 19°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for South Chatham is 1362 mm.

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Book Hotels in South Chatham on Expedia.com

Find hotels in South Chatham, MA from 2.157.412 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in South Chatham

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for South Chatham hotels

1. Chatham Tides

2. Handkerchief Shoals Inn

3. The Chatham Motel

4. Chatham Seafarer Inn

5. Kingfisher Harwich Port

6. The Escape Inn

7. Greyfinch Chatham Inn

8. A Beach Breeze Inn

9. GuestLodge

10. Olde Tavern Motel And Inn

11. Skaket Beach Motel

12. Hyannis Travel Inn

13. Ambassador Inn & Suites

14. Blue Rock Resort

15. Pleasant Bay Village Resort

16. The Corsair & Cross Rip Oceanfront Resort

17. Holiday Hill Inn & Suites

18. Chatham Wayside Inn

19. Brewster Green Resort

20. Rodeway Inn Orleans - Cape Cod

Stay near popular South Chatham attractions

Forest Beach

Learn more about South Chatham

Top South Chatham Hotel Reviews

Riviera Beach Resort

Hyannis Harbor Hotel

Chatham Bars Inn

Hyannis Travel Inn

Sunbird Cape Cod Resort

The Villages at Ocean Edge

Chatham Tides

Cape Sands Inn

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

More cheap stays in South Chatham

GuestLodge

Cape Sands Inn

Hyannis Travel Inn

Sunbird ANNEX Resort

Holiday Hill Inn & Suites

Holiday Inn Express Hyannis Cape Cod by IHG

Hotels in South Chatham with star rating

Frequently asked questions

Explore a world of travel with Expedia

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