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

A beachfront property with a wooden deck, a sign labeled "SHOWER," and surfboards stored outside.

1. Chatham Tides

South Chatham

Jing

฿11,732

฿13,427 total

includes taxes & fees

7 Sept - 8 Sept

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

A circular wooden structure with illuminated edges in a garden setting.

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.

2. Pleasant Bay Village Resort

Chatham

Allison

฿7,890

฿9,030 total

includes taxes & fees

22 Sept - 23 Sept

A kitchen with white cabinets, a stove, a microwave, and a refrigerator.

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

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

A paved outdoor area with three Adirondack chairs, a street lamp, and a row of houses in the background.

3. The Chatham Motel

Chatham

William

฿9,164

฿10,488 total

includes taxes & fees

7 Sept - 8 Sept

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.

An outdoor patio with white metal chairs and a table, surrounded by blooming pink trees.

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

4. Chatham Seafarer Inn

Chatham

Nicholas

฿7,608

฿8,707 total

includes taxes & fees

22 Sept - 23 Sept

A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.

A dining area with tables set for two, overlooking a body of water with a sailboat.

A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.

A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.

5. Wequassett Resort and Golf Club

Harwich

Lisa

฿23,555

฿28,846 total

includes taxes & fees

16 Sept - 17 Sept

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

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

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

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

6. Handkerchief Shoals Inn

South Harwich

Tannor

฿5,822

฿6,663 total

includes taxes & fees

14 Sept - 15 Sept

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.

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

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

7. Chatham Wayside Inn

Chatham

jacquelyn

฿11,640

฿14,743 total

includes taxes & fees

25 Aug - 26 Aug

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 staircase with wooden steps and a white wall. There is a white sofa with a geometric pillow in the living area.

8. Kingfisher Harwich Port

Harwich Port

Jennifer

฿6,668

฿7,632 total

includes taxes & fees

9 Sept - 10 Sept

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 modern bedroom with a wooden wardrobe, a white robe hanging on the door, and a bed with a wooden frame.

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

9. Greyfinch Chatham Inn

Chatham

Sara

฿7,118

฿9,343 total

includes taxes & fees

1 Sept - 2 Sept

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 miniature golf course with two holes, a small pond, and a wooden bridge.

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

10. Holiday Hill Inn & Suites

Dennis Port

Elizabeth

฿3,888

฿4,450 total

includes taxes & fees

30 Aug - 31 Aug

An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.

Three children playing in shallow water on a beach.

A golf course with sand bunkers, trees, and a clear blue sky.

A restaurant with brick arches, wooden tables, and chairs. There is a bar area with bottles and a television screen.

11. The Villages at Ocean Edge

Brewster

Angela

฿5,053

฿7,278 total

includes taxes & fees

20 Sept - 21 Sept

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

A blue outdoor seating area with picnic tables and umbrellas, surrounded by a wooden fence and trees.

12. A Beach Breeze Inn

West Harwich

Michelle

฿6,991

฿8,002 total

includes taxes & fees

25 Aug - 26 Aug

A large, red-roofed building with a stone facade, surrounded by well-maintained gardens and a cobblestone driveway.

A beach with numerous blue umbrellas and lounge chairs.

A rooftop bar with outdoor seating and a view of the water.

An outdoor patio with tables and chairs, umbrellas, and a bar area.

13. The Mansion at Ocean Edge

Brewster

Karen

฿8,318

฿11,390 total

includes taxes & fees

21 Sept - 22 Sept

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

A bedroom with a large bed, two armchairs, a small table, and a view of the sea through large windows.

A pool area with lounge chairs and a table, overlooking the ocean.

A spacious room with a large window overlooking the ocean, a stone fireplace, and a modern chandelier.

14. Pelham House Resort

Dennis Port

Ross

฿12,055

฿15,177 total

includes taxes & fees

22 Sept - 23 Sept

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

A reception area with a wooden counter, a red mat, and a painting of a bridge.

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.

15. Ambassador Inn & Suites

Bass River

Carole

฿5,635

฿6,727 total

includes taxes & fees

30 Aug - 31 Aug

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

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

16. Blue Rock Resort

South Yarmouth

Frank

฿4,205

฿4,861 total

includes taxes & fees

25 Aug - 26 Aug

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 sign for the Escape Inn Hotel with the address 1237.

A nighttime pool area with lounge chairs and a lifebuoy.

17. The Escape Inn

Bass River

Chad

฿4,476

฿5,123 total

includes taxes & fees

1 Sept - 2 Sept

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

A covered patio with a round table and four chairs.

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

A compact living space with a dining area, kitchenette, and a television.

18. Skaket Beach Motel

Orleans

Jason

฿4,574

฿5,235 total

includes taxes & fees

15 Sept - 16 Sept

A dining area with a long table set for a meal, surrounded by chairs.

A landscaped garden with a gravel path, flowering plants, and a fenced area with a pool.

A white two-story house with a sloped roof, a porch, and a sign indicating it is a Tern Inn.

A bedroom with a large bed, two red chairs, a wooden table, a ceiling fan, and a view of the outside through a door.

19. The Tern Inn Bed & Breakfast and Cottages

West Harwich

Donald

฿7,693

฿8,805 total

includes taxes & fees

17 Sept - 18 Sept

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.

20. GuestLodge

West Dennis

Richard

฿2,344

฿2,683 total

includes taxes & fees

31 Aug - 1 Sept

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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

Lighthouse Inn

10/10 Excellent

"The location was amazing. So much to do on property you didn’t have to even leave."

Bayside Resort Hotel

8/10 Good

"Clean basic hotel. Nice that breakfast was included and nice fire pit and outdoor spaces. Finishes are all mid grade but overall it was a good experience, especially for a family."

The Mariner Resort Cape Cod by The Red Collection

10/10 Excellent

"A good place to rest and relax; good service, comfort, and cleanliness."

Hyannis Plaza Hotel

10/10 Excellent

"Great location to walk to the Melody Tent for a show."

Hyannis Harbor Hotel

10/10 Excellent

"Very clean room and well kept all around. The location was perfect! Across the street from the ferry terminal to Nantucket. Lots of great dining options too!"

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent

"Gorgeous rooms, both pools are lovely, the dinner and drinks were phenomenal, and the outdoor seating/fire pits were a lovely touch. Did not take advantage of the outdoor games or bike rentals but I would love to stay here again!"

Holiday Hill Inn & Suites

8/10 Good

"The staff was very friendly and helpful. We were placed in a room directly outside the pool so our room smelt overwhelming like chlorine as soon as we opened the door. The two double beds were a full size, as apposed to queen, so they were a bit small for two people. The room was very clean, as was the entire property. The pool area was nice, but unfortunately, it was rainy and overcast curing our stay, so we did not use it. Based on this experience, I would stay there again in the future."

Freebird Motor Lodge by Reverie Boutique Collection

10/10 Excellent

"Clean and convenient"

Holiday Inn Express Hyannis Cape Cod by IHG

8/10 Good

"Good stay"

More cheap stays in South Chatham

Cape Sands Inn

149 Main St - RT 28 West Yarmouth MA

฿2,763

฿3,162 total

20 Sept - 21 Sept

includes taxes & fees

Americas Best Value Inn & Suites Hyannis Cape Cod

206 Main St Hyannis MA

฿2,908

฿3,328 total

20 Sept - 21 Sept

includes taxes & fees

Holiday Inn Express Hyannis Cape Cod by IHG

1470 Iyannough Road Hyannis MA

฿3,626

฿4,150 total

7 Sept - 8 Sept

includes taxes & fees

8.8/10 Excellent! (54 reviews)

Holiday Hill Inn & Suites

352 Main Street Dennis Port MA

฿3,888

฿4,450 total

30 Aug - 31 Aug

includes taxes & fees

8.4/10 Very good! (1,042 reviews)

Comfort Inn Hyannis - Cape Cod

259 Main Street Hyannis MA

฿4,077

฿4,666 total

7 Sept - 8 Sept

includes taxes & fees

Hyannis Plaza Hotel

662 Main Street Hyannis MA

฿4,495

฿5,472 total

25 Aug - 26 Aug

includes taxes & fees

7.2/10 Good! (1,020 reviews)

Frequently asked questions

What's the best place for a stay in South Chatham?

Based on Expedia's traveller preferences, Chatham Tides is a top place to stay in South Chatham. Other good choices for your trip to the area are Margaritaville Resort Cape Cod and Uncommoner Hotel by Reverie Boutique Collection. See all available top hotels, or vacation rentals in South Chatham.

If I need to cancel my hotel reservation in South Chatham, will I receive a refund?

Yes, the majority of hotel room reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in South Chatham.

What are some accommodation options with pools in South Chatham?

Margaritaville Resort Cape Cod: Resort located near Cape Cod Beaches. Offers a children's pool, an indoor pool and a water park. Uncommoner Hotel by Reverie Boutique Collection and Bayside Resort Hotel are two additional hotels that feature an on-site pool. View all hotels with pools in South Chatham.

What's it like to stay in South Chatham?

Visitors to South Chatham will definitely enjoy the beaches. Tourists can also enjoy the city's seafood restaurants and forests. A top sight in the city is Cape Cod Beaches. In South Chatham, there are 110 hotels and other accommodation options to choose from. Find out more about South Chatham.

What is there to see in South Chatham?

Natural beauty is on display at Cape Cod Beaches, Forest Beach and Cockle Cove Beach. Additionally, you might want to add Chatham Chamber of Commerce to your itinerary. Take a look at what more there is to see and do in Expedia's South Chatham guide.

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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Find hotels in South Chatham, MA from ฿2,683

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. Pleasant Bay Village Resort

3. The Chatham Motel

4. Chatham Seafarer Inn

5. Wequassett Resort and Golf Club

6. Handkerchief Shoals Inn

7. Chatham Wayside Inn

8. Kingfisher Harwich Port

9. Greyfinch Chatham Inn

10. Holiday Hill Inn & Suites

11. The Villages at Ocean Edge

12. A Beach Breeze Inn

13. The Mansion at Ocean Edge

14. Pelham House Resort

15. Ambassador Inn & Suites

16. Blue Rock Resort

17. The Escape Inn

18. Skaket Beach Motel

19. The Tern Inn Bed & Breakfast and Cottages

20. GuestLodge

Stay near popular South Chatham attractions

Forest Beach

Learn more about South Chatham

Top South Chatham Hotel Reviews

Lighthouse Inn

Bayside Resort Hotel

The Mariner Resort Cape Cod by The Red Collection

Hyannis Plaza Hotel

Hyannis Harbor Hotel

Uncommoner Hotel by Reverie Boutique Collection

Holiday Hill Inn & Suites

Freebird Motor Lodge by Reverie Boutique Collection

Holiday Inn Express Hyannis Cape Cod by IHG

More cheap stays in South Chatham

Cape Sands Inn

Americas Best Value Inn & Suites Hyannis Cape Cod

Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Hill Inn & Suites

Comfort Inn Hyannis - Cape Cod

Hyannis Plaza Hotel

Frequently asked questions

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