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

Rp4.012.062

Rp4.591.805 total

includes taxes & fees

28 Oct - 29 Oct

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

A bedroom with a bed, a table, two chairs, a lamp, and a window with curtains.

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

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

2. Handkerchief Shoals Inn

South Harwich

Matthew

Rp2.392.736

Rp2.738.622 total

includes taxes & fees

28 Sept - 29 Sept

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

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

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

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

3. Chatham Seafarer Inn

Chatham

Ian

Rp3.474.256

Rp3.976.256 total

includes taxes & fees

7 Oct - 8 Oct

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

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.

4. The Chatham Motel

Chatham

David

Rp3.643.261

Rp4.169.788 total

includes taxes & fees

18 Oct - 19 Oct

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

A sign for the Escape Inn Hotel with the address 1237.

A nighttime pool area with lounge chairs and a lifebuoy.

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

5. The Escape Inn

Bass River

Toby

Rp1.677.690

Rp1.920.097 total

includes taxes & fees

1 Oct - 2 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 cozy living room with a fireplace, striped sofa, wooden flooring, and exposed beams.

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

6. Kingfisher Harwich Port

Harwich Port

Marc

Rp4.111.066

Rp4.705.087 total

includes taxes & fees

28 Sept - 29 Sept

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

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

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

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

7. Greyfinch Chatham Inn

Chatham

Sara

Rp3.028.292

Rp4.121.450 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 Beach Breeze Inn sign with a lighthouse graphic, a vacancy sign, and a building with a brick flower bed in front.

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

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

8. A Beach Breeze Inn

West Harwich

Debra

Rp2.309.487

Rp2.643.199 total

includes taxes & fees

12 Oct - 13 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 kitchen with a brick stove, a white countertop, and a sign labeled "POOL TOWELS".

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

A dining area with round tables and chairs, floral centerpieces, and decorative wall signs.

9. Olde Tavern Motel And Inn

Orleans

Rosalie

Rp1.772.397

Rp2.028.410 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 breakfast buffet with pastries, a lamp, and storage containers on a wooden table.

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.

10. Skaket Beach Motel

Orleans

Wayne

Rp2.327.390

Rp2.663.699 total

includes taxes & fees

12 Oct - 13 Oct

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 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.

11. Pleasant Bay Village Resort

Chatham

sheila

Rp4.323.575

Rp4.948.333 total

includes taxes & fees

28 Sept - 29 Sept

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

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

A motel with a two-story structure, a flagpole with an American flag, and a parking lot with yellow curbs and directional arrows.

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

12. GuestLodge

West Dennis

John

Rp1.297.072

Rp1.484.517 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 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.

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

13. Blue Rock Resort

South Yarmouth

Daisy

Rp1.697.741

Rp1.962.706 total

includes taxes & fees

1 Oct - 2 Oct

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

A hotel room with a large bed, two bedside tables, a wall-mounted painting, and a patterned carpet.

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

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

14. Rodeway Inn Orleans - Cape Cod

Orleans

amanda

Rp1.870.684

Rp2.140.998 total

includes taxes & fees

1 Oct - 2 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 hotel room with two beds, a desk, a television, and a window with curtains.

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

15. Holiday Hill Inn & Suites

Dennis Port

Elisa

Rp1.756.284

Rp2.010.066 total

includes taxes & fees

29 Sept - 30 Sept

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

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

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

16. Ambassador Inn & Suites

Bass River

MaryBeth

Rp2.205.492

Rp2.676.362 total

includes taxes & fees

28 Sept - 29 Sept

An indoor swimming pool with a clear view of the outside, a wooden wall with greenery, and a seating area with chairs.

A spacious lobby with a brick fireplace, seating area, and a large window providing natural light.

A modern living area with a brick fireplace, orange armchairs, a glass coffee table, and a view of the outdoors through large windows.

A two-story building with a black awning reading "AllSeasons Resort on Cape Cod."

17. All Seasons Resort, Trademark Collection by Wyndham

Bass River

Helen

Rp1.772.397

Rp2.243.246 total

includes taxes & fees

12 Oct - 13 Oct

An aerial view of a resort with a swimming pool, beach area, and multiple buildings.

A room with a sofa, a glass coffee table, and a large window offering a view of the beach.

A resort with a pool area, beach chairs, and a view of the ocean.

A hotel room with a bed, a desk, a chair, a table, and a view of the beach.

18. Riviera Beach Resort

Bass River

Gordon

Rp2.419.590

Rp3.073.836 total

includes taxes & fees

1 Oct - 2 Oct

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

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

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

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

19. The Corsair & Cross Rip Oceanfront Resort

Dennis Port

John

Rp1.673.931

Rp2.067.976 total

includes taxes & fees

29 Sept - 30 Sept

A two-story house with a well-lit front porch, a staircase leading to the entrance, and a garden with various plants and flowers.

A cozy living room with a fireplace, a Christmas tree, and festive decorations.

A corner building with a curved roof, large windows, and a well-maintained garden with various plants and flowers.

A large swimming pool with a fountain, surrounded by lounge chairs and umbrellas, set against a stone building with multiple windows and a balcony.

20. Winstead Inn

Harwich

Karen

Rp4.237.461

Rp4.849.744 total

includes taxes & fees

28 Sept - 29 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

Cape Sands Inn

8/10 Good

"Staff was pleasant"

Chatham Tides

10/10 Excellent

"We stayed one week at Chatham Tides and it was the PERFECT beach front location to enjoy one last summer hurrah! The location could not be any more convenient and the room amenities make it so convenient too! It was lovely having the coffee maker, fridge, and stovetop for occasional meals - but we were also so close to amazing restaurants too! The housekeeping facilities were wonderful! Additionally, there were kayaks, an outdoor shower, beach chairs, and a grill available for use! Parking was easy too! And the staff was the absolute nicest and kindest who helped us with any questions we had! We had the best week - highly highly recommend this gorgeous hotel. 12/10 stars!"

Hyannis Plaza Hotel

10/10 Excellent

"Was comfortable and jacuzzi was relaxing"

Riviera Beach Resort

8/10 Good

"room was very clean and slept great! We used our hotel room as home base but were out doing things the whole day so we only really slept there but it treated us well. Wish there was free breakfast and maybe a little gym but it was great"

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

10/10 Excellent

"Very friendly staff. Great breakfast ."

Lighthouse Inn

10/10 Excellent

"The cottage style room was cute. We had a lovely fireplace which made our short stay complete since it was colder and windy. The staff and management were amazing! They helped us with firewood and were extremely friendly. We even played mini golf! It’s on the beach and a quiet location. It was minutes from our favorite restaurants. We will certainly be back next year."

Red Jacket Beach Resort

8/10 Good

"Taking an elderly person with a walker is hard enough. The room with a view for an overnight was so wonderful but the bathroom was not conducive to the needs of my mom. We managed but I would not suggest the oceanfront rooms for people with physical disabilities. Even the one step up on a first floor might be hard for some one with just a wheelchair. But again the ocean was a wonderful view. Coffee was not the greatest and powdered milk not a fan. We had three scheduled to be in the room they only gave us two coffee. Room had a very musty smell as if it had been closed up for a long time."

More cheap stays in South Chatham

GuestLodge

221 Main Street West Dennis MA

Rp1.297.072

Rp1.484.517 total

1 Oct - 2 Oct

includes taxes & fees

Cape Sands Inn

149 Main St - RT 28 West Yarmouth MA

Rp1.442.624

Rp1.651.015 total

28 Sept - 29 Sept

includes taxes & fees

8.2/10 Very good! (1,157 reviews)

Holiday Hill Inn & Suites

352 Main Street Dennis Port MA

Rp1.756.284

Rp2.010.066 total

29 Sept - 30 Sept

includes taxes & fees

Holiday Inn Express Hyannis Cape Cod by IHG

1470 Iyannough Road Hyannis MA

Rp1.915.621

Rp2.192.430 total

26 Oct - 27 Oct

includes taxes & fees

Hyannis Travel Inn

18 North St Hyannis MA

Rp1.951.427

Rp2.233.399 total

28 Sept - 29 Sept

includes taxes & fees

9.6/10 Exceptional! (1,017 reviews)

Hyannis Plaza Hotel

662 Main Street Hyannis MA

Rp1.812.142

Rp2.253.025 total

4 Oct - 5 Oct

includes taxes & fees

7.2/10 Good! (1,003 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 Bayside Resort Hotel. 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 Hyannis Harbor. Offers a children's pool, an indoor pool and a water park. Bayside Resort Hotel and Uncommoner Hotel by Reverie Boutique Collection 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. In South Chatham, there are 111 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 Rp1.484.517

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. Chatham Seafarer Inn

4. The Chatham Motel

5. The Escape Inn

6. Kingfisher Harwich Port

7. Greyfinch Chatham Inn

8. A Beach Breeze Inn

9. Olde Tavern Motel And Inn

10. Skaket Beach Motel

11. Pleasant Bay Village Resort

12. GuestLodge

13. Blue Rock Resort

14. Rodeway Inn Orleans - Cape Cod

15. Holiday Hill Inn & Suites

16. Ambassador Inn & Suites

17. All Seasons Resort, Trademark Collection by Wyndham

18. Riviera Beach Resort

19. The Corsair & Cross Rip Oceanfront Resort

20. Winstead Inn

Stay near popular South Chatham attractions

Forest Beach

Learn more about South Chatham

Top South Chatham Hotel Reviews

Cape Sands Inn

Chatham Tides

Hyannis Plaza Hotel

Riviera Beach Resort

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Lighthouse Inn

Red Jacket Beach Resort

More cheap stays in South Chatham

GuestLodge

Cape Sands Inn

Holiday Hill Inn & Suites

Holiday Inn Express Hyannis Cape Cod by IHG

Hyannis Travel Inn

Hyannis Plaza Hotel

Frequently asked questions

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