West Chatham Holiday Rentals, Massachusetts: Private House Rentals

A cozy, rustic shop interior with wooden beams, patterned rugs, and various items on display including bags, jars, and greeting cards.

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Our top choices for West Chatham hotels

A pathway leading to a beach with boats in the background and a building with a tower.

An aerial view of a beach with rows of sunbeds and umbrellas, a pier extending into the water, and a small building near the beach.

A deck with white Adirondack chairs and a small round table, overlooking a beach and ocean.

1. Chatham Bars Inn

Chatham

Yousuf Hussain

9.141.869 ₫

10.462.868 ₫ total

includes taxes & fees

12 Nov - 13 Nov

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

A living room with wicker furniture, a fireplace, and a staircase.

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.

2. Chatham Wayside Inn

Chatham

Ashley

4.641.556 ₫

6.439.608 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A sandy beach path with wooden fencing, leading to the ocean.

An outdoor patio with a fire feature, wicker furniture, and hanging flower baskets.

A two-story house with a covered porch, a well-maintained garden, and a driveway.

A sign for The Old Harbor Inn with a number 22 on the building.

3. Old Harbor Inn

Chatham

Adélaïde

10.747.365 ₫

12.300.252 ₫ total

includes taxes & fees

15 Oct - 16 Oct

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

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.

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

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

4. Pleasant Bay Village Resort

Chatham

sheila

6.253.160 ₫

7.156.742 ₫ total

includes taxes & fees

20 Oct - 21 Oct

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

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

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

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

5. Chatham Tides

South Chatham

Anthony

4.175.068 ₫

4.778.366 ₫ total

includes taxes & fees

9 Nov - 10 Nov

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.

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

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

6. Chatham Seafarer Inn

Chatham

Ian

6.035.059 ₫

6.906.873 ₫ total

includes taxes & fees

15 Oct - 16 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.

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.

7. Handkerchief Shoals Inn

South Harwich

Matthew

4.614.133 ₫

5.280.878 ₫ total

includes taxes & fees

28 Oct - 29 Oct

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

A room with a view of the sea, featuring a sofa, two chairs, a small table with a vase and a bottle, and a patterned carpet.

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

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

8. Wequassett Resort and Golf Club

Harwich

Angela

10.488.213 ₫

12.843.957 ₫ total

includes taxes & fees

19 Oct - 20 Oct

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

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.

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

9. Greyfinch Chatham Inn

Chatham

Jacob

4.408.312 ₫

5.994.630 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A coastal scene with a large group of seals resting on the shore.

A coastal house with a view of the sea and beach.

A coastal view with a beach, boats, and a house with a lawn and lamp post.

A set of outdoor brick steps leading to a building with a white balcony.

10. The Hawthorne

Chatham

Richard

8.516.208 ₫

9.746.643 ₫ total

includes taxes & fees

28 Oct - 29 Oct

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

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

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.

11. Kingfisher Harwich Port

Harwich Port

Marc

4.691.573 ₫

5.369.536 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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 large, two-story house with a covered patio area, outdoor seating, and a stone waterfall feature.

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

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

12. Winstead Inn

Harwich

Karen

6.796.913 ₫

7.779.034 ₫ total

includes taxes & fees

28 Oct - 29 Oct

A two-story house with a front porch, a mailbox, and a well-maintained garden.

A modern interior with a wooden floor, a blue and white patterned wall, a large painting, and a bar area with a blue marble backsplash.

A covered porch with white Adirondack chairs, a trash can, and a door marked with the number 9.

A hotel room with a bed, a bench, a desk, a microwave, and a television.

13. Pelham on Earle

West Harwich

Colleen

4.893.777 ₫

6.048.864 ₫ total

includes taxes & fees

28 Oct - 29 Oct

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

A hotel room with a bed, two nightstands, a chair, a fireplace, and wall art.

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.

14. A Beach Breeze Inn

West Harwich

Debra

3.340.197 ₫

3.822.843 ₫ total

includes taxes & fees

28 Oct - 29 Oct

A spacious living room with a large abstract painting, two chandeliers, and a coffee machine.

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

A dining area with a Monopoly board game, patterned chairs, and a large map on the wall.

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

15. Brewster Green Resort

Brewster

Margaret

7.433.880 ₫

8.508.075 ₫ total

includes taxes & fees

28 Oct - 29 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 covered patio with a round table and four chairs.

16. Skaket Beach Motel

Orleans

Wayne

3.366.090 ₫

3.852.490 ₫ total

includes taxes & fees

28 Oct - 29 Oct

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

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

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

An outdoor bar area with multiple screens displaying sports, surrounded by patrons.

17. The Mansion at Ocean Edge

Brewster

Pamela

4.862.188 ₫

7.046.630 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

18. Rodeway Inn Orleans - Cape Cod

Orleans

Aldrick

2.951.543 ₫

3.378.041 ₫ total

includes taxes & fees

28 Oct - 29 Oct

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

Three children playing in shallow water on a beach.

A modern kitchen with a large island, wooden cabinets, a white refrigerator, and pendant lighting.

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

19. The Villages at Ocean Edge

Brewster

Myunghee

2.599.548 ₫

4.161.616 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A gazebo with a red roof and white trim, surrounded by a well-maintained lawn and a large tree with pink flowers.

A building with a red door, black shutters, and hanging flower baskets.

A sandy beach with gentle waves and a clear sky.

A modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.

20. Eagle Wing Inn - Cape Cod

Eastham

Andrea

3.343.164 ₫

3.826.238 ₫ total

includes taxes & fees

15 Oct - 16 Oct

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Stay near popular West Chatham attractions

Hardings Beach

9.4/10 (35 reviews)

Why not spend a care-free afternoon at Hardings Beach during your travels in West Chatham? You can enjoy the seafood restaurants while in the area.

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Hardings Lighthouse

Learn about the local history of West Chatham when you spend time at Hardings Lighthouse. Stroll along the beautiful beaches in this family-friendly area or visit its seafood restaurants.

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Learn more about West Chatham

Experience trendy West Chatham: its beaches, sunsets, oceanfront and more!

See all hotels in West Chatham

A coastal landscape with a prominent sandy peninsula surrounded by turquoise waters.

Top West Chatham Hotel Reviews

Hyannis Harbor Hotel

8/10 Good

"No amenities"

Lighthouse Inn

10/10 Excellent

"So many bugs like spider all over the towels. Staff was not helpful at all. Great view"

Hyannis Travel Inn

10/10 Excellent

"This was the perfect spot to stay overnight before catching the ferry over to Nantucket for our daughter's wedding. The host/manager/owner - not sure - was a delight and so helpful. The rooms were clean and comfortable. It was a very good start to our magical weekend on Nantucket."

Red Jacket Beach Resort

10/10 Excellent

"The place was clean. The smell from the sea weed cleanup was potent."

Chatham Bars Inn

10/10 Excellent

"We liked everything. The service was amazing and the resort is beautiful."

The Villages at Ocean Edge

8/10 Good

"The room design was spacious and comfortable. However we were on the first floor of Alden area apartment and the second floor guests could be heard walking around, very disturbing when sleeping."

Hyannis Plaza Hotel

10/10 Excellent

"Property is good the bad is that doesn’t have a microwave in room and others use parking from places around and when I want to park there is no parking and I am paying for this hotel."

Cape Cod Family Resort and Parks

10/10 Excellent

"Excellent experience"

Dennis Port Surf Club (Boutique Hotel)

10/10 Excellent

"Simple but clean and renovated rooms. Quiet area but close to everything that you could want/need. Owner is onsite and is super helpful. Nice little fire pit area, cold brew available in the lobby and nicely stocked coffee/tea (and some snacks) in the rooms. Will 100% recommend to others!"

More cheap stays in West Chatham

GuestLodge

221 Main Street West Dennis MA

1.826.819 ₫

2.090.903 ₫ total

16 Oct - 17 Oct

includes taxes & fees

8/10 Very good! (645 reviews)

Cape Sands Inn

149 Main St - RT 28 West Yarmouth MA

1.880.983 ₫

2.153.101 ₫ total

15 Oct - 16 Oct

includes taxes & fees

Hyannis Travel Inn

18 North St Hyannis MA

2.563.407 ₫

2.933.677 ₫ total

28 Oct - 29 Oct

includes taxes & fees

9.6/10 Exceptional! (1,010 reviews)

Holiday Inn Express Hyannis Cape Cod by IHG

1470 Iyannough Road Hyannis MA

2.617.516 ₫

2.995.890 ₫ total

29 Oct - 30 Oct

includes taxes & fees

Hyannis Plaza Hotel

662 Main Street Hyannis MA

2.717.988 ₫

3.369.667 ₫ total

28 Oct - 29 Oct

includes taxes & fees

7.2/10 Good! (1,001 reviews)

Holiday Hill Inn & Suites

352 Main Street Dennis Port MA

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Hotels in West Chatham with star rating

Frequently asked questions

What's the weather like in West 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 West Chatham is 1362 mm.

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Book Hotels in West Chatham on Expedia.com

Find hotels in West Chatham, MA from 2.090.903 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in West Chatham

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for West Chatham hotels

1. Chatham Bars Inn

2. Chatham Wayside Inn

3. Old Harbor Inn

4. Pleasant Bay Village Resort

5. Chatham Tides

6. Chatham Seafarer Inn

7. Handkerchief Shoals Inn

8. Wequassett Resort and Golf Club

9. Greyfinch Chatham Inn

10. The Hawthorne

11. Kingfisher Harwich Port

12. Winstead Inn

13. Pelham on Earle

14. A Beach Breeze Inn

15. Brewster Green Resort

16. Skaket Beach Motel

17. The Mansion at Ocean Edge

18. Rodeway Inn Orleans - Cape Cod

19. The Villages at Ocean Edge

20. Eagle Wing Inn - Cape Cod

Stay near popular West Chatham attractions

Hardings Beach

Hardings Lighthouse

Learn more about West Chatham

Top West Chatham Hotel Reviews

Hyannis Harbor Hotel

Lighthouse Inn

Hyannis Travel Inn

Red Jacket Beach Resort

Chatham Bars Inn

The Villages at Ocean Edge

Hyannis Plaza Hotel

Cape Cod Family Resort and Parks

Dennis Port Surf Club (Boutique Hotel)

More cheap stays in West Chatham

GuestLodge

Cape Sands Inn

Hyannis Travel Inn

Holiday Inn Express Hyannis Cape Cod by IHG

Hyannis Plaza Hotel

Holiday Hill Inn & Suites

Hotels in West Chatham with star rating

Frequently asked questions

Explore a world of travel with Expedia

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