North Chatham Holiday Rentals, Massachusetts: Private House Rentals

A lighthouse with a house nearby, under a starry night sky with visible Milky Way.

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Go beyond your typical stay in North Chatham

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Our top choices for North Chatham hotels

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

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

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

1. Chatham Bars Inn

Chatham

Yousuf Hussain

10.133.156 ₫

11.597.398 ₫ total

includes taxes & fees

3 Nov - 4 Nov

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.

2. Chatham Wayside Inn

Chatham

Ashley

4.637.436 ₫

6.433.893 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

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

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.

3. Pleasant Bay Village Resort

Chatham

sheila

6.253.160 ₫

7.156.742 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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

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

A hotel room with a bed, a nightstand, a mirror, a shower area, and a lamp.

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

4. Old Harbor Inn

Chatham

Adélaïde

10.747.365 ₫

12.300.252 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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

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.

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.

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

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

6. Greyfinch Chatham Inn

Chatham

Jacob

4.408.312 ₫

5.994.630 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

7. Chatham Seafarer Inn

Chatham

Ian

6.035.059 ₫

6.906.873 ₫ total

includes taxes & fees

19 Oct - 20 Oct

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

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

A house with a grassy yard and a view of the water.

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

8. The Hawthorne

Chatham

Richard

8.516.208 ₫

9.746.643 ₫ total

includes taxes & fees

28 Oct - 29 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 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 beachfront property with a wooden deck, a sign labeled "SHOWER," and surfboards stored outside.

9. Chatham Tides

South Chatham

Anthony

4.171.362 ₫

4.774.123 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

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

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

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

10. Handkerchief Shoals Inn

South Harwich

Matthew

4.614.133 ₫

5.280.878 ₫ total

includes taxes & fees

28 Oct - 29 Oct

A park with green grass, trees, and a clear blue sky.

A two-story house with a porch, surrounded by lush greenery and flowering bushes.

A spa area with a hot tub and a swimming pool, surrounded by large windows and potted plants.

A staircase with ornate brass handrails and a mirror.

11. Whalewalk Inn and Spa

Eastham

Purav

6.699.814 ₫

7.667.937 ₫ 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 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 compact living space with a dining area, kitchenette, and a television.

12. Skaket Beach Motel

Orleans

Wayne

3.366.090 ₫

3.852.490 ₫ total

includes taxes & fees

28 Oct - 29 Oct

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

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

A sandy beach with gentle waves and a clear sky.

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

13. Eagle Wing Inn - Cape Cod

Eastham

Andrea

3.602.324 ₫

4.122.717 ₫ total

includes taxes & fees

20 Oct - 21 Oct

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

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

A beach with numerous blue umbrellas and lounge chairs.

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

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

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

15. 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.

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

Three children playing in shallow water on a beach.

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

16. The Villages at Ocean Edge

Brewster

Myunghee

2.599.548 ₫

4.161.616 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

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

A playground with two blue slides and a climbing structure.

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

17. Brewster Green Resort

Brewster

Margaret

7.433.880 ₫

8.508.075 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A balcony with a view of a beach, a table with a vase of flowers, and a chair.

A two-story building with a sign reading "Winston Inn and Boardwalk."

A spacious living room with a large window, a ceiling fan, and a glass coffee table with flowers.

Two blue Adirondack chairs facing a sunset over a beach with a fence and vegetation in the foreground.

18. Winstead Beach Resort

Harwich Port

William

7.734.630 ₫

8.852.387 ₫ total

includes taxes & fees

17 Oct - 18 Oct

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

A table set outdoors with a glass of iced tea, a glass of lemonade, and a bowl of fruit salad.

A hotel room with a bed, nightstand, lamp, microwave, coffee maker, and a tray with snacks and a vase of flowers.

A neatly made bed with white bedding, two bedside tables with lamps, and a book on the bed.

19. Candleberry Inn on Cape Cod

Brewster

Susan

7.846.874 ₫

8.980.470 ₫ 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 cozy living room with a fireplace, striped sofa, wooden flooring, and exposed beams.

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.

20. Kingfisher Harwich Port

Harwich Port

Marc

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Stay near popular North Chatham attractions

Chatham Shark Center

10.0/10 (1 review)

You can spend time exploring the galleries in Chatham Shark Center during your trip to North Chatham. Wander the beautiful beaches and seaside in the area.

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Chatham Marconi Maritime Center

You can spend time browsing the exhibits at Chatham Marconi Maritime Center during your travels in North Chatham. Wander through the beautiful beaches and seaside in this family-friendly area.

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Learn more about North Chatham

Kayak along the serene shoreline of Pleasant Bay or relax on the uncrowded sands of Chatham Bars Beach. Families love exploring the Monomoy National Wildlife Refuge, while seafood enthusiasts shouldn't miss the fresh catches at the North Chatham fish pier.

See all hotels in North Chatham

Top North 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"

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 North 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

2.010.822 ₫

2.301.340 ₫ total

16 Oct - 17 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

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

Holiday Hill Inn & Suites

352 Main Street Dennis Port MA

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Hotels in North Chatham with star rating

Frequently asked questions

What's the seasonal weather in North 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 North Chatham is 1362 mm.

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Book Hotels in North Chatham on Expedia.com

Find hotels in North Chatham, MA from 2.090.903 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in North Chatham

Check prices for these dates

Filter by

Star rating

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Our top choices for North Chatham hotels

1. Chatham Bars Inn

2. Chatham Wayside Inn

3. Pleasant Bay Village Resort

4. Old Harbor Inn

5. Wequassett Resort and Golf Club

6. Greyfinch Chatham Inn

7. Chatham Seafarer Inn

8. The Hawthorne

9. Chatham Tides

10. Handkerchief Shoals Inn

11. Whalewalk Inn and Spa

12. Skaket Beach Motel

13. Eagle Wing Inn - Cape Cod

14. The Mansion at Ocean Edge

15. Rodeway Inn Orleans - Cape Cod

16. The Villages at Ocean Edge

17. Brewster Green Resort

18. Winstead Beach Resort

19. Candleberry Inn on Cape Cod

20. Kingfisher Harwich Port

Stay near popular North Chatham attractions

Chatham Shark Center

Chatham Marconi Maritime Center

Learn more about North Chatham

Top North Chatham Hotel Reviews

Hyannis Harbor Hotel

Lighthouse 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 North 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 North Chatham with star rating

Frequently asked questions

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