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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Our top choices for North Chatham hotels

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

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.

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

1. Chatham Wayside Inn

Chatham

Ashley

฿6,012

฿8,341 total

includes taxes & fees

10 Nov - 11 Nov

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

A hotel entrance with a sign reading "Chatham Bars Inn Cape Cod".

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

2. Chatham Bars Inn

Chatham

Yousuf Hussain

฿11,841

฿13,552 total

includes taxes & fees

12 Nov - 13 Nov

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 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

฿8,106

฿9,278 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

฿13,920

฿15,932 total

includes taxes & fees

18 Oct - 19 Oct

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

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.

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

5. Greyfinch Chatham Inn

Chatham

Jacob

฿5,710

฿7,764 total

includes taxes & fees

1 Nov - 2 Nov

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 coastal house with a view of the sea and beach.

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

6. The Hawthorne

Chatham

Richard

฿11,040

฿12,635 total

includes taxes & fees

26 Oct - 27 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 pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.

7. Wequassett Resort and Golf Club

Harwich

Angela

฿13,091

฿16,031 total

includes taxes & fees

8 Nov - 9 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.

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.

8. Chatham Seafarer Inn

Chatham

Ian

฿7,817

฿8,946 total

includes taxes & fees

19 Oct - 20 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 white bicycle with brown tires parked outside a building with a wooden exterior.

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

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

9. Chatham Tides

South Chatham

Anthony

฿5,419

฿6,202 total

includes taxes & fees

9 Nov - 10 Nov

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 kitchen with a white island, a fireplace, and a surfboard decoration.

A sandy beach with gentle waves and a clear sky.

10. Eagle Wing Inn - Cape Cod

Eastham

Timothy

฿4,666

฿5,340 total

includes taxes & fees

20 Oct - 21 Oct

A wooden gazebo with a covered porch and a small table, surrounded by greenery and flowers.

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

A spacious living room with a wooden ceiling, large windows, a dining area with a table set for four, and a sofa with cushions.

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

11. Whalewalk Inn and Spa

Eastham

Purav

฿8,685

฿9,941 total

includes taxes & fees

18 Oct - 19 Oct

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

12. Skaket Beach Motel

Orleans

Wayne

฿4,364

฿4,994 total

includes taxes & fees

19 Oct - 20 Oct

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

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

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.

13. Rodeway Inn Orleans - Cape Cod

Orleans

Aldrick

฿3,826

฿4,379 total

includes taxes & fees

19 Oct - 20 Oct

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

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

14. Handkerchief Shoals Inn

South Harwich

Matthew

฿5,982

฿6,846 total

includes taxes & fees

18 Oct - 19 Oct

An indoor swimming pool with a wooden ceiling, multiple lounge chairs, and a brick floor.

A hotel room with a bed, a desk, a sofa, a window with a view of a pool, and framed pictures on the wall.

A modern restaurant with hexagonal patterned flooring, booth seating, and pendant lighting.

A modern bar area with a central island, bar stools, and hanging pendant lights.

15. Four Points by Sheraton Eastham Cape Cod

Eastham

Michelle

฿4,546

฿5,203 total

includes taxes & fees

1 Nov - 2 Nov

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

16. The Villages at Ocean Edge

Brewster

Myunghee

฿3,374

฿5,401 total

includes taxes & fees

8 Nov - 9 Nov

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

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

A beach with numerous blue umbrellas and lounge chairs.

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

17. The Mansion at Ocean Edge

Brewster

Pamela

฿6,316

฿9,154 total

includes taxes & fees

25 Oct - 26 Oct

A window with a view of the beach and ocean.

An aerial view of a coastal property with a large lawn, several buildings, and a beach in the background.

A coastal property with a large grassy area, a parking lot, and buildings with a simple architectural style.

A table set for two with a green vase of flowers and three glasses, overlooking a body of water.

18. Nauset Beach Inn

East Orleans

Peter

฿9,264

฿11,292 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A room with large windows overlooking a beach, a table with a bottle and glasses, and a chair.

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

19. Winstead Beach Resort

Harwich Port

William

฿10,038

฿11,489 total

includes taxes & fees

19 Oct - 20 Oct

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

A playground with two blue slides and a climbing structure.

20. Brewster Green Resort

Brewster

Margaret

฿9,637

฿11,030 total

includes taxes & fees

19 Oct - 20 Oct

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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.

See properties

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.

See properties

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

The Corsair & Cross Rip Oceanfront Resort

10/10 Excellent

"Nice place"

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

฿2,371

฿2,714 total

16 Oct - 17 Oct

includes taxes & fees

8/10 Very good! (646 reviews)

Cape Sands Inn

149 Main St - RT 28 West Yarmouth MA

฿2,610

฿2,987 total

16 Oct - 17 Oct

includes taxes & fees

Hyannis Travel Inn

18 North St Hyannis MA

฿3,323

฿3,803 total

18 Oct - 19 Oct

includes taxes & fees

Holiday Inn Express Hyannis Cape Cod by IHG

1470 Iyannough Road Hyannis MA

฿3,397

฿3,888 total

29 Oct - 30 Oct

includes taxes & fees

Hyannis Plaza Hotel

662 Main Street Hyannis MA

฿3,524

฿4,368 total

20 Oct - 21 Oct

includes taxes & fees

Holiday Hill Inn & Suites

352 Main Street Dennis Port MA

Get rates

Frequently asked questions

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

Located 18.5 mi (29.8 km) from the heart of North Chatham, Margaritaville Resort Cape Cod is a top choice for your stay, based on our traveller data. Other good options for your trip to the area are Bayside Resort Hotel and Uncommoner Hotel by Reverie Boutique Collection. See all available top hotels, or vacation rentals in North Chatham.

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

Yes, the majority of room reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a non-refundable reservation, you might be able to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in North Chatham.

What are some accommodation options with pools in North 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 offer an on-site pool. View all hotels with pools in North Chatham.

How is it to stay in North Chatham?

Visitors can enjoy all that North Chatham has to offer, including the seafood restaurants, beaches and museums. Tourists can also enjoy so much more including its shopping. In North Chatham, there are 56 hotels and other accommodation options to choose from. Find out more about North Chatham.

What should I do while I'm visiting North Chatham?

Cultural venues include Chatham Shark Center and Chatham Marconi Maritime Center. Additionally, you might want to add Cape Cod Beaches to your itinerary. Take a look at what more there is to see and do in Expedia's North Chatham guide.

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 ฿2,714

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in North Chatham

Check prices for these dates

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Star rating

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Our top choices for North Chatham hotels

1. Chatham Wayside Inn

2. Chatham Bars Inn

3. Pleasant Bay Village Resort

4. Old Harbor Inn

5. Greyfinch Chatham Inn

6. The Hawthorne

7. Wequassett Resort and Golf Club

8. Chatham Seafarer Inn

9. Chatham Tides

10. Eagle Wing Inn - Cape Cod

11. Whalewalk Inn and Spa

12. Skaket Beach Motel

13. Rodeway Inn Orleans - Cape Cod

14. Handkerchief Shoals Inn

15. Four Points by Sheraton Eastham Cape Cod

16. The Villages at Ocean Edge

17. The Mansion at Ocean Edge

18. Nauset Beach Inn

19. Winstead Beach Resort

20. Brewster Green Resort

Stay near popular North Chatham attractions

Chatham Shark Center

Chatham Marconi Maritime Center

Learn more about North Chatham

Top North Chatham Hotel Reviews

The Corsair & Cross Rip Oceanfront Resort

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

Frequently asked questions

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