Places to stay in Chatham, Massachusetts

We currently have 29 accommodations in and around Chatham. There are also other regional listings available for RV parks, Motels, Hotels and other properties. You can filter these listings by the available types.

Covering an area of approximately seventeen square miles, Chatham is a happy combination of past and present: old fashioned and picturesque, yet affording the best in modern facilities. It is one of the older townships of Cape Cod - settled in 1656 by a handful of Pilgrims, whose surnames still dominate the town's census list. Warm summer days with cool summer nights, beautiful warm indian summers, and relatively mild winters make Chatham a comfortable place in which to live year-round or vacation. Local restaurants include Carmine’s, Viera On Main, Pizza Shark Chatham, and Captain’s Table.

If you are travelling in the area, Chatham is located close to Chatham Bar, Old Field Point, WJIB-FM (West Yarmouth), Woods Cove and WKPE-AM (Orleans).

Beaches in Chatham are: Cockle Cove Beach, Nantucket Sound, off Route 28,

Hardings Beach, Nantucket Sound, off Route 28, Oyster Pond, off Route 28, Ridgevale Beach, Nantucket Sound, off Route 28, and Red River Beach, Nantucket Sound, off Route 28.

The center of Chatham ( which is at is longitude -69°57'35.159 and latitude 41°40'55.522 ) is located 4 miles away from South Chatham, 6 miles away from South Orleans, 6 miles away from Harwich and 7 miles away from Harwich Port.

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Selected and best reviewed properties in Chatham

Cottage

The Chatham Seaside Cottages

On over two acres of shorefront, "Seadaisy" and "Bayberry" Cottages at Ridgevale Beach face the temperate waters of Nantucket Sound. They are ideally situated at the mouth of Buck's Creek, a beautiful tidal estuary offering great swimming, boating, and shellfishing, as well as spectacular views. .....

Bed & Breakfast

The Bradford Inn of Chatham

The Bradford Inn is located in the heart of Chatham Cape Cods most charming village. We are just a short stroll from Main Street and all of Chathams fine shops galleries restaurants and minutes from the sandy sun-splashed beaches. This tranquil retreat of nine separate houses is set among two .....

Bed & Breakfast

The Captain's House

Both the reception hall and common room with its wood-burning fireplace are beautifully appointed with antiques, period wallpaper and furnishings reminiscent of Williamsburg. Stroll through the herb garden or sit by the Italian water fountain, play lawn croquet or ride one of the courtesy bicycles .....

Cottage

The Pleasant Forest Shores

Want a one, two or three bedroom Cape Cod cottage rental (in Chatham) that is still easily affordable? Can you live just a bit simpler for a week or more to do so? Then this may be the place for YOU! It's classic Swedish ''Stuga'' country charm, but budget priced, leaving you money for eating .....

Bed & Breakfast

The Carriage House Inn

Carriage House Inn, a romantic Cape Cod bed and breakfast in Chatham, Massachusetts. Our B&B is about a mile from Chatham Light Beach and a half mile from downtown Chatham, MA. The Carriage House Inn offers spacious grounds, beautifully appointed guestrooms and gracious hospitality. Start .....

Bed & Breakfast

The Cranberry Inn At Chatham

Located on the quiet outskirts of Chatham Village, The Cranberry Inn offers a memorable getaway in every season. Its stately presence on Main Street complements neighboring cottages and shore homes. Lush gardens, shade trees and a verandah-style porch, set with rocking chairs, make it all the more .....

Motel

The Chatham Highlander Motel

The Chatham Highlander is a Cape Cod Life Magazine Silver Medal Award winner for lodging and was featured in Family Fun Magazine as a great place for families to stay in Chatham. It is located within the historic district and is the perfect place to experience the beauty and wonder of Chatham. We .....

Bed & Breakfast

The Queen Anne Inn

A dedicated staff, delightful rooms, a very private restaurant with an excellent chef and a large mature, private garden with a sparkling pool and an exercise room create a relaxing and comfortable environment. The “Children’s Beach” is just down the hill. Main street shopping and the Monomoy .....

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Things to see and do, places to eat in Chatham

Photograph of Chatham Perk - Main St, Chatham
Chatham Perk - Main St

The Chatham Cut ( Dining / Steak ). Located at 1200 Main Street. The Chatham Cut - where culinary excellence meets impeccable service. Discover a haven of flavors where each dish tells a story and every moment is a celebration to savor. Indulge in an exquisite dining experience that goes beyond the ordinary. Our passionate team of chefs transforms the finest, freshest ingredients into familiar classics with updated and unique flavors… offerings to delight the senses and please the palate. www.thechathamcut.com Link

Aplaya Kitchen & Tiki Bar ( Dining / Other ). Located at 483 Main Street. In Tagalog, a major language of the Philippines, Aplaya means “beach” or “coast”. Aplaya Kitchen + Tiki Bar offers a vibrant and delicious Filipino menu with amazing tiki cocktails in an outdoor setting, right here in coastal downtown Chatham www.aplayacapecod.com Link

Kream N’ Kone Restaurant ( Dining / Seafood ). Located at 1653 Main Street. Frying only the highest quality and freshest seafood the same way since day one. This is exactly what you would expect from a quintessential Cape Cod clam shack. Quality, consistency and a commitment to buying only the best locally sourced seafood! www.kreamnkonechatham.com Link

The Beach House ( Dining / Seafood ). Located at 297 Shore Road. Nestled in the sand dunes of Chatham Harbor, the Beach House Grill is the premier destination for classic seaside favorites featuring clambake classics as well as clam chowder, lobster rolls and freshly-harvested salads from our farm. This upbeat casual setting is the perfect spot to enjoy a refreshing cocktail or drink with an unrivaled summer vibe surrounded by family and friends. We also offer a private beach clambake experience throughout the summer season. www.chathambarsinn.com Link

Chatham Cookware Cafe ( Dining / Subs / Sandwiches ). Located at 524 Main Street. Founded in 2000, we have set out on a mission to provide Chatham with a delicious spot to grab a cup of coffee or sandwich on the go - and never sacrificing quality or service. Our menu is full of sandwiches, paninis, baked goods, and more. Whether you’re meeting a friend for lunch or grabbing a snack on your way to the beach, Chatham Cookware has you covered. www.chathamcookware.com Link

The Veranda At The Chatham Bars Inn ( / Mediterranean ). Located at 297 Shore Road. From dawn to dusk, enjoy an offshore breeze and the stunning views of the Chatham Harbor. The menus highlight familiar flavors from all areas of the Mediterranean enhanced with a Cape Cod flair. The Veranda offers the most coveted seats at Chatham Bars Inn on a first come, first served basis. www.chathambarsinn.com Link

Closed or unlisted properties

Renamed properties