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Chatham Cape Cod Bed and Breakfast: Experience Ultimate Comfort in Historic Elegance

Chatham Cape Cod Bed and Breakfast 1

Cape Cod, with its distinctive hook shape, has always been my favorite New England escape, especially during the summer months. Among its charming towns, Chatham holds a special place in my heart, captivating me with its quaint charm, picturesque beaches, and the timeless beauty of its historic lighthouses. 

Staying at a Chatham Cape Cod Bed and Breakfast has been the key to truly embracing the local atmosphere and discovering all the nuances of this lovely area. In this guide, I'm eager to share my insights and help you find the ideal B&B in Chatham for an unforgettable getaway.

Planning Your Visit to a Chatham Bed and Breakfast Cape Cod

Best Time to Visit
While Chatham is beautiful year-round, the best time to visit is from late spring to early fall, when the weather is ideal for enjoying all the outdoor activities Cape Cod has to offer.
Packing Tips
Be sure to pack layers, as temperatures can vary, especially in the evenings. Don’t forget a camera to capture the stunning scenery!
Booking Your Stay

Chatham Bed and Breakfast Cape Cod are popular, especially during peak tourist season. Book early to secure your preferred dates and accommodations.

Best Chatham Cape Cod Bed and Breakfasts

Entire Home in Chatham, Massachusetts, United States Hosted by Chris

Chatham Cape Cod Bed and Breakfast

About the Property:

Nestled on a peaceful dead-end street in a quiet residential shore neighborhood, this year-round cottage offers the perfect retreat with walking rights to Ridgevale Beach just 300 yards from your front door. Highly rated and loved by Airbnb guests, this home is a favorite for its prime location and homey comforts.
  • Space for: 6 guests
  • Rooms: 2 bedrooms with 3 beds (1 queen, 2 singles, and 1 pull-out queen sofa)
  • Bathroom: 1 updated bathroom with tile tub & shower combination
  • Amenities: Enjoy the convenience of self check-in via lockbox, central AC for those hot summer days, and a fully equipped kitchen including microwave, stove, fridge, and more. Unwind in the spacious outdoor shower or relax in the sunroom. Entertainment is covered with cable TV and a DVD player.
  • Specialties: Superhost Chris has been providing top-tier hospitality for 8 years. Guests consistently give the location a 5-star rating for its exceptional convenience and setting.
  • Extras: No need to pack heavy—linens, towels, and beach toys are provided! Plus, make the most of the outdoor living with a gas grill, outdoor table with chairs, umbrella, and a storage locker.
Nearby Attractions:
Just a brief stroll from Ridgevale Beach, this cottage is ideally placed for those looking to soak up the seaside atmosphere. The area is perfect for families or groups seeking a blend of beach relaxation and home comfort.

Room in Bed and Breakfast in Chatham, Massachusetts, United States Hosted by David

Chatham Cape Cod Bed and Breakfast

About the Property:

Experience the charm of Chatham in a unique way by staying in David’s historic Bow Roof House, built in 1800 and beautifully managed by the family since 1975. Located just a 5-minute walk from the center of town and a 2-minute walk to the town beach, this room offers not only an ideal location but also the comforts of a well-appointed bed and breakfast.
  • Room: 1 king bed with a private attached bathroom.
  • Amenities: Enjoy a range of amenities including a lock on the bedroom door, Wi-Fi, air conditioning, and free parking on premises. The room also features access to a patio or balcony, and a refrigerator is available for your convenience.
  • Shared Spaces: The common room and spacious grounds are shared with other guests, enhancing your stay with a sense of community.
  • Specialties: Self check-in is available via building staff, ensuring a smooth start to your stay. Complimentary continental breakfast is provided, adding an extra touch of hospitality to your morning routine.
  • Extras: Long-term stays are allowed, making it perfect for more extended visits. Luggage dropoff is also permitted for added convenience.
Nearby Attractions:
Within walking distance, you'll find local attractions like the ballpark and theater, along with ample opportunities to explore Chatham's scenic views and local cuisine.

Entire Home in Chatham, Massachusetts, United States Hosted by Frank

Chatham Cape Cod Bed and Breakfast

About the Property:

Escape to Frank’s charming South Chatham coastal retreat, a favorite among guests and rated a perfect 5.0 stars from 46 reviews. This home is situated just 0.8 miles from Forest Beach and is in close proximity to the Cape Bike Trail, making it an ideal spot for families and groups seeking a beachside getaway with plenty of outdoor activities.
  • Space for: 8 guests
  • Rooms: 3 bedrooms with 5 beds (1 king, 2 queens, 2 full)
  • Bathroom: 1 bathroom
  • Amenities: Self check-in with a smart lock allows you to start your vacation smoothly. The home boasts high-speed Gigabit WIFI, a gas fireplace, two ROKU smart TVs, and a dedicated workspace with wifi that’s well-suited for working remotely.
  • Specialties: Frank has been recognized as a Superhost for his exceptional hospitality over the past 2 years. Enjoy the extensively furnished outdoor entertaining space featuring a custom fire pit, composite deck, stone patio, and a Weber gas grill.
  • Extras: The property comes fully stocked with a kitchen ready for any meal (including a lobster pot!), an outdoor shower, and a variety of yard games. For those traveling with young ones, a Graco Pack & Play Crib and High Chair are available. Premium linens and towels, as well as beach essentials like chairs, towels, boogie boards, a beach cart, and a cooler are provided for guest use.
Nearby Attractions:
This retreat is walking distance to several popular restaurants like Bucas and Pisces and a short drive or bike ride to Chatham center. It's also located on a private drive overlooking acres of conservation land, offering a serene backdrop to your stay.

Entire Home in South Chatham, Massachusetts, United States Hosted by Del Mar

chatham cape cod bed and breakfast

About the Property:

Welcome to “Chatham Charmer,” a delightful retreat where comfort meets convenience, perfect for your next Cape Cod getaway. With a stellar rating of 4.84 from 58 reviews, this home promises an exceptional stay. Located within an easy 10-minute walk to Forest and Pleasant Street beaches and close to both Harwich Port and Chatham Center, it's the perfect spot for families and friends to create lasting memories.
  • Space for: 10 guests
  • Rooms: 4 bedrooms with 5 beds (1 queen, 4 full)
  • Bathrooms: 3.5 baths
  • Amenities: Self check-in via smart lock ensures a smooth arrival, and central A/C keeps you cool all summer. Enjoy modern conveniences like WiFi and three smart flat-screen TVs. The home is dog-friendly (with an additional fee), and hospital-grade disinfectants are used for cleaning.
  • Specialties: Del Mar has been a Superhost for 8 years, offering guests a consistently high-quality experience. Recent renovations include a new dining room that seats ten and a fun-filled game room in the basement for kids and active adults.
  • Outdoor Features: Relax in the large backyard or on the spacious back deck, complete with an outdoor shower and a gas grill for summer barbecues.
Nearby Attractions:
This home is just moments away from the Old Colony bike trail, ideal for leisurely rides into town. Ridgevale and Hardings Beach are also just a short drive away, perfect for family beach days.

Entire Home in Chatham, Massachusetts, United States Hosted by Melinda

Chatham Cape Cod Bed and Breakfast

About the Property:

Discover the enchantment of the “Chatham Treehouse,” a 5-star rated retreat just 7 minutes from downtown Chatham. Set on a private acre along a tidal river and nestled within the woods, this home offers an idyllic escape with luxurious amenities and a strong connection to nature. Whether it's dining on the deck, paddling down the river, unwinding in the hot tub, or enjoying the outdoor fire pit, your stay is sure to rejuvenate and inspire.
  • Space for: 10 guests
  • Rooms: 4 bedrooms with 6 beds (2 kings, 2 queens, 1 twin daybed, 1 full)
  • Bathrooms: 2 bathrooms
  • Amenities: Self check-in via lockbox, dedicated workspace with WiFi, fresh linens and bath towels, and a large pass-through fireplace. The kitchen is equipped with modern appliances including a Wolf induction stove and new dishwasher.
  • Specialties: Melinda, hosting for 1 year, has quickly earned a reputation for exceptional hospitality. The property features extensive outdoor decks, a bar area with a cocktail set, and recreational equipment such as canoes, kayaks, and beach gear.
  • Outdoor Features: Hot tub, grill, fire pit, Adirondack chairs, and additional exterior seating for enjoying the surrounding natural beauty.
Nearby Attractions:
Conveniently close to all things Cape Cod, including the charming downtown of Chatham, local beaches, and scenic trails, this location is perfect for those looking to explore the area's attractions while having a peaceful retreat to return to.

Why Choose a Chatham Cape Cod Bed and Breakfast?

Choosing a Chatham Cape Cod Bed and Breakfast is about more than just finding a place to stay; it’s about experiencing the town’s authentic charm and warm hospitality. Each B&B in Chatham offers a unique experience, typically involving beautifully decorated rooms, delicious homemade breakfasts, and hosts who are eager to share their local knowledge.
1. Personalized Experience
Staying at a Chatham Cape Cod Bed and Breakfast ensures a personalized experience. Hosts take pride in making their guests feel at home, often going above and beyond to accommodate special requests and provide tailored advice about what to see and do in the area.
2. Unique Character and Charm
Unlike generic hotels, each Chatham Cape Cod Bed and Breakfast has its own character and charm. From historic homes that have been lovingly restored to offer modern comforts to newly built establishments that echo the traditional Cape Cod style, there’s something inherently special about each property.
3. Prime Locations
Many Chatham Cape Cod Bed and Breakfasts boast prime locations close to the town’s top attractions, such as Chatham Lighthouse Beach, the Old Village, and the bustling Main Street with its shops and restaurants.
4. Gourmet Breakfasts
A highlight of staying at a Chatham Cape Cod Bed and Breakfast is the gourmet breakfast. Hosts often use local ingredients to craft meals that are not only delicious but also a reflection of Cape Cod’s culinary scene.

Things to Do in Chatham MA Bed and Breakfast

While the comfort of your Chatham MA Bed and Breakfast might make you want to stay in, there’s plenty to explore in Chatham.

Explore Main Street

Main Street in Chatham is lined with boutiques, art galleries, and eateries. Spend a day exploring local shops and enjoying the vibrant local culture.

Visit Chatham Lighthouse & Beach

No visit to Chatham is complete without a trip to Chatham Lighthouse Beach. Apart from its stunning views, it’s also a great spot for seal watching.

Enjoy Local Cuisine

Chatham’s dining scene is robust, with options ranging from casual seafood shacks to upscale dining. Don't miss a chance to try fresh, local seafood.

Take a Day Trip

Chatham’s location on Cape Cod makes it an excellent base for day trips to nearby towns like Provincetown and Nantucket.

The Final Word

A bed and breakfast in chatham is more than just a place to sleep. It is a gateway to experiencing the local culture, history, and the natural beauty of Cape Cod. Each B&B offers a unique blend of comfort, charm, and hospitality, making your stay in Chatham truly unforgettable.

Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, a bed and breakfast in chatham will surely enhance your Cape Cod experience. So why wait? Book your stay today and prepare to fall in love with Chatham!

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