TOP 10 Best Guest house offers in Chatham, Massachusetts

Chatham Seaside Cottages is a charming lodging institution located at 439 Ridgevale Road in the picturesque town of Chatham, Massachusetts. Nestled along the stunning coastline of Cape Cod, this quaint retreat offers guests a peaceful and relaxing getaway by the sea. The cozy cottages provide a comfortable and cozy atmosphere, perfect for a romantic weekend escape or a family vacation. With easy access to the beach and nearby attractions, Chatham Seaside Cottages is the ideal destination for those looking to experience the beauty of the Massachusetts coast.

Chatham Inn is a luxurious institution located at 359 Main Street in Chatham, Massachusetts, United States. This establishment offers a unique experience, being Cape Cod’s only Relais & Châteaux and Forbes Five-Star hotel. Renovated between 2016 and 2019, Chatham Inn seamlessly blends modern decor, top-notch amenities, and exceptional service with the rich history of the oldest inn on the Cape. It has been recognized as one of the top hotels for service and romance in the United States, as well as being rated the number one hotel in Chatham and Cape Cod. The 18 beautifully renovated guest rooms and suites at Chatham Inn feature modern luxuries while preserving the inn's historic charm. Guests can choose from twin, queen, or king bed options, as well as spacious Premier King Rooms or Suites with private balconies, fireplaces, and wet bars. A Chef’s à la carte Breakfast is included in the stay, served in the elegant dining room.

The Captain's House Inn is a charming lodging located at 369 Old Harbor Road in the picturesque town of Chatham, Massachusetts. This historic inn offers a cozy and luxurious stay for guests looking to experience the beauty of Cape Cod. With elegantly decorated rooms, delicious breakfast options, and personalized service, the Captain's House Inn provides a memorable and relaxing getaway for visitors to the United States.

Cuvée at Chatham Inn is a luxurious dining establishment located at 359 Main Street in Chatham, Massachusetts, United States. This bar and restaurant offers exquisitely set tables with Villeroy & Boch china, Schott Zwiesel crystal, and Frette linens, creating the perfect ambiance for an evening of fine dining. As Cape Cod's only Relais & Châteaux restaurant, Cuvée at Chatham Inn is known for serving world-class cuisine made with the finest seasonal ingredients by renowned chefs. It has been rated as the #1 restaurant on the Cape and Islands, as well as one of the Top 10 restaurants in New England. The restaurant is open Tuesday-Saturday at 5:00pm from mid-October to May, and Tuesday-Sunday at 5:00pm from June to Columbus Day. The attire is cocktail attire, with jackets for men preferred but not required. Guests can enjoy front row seats to an incredible demonstration of culinary arts at Cuvée at Chatham Inn.

By The Sea Guests is a charming lodging institution located at 57 Chase Avenue in Dennis, Massachusetts, United States. Nestled on the beach, our guest rooms offer one or two beds, private bathrooms, TVs, and mini fridges, with most rooms boasting oceanfront or partial ocean views. With 12 guest rooms in the inn, guests can enjoy a comfortable stay with breakfast included seasonally from May through October. For those seeking more space and amenities, our Suites feature open-concept layouts with full kitchens, living rooms, private bathrooms, and private decks or balconies with side partial ocean views. We offer three one-bedroom suites and two two-bedroom suites, perfect for families or larger groups. Breakfast is not included but can be purchased during peak season.

The Bow Roof House is a charming lodging located at 59 Queen Anne Road in Chatham, Massachusetts, United States. This unique institution features a distinctive bow-shaped roof that adds character and charm to the traditional Cape Cod architecture. Guests can enjoy a cozy and comfortable stay in this historic building, which offers a blend of modern amenities and old-world charm. The Bow Roof House provides a peaceful retreat for visitors looking to experience the beauty and tranquility of Cape Cod.

Chatham Guest Rooms is a cozy lodging facility located at 1409 Main Street in the charming town of Chatham, Massachusetts. Nestled in the heart of Cape Cod, our guest rooms offer a comfortable and inviting atmosphere for travelers looking to relax and unwind. Each room is tastefully decorated and equipped with modern amenities to ensure a pleasant stay. Guests can enjoy the convenience of being just a short walk away from the town's shops, restaurants, and beaches. Whether you're visiting for a weekend getaway or an extended vacation, Chatham Guest Rooms provides a welcoming home away from home for all travelers.

The Priscilla House is a charming lodging establishment located at 388 Main Street in the picturesque town of Chatham, Massachusetts. This historic house offers a cozy and welcoming atmosphere for guests to relax and unwind during their stay on Cape Cod. With comfortable accommodations and a convenient location near local attractions and amenities, The Priscilla House is the perfect choice for a memorable getaway in the United States.

The True North House is a charming lodging institution located at 86 Highland Avenue in the picturesque town of Chatham, Massachusetts. Situated in the heart of the United States' Cape Cod region, this cozy retreat offers guests a peaceful and relaxing atmosphere to unwind and recharge. With comfortable accommodations and personalized service, The True North House is the perfect destination for those seeking a tranquil getaway by the sea. Immerse yourself in the beauty of Cape Cod and experience true hospitality at The True North House.

Chatham Harborview Lodge is a stunning vacation rental located at 200 Barcliff Avenue in Chatham, Massachusetts. This beautiful property offers breathtaking views of Oyster Pond and provides access to the water for activities such as kayaking and paddleboarding. Perfect for family reunions, the lodge offers both togetherness and privacy, along with versatile and comfortable sleeping arrangements. The open-floor-plan house features a sophisticated beach-style decor, spacious grounds, and refreshing ocean breezes. Guests can relax on the 30-foot deck overlooking the picturesque harbor, or take a short walk to the nearby marina or Harding's Beach. With two kitchens, multiple bedrooms, and plenty of space to spread out, this property is ideal for large groups and extended families. The owner, Kibibi, is responsive and accommodating, ensuring a memorable stay for all guests. Don't miss out on the opportunity to experience "Summer Glamping" at Chatham Harborview Lodge. Book now for an unforgettable Cape Cod vacation!

Chatham Beach Cottages is a charming waterfront retreat located on Little Beach Road in the picturesque town of Chatham, Massachusetts. Nestled along the sandy shores of the Atlantic Ocean, this cozy getaway offers a collection of well-appointed cottages with stunning ocean views and easy access to the beach. Guests can relax on their private deck, take a leisurely stroll along the shoreline, or explore the quaint shops and restaurants in town. Whether seeking a romantic escape or a family vacation, Chatham Beach Cottages provides a peaceful and idyllic setting for a memorable coastal retreat.

Welcome to The North End – Italian Neighborhood, your ultimate guide to experiencing the vibrant heart of Boston’s “Little Italy.” Nestled at 14 North Square in Boston, Massachusetts, this charming enclave is a captivating blend of rich history, diverse culture, and exquisite cuisine. Whether you're a local or a visitor, The North End offers a delightful journey through time and taste. Discover the allure of the North End, one of Boston's oldest residential areas, where the echoes of early European settlers mingle with the lively spirit of Italian immigrants. As you stroll through its narrow streets, you'll be greeted by rustic Italian street signs and the irresistible aroma of authentic Italian cuisine emanating from over 100 restaurants, cafés, and bakeries. From traditional dishes to innovative culinary delights, the North End is a paradise for food lovers.

Welcome to An English Garden Bed & Breakfast, located at 32 Inman Road in Dennis, Massachusetts, United States. Our charming lodging institution offers a cozy and comfortable stay for guests looking to relax and unwind on Cape Cod. In the main inn, we have 9 guest rooms, each featuring a queen bed, private bathroom, climate control, and TV. Guests can enjoy the ocean views from their private balconies or decks, with some rooms overlooking our beautiful gardens in full bloom during late spring and early summer. Children under 8 years old are not allowed in guest rooms, which are accessible via stairs and sleep two guests comfortably. Complimentary breakfast is served in season from May to October.

Bluefins Sushi & Sake Bar, located at 513 Main Street in Chatham, Massachusetts, is a must-visit for sushi lovers. With a focus on fresh, locally-sourced seafood and ingredients from Cape Cod farms, our menu celebrates seafood in traditional Japanese methods with a modern twist. We also pay homage to New England seafood cuisine, offering a unique dining experience for our guests. Open six days a week for indoor dining from 5:00pm, we also offer pick-up and pre-orders starting at 4:00pm for same-day pick up after 5pm. Call ahead to reserve a pick-up time that works best for you! At Bluefins, we strive to ensure accessibility for all guests, including those with disabilities. Our website is designed to be user-friendly and accessible, with an accessibility menu available on each page. While we continue to improve our accessibility features, we welcome all guests to enjoy our delicious sushi and sake in a welcoming atmosphere.

Kingfisher Harwich Port is a newly renovated lodging institution located at 1 Braddock Street in Harwich, Massachusetts, United States. Situated just steps away from Bank Street Beach and a short walk from the shops and restaurants in Harwich Port, our hotel offers guests a relaxing Cape Cod vacation experience. Our clean, updated rooms feature modern amenities such as free WiFi, individual A/C, flat screen TV with DirecTV channels, microwave, Keurig coffee maker, and mini-fridge. During your stay, you can enjoy the convenience of receiving a welcome text by 4pm on the day of your arrival, allowing you to access your room without the need to stop at the office. Complimentary onsite parking is available with a parking pass provided in your room. Housekeeping is provided by request only, ensuring that you can relax without interruptions.

Queen Anne Inn Cafe & Lounge is a charming and inviting establishment located at 70 Queen Anne Road in the picturesque town of Chatham, Massachusetts. This institution offers a unique combination of a cozy cafe, a delicious restaurant, and comfortable lodging all in one place. Whether you are looking for a relaxing breakfast, a satisfying lunch, or a gourmet dinner, Queen Anne Inn Cafe & Lounge has something to offer for everyone. The lounge area provides a cozy atmosphere where guests can enjoy cocktails, wine, and appetizers. With its warm and welcoming ambiance, this institution is the perfect spot for a casual meal or a special occasion. Come and experience the charm of Queen Anne Inn Cafe & Lounge in the heart of Chatham.

Nauset Rental is a real estate and travel agency located at 56 Main Street in Orleans, Massachusetts. Specializing in Lower and Mid Cape Rentals in towns such as Orleans, Chatham, Harwich, Brewster, and Dennis, Nauset Rental offers secure online payments, damage and travel insurance, and is locally owned and operated with proper licensing and insurance. Guests have raved about their experiences at Nauset Rental properties, praising the beautiful locations, amenities such as games and music systems, and the excellent customer service provided by owner Kent. With private beach access and stunning views, guests have enjoyed the peaceful and secluded atmosphere of the neighborhoods while still being close to activities and attractions.

Nauset Rental is a real estate and travel agency located at 3 Main Street in Eastham, Massachusetts. Specializing in Lower and Mid Cape Rentals in towns such as Orleans, Chatham, Harwich, Brewster, and Dennis, Nauset Rental offers secure online payments, damage and travel insurance, and is locally owned and operated with proper licensing and insurance. Guests have raved about their experiences staying at Nauset Rental properties, praising the lovely houses and locations, short walks to beautiful beaches, and amenities such as games and music systems. The owner, Kent, has been described as a joy to work with, accommodating last-minute bookings and even welcoming guests with pets. The properties offer private beach access, stunning views, and a quiet, secluded neighborhood close to activities.

Metter's Cottages is a charming accommodation located at 84 Chatharbor Lane in the picturesque town of Chatham, Massachusetts. Nestled in a tranquil setting, these cozy cottages offer a perfect retreat for those looking to escape the hustle and bustle of everyday life. Each cottage is beautifully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the peaceful surroundings, relax on the private deck, or take a short stroll to the nearby beach. Metter's Cottages is the ideal choice for a relaxing getaway on Cape Cod.

STARS is a renowned restaurant located at 297 Shore Road in Chatham, Massachusetts, offering a unique dining experience inspired by the beautiful views of the Atlantic Ocean and the surrounding natural landscape. With a focus on modern, coastal cuisine that incorporates regional heritage, STARS provides a menu that pays homage to the inn's history while also embracing contemporary culinary trends. Guests can enjoy breakfast, brunch, and dinner at STARS, with a menu that features reimagined classic dishes and an award-winning wine list. The restaurant's ambiance is enhanced by Norman Rockwell's iconic painting, "Spirit of America," hanging above the fireplace, creating a warm and inviting atmosphere for diners.