TOP 30 Pet friendly lodging in Chatham, Massachusetts

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Chatham Tides is a charming lodging establishment located at 394 Pleasant Street in the picturesque town of Chatham, Massachusetts. Situated in the United States, this quaint inn offers a cozy and relaxing atmosphere for guests looking to unwind and enjoy the beauty of Cape Cod. With its convenient location near the beach and various local attractions, Chatham Tides is the perfect destination for a peaceful getaway. Enjoy comfortable accommodations, friendly service, and a memorable stay at this lovely institution.

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.

Located at 512 Main Street in Chatham, Massachusetts, the Chatham Wayside Inn is a unique lodging option that combines a contemporary feel with exceptional service. This boutique hotel offers a restful retreat with amenities such as a heated pool and fitness center. Each room and suite has been carefully restored and offers a different look, with spacious rooms and upscale amenities. Guests can relax on the patio or private balcony and enjoy the sea air. The hotel staff, who are locals, are happy to share their knowledge of the historic town and nearby attractions. Special packages, such as the Birthday & Anniversary package and the Month of Love Package, offer guests the opportunity to enhance their stay with added perks. Don't miss out on the Leap Into Savings promotion, which includes savings of up to 15% and a $50 Food and Beverage credit. Whether you're visiting in the spring, summer, fall, or winter, the Chatham Wayside Inn has something to offer for every season. Book your stay now and experience the charm of this historic hotel in Cape Cod.

Surfside Inn Chatham is a charming lodging located at 25 Holway Street in the picturesque town of Chatham, Massachusetts. Situated just a short walk away from the beautiful beaches of Cape Cod, this inn offers guests a relaxing and comfortable stay in a serene coastal setting. The well-appointed rooms feature modern amenities and cozy furnishings, providing a home away from home for visitors. With its convenient location near local shops, restaurants, and attractions, Surfside Inn Chatham is the perfect choice for a peaceful getaway on the Cape.

Greyfinch Chatham Inn, located at 946 Main Street in Chatham, Massachusetts, is a lodging institution that welcomes adventurous travelers, friends, young families, and couples to enjoy a seaside oasis. The newly renovated Greyfinch offers elegantly transformed guestrooms and enhanced outdoor spaces, providing a tranquil retreat just minutes away from Chatham's best beaches and downtown shops and restaurants. Guests can indulge in the allure of elegant accommodations that exude a welcoming atmosphere, making them feel right at home. The inn also offers luxury amenities for a truly indulgent stay. The property is steeped in Chatham's rich history of fishing, farming, seafaring, and hospitality, giving guests a glimpse into local life on the Cape.

Chatham Bars Inn is a luxurious five-star oceanfront lodging located at 297 Shore Road in Chatham, Massachusetts, United States. With stunning views of the ocean and a rich history dating back to 1914, this iconic institution offers guests a truly unforgettable experience. Recently recognized as the #1 resort in Massachusetts and #8 in the world by Condé Nast Traveler's Readers' Choice Awards, Chatham Bars Inn is known for its warm hospitality and world-class amenities. Guests can relax and rejuvenate at the Forbes Four-Star awarded Spa at Chatham Bars Inn, where they can enjoy a variety of treatments designed to soothe the body, mind, and soul. The culinary team at Chatham Bars Inn is also top-notch, with new menus at the signature restaurant, STARS, and the beloved Sacred Cod Tavern.

The Chatham Seafarer Inn, located at 2079 Main Street in Chatham, Massachusetts, is a charming lodging option for your Cape Cod vacation. Just a short walk from the best beaches in Cape Cod and steps away from the Cape Cod Rail Trail bike path, this inn offers a relaxing retreat with a heated swimming pool for guests to enjoy. With easy access to the center of historic Chatham, as well as a variety of dining options nearby, the Chatham Seafarer is the perfect choice for your Cape Cod getaway. Recently renovated and fully updated, this inn combines traditional Cape Cod charm with modern comforts to ensure a memorable stay for you and your family. Experience the best of Chatham at the Chatham Seafarer Inn.

Chatham Motel is a charming lodging establishment located at 1487 Main Street in the picturesque town of Chatham, Massachusetts. This cozy motel offers comfortable rooms and excellent amenities for a relaxing stay on Cape Cod. Conveniently situated near the town center, guests can easily explore the local shops, restaurants, and attractions. Whether you're visiting for a weekend getaway or an extended vacation, Chatham Motel provides a warm and welcoming atmosphere for all travelers. Enjoy a peaceful retreat in this beautiful coastal town at Chatham Motel.

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.

Old Chatham Road Campground is a picturesque retreat nestled in the heart of Dennis, Massachusetts. Situated at 310 Old Chatham Road, this charming campground offers a variety of lodging options for visitors looking to immerse themselves in nature. Whether you prefer pitching a tent, parking your RV, or renting a cozy cabin, Old Chatham Road Campground has something for everyone. With its lush greenery, tranquil atmosphere, and convenient amenities, this campground is the perfect destination for a relaxing getaway. Explore the nearby parks, go for a swim in the pond, or simply sit back and enjoy the beauty of the outdoors. Come experience the beauty and serenity of Old Chatham Road Campground for yourself!

Ocean Breeze Motel is a charming lodging institution located at 170 Seaview Avenue in Yarmouth, Massachusetts. Offering 32 beautifully appointed rooms and a spacious apartment suite, our motel provides a comfortable and tranquil escape for travelers looking to experience the essence of Cape Cod. Situated just a short walk from the serene waters of Nantucket Sound, our property combines modern amenities with classic coastal charm to create a welcoming atmosphere for every guest. Conveniently located near popular attractions such as Chatham and Hyannis, Ocean Breeze Motel is the ideal base for exploring the wonders of Yarmouth and beyond. Whether you're craving fresh seafood, historical landmarks, or vibrant local events, our motel is perfectly situated for you to make the most of your Cape Cod getaway. With easy access to the Atlantic Ocean and the region's picturesque scenery, Ocean Breeze Motel promises a memorable and relaxing stay for all who visit.

The Platinum Pebble Boutique Inn is a luxurious adults-only lodging located at 186 Belmont Road in Harwich, Massachusetts, United States. This upscale Cape Cod accommodation offers premium amenities such as gourmet breakfast, complimentary bicycles, beach chairs, pool towels, and a relaxing beach vibe. Each room is tastefully decorated with modern furnishings and luxurious linens, providing a blend of comfort and coastal elegance. Guests can enjoy a peaceful night's sleep on Verlo mattresses and Comphy bedsheets, and start their day with a delicious breakfast before exploring the nearby towns of Falmouth, Chatham, and Provincetown. The inn's central location makes it the ideal base for a Cape Cod vacation, with easy access to Martha's Vineyard and Nantucket.

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.

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.

Located in the picturesque town of Harwich, Massachusetts, the Winstead Inn And Beach Resort offers a truly unique Cape Cod vacation experience. With two properties to choose from, guests can enjoy the charm of the inn in Harwich Center or the beachfront resort in Harwich Port. The Winstead Inn features elegant rooms individually decorated for a luxurious stay, with amenities such as a swimming pool, beautiful grounds, and a spacious great room. Guests can also take advantage of the private beach at the Beach Resort, just a short shuttle ride away.

The Captain Freeman Inn, located at 15 Breakwater Road in Brewster, Massachusetts, is a beautifully restored Sea Captain's mansion just a short walk away from Breakwater Beach. This award-winning Bed and Breakfast has been recognized with the Tripadvisor Certificate of Excellence for the past 11 years, offering guests a deluxe seaside experience year-round. Guests can enjoy the outdoor heated salt water swimming pool and custom firepit, providing the ultimate in luxury and relaxation in every season. The inn also offers a gourmet three-course breakfast made with farm-to-table ingredients, served in a charming indoor dining area or on the screened porch.

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 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.

A Little Inn on Pleasant Bay is a charming and romantic boutique Bed & Breakfast located in Orleans, Massachusetts. Winner of the 2023 LuxLife Hospitality Awards for Most Charming Bed & Breakfast in MA, our inn offers guests quintessential European hospitality in an all-American setting. Situated between the historic villages of Chatham and Orleans on Cape Cod, our nine-room inn overlooks the picturesque Pleasant Bay. Each room is named after sailboats that sail the waters of Cape Cod, with a strong New England identity and beautifully designed by interior designer Matthew Yee.

Pleasant Bay Village Resort is a charming lodging institution located at 1191 Orleans Road in the picturesque town of Chatham, Massachusetts, United States. Situated near the stunning Pleasant Bay, this resort offers guests a peaceful and serene retreat surrounded by natural beauty. The resort features comfortable accommodations, including cozy cottages and well-appointed guest rooms, perfect for a relaxing getaway. Guests can enjoy amenities such as a swimming pool, tennis courts, and a delicious on-site restaurant. Whether you're looking for a romantic escape or a family vacation, Pleasant Bay Village Resort provides a tranquil and idyllic setting for your stay in Cape Cod.

The Hawthorne Motel is a charming lodging establishment located at 196 Shore Road in the picturesque town of Chatham, Massachusetts. Nestled in a tranquil coastal setting, this motel offers comfortable accommodations and a relaxing atmosphere for guests looking to unwind and enjoy the beauty of Cape Cod. With its convenient location near the beach and local attractions, the Hawthorne Motel is the perfect destination for a peaceful getaway or a memorable vacation experience. Whether you're seeking a romantic retreat or a family-friendly escape, this welcoming institution provides a cozy and inviting setting for all travelers to enjoy.

The Village Green Motel is a unique and charming lodging option located at 37 Sea Side Village Road in Yarmouth, Massachusetts, United States. Offering efficiency units, this quaint motel is just across from Parkers River Beach, providing easy access to the sun and sand. Guests can also enjoy a large heated outdoor pool and BBQ grills for family cookouts. The motel has a cozy and eclectic vibe, with comfortable mismatched furniture in the rooms. While the rooms are not air-conditioned, they do have fans and windows for a refreshing breeze. Ideal for budget-minded travelers, The Village Green Motel is conveniently located within walking distance of restaurants, shops, and attractions, with a short drive to Hyannis.

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.

The Old Harbor Inn is a charming lodging establishment located at 22 Old Harbor Road in the picturesque town of Chatham, Massachusetts. Nestled in a tranquil and historic setting, this inn offers guests a cozy and welcoming atmosphere with comfortable accommodations. Whether you are looking for a romantic getaway or a relaxing retreat, The Old Harbor Inn provides the perfect home away from home. With its convenient location near the harbor and local attractions, guests can easily explore the beauty and charm of Chatham. Experience exceptional hospitality and personalized service at The Old Harbor Inn for a memorable stay in Cape Cod.

Eider Duck Cottages is a charming lodging institution located at 1470 Main Street in the picturesque town of Chatham, Massachusetts, United States. Nestled in a tranquil setting, these cozy cottages offer a perfect retreat for those seeking a peaceful and relaxing getaway. Each cottage is beautifully decorated and equipped with all the modern amenities to ensure a comfortable stay. Guests can enjoy the serene surroundings, explore the nearby attractions, or simply unwind on the porch and take in the breathtaking views. Eider Duck Cottages is the ideal destination for a memorable vacation on Cape Cod.

Pine Shore Cottages is a charming lodging destination located at 1370 Main Street in the picturesque town of Chatham, Massachusetts. Nestled among the pine trees, this cozy retreat offers a peaceful and relaxing atmosphere for guests to enjoy. As both a lodging and real estate agency, Pine Shore Cottages provides comfortable accommodations for travelers looking to experience the beauty of Cape Cod, as well as opportunities for those interested in purchasing a vacation home in this desirable location. With a dedicated team of professionals, Pine Shore Cottages also doubles as a travel agency, helping guests plan their perfect getaway to this idyllic seaside town. Experience the tranquility and beauty of Chatham at Pine Shore Cottages.

Pilgrim Village is a charming lodging institution located at 1370 Main Street in the picturesque town of Chatham, Massachusetts, United States. Nestled in a serene and peaceful setting, Pilgrim Village offers comfortable accommodations and a warm and welcoming atmosphere for guests looking to unwind and relax. With its convenient location near the town center and attractions such as beaches, shops, and restaurants, Pilgrim Village is the perfect choice for a memorable stay on Cape Cod. Whether you are visiting for a weekend getaway or an extended vacation, Pilgrim Village promises a delightful and memorable experience for all guests.

Culdesac Cottage Bed and Breakfast is a charming lodging located at 49 Glover Square in the picturesque town of Chatham, Massachusetts. Situated in a peaceful cul-de-sac, this cozy cottage offers a serene and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. The accommodations are tastefully decorated and feature modern amenities to ensure a comfortable stay. Guests can enjoy a delicious homemade breakfast each morning, served in the inviting dining area. With its convenient location near beaches, shopping, and dining options, Culdesac Cottage Bed and Breakfast is the perfect choice for a memorable stay on Cape Cod.

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.

Pleasant Forest Shores cottages is a charming lodging establishment located at 259 Pleasant Street in the picturesque town of Chatham, Massachusetts, United States. Nestled in a tranquil forest setting, the cottages offer a peaceful retreat for guests looking to escape the hustle and bustle of everyday life. Each cottage is tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the serene surroundings, take a leisurely stroll to the nearby beach, or explore the quaint shops and restaurants in the town center. Whether you are seeking a romantic getaway or a family vacation, Pleasant Forest Shores cottages provide the perfect setting for a relaxing and rejuvenating experience.