TOP 30 Best guest house in Orleans, Massachusetts

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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.

Orleans Waterfront Inn & Restaurant is a charming establishment located in the picturesque town of Orleans, Massachusetts. Situated right on the waterfront at 3 Old County Road, this institution offers a unique combination of bar, food, lodging, and restaurant services. Guests can enjoy stunning views of the water while dining on fresh seafood and other delicious dishes prepared by talented chefs. The cozy inn provides comfortable accommodations for those looking to extend their stay and explore the beautiful Cape Cod area.

The Nauset House Inn is a charming lodging establishment located at 143 Beach Road in Orleans, Massachusetts. Nestled in a picturesque coastal town, this inn offers a cozy and welcoming atmosphere for guests looking to relax and unwind. With comfortable accommodations, friendly staff, and a convenient location near the beach, The Nauset House Inn is the perfect destination for a relaxing getaway on Cape Cod. Whether you're looking to explore the local shops and restaurants or simply enjoy the natural beauty of the area, this charming inn provides the perfect home base for your vacation. Experience the warmth and hospitality of The Nauset House Inn during your next visit to the United States.

Family House BNB is a charming lodging institution located at 15 Pine Ridge Lane in Orleans, Massachusetts, United States. Our cozy and welcoming bed and breakfast offers a home away from home for guests looking to explore the beautiful Cape Cod area. With comfortable rooms, delicious homemade breakfasts, and a friendly atmosphere, Family House BNB is the perfect choice for a relaxing getaway with your loved ones. Experience true New England hospitality at our lovely establishment.

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 just a quarter mile from the famous Nauset Beach in Orleans, Massachusetts, the Ship's Knees Inn is a charming and unique lodging option. Housed in a restored sea captain's home dating back to 1820, this inn offers 16 individually appointed guest rooms, 14 of which have private baths. Guests can enjoy daily continental breakfast, an outdoor swimming pool, WiFi, and in-room air conditioning. The innkeepers, Peter and Denise Butcher, are known for their warm hospitality, making guests feel right at home. The beautiful property features rolling green lawns, colorful gardens, and quiet spots to relax. With its close proximity to Nauset Beach, guests can easily spend their days lounging on the sand or exploring the nearby attractions on Cape Cod. Whether you choose to unwind by the fire pit in the evenings or take a dip in the in-ground pool, the Ship's Knees Inn offers a peaceful haven for a memorable beach vacation getaway.

Cibo Italian Kitchen & Market is a charming restaurant located at 15 Cove Road in Orleans, Massachusetts. This cozy eatery offers a taste of authentic Italian cuisine in a warm and inviting atmosphere. From freshly made pasta dishes to mouthwatering pizzas, Cibo Italian Kitchen & Market serves up a variety of delicious dishes using only the finest ingredients. Guests can also browse the market for imported Italian goods and specialty items to take home. Whether you're looking for a casual meal with friends or a romantic dinner for two, Cibo Italian Kitchen & Market is the perfect spot to enjoy a taste of Italy in Cape Cod.

Mahoney's Atlantic Bar & Grill is a premier dining destination located at 28 Main Street in Orleans, Massachusetts, United States. Chef Ted Mahoney has curated an extensive menu featuring fresh, local seafood and a variety of eclectic dishes to satisfy even the most discerning palate. Whether you choose to dine in our lively bar area or cozy dining room, you are sure to enjoy world-class cuisine in a stylish setting. Mahoney's also offers catering services for those looking to impress their guests with gourmet fare. Voted "Best Place For Dinner" by Reader's Choice Awards and "Best Place for Cocktails" by Cape Cod Life Magazine, Mahoney's Atlantic Bar & Grill is a must-visit for food enthusiasts in the Cape Cod area.

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.

Beach Road Vacation Rentals is a premier real estate and travel agency located at 41 Main Street in Orleans, Massachusetts. Our agency offers a wide selection of vacation rentals along the beautiful Beach Road, providing guests with the perfect accommodations for a relaxing and memorable getaway. Whether you're looking for a cozy beachfront cottage or a spacious vacation home with stunning ocean views, our experienced team is dedicated to helping you find the perfect rental for your needs. With our attention to detail and personalized service, Beach Road Vacation Rentals is your go-to destination for a dream vacation on the Cape Cod coast.

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.

3 Fools is a charming food institution located at 87 Massachusetts 6A in Orleans, Massachusetts. This restaurant offers a variety of delicious dishes for dine-in, outdoor dining, takeout, and delivery via Doordash. The menu includes options such as farm-fresh egg sandwiches, crispy chickpea fritters, savory lamb or chicken gyros, Italian subs, steak and cheese sandwiches, sausage and pepper sandwiches, chicken cutlet sandwiches, hot dogs, cannoli desserts, caprese salads, pasta dishes, wings, Greek salads, Caesar salads, and more. The food is made with fresh, high-quality ingredients and offers a range of flavors and options to satisfy any craving. Guests can also enjoy a 3-course meal with soup, salad, and dessert. The atmosphere at 3 Fools is welcoming and relaxed, making it a great spot to enjoy a delicious meal with friends and family.

French Quarter is a vibrant and bustling establishment located at 545 Washington Street in Boston, Massachusetts. As a bar, food, and restaurant all rolled into one, it offers a unique and eclectic dining experience that transports guests straight to the heart of New Orleans. With its charming decor, lively atmosphere, and mouthwatering menu featuring classic Creole dishes and signature cocktails, French Quarter is the perfect spot to unwind and indulge in a taste of the Big Easy right in the heart of Boston. Whether you're looking for a casual meal, a night out with friends, or a special event venue, French Quarter has something for everyone to enjoy.

The Parsonage Inn, located at 202 Main Street in Orleans, Massachusetts, is a historic 250-year-old home offering a unique and charming getaway in East Orleans. Originally used as a Parsonage for the local church in the 19th Century, The Parsonage now provides a blend of historic charm and modern comforts for vacationers visiting Cape Cod. The institution offers a variety of accommodation options to suit different needs, including a cozy three-bedroom cottage and a spacious seven-bedroom house with ensuite bathrooms, designer kitchen, and landscaped garden with a hot tub. Guests can also book one of the four guest bedrooms for a relaxing stay during the shoulder seasons.

Summer Breeze Cottage is a charming vacation rental located at 16 Pleasant View Drive in Orleans, Massachusetts, United States. Nestled in a peaceful neighborhood, this cozy cottage offers a relaxing retreat for guests looking to escape the hustle and bustle of everyday life. With its serene surroundings and close proximity to the beach, Summer Breeze Cottage is the perfect place to unwind and enjoy the beauty of Cape Cod. Whether you're looking for a romantic getaway or a fun family vacation, this quaint cottage is the ideal destination for your summer escape. Book your stay at Summer Breeze Cottage and experience the ultimate relaxation in a picturesque setting.