TOP 10 Luxury cottage escape in Brewster, Massachusetts

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Brewster By The Sea Inn is a charming lodging establishment located at 716 Main Street in Brewster, Massachusetts, United States. This cozy inn offers a relaxing and peaceful retreat for guests looking to unwind and enjoy the beauty of Cape Cod. The inn features beautifully decorated rooms, a delicious homemade breakfast served daily, and a convenient location near the beach and local attractions. With its friendly staff and comfortable accommodations, Brewster By The Sea Inn is the perfect destination for a memorable getaway on the Cape.

Michael's Cottages in Brewster is a charming accommodation located at 618 Main Street in the picturesque town of Brewster, Massachusetts. The cottages offer a cozy and comfortable stay for guests looking to experience the beauty of Cape Cod. Each cottage is tastefully decorated and equipped with modern amenities to ensure a relaxing stay. The location is perfect for exploring the nearby beaches, shops, and restaurants. Whether you are looking for a romantic getaway or a family vacation, Michael's Cottages is the perfect choice for a memorable stay in Brewster.

Brewster Cottages is a charming lodging destination located at 25 Barnacle Road in Brewster, Massachusetts, United States. This cozy establishment combines the comforts of home with the luxury of a vacation getaway, offering a unique experience for travelers looking to relax and unwind. As both a real estate and travel agency, Brewster Cottages provides guests with a seamless booking process and personalized service to ensure a memorable stay. Whether you're looking for a weekend retreat or a longer vacation, Brewster Cottages is the perfect choice for your next escape.

Pretty Picky Properties is a real estate and travel agency located at 2421 Main Street in Brewster, Massachusetts. Specializing in Cape Cod vacation rentals, this agency offers a wide range of properties to choose from for your next getaway. With a focus on quality and attention to detail, Pretty Picky Properties ensures that each rental meets the highest standards of comfort and convenience. Whether you're looking for a beachfront escape or a cozy cottage near hiking trails, Pretty Picky Properties has the perfect vacation rental for you. Guests rave about the beautiful homes, great locations, and superb amenities offered by this agency. The attentive owner and property management team are quick to address any issues that may arise, ensuring a stress-free stay for all guests.

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.