TOP 10 Luxury vacation accommodations in Brewster, Massachusetts

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.

Brewster Green Resort is a charming lodging establishment located at 203 Lund Farm Way in Brewster, Massachusetts. As a unique combination of a resort, real estate agency, and travel agency, Brewster Green offers luxurious accommodations, expert real estate services, and personalized travel planning all in one convenient location. Whether you're looking for a relaxing getaway, a new property investment, or assistance with planning your next vacation, Brewster Green Resort has everything you need to make your stay in Brewster unforgettable.

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.

Kinlin Grover Vacation Rentals is a premier real estate and travel agency located at 1990 Main Street in Brewster, Massachusetts. Specializing in vacation rentals, they offer a wide range of properties for visitors looking to experience the beauty of Cape Cod. Whether you're looking for a beachfront cottage, a cozy cabin in the woods, or a luxurious oceanfront estate, Kinlin Grover has the perfect accommodation for your getaway. With exceptional customer service and a dedication to providing top-notch accommodations, Kinlin Grover Vacation Rentals is the go-to agency for your next Cape Cod vacation.

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's House Plymouth is a charming and historic institution located at 8 Brewster Street in Plymouth, Massachusetts. As a real estate agency, they specialize in helping clients find their dream homes in this picturesque coastal town. Additionally, as a travel agency, they offer personalized vacation planning services to help visitors make the most of their time in Plymouth. With a team of experienced professionals and a deep knowledge of the local area, The Captain's House Plymouth is your go-to destination for all things real estate and travel in Plymouth, Massachusetts.

The Ruddy Turnstone Private Lodging is a charming and cozy accommodation located at 463 Main Street in Brewster, Massachusetts, United States. This private lodging offers a peaceful and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. The rooms are tastefully decorated and equipped with all the necessary amenities to ensure a comfortable stay. The location is ideal for those looking to explore the beauty of Cape Cod, with easy access to nearby beaches, shops, and restaurants. Whether you are visiting for a weekend getaway or an extended vacation, The Ruddy Turnstone Private Lodging is the perfect choice for your stay.

The Sea Meadow Inn, located at 1187 Main Street in Brewster, Massachusetts, is a charming lodging institution housed in a historic building dating back to 1783. The inn has been beautifully restored to preserve its unique architectural features, including wide-plank pumpkin pine floors and fireplaces. The B&B style rooms offer luxurious beds, private baths, and exceptional amenities for a peaceful night's sleep. Surrounded by serene acres of gardens filled with local flowers and wildlife, guests can relax on the tree swing, hammock, or enjoy birdwatching from the back porch. The outdoor shower, grill, and firepit are perfect for enjoying evenings with family and friends after a day at the nearby bay beach or exploring the National Seashore, Provincetown, Nantucket, or Martha's Vineyard.

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.

The Villages at Ocean Edge is a luxurious lodging destination situated at 1 Villages Drive in the charming town of Brewster, Massachusetts. This upscale resort offers a range of accommodation options, from spacious villas to cozy guest rooms, all designed with modern amenities and elegant decor. Guests can enjoy access to a variety of on-site facilities, including multiple swimming pools, a fitness center, tennis courts, and a private beach. The resort also boasts several dining options, a spa, and a golf course, making it the perfect retreat for a relaxing getaway or special occasion. With its picturesque location on Cape Cod, The Villages at Ocean Edge offers a tranquil and idyllic setting for a memorable stay.

The Pepper House Inn is a charming lodging establishment located at 2062 Main Street in Brewster, Massachusetts. This historic inn offers a cozy and comfortable atmosphere for guests to relax and unwind during their stay on Cape Cod. The inn features beautifully appointed rooms, a delicious breakfast served each morning, and a convenient location near local attractions and beaches. Whether you are looking for a romantic getaway or a peaceful retreat, the Pepper House Inn is the perfect destination for your next vacation.

The Mansion at Ocean Edge is a luxurious lodging institution located at 2907 Main Street in Brewster, Massachusetts, United States. Offering a range of accommodations, from the breezy villas of the Presidential Bay Collection to the upscale guestrooms of the Mansion Wing, this AAA Four Diamond-rated property caters to every taste. Recognized by Condé Nast Traveler and Boston magazine for its excellence, The Mansion offers top-notch amenities and impeccable service. Guests can enjoy seasonal private beach access with chair, towel, and food and beverage service, ensuring a relaxing and unforgettable stay at this beachfront Cape Cod resort. Pack your bags and experience the ultimate in hospitality at The Mansion at Ocean Edge.

Ocean Edge Resort & Golf Club is a luxurious lodging institution located at 2907 Main Street in Brewster, Massachusetts, United States. With activities aplenty, convenient location, and exceptional service, guests can enjoy a truly unforgettable experience. From the turn-of-the-century Nickerson Mansion to multi-bedroom villas, our accommodations cater to every need. Whether you're looking for a relaxing beach vacation or an adventurous getaway, Ocean Edge has something for everyone. Guests can enjoy a range of activities including paddleboarding, biking, oyster bed tours, and more. Military personnel can take advantage of special discounts, while gift cards make for the perfect present for loved ones. Indulge in a spa treatment, savor a meal at one of our fine restaurants, or hit the links at the Ocean Edge Golf Club.

The Old Manse Inn is a charming and historic bed and breakfast located at 1861 Main Street in Brewster, Massachusetts. This cozy inn offers a warm and welcoming atmosphere, with beautifully decorated rooms and exceptional hospitality. Guests can enjoy a delicious homemade breakfast each morning, relax in the peaceful garden, or explore the nearby beaches and attractions of Cape Cod. Whether you're looking for a romantic getaway or a relaxing retreat, the Old Manse Inn is the perfect choice for your stay in Brewster.

Candleberry Inn Cape Cod Bed and Breakfast is a charming and cozy establishment located on Main Street in Brewster, Massachusetts. This historic inn offers comfortable accommodations and a warm, inviting atmosphere for guests looking to relax and unwind on Cape Cod. The inn features beautifully decorated rooms, a delicious breakfast served each morning, and a restaurant offering delectable meals made with locally sourced ingredients. Whether you are visiting for a romantic getaway or a family vacation, Candleberry Inn is the perfect choice for a memorable stay on the Cape.

Experience the ultimate vacation getaway at our luxurious 3-bedroom condo rental located at Ocean Edge Resort in Brewster, Massachusetts. Nestled in a serene and picturesque setting, this spacious accommodation offers all the comforts of home with the added bonus of resort amenities. Enjoy easy access to the beach, golf courses, tennis courts, and more. Whether you're looking for a relaxing retreat or an action-packed adventure, our condo rental at Ocean Edge Resort is the perfect choice for your next vacation. Book your stay today at 34 Endicott Lane and make unforgettable memories in the heart of Cape Cod.