TOP 30 Family friendly guest house in Brewster, Massachusetts

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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.

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.

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 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 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.

Linger Longer By the Sea Apartments is a lodging institution located at 261 Linnell Landing Road in Brewster, Massachusetts, United States. This establishment offers terrific value for guests, with private beach access on Cape Cod Bay. The apartments have been updated and reconfigured, featuring multiple baths and available for daily or weekly rentals. Guests have praised the accommodations and the helpfulness of the staff, particularly mentioning the beautiful sunsets and long sandy beach perfect for leisurely walks. The institution also offers guided beachside exploration tours at low tide in collaboration with the Cape Cod Museum of Natural History.