TOP 30 Best Massachusetts vacations 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.

Long Pond Brewster Beach is a serene and picturesque park located in Brewster, Massachusetts, United States. Situated on the shores of Long Pond, this beach offers visitors stunning views of the crystal-clear waters and lush green surroundings. Visitors can enjoy swimming, sunbathing, picnicking, and relaxing in this tranquil setting. The beach is the perfect spot for a day of outdoor fun with family and friends, or for a peaceful solo retreat. Whether you're looking to soak up the sun or simply enjoy the natural beauty of the area, Long Pond Brewster Beach is a must-visit destination for nature lovers and outdoor enthusiasts alike.

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.

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.

Brewster Green is a charming lodging institution situated on Millstone Road in the picturesque town of Brewster, Massachusetts. Surrounded by lush greenery and serene landscapes, this cozy retreat offers a perfect blend of comfort and tranquility for guests looking to escape the hustle and bustle of everyday life. With its convenient location and warm hospitality, Brewster Green is the ideal choice for a relaxing getaway in the heart of Cape Cod.

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.

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.

BabyQuip Baby Gear Rental, Carol Lankowsky is a high-quality baby gear rental service located at 8 Crocker Rise Road in Harwich, Massachusetts, United States. This institution offers a variety of items such as cribs, booster seats, playards, beach gear, car seats, and more. All Quality Providers have passed an enhanced background check and completed advanced training on cleaning and sanitizing practices. Specific times are not guaranteed, but your Provider will confirm once your reservation is placed. The sturdy and modern full-size wooden crib comes with a mattress suitable for both infants and toddlers, a waterproof mattress pad cover, and organic fitted sheets. It is CPSC compliant and JPMA safety certified. The Cosco Funsport Play Yard provides ample space for children to nap or play, with four mesh sides for visibility. The Graco Pack 'n Play Playard is perfect for travel, with a durable frame and easy setup.

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.

My Cape Cod Realty, run by Melanie Cauchon, is a top-rated real estate agency located in the picturesque town of Brewster, Massachusetts. Specializing in properties throughout Cape Cod, our team of experienced agents is dedicated to helping clients find their dream home or vacation rental. Whether you are looking to buy, sell, or rent, we provide personalized service and expert guidance every step of the way. With a deep knowledge of the local market and a commitment to excellence, My Cape Cod Realty is your go-to agency for all your real estate needs on beautiful Cape Cod. Visit us at 326 Blueberry Pond Drive to start your property search today!

Leighton Team, Keller Williams Realty is a top-tier real estate agency located at 2672 Main Street in Brewster, Massachusetts, United States. They offer a free marketing plan to help you sell your home for the most amount of money in the least amount of time, hassle-free. Their team, led by Mr. Leighton, is known for their professionalism, expertise, and dedication to going the extra mile for their clients. Testimonials from satisfied customers rave about the seamless experience of working with the team and the exceptional service they received. Whether you're looking to buy or sell a property on Cape Cod, Leighton Team can help connect you with the best local loan officers to secure competitive rates and programs that fit your needs. Their preferred lenders are committed to providing outstanding customer service throughout the home financing process.

Point of Rocks Landing Beach is a picturesque natural feature located in Brewster, Massachusetts, United States. This tranquil beach offers a serene escape for visitors looking to relax and unwind amidst stunning coastal scenery. With its sandy shores, crystal clear waters, and breathtaking views of Point of Rocks, this beach is a perfect spot for sunbathing, swimming, and beachcombing. Whether you're seeking a peaceful retreat or a fun day by the water, Point of Rocks Landing Beach is a must-visit destination for nature lovers and beach enthusiasts alike.

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.

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.

Paines Creek Landing and Beach is a picturesque waterfront destination located at 143 Cedar Hill Road in Brewster, Massachusetts. This tranquil beach offers stunning views of the ocean and a peaceful atmosphere for visitors to relax and unwind. The landing provides easy access for boaters to launch their vessels and explore the surrounding waters. Whether you're looking to swim, sunbathe, or simply enjoy a leisurely stroll along the shore, Paines Creek Landing and Beach is the perfect spot for a day of outdoor enjoyment in beautiful Cape Cod.

Dream Day on Cape Cod is a non-profit organization dedicated to providing respite and support for families with children facing serious illness. Located at 165 Nan Ke Rafe Path in Brewster, Massachusetts, this institution offers a unique and peaceful retreat for families to relax, connect with nature, and create lasting memories. With access to beautiful beaches, serene walking trails, and a variety of recreational activities, Dream Day on Cape Cod provides a much-needed break from the challenges of everyday life. Families can come together to enjoy quality time together and find comfort and healing in the beauty of Cape Cod.

Breakwater Beach is a picturesque and popular tourist attraction located in Brewster, Massachusetts, United States. This stunning beach offers visitors the chance to relax and unwind by the water, take a leisurely stroll along the sandy shores, or enjoy a refreshing swim in the clear blue waters. Additionally, Breakwater Beach provides convenient parking facilities for easy access to this idyllic spot. Whether you're looking to soak up the sun, explore the shoreline, or simply enjoy a peaceful day by the sea, Breakwater Beach is the perfect destination for a memorable beach day.

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.

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.

Ocean Edge Golf Club, located at 832 Villages Drive in Brewster, Massachusetts, is home to Cape Cod's only Nicklaus Design golf course. With tree-lined fairways and dramatic elevation changes, this private 18-hole course offers both a challenging and visually stunning experience for members and guests. Our Stay and Play packages make it easier than ever to enjoy this top-rated course on Cape Cod. For tee time reservations, please contact our Director of Golf, Shayne Sakson, at 774-323-6200. Ocean Edge Golf Club - where beauty and challenge meet on the fairways.

Fletcher Pool at Ocean Edge Resort and Golf Club is a luxurious destination located at 1 Fletcher Lane in Brewster, Massachusetts. This stunning pool offers guests a tranquil oasis to relax and unwind while soaking up the sun and enjoying the beautiful surroundings of the resort. With its pristine waters, comfortable loungers, and attentive staff, Fletcher Pool is the perfect spot for a day of leisure and rejuvenation. Whether you're looking to swim laps, enjoy a refreshing cocktail, or simply bask in the sunshine, Fletcher Pool at Ocean Edge Resort and Golf Club is the ultimate retreat for a memorable vacation experience.

Sweetwater Forest Cape Cod Family Campground is a charming and family-friendly institution located at 676 Harwich Road in Brewster, Massachusetts, United States. This campground offers a wide range of amenities and activities for guests to enjoy, including RV and tent camping sites, cozy lodging options, a park for recreational activities, and a store for all your camping needs. Additionally, Sweetwater Forest also offers car dealer and car repair services for those looking to explore the beautiful Cape Cod area. Whether you're looking for a relaxing getaway or an adventurous outdoor experience, Sweetwater Forest has something for everyone.

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 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 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.

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.