TOP 30 Vacation cottage rentals in Massachusetts

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Martha’s Linen Rental is a one-stop shop located at 52 Edgartown Road in West Tisbury, Massachusetts, United States. As a home goods store, laundry service, real estate agency, store, and travel agency all in one, Martha’s Linen Rental is dedicated to providing everything you need for a perfect Martha's Vineyard vacation. Whether you need high-quality linens and towels, beach chairs and umbrellas, entertainment games, or even car rentals, Martha’s Vineyard Linen & Rentals has got you covered. Their mission is to make sure homeowners, property managers, and real estate agents can run worry-free vacation rentals, while ensuring guests have a memorable experience on Martha's Vineyard.

Our room and cottage rental institution is nestled in the charming town of Oak Bluffs, Massachusetts, just a stone's throw away from the beautiful shores of Martha's Vineyard. Located at 145 Circuit Avenue, our lodging offers a cozy and comfortable retreat for visitors looking to explore the island. Whether you're looking for a quaint room for a weekend getaway or a spacious cottage for a family vacation, we have a variety of accommodations to suit your needs. Enjoy the convenience of being within walking distance to shops, restaurants, and local attractions while also being able to relax in a peaceful and serene setting. Book your stay with us today and experience the beauty and tranquility of Martha's Vineyard.

Beach Side Rental is a premier real estate and travel agency located at 14 Wildwood Avenue in Wareham, Massachusetts. We specialize in providing top-quality rental properties near the beautiful beaches of Massachusetts. Whether you are looking for a cozy cottage for a romantic getaway or a spacious beach house for a family vacation, we have the perfect rental for you. Our friendly and knowledgeable staff are dedicated to helping you find the ideal property to make your beach vacation unforgettable. Contact us today to start planning your next beachside getaway!

South Shore Real Estate, Vacation Living, Vacation Rentals & Lifestyles is a premier real estate agency located at 37 Front Street in Scituate, Massachusetts. Whether you are looking to buy, sell, or rent a property, our team is here to support and guide you through the entire process. With expertise in new construction, land acquisition, and investment properties, we can help you turn your real estate dreams into reality. In addition to traditional real estate services, we also specialize in vacation rentals and lifestyle experiences. If you are searching for a special place for a vacation, wedding, or retreat, we can make it happen. We can also provide recommendations for top local inns, hotels, and B&Bs to enhance your stay on the South Shore.

Atlantic Vacation Homes is a premier vacation rental and real estate company located in Cape Ann, Massachusetts. With 40 years of experience, we specialize in creating dream vacations for our guests in Gloucester, Rockport, and throughout Boston's North Shore. Our properties are situated in sea-faring communities known for some of the best beaches on the east coast. From pristine beaches to world-class museums, art colonies, festivals, and fresh seafood, Cape Ann has something for everyone. Our vacation rentals cater to every need and budget, offering a comfortable and convenient stay with stunning views and central locations. We prioritize diversity and inclusion, creating a welcoming and respectful environment for our guests, employees, and community partners. As a locally owned company, we give back to the community through supporting local organizations and initiatives. Book your stay with Atlantic Vacation Homes for a memorable and enjoyable experience on Boston's North Shore.

Scituate Oceanside Rentals is a premier real estate and travel agency located at 94 Marion Road in Scituate, Massachusetts. Specializing in luxury vacation rentals along the picturesque coastline of Scituate, our agency offers a wide range of properties to choose from. Whether you're looking for a cozy beachfront cottage or a spacious waterfront estate, we have the perfect vacation rental for you. Our dedicated team of professionals is committed to providing top-notch service and ensuring that your stay in Scituate is nothing short of unforgettable. Contact us today to book your dream vacation rental by the sea.

Tripp’s Humarock Cottage is a charming real estate and travel agency located at 30 Marshfield Avenue in Scituate, Massachusetts. Specializing in vacation rentals and property sales in the picturesque Humarock Beach area, Tripp’s offers a wide range of accommodations to suit every traveler's needs. Whether you're looking for a cozy beachfront cottage or a luxurious seaside villa, their experienced agents are dedicated to helping you find the perfect getaway. With a reputation for excellent customer service and attention to detail, Tripp’s Humarock Cottage is your go-to destination for a memorable vacation experience on the beautiful Massachusetts coast.

East Sandwich Luxury Vacation Rental is a premier real estate agency located at 11 Fort Hill Road in the charming town of Sandwich, Massachusetts. Our agency specializes in offering luxurious vacation rentals in the East Sandwich area, providing guests with top-notch accommodations and exceptional service. Whether you are looking for a beachfront property, a cozy cottage, or a spacious family home, we have a wide selection of rental options to choose from. With stunning views, upscale amenities, and a prime location near the beach, our vacation rentals are the perfect choice for a memorable getaway on Cape Cod. Book your stay with East Sandwich Luxury Vacation Rental and experience the ultimate in relaxation and comfort.

The Calico Seahorse-Beach Vacation Rentals is a unique institution located at 90 White Horse Road in Plymouth, Massachusetts, United States. As a real estate and travel agency, we offer 7 beach-themed bungalows just a 5-minute walk from White Horse Beach. Each bungalow is a dream destination, fully furnished with everything you need for a beach getaway, including a beach wagon filled with chairs, umbrellas, and boogie boards, as well as an outdoor shower, community fire pit, and your own gas grill. Our accommodations include a Studio that sleeps 2, three 1-bedroom bungalows that sleep 5, two 2-bedroom bungalows that sleep 7, and a 4-bedroom Main house that sleeps 11. All of our bungalows are fully stocked with a kitchen, stainless steel appliances, drip coffee maker, and a Keurig. Each bungalow is themed after places we have traveled around the world, adding a colorful and whimsical touch to the property.

Yachtsman Condo Rentals is a premier real estate and travel agency located at 500 Ocean Street in Barnstable, Massachusetts. Our agency specializes in luxurious condo rentals for yachtsmen looking to explore the beautiful coastal region of Cape Cod. With stunning views of the ocean and top-notch amenities, our condos provide the perfect home away from home for your nautical adventures. Contact us today to book your dream vacation rental with Yachtsman Condo Rentals.

Nashaquisset is a charming village located on the beautiful island of Nantucket in Massachusetts. This idyllic getaway offers vacation rentals in the form of homes and cottages, perfect for those looking for a peaceful and relaxing retreat. Whether you are looking for a cozy cottage for a romantic getaway or a spacious home for a family vacation, Nashaquisset has a variety of options to suit your needs. As a lodging, real estate, and travel agency, we are dedicated to providing exceptional service to our guests and helping them create unforgettable memories on Nantucket. Visit us at 7 Washaman Avenue to start planning your dream vacation today.

Pilgrims Bliss Nantucket Vacation Home Rental is a luxurious and spacious accommodation located at 27 Pilgrim Road in Nantucket, Massachusetts, United States. This real estate and travel agency offers a main house and guest house that can accommodate up to 24 guests, making it perfect for large families or groups. The property features a heated salt water pool, a pond filled with ducks, a large yard, and is just a short stroll away from town and beaches. The newly updated "Pilgrim's Bliss" provides a unique combination of comfort and convenience, with a 6 bedroom main house and guest house, outdoor living areas, fireplaces, and a private flower-lined path leading to a peaceful pond. The property offers privacy from tall trees and hedges, creating a calm and luxurious setting for guests to enjoy.

Kinlin Grover Vacation Rentals is a premier real estate and travel agency located at 4 Wianno Avenue in Barnstable, Massachusetts, United States. With a reputation for excellence in the vacation rental industry, Kinlin Grover offers a wide range of luxury properties for rent in the beautiful Cape Cod area. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious family home, Kinlin Grover has the perfect vacation rental for you. Their team of experienced agents is dedicated to helping you find the ideal accommodation for your next getaway, ensuring a memorable and stress-free vacation experience. Experience the best of Cape Cod with Kinlin Grover Vacation Rentals.

Property Cape Cod Vacation Rentals is a premier real estate and travel agency located in the heart of Barnstable, Massachusetts. We specialize in providing top-notch vacation rental properties on the beautiful Cape Cod peninsula. Our dedicated team of professionals is committed to helping you find the perfect rental for your next getaway, whether you're looking for a cozy beach cottage or a luxurious waterfront estate. With our extensive knowledge of the area and personalized service, we strive to make your vacation experience unforgettable. Contact us today to start planning your dream Cape Cod vacation!

The Rental House is a stunning waterfront Cape Cod Bay Beach House located at 33 Knowles Heights Road in Truro, Massachusetts. Overlooking Cape Cod Bay all the way to Provincetown, this vacation rental has been beautifully renovated and offers all the amenities you could need for a perfect getaway. The house features 3 bedrooms, a free-standing brick fireplace, a full kitchen, and an open living/dining room with wood flooring. The sweeping water views from the kitchen and living room are truly breathtaking. The house offers reversed living for stunning water views, and newly built beach stairs provide easy access to your own private beach. The large deck is equipped with a picnic table, shade umbrella, lounge chairs, and a gas grill. The house also offers a central vacuum system, high-speed wireless internet, cable TV, and more. With comfortable mattresses in all bedrooms, the house sleeps up to 6 guests. Beach chairs, a kayak, beach toys, and boogie boards are provided for your enjoyment. Sheets and towels can be provided for a fee, and many eco-friendly cleaning products are available for your use. Bookings for 2024 open in October 2023, with a 2-week minimum stay required in July and August. The house is well-maintained, clean, and very comfortable, making it the perfect place for a relaxing vacation on Cape Cod. Whether you're looking for a peaceful retreat or a fun-filled beach getaway, the Rental House has everything you need for a memorable stay.

The Laurel Cape Cod Vacation Rental is a charming property located at 3 Laurel Lane in Truro, Massachusetts. This beautifully appointed vacation rental is managed by a reputable real estate and travel agency, offering guests a unique and memorable experience on Cape Cod. With its prime location and comfortable accommodations, The Laurel is the perfect destination for those looking to relax and unwind on the picturesque shores of Cape Cod. Whether you're seeking a romantic getaway or a family vacation, The Laurel Cape Cod Vacation Rental is the ideal choice for your next escape.

Pilgrim Colony Cottages is a charming lodging establishment located at 670 Shore Road in Truro, Massachusetts. Offering cozy and comfortable accommodations, this institution serves as both a real estate agency and a travel agency, providing guests with the perfect getaway experience. Nestled in a picturesque location, Pilgrim Colony Cottages is the ideal destination for those looking to relax and unwind in the serene surroundings of Cape Cod. With a range of amenities and personalized services, guests can enjoy a memorable stay at this delightful retreat.

Beach Cottage at 368 is a charming real estate and travel agency located at 368 Commercial Street in the picturesque town of Provincetown, Massachusetts. Offering a variety of beachfront properties for sale or rent, Beach Cottage at 368 is your go-to destination for finding the perfect vacation home or investment property. With a team of knowledgeable agents ready to assist you in finding your dream beach cottage, this institution is dedicated to helping you make the most of your time in beautiful Provincetown. Whether you're looking for a cozy retreat for a weekend getaway or a long-term rental with stunning ocean views, Beach Cottage at 368 has something for everyone. Visit us today and let us help you find your own piece of paradise on the Cape Cod coast.

Kinlin Grover Vacation Rentals is a premier real estate and travel agency located at 374 Commercial Street in picturesque Provincetown, Massachusetts. With a wide range of vacation rental properties to choose from, Kinlin Grover offers luxury accommodations for every traveler's needs. Whether you're looking for a cozy beachfront cottage or a spacious waterfront estate, their team of experienced agents is dedicated to helping you find the perfect vacation rental. With a reputation for exceptional customer service and attention to detail, Kinlin Grover Vacation Rentals is the go-to agency for your next getaway in Provincetown.

Kinlin Grover Vacation Rentals is a premier real estate and travel agency located in Truro, Massachusetts. Situated at 314 U.S. 6, this institution offers a wide range of vacation rental properties for those looking to explore the beautiful Cape Cod area. Whether you're seeking a beachfront cottage, a cozy cabin in the woods, or a luxurious waterfront estate, Kinlin Grover has the perfect accommodation for your getaway. With exceptional customer service and a knowledgeable staff, you can trust Kinlin Grover Vacation Rentals to help you plan an unforgettable vacation experience.

Days Cottages Condominiums is a historic colony of iconic cottages located at 276 Shore Road in Truro, Massachusetts, United States. This charming resort is not only a popular tourist attraction but also a beloved destination for generations of guests. The cottages have been featured in film, artwork, and photography, making them a truly iconic part of the local landscape. With their picturesque setting and cozy accommodations, Days Cottages Condominiums offer a unique and unforgettable vacation experience.

Leighton Rentals is a versatile institution located at 35 Massachusetts 134 in Dennis, Massachusetts. This establishment serves as a lodging provider, real estate agency, and travel agency all in one. Whether you are looking for a vacation rental, a new property to purchase, or assistance in planning your next trip, Leighton Rentals has you covered. With a prime location in Dennis, Massachusetts, this institution is dedicated to providing top-notch service and accommodations to all of its clients.

Cape House Rental is a reputable real estate agency located at 42 Seaside Avenue in Dennis, Massachusetts, United States. Specializing in rental properties in the beautiful Cape Cod area, our agency offers a wide selection of vacation homes, cottages, and beachfront properties for short-term and long-term stays. With personalized service and a team of experienced agents, Cape House Rental is dedicated to helping clients find the perfect home away from home for their next getaway. Experience the charm and beauty of Cape Cod with Cape House Rental.

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.

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.

Sunset Bay Rental Cape Cod is a premier real estate and travel agency located at 14 Kingsbury Way in Yarmouth, Massachusetts, United States. Specializing in luxury vacation rentals along the beautiful Cape Cod coastline, Sunset Bay offers a wide range of properties to suit every traveler's needs. Whether you're looking for a cozy beachfront cottage or a spacious waterfront estate, our experienced team is dedicated to helping you find the perfect vacation rental for your stay. With unparalleled customer service and a commitment to excellence, Sunset Bay Rental Cape Cod is your go-to destination for a memorable and relaxing getaway on the stunning shores of Cape Cod.

ERA Mid Cape Rentals is a reputable real estate agency located at 592 Main Street in Dennis, Massachusetts. Specializing in property rentals, they offer a wide range of options for both short-term and long-term stays in the beautiful Cape Cod area. With a team of experienced agents, ERA Mid Cape Rentals is dedicated to helping clients find the perfect rental property to suit their needs and preferences. Whether you are looking for a beachfront cottage, a cozy cabin in the woods, or a spacious family home, this agency has something for everyone. Trustworthy, professional, and committed to customer satisfaction, ERA Mid Cape Rentals is the go-to choice for all your rental property needs in Cape Cod.

Cape Cod Homes Vacation is a reputable real estate agency located at 109 Pawkannawkut Drive in Yarmouth, Massachusetts. We specialize in providing vacation rental homes on Cape Cod, offering a wide selection of properties to suit every traveler's needs and preferences. Whether you are looking for a cozy cottage by the beach or a spacious family home with stunning views, our experienced team is dedicated to helping you find the perfect vacation rental for your stay on Cape Cod. With our personalized service and attention to detail, we strive to make your vacation experience unforgettable. Contact us today to start planning your dream Cape Cod getaway!

Kinlin Grover Vacation Rentals is a premier real estate and travel agency located at 1094 Main Street in Yarmouth, Massachusetts. Specializing in vacation rentals, Kinlin Grover offers a wide range of luxurious properties for visitors looking to experience the beauty of Cape Cod. With a team of dedicated professionals, Kinlin Grover provides top-notch customer service and expert guidance to help clients find the perfect vacation rental for their needs. Whether you're looking for a beachfront cottage or a spacious family home, Kinlin Grover has a diverse portfolio of properties to choose from. Trust Kinlin Grover Vacation Rentals to make your Cape Cod vacation truly unforgettable.

Breakwaters 4B Vacation Rental is a premier real estate and travel agency located at 432 Sea Street in the picturesque town of Barnstable, Massachusetts. Our agency specializes in providing top-notch vacation rental properties for those looking to escape to the stunning coastal region of Cape Cod. With a variety of luxurious accommodations to choose from, including beachfront cottages and cozy condos, we strive to make your vacation experience unforgettable. Whether you're seeking a romantic getaway or a family-friendly retreat, Breakwaters 4B Vacation Rental is here to help you find the perfect home away from home. Book your dream vacation with us today and let us take care of all the details for you.