TOP 30 Vacation home rentals in Dennis, Massachusetts

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My Cape Cod Vacation Home is a coastal retreat located in Dennis Port, Massachusetts, offering a peaceful getaway on beautiful Cape Cod. Our lodging establishment features 5 uniquely designed guest rooms, each providing a tranquil environment for a restful night's sleep. Situated within walking distance to the beach, guests can enjoy the sun, sand, and surf just moments away. Additionally, our property boasts a cozy fire pit for evening relaxation and central air conditioning for ultimate comfort. Whether you're looking for a relaxing beach vacation or a convenient home base for exploring all that Cape Cod has to offer, My Cape Cod Vacation Home is the perfect choice.

Near Beach Rentals is a cozy lodging option located at 183 Captain Chase Road in Dennis, Massachusetts. Just a stone's throw away from the beach, this institution offers comfortable accommodations for those looking to enjoy a relaxing getaway by the sea. Whether you're looking for a romantic escape or a fun-filled family vacation, Near Beach Rentals provides the perfect home base for your coastal adventures. With its convenient location and charming atmosphere, this institution is the ideal choice for travelers seeking a peaceful retreat near the shore.

Sun Retreats Dennis Port is a charming lodging facility located at 184 Old Wharf Road in Dennis, Massachusetts. Situated in the beautiful United States, this institution offers a peaceful retreat for visitors looking to relax and unwind. With comfortable accommodations and a serene atmosphere, guests can enjoy a truly rejuvenating experience. In addition to traditional lodging options, Sun Retreats Dennis Port also offers RV park facilities for those traveling by recreational vehicle. Whether you're looking for a weekend getaway or a longer stay, Sun Retreats Dennis Port is the perfect destination for a memorable vacation.

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.

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 Rentals is a premier vacation rental agency located at 9 Dexter Snow Avenue in Dennis, Massachusetts. Offering a wide selection of beautiful and well-maintained vacation homes and cottages throughout the Cape Cod area, Cape Cod Rentals is dedicated to providing guests with a comfortable and memorable stay. Whether you're looking for a beachfront property or a cozy retreat in the woods, Cape Cod Rentals has the perfect accommodation for your next getaway. With excellent customer service and a convenient location, Cape Cod Rentals is the ideal choice for your Cape Cod vacation.

Coldwell Banker Martha Murray Real Estate/Martha Murray Vacation Rentals is a premier institution located in Dennis, Massachusetts, United States. As a full-service real estate agency and travel agency, we offer a wide range of services to meet all of your property buying, selling, and vacation rental needs. Our experienced team of professionals is dedicated to providing top-notch customer service and expert guidance throughout the entire process. Whether you are looking to buy your dream home, sell your property, or book a vacation rental, we are here to assist you every step of the way. Visit us at 63 Lower County Road to experience the excellence and professionalism that sets us apart from the rest.

Perfect Cape Escape, Vacation Rental is a charming retreat located at 4 Coffey Lane in Dennis, Massachusetts. This real estate and travel agency offers a bright and spacious open concept with 4 beautiful bedrooms, perfect for a relaxing getaway. The large entertaining deck overlooks the expansive backyard, complete with a stone fire pit and outdoor shower for ultimate relaxation. Situated just minutes away from Swan Pond, Main Street, and Nantucket Sound, this vacation rental is in the perfect location for exploring all that Cape Cod has to offer. The property is nestled in a quiet and friendly residential neighborhood, just off route 28. Guests can easily walk to kayaking on Swan Pond River or grab a coffee at Dunkin Donuts. Within a short drive, guests can enjoy the beautiful beaches of Dennis, such as South Village Beach and Sea Street Beach. Nearby convenience stores, shopping plazas, and a variety of shops make it easy to find everything you need for a comfortable 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.

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.

AAA South Dennis is a trusted insurance and travel agency located at 500 Massachusetts 134 in Dennis, Massachusetts. As a part of the renowned AAA network, this institution offers a wide range of insurance services including auto, home, and life insurance policies. In addition, they also provide expert travel planning services, helping clients create unforgettable vacations and experiences. With a commitment to excellence and customer satisfaction, AAA South Dennis is the go-to destination for all your insurance and travel needs in the Dennis area.

Home Land Realty is a premier real estate agency located at 667 Main Street in Dennis, Massachusetts. Our team of experienced and dedicated real estate professionals is committed to helping you find your dream home or sell your property quickly and efficiently. Whether you are a first-time homebuyer or a seasoned investor, we are here to provide personalized service and expert guidance every step of the way. Trust Home Land Realty to make your real estate experience seamless and successful.

Three Seasons Resort is a charming lodging destination located at 421 Old Wharf Road in Dennis, Massachusetts. Situated in the heart of Cape Cod, this resort offers guests a peaceful and relaxing escape surrounded by beautiful landscapes and just steps away from the beach. With comfortable accommodations, friendly staff, and a range of amenities including a pool, tennis courts, and bike rentals, Three Seasons Resort is the perfect choice for a memorable vacation on the East Coast. Whether you're looking to unwind by the ocean or explore the local attractions, this quaint resort is the ideal home away from home.

Welcome to An English Garden Bed & Breakfast, located at 32 Inman Road in Dennis, Massachusetts, United States. Our charming lodging institution offers a cozy and comfortable stay for guests looking to relax and unwind on Cape Cod. In the main inn, we have 9 guest rooms, each featuring a queen bed, private bathroom, climate control, and TV. Guests can enjoy the ocean views from their private balconies or decks, with some rooms overlooking our beautiful gardens in full bloom during late spring and early summer. Children under 8 years old are not allowed in guest rooms, which are accessible via stairs and sleep two guests comfortably. Complimentary breakfast is served in season from May to October.

By The Sea Guests is a charming lodging institution located at 57 Chase Avenue in Dennis, Massachusetts, United States. Nestled on the beach, our guest rooms offer one or two beds, private bathrooms, TVs, and mini fridges, with most rooms boasting oceanfront or partial ocean views. With 12 guest rooms in the inn, guests can enjoy a comfortable stay with breakfast included seasonally from May through October. For those seeking more space and amenities, our Suites feature open-concept layouts with full kitchens, living rooms, private bathrooms, and private decks or balconies with side partial ocean views. We offer three one-bedroom suites and two two-bedroom suites, perfect for families or larger groups. Breakfast is not included but can be purchased during peak season.

The Ebb Tide Cottages is a charming lodging option located at 88 Chase Avenue in Dennis, Massachusetts, United States. Nestled near the picturesque coastline, this institution offers cozy and comfortable cottages for guests to enjoy a relaxing getaway by the sea. With its serene atmosphere and convenient location, The Ebb Tide Cottages is the perfect destination for those seeking a peaceful retreat on Cape Cod.

Thacher Realty is a reputable real estate agency located at 1368 East-West Dennis Road in Dennis, Massachusetts, United States. With a team of experienced and knowledgeable real estate agents, Thacher Realty is dedicated to helping clients buy, sell, and rent properties in the Dennis area. Whether you are looking for your dream home, investment property, or vacation rental, Thacher Realty is committed to providing top-notch service and guidance throughout the entire real estate process. Contact Thacher Realty today to start your real estate journey in Dennis, Massachusetts.

Steele Associates Real Estate is a reputable real estate agency located in Dennis, Massachusetts. Our dedicated team of professionals is committed to helping clients buy, sell, and rent properties in the beautiful coastal town of Dennis and surrounding areas. With years of experience in the industry, we provide personalized services to ensure a smooth and successful real estate transaction. Whether you are looking for a vacation home, investment property, or your dream house, Steele Associates Real Estate is here to assist you every step of the way. Visit us at 1369-B Massachusetts 134 to learn more about our listings and services.

The Cape Summer House is a premier real estate and travel agency located at 46 Glendon Road in Dennis, Massachusetts. Specializing in luxury vacation rentals and properties for sale on Cape Cod, our team of experienced agents are dedicated to helping clients find their perfect summer retreat. Whether you're looking to rent a beachfront cottage for a week or purchase a stunning waterfront home, The Cape Summer House is your one-stop destination for all things Cape Cod. Contact us today to start planning your dream summer getaway!

SoundView is a premier real estate and travel agency located at 8 Union Wharf Road in Dennis, Massachusetts. Our experienced team of professionals is dedicated to helping clients find their dream home or plan the perfect vacation getaway. Whether you're looking to buy or rent a property, or seeking assistance with booking flights, accommodations, and activities for your next trip, SoundView is here to provide top-notch service and guidance every step of the way. Visit us today and let us help you turn your real estate and travel dreams into reality.

The Sayre House is a unique institution located at 20 Uncle Johns Road in Dennis, Massachusetts, United States. As a real estate agency, we specialize in helping clients find their dream homes in this beautiful coastal town. Additionally, as a travel agency, we offer personalized vacation planning services to ensure a memorable and stress-free getaway. Our team of experienced professionals is dedicated to providing top-notch service and guidance to meet all of our clients' needs. Visit The Sayre House today and let us help you find your perfect home or plan your next unforgettable vacation.

Paul W Sullivan Associates is a reputable real estate agency located at 744 Main Street in Dennis, Massachusetts. With years of experience and a dedicated team of professionals, they specialize in helping clients buy, sell, and rent properties in the area. Whether you are looking for a new home, investment property, or vacation rental, Paul W Sullivan Associates is committed to providing top-notch service and guidance every step of the way. Trustworthy, knowledgeable, and customer-focused, they are the go-to agency for all your real estate needs in Dennis and beyond.

Melpet Farm Residences is a charming retreat located at 812 Massachusetts 134 in Dennis, Massachusetts. Nestled in the heart of Cape Cod, this institution offers a peaceful and serene environment for its residents. The farm features beautifully landscaped grounds, spacious accommodations, and a variety of amenities for a comfortable and enjoyable stay. Whether you are looking for a relaxing getaway or a long-term residence, Melpet Farm Residences provides a welcoming and nurturing community for individuals seeking a tranquil and idyllic setting.

Sandpiper Condominium is a charming residential complex located at 9 Edwards Avenue in Dennis, Massachusetts. Nestled in a peaceful and serene neighborhood, this institution offers a relaxed and comfortable living experience for its residents. The property features well-maintained grounds, spacious units, and a range of amenities including a swimming pool and clubhouse. With its convenient location near the beach, shopping, and dining options, Sandpiper Condominium is the perfect place to call home for those seeking a coastal lifestyle in the United States.

Sea N Sand Condo Associates is a charming seaside community located at 162 Captain Chase Road in Dennis, Massachusetts. Our institution offers stunning ocean views and easy beach access for residents and guests. With well-maintained grounds and a friendly atmosphere, Sea N Sand Condo Associates is the perfect place to relax and enjoy the beauty of Cape Cod. Our condos are spacious and comfortable, providing a peaceful retreat for those looking to escape the hustle and bustle of everyday life. Come experience the tranquility and serenity of Sea N Sand Condo Associates on your next vacation or weekend getaway.

Port-Harborside Condominium is a charming waterfront property located at 190 Upper County Road in Dennis, Massachusetts. This idyllic retreat offers stunning views of the harbor and easy access to the beach, making it the perfect destination for a relaxing getaway. The condominium features spacious and well-appointed units, each with modern amenities and a cozy atmosphere. Guests can enjoy a range of on-site facilities, including a swimming pool, fitness center, and barbecue area. With its convenient location and picturesque surroundings, Port-Harborside Condominium is the ideal choice for those seeking a peaceful escape by the sea.

Chatelain Real Estate - Cape Cod is a reputable real estate agency located in Dennis, Massachusetts. With a prime location on Massachusetts 134, this agency specializes in helping clients buy, sell, and rent properties on beautiful Cape Cod. Whether you are looking for a cozy beachfront cottage or a luxurious waterfront estate, the experienced agents at Chatelain Real Estate are dedicated to helping you find your dream home. With a commitment to excellent customer service and a deep knowledge of the local real estate market, Chatelain Real Estate - Cape Cod is the perfect choice for all your real estate needs on Cape Cod.

ERA Cape Real Estate is a reputable real estate agency located in Dennis, Massachusetts. Our experienced team of professionals is dedicated to helping clients buy, sell, or rent properties in the Cape Cod area. Whether you are looking for a vacation home, investment property, or primary residence, we have the knowledge and expertise to guide you through the process. Our convenient location on Massachusetts 28 makes us easily accessible for all your real estate needs. Contact us today to discover your dream property on Cape Cod!

Glendon Beach Cottages is a charming lodging establishment located at 91 Glendon Road in Dennis, Massachusetts, United States. These cozy cottages offer a peaceful retreat just steps away from the beautiful Glendon Beach. Each cottage is tastefully decorated and equipped with all the amenities needed for a comfortable stay. Guests can enjoy stunning ocean views, relax on the private deck, or take a leisurely stroll along the sandy shores. Whether you're looking for a romantic getaway or a fun family vacation, Glendon Beach Cottages is the perfect choice for your next seaside escape.

Beachcamp Cottage is a charming seaside retreat located at 94 Old Wharf Road in Dennis, Massachusetts, on the beautiful Cape Cod peninsula. This cozy cottage offers a peaceful escape just steps away from the sandy shores of the Atlantic Ocean. With comfortable accommodations and a laid-back atmosphere, Beachcamp Cottage is the perfect place to relax and unwind. Enjoy stunning ocean views, explore the nearby beaches and nature trails, or simply kick back and soak up the sun on the deck. Whether you're looking for a romantic getaway or a fun-filled family vacation, Beachcamp Cottage is the ideal destination for your next beachside adventure.