TOP 30 Beach vacations in Orleans, Massachusetts

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Del Mar Vacations is a well-established real estate and travel agency located in Orleans, Massachusetts. Specializing in vacation rentals and property management, our dedicated team is committed to providing top-notch service to clients looking to explore the beautiful Cape Cod area. Whether you're looking for a cozy beachfront cottage or a luxurious waterfront home, Del Mar Vacations has a wide range of properties to suit every taste and budget. With our expert knowledge of the area and personalized approach, we strive to make your vacation experience unforgettable. Visit us at 24 South Orleans Road to start planning your dream getaway today.

Located in the picturesque town of Harwich, Massachusetts, the Winstead Inn And Beach Resort offers a truly unique Cape Cod vacation experience. With two properties to choose from, guests can enjoy the charm of the inn in Harwich Center or the beachfront resort in Harwich Port. The Winstead Inn features elegant rooms individually decorated for a luxurious stay, with amenities such as a swimming pool, beautiful grounds, and a spacious great room. Guests can also take advantage of the private beach at the Beach Resort, just a short shuttle ride away.

Rodeway Inn Orleans - Cape Cod is a cozy and inviting lodging establishment located in the picturesque town of Orleans, Massachusetts, in the heart of Cape Cod. Situated at 48 Cranberry Highway, this charming inn offers comfortable accommodations and excellent amenities for guests looking to explore the beauty of the Cape Cod area. Whether you are visiting for a relaxing beach vacation, a romantic getaway, or a family trip, Rodeway Inn Orleans - Cape Cod provides a convenient and affordable option for your stay. Enjoy easy access to nearby attractions, shopping, dining, and outdoor activities, making it the perfect home base for your Cape Cod adventure. Experience warm hospitality and a welcoming atmosphere at Rodeway Inn Orleans - Cape Cod.

The Skaket Beach Motel is a charming lodging establishment located in Orleans, Massachusetts, just a short distance from the beautiful Skaket Beach. Situated at 203 Cranberry Highway, this cozy motel offers comfortable accommodations for guests looking to relax and unwind on Cape Cod. With its convenient location and friendly staff, the Skaket Beach Motel is the perfect choice for a memorable beach getaway.

Nauset Beach Inn is a charming lodging establishment located at 237 Beach Road in Orleans, Massachusetts. Situated just a short walk away from the picturesque Nauset Beach, this inn offers cozy and comfortable accommodations for visitors looking to enjoy a relaxing getaway on Cape Cod. With its convenient location, guests can easily explore the nearby attractions, shops, and restaurants. The inn provides a warm and welcoming atmosphere, making it the perfect place to unwind after a day of beachcombing or sightseeing. Whether you're looking for a romantic escape or a family vacation, Nauset Beach Inn is the ideal choice for your stay in Orleans.

Beach Road Properties is a reputable real estate agency located at 41 Main Street in Orleans, Massachusetts, United States. Specializing in buying, selling, and renting properties along the picturesque Beach Road, our experienced agents are dedicated to helping clients find their dream beachfront homes or investment properties. With a strong focus on customer service and local expertise, Beach Road Properties is committed to providing personalized and professional real estate services to meet the needs of every client. Whether you are looking for a vacation home, a rental property, or a permanent residence, Beach Road Properties is here to assist you every step of the way. Contact us today to start your real estate journey!

Kinlin Grover Vacation Rentals is a reputable real estate and travel agency located at 55 Main Street in Orleans, Massachusetts. With a strong focus on providing top-notch vacation rental services, Kinlin Grover offers a wide range of luxurious properties for visitors looking to experience the beauty of Cape Cod. Whether you're planning a romantic getaway or a family vacation, their experienced team is dedicated to helping you find the perfect rental that suits your needs and preferences. From beachfront cottages to charming historic homes, Kinlin Grover Vacation Rentals has something for everyone. Experience the ultimate vacation on Cape Cod with Kinlin Grover Vacation Rentals.

Cape Cod Skaket Beach Waterfront Rental is a premier real estate and travel agency located at 193 Skaket Beach Road in Orleans, Massachusetts. Offering exquisite waterfront rental properties with stunning views of Skaket Beach, this institution specializes in providing luxurious accommodations for those looking to experience the beauty of Cape Cod. Whether you're seeking a relaxing beach getaway or a fun-filled family vacation, Cape Cod Skaket Beach Waterfront Rental has the perfect rental for you. Book your stay today and enjoy a truly unforgettable experience on the shores of Cape Cod.

Beach Road Vacation Rentals is a premier real estate and travel agency located at 41 Main Street in Orleans, Massachusetts. Our agency offers a wide selection of vacation rentals along the beautiful Beach Road, providing guests with the perfect accommodations for a relaxing and memorable getaway. Whether you're looking for a cozy beachfront cottage or a spacious vacation home with stunning ocean views, our experienced team is dedicated to helping you find the perfect rental for your needs. With our attention to detail and personalized service, Beach Road Vacation Rentals is your go-to destination for a dream vacation on the Cape Cod coast.

Berkshire Hathaway HomeServices Robert Paul Properties Orleans is a real estate agency located at 414 South Orleans Road in Orleans, Massachusetts, United States. Situated in the heart of Cape Cod, Orleans is known for its picturesque harbors, beautiful beaches, and crystal-clear lakes. Our office is conveniently located where Route 39 meets Route 28 in South Orleans, making it easy for clients to access our services. Whether you are looking to sell your home or find your dream home on the Lower Cape, our experienced team is ready to assist you every step of the way. Visit us today and let us help you navigate the real estate market in this charming coastal town.

A Summer Place Vacations LLC is a reputable real estate agency located in the picturesque town of Orleans, Massachusetts. Specializing in vacation rentals, they offer a wide range of properties to suit every traveler's needs. Whether you're looking for a cozy cottage by the beach or a luxurious waterfront estate, their experienced team is dedicated to helping you find the perfect summer getaway. With a prime location near Eldredge Park Way, A Summer Place Vacations LLC is your go-to destination for a memorable and relaxing vacation on Cape Cod.

Capeside Kitchen Beach Patrol Food Truck is a vibrant and exciting food truck located at 250 Beach Road in Orleans, Massachusetts. Specializing in beach-inspired cuisine, this food truck offers a delicious selection of fresh and flavorful dishes that are perfect for enjoying by the seaside. From fish tacos to shrimp po'boys, Capeside Kitchen Beach Patrol Food Truck has something for everyone to enjoy. So grab a bite to eat and soak up the sun at this popular food truck destination in the United States.

Located at 29 Main Street in Orleans, Massachusetts, WeNeedaVacation.com is a premier institution offering lodging, real estate, and travel services. Specializing in vacation rentals on Cape Cod, Martha's Vineyard, and Nantucket since 1997, we provide a wide range of options for travelers looking to explore the beautiful beaches, natural landscapes, and unique history of these iconic destinations. From historic Plymouth to the tip of Provincetown, the Cape offers an unparalleled combination of beauty and fun activities. Martha's Vineyard Island boasts six charming towns and 110 square miles of natural beauty, while Nantucket features a preserved main town surrounded by picturesque seaside communities. We offer flexible-length plans with no hidden fees or commissions, guaranteeing booking results and providing personalized services and resources for our members. As the go-to rental site for the Cape & Islands, WeNeedaVacation.com ensures a memorable and stress-free vacation experience. For added protection, travelers can also obtain instant travel insurance quotes through our website.

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 Cove Motel is a charming lodging establishment located at 13 South Orleans Road in the picturesque town of Orleans, Massachusetts, United States. Situated near the coast, this quaint motel offers comfortable accommodations with a cozy atmosphere. Guests can relax and unwind in well-appointed rooms, take a stroll along the nearby beaches, or explore the quaint shops and restaurants in the area. Whether you are looking for a peaceful retreat or a fun-filled vacation, The Cove Motel is the perfect choice for your stay in Orleans.

The Inn at the Oaks is a charming 13 room Inn located in Cape Cod's historic Eastham, Massachusetts. Our spacious and light-filled accommodations, delicious continental breakfasts, and attention to detail ensure that your Cape Cod vacation will be unforgettable. Situated across from the National Seashore Visitor Center and close to world-famous beaches, the Cape Cod Rail Trail, and historic towns like Chatham, Orleans, Wellfleet, and Provincetown, the Inn offers a perfect location for exploring the best of Old Cape Cod. Many guests consider the Inn their "home" on the Cape and return year after year. Children over the age of 10 are welcome, but please note that our property is not wheelchair accessible. Book 3 nights or more mid-week from March 1 to April 30 and save 10% on your entire stay when booking directly with the Inn using the code SPRING10. Come and experience the beauty and charm of Cape Cod at the Inn at the Oaks.

Located just a quarter mile from the famous Nauset Beach in Orleans, Massachusetts, the Ship's Knees Inn is a charming and unique lodging option. Housed in a restored sea captain's home dating back to 1820, this inn offers 16 individually appointed guest rooms, 14 of which have private baths. Guests can enjoy daily continental breakfast, an outdoor swimming pool, WiFi, and in-room air conditioning. The innkeepers, Peter and Denise Butcher, are known for their warm hospitality, making guests feel right at home. The beautiful property features rolling green lawns, colorful gardens, and quiet spots to relax. With its close proximity to Nauset Beach, guests can easily spend their days lounging on the sand or exploring the nearby attractions on Cape Cod. Whether you choose to unwind by the fire pit in the evenings or take a dip in the in-ground pool, the Ship's Knees Inn offers a peaceful haven for a memorable beach vacation getaway.

The Nauset House Inn is a charming lodging establishment located at 143 Beach Road in Orleans, Massachusetts. Nestled in a picturesque coastal town, this inn offers a cozy and welcoming atmosphere for guests looking to relax and unwind. With comfortable accommodations, friendly staff, and a convenient location near the beach, The Nauset House Inn is the perfect destination for a relaxing getaway on Cape Cod. Whether you're looking to explore the local shops and restaurants or simply enjoy the natural beauty of the area, this charming inn provides the perfect home base for your vacation. Experience the warmth and hospitality of The Nauset House Inn during your next visit to the United States.

Cove House Rentals is a reputable real estate agency located at 37 Cranberry Highway in Orleans, Massachusetts. Specializing in vacation rentals, Cove House Rentals offers a wide selection of beautiful properties for visitors looking to enjoy the charming town of Orleans and its surrounding areas. With a dedicated team of professionals, Cove House Rentals is committed to providing top-notch service and helping clients find the perfect vacation rental for their needs. Whether you're looking for a cozy beach cottage or a luxurious waterfront estate, Cove House Rentals has something for everyone. Book your next vacation with Cove House Rentals and experience the best of Cape Cod living.

Ocean Harbor House is a premier real estate and travel agency located at 101 Brick Hill Road in Orleans, Massachusetts. Our team of experienced professionals is dedicated to helping clients find their dream vacation home or investment property along the stunning coast of Cape Cod. Whether you're looking for a cozy beach cottage or a luxurious waterfront estate, Ocean Harbor House has the expertise and resources to make your real estate dreams a reality. Additionally, our travel agency services can help you plan the perfect getaway to this picturesque seaside destination. Contact us today to start your journey towards owning a piece of paradise or booking the vacation of a lifetime.

Rent A House On Cape Cod is a premier real estate agency located on Old Duck Hole Road in Orleans, Massachusetts. We specialize in providing luxurious and comfortable rental properties for those looking to experience the beauty of Cape Cod. Our team of experienced professionals is dedicated to helping you find the perfect vacation rental that meets your needs and exceeds your expectations. Whether you are looking for a cozy cottage by the beach or a spacious waterfront estate, we have a wide selection of properties to choose from. Trust Rent A House On Cape Cod to make your vacation on the Cape a truly unforgettable experience.

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.

Pie's Cottage is a cozy lodging located at 7 Ellerslie Road in the charming town of Orleans, Massachusetts. This quaint cottage offers a peaceful retreat for guests looking to relax and unwind on Cape Cod. Nestled in a serene neighborhood, Pie's Cottage provides comfortable accommodations and a warm, welcoming atmosphere. Whether you're exploring the nearby beaches, shopping in town, or simply enjoying a quiet evening in, Pie's Cottage is the perfect home away from home during your visit to the United States.

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.

Timbuktu Travel Agency is a premier travel agency located in Orleans, Massachusetts. Our dedicated team of travel experts is committed to providing exceptional service and creating unforgettable travel experiences for our clients. Whether you're looking to book a relaxing beach getaway, a thrilling adventure tour, or a luxurious cruise, we have the knowledge and resources to make it happen. Visit us at 195 Massachusetts 6A and let us help you plan your next dream vacation.

Travel Specialists Inc is a renowned travel agency located at 82 Massachusetts 6A in Orleans, Massachusetts. With a team of experienced travel specialists, we provide personalized and expert assistance to help clients plan their dream vacations. Whether it's a relaxing beach getaway, an adventurous hiking trip, or a romantic European tour, we strive to create unforgettable travel experiences for our clients. Contact us today to start planning your next adventure with Travel Specialists Inc.

JB Journeys is a premier travel agency located at 60 Old Colony Way in Orleans, Massachusetts. Our team of experienced travel experts is dedicated to creating unforgettable journeys for our clients. Whether you're looking to book a relaxing beach vacation, an adventurous safari, or a cultural tour of Europe, we have the expertise to make your travel dreams a reality. Contact us today to start planning your next amazing journey with JB Journeys.

The Parsonage Inn, located at 202 Main Street in Orleans, Massachusetts, is a historic 250-year-old home offering a unique and charming getaway in East Orleans. Originally used as a Parsonage for the local church in the 19th Century, The Parsonage now provides a blend of historic charm and modern comforts for vacationers visiting Cape Cod. The institution offers a variety of accommodation options to suit different needs, including a cozy three-bedroom cottage and a spacious seven-bedroom house with ensuite bathrooms, designer kitchen, and landscaped garden with a hot tub. Guests can also book one of the four guest bedrooms for a relaxing stay during the shoulder seasons.

Weekend is a stylish clothing store located at 217 Main Street in Orleans, Massachusetts. Curated by Mari Porcari, this upscale lifestyle boutique offers a carefully selected collection of items that are sure to delight and inspire. From small keepsakes to stunning textiles, Weekend has that special piece you've been searching for. Whether you're looking for a new summer dress or a unique accessory, you'll find it at Weekend. Conveniently situated on the way to Nauset Beach, Weekend is a must-visit destination for fashion-forward individuals in the area.