TOP 10 Vacation retreats in Eastham, Massachusetts

Wheel In Cottages is a charming lodging establishment located in Eastham, Massachusetts, United States. As a real estate agency and travel agency, we offer cozy and comfortable cottages for your vacation getaway. Our cottages are equipped with all the amenities you need for a relaxing stay, including fully equipped kitchens, private bathrooms, and outdoor seating areas. Whether you're looking for a romantic retreat or a family vacation, Wheel In Cottages has the perfect accommodation for you. Book your stay with us today and experience the beauty of Cape Cod in style and comfort.

Cottage Grove At Eastham is a charming lodging institution located at 1975 State Highway in Eastham, Massachusetts, United States. Nestled in a serene and picturesque setting, this cozy retreat offers comfortable accommodations and a peaceful atmosphere for guests to relax and unwind. With its convenient location near popular attractions such as the Cape Cod National Seashore and Nauset Light Beach, Cottage Grove At Eastham provides the perfect base for exploring the beauty of Cape Cod. Whether you're looking for a romantic getaway or a family vacation, this charming establishment is sure to provide a memorable and enjoyable stay.

New England Vacation Rentals and Property Management is a premier real estate and travel agency located at 180 Brackett Road in Eastham, Massachusetts. Our expert team specializes in providing top-notch vacation rentals and property management services in the picturesque New England region. Whether you are looking for a cozy beachfront cottage or a luxurious mountain retreat, we have the perfect accommodation for your next getaway. Trust us to handle all your property management needs with professionalism and efficiency. Contact us today to start planning your dream vacation in New England!

The Salty Cottage is a charming real estate and travel agency located at 27 Locust Road in Eastham, Massachusetts. This cozy cottage is perfect for small families or two couples looking for a quiet retreat close to all the attractions Cape Cod has to offer. Situated in the heart of Eastham's Historic Town Center, it is just steps away from Salt Pond and the National Seashore Visitor Center, as well as a short bike ride to the Cape Cod Rail Trail. The cottage features two bedrooms with high-quality queen-size mattresses, pillows, and linens, along with a pull-out couch for larger groups. The bathroom includes a washer and dryer for added convenience. Guests can enjoy the modern decorations and finishes inside, or relax outside on the deck overlooking a natural wooded area, complete with outdoor shower and dining space for four.

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.

Rugosa Boutique Guest House is a charming lodging establishment located in Eastham, Massachusetts, United States. Situated at 4885 U.S. 6, this boutique guest house offers a cozy and intimate atmosphere for guests looking for a peaceful retreat on Cape Cod. The beautifully decorated rooms and personalized service make it a perfect choice for those seeking a relaxing getaway. With its convenient location and comfortable accommodations, Rugosa Boutique Guest House is the ideal place to stay while exploring the natural beauty and attractions of the Cape Cod area.

Viking Shores Motor Inn is a cozy and inviting lodging facility located at 5200 U.S. 6 in Eastham, Massachusetts. Nestled in the beautiful surroundings of Cape Cod, this charming inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to relax and unwind. With its convenient location near the beach and various attractions, Viking Shores Motor Inn is the perfect destination for a peaceful and enjoyable getaway. Whether you're visiting for a weekend retreat or an extended vacation, you'll find everything you need for a memorable stay at this lovely inn.

Ocean Park Inn Cape Cod is a charming lodging located at 3900 State Highway in Eastham, Massachusetts. This cozy inn offers a peaceful and relaxing atmosphere for guests looking to unwind and enjoy the beauty of Cape Cod. The rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can start their day with a complimentary breakfast and then explore the nearby beaches, hiking trails, and charming villages. The inn's friendly staff is always ready to assist with any needs or recommendations for local attractions. Whether you're looking for a romantic getaway or a family vacation, Ocean Park Inn Cape Cod is the perfect choice for a memorable stay on the Cape.

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.

The Beach Plum Motor Lodge is a charming lodging establishment located in Eastham, Massachusetts, United States. Situated at 2555 U.S. 6, this cozy motor lodge offers comfortable accommodations for travelers looking to explore the Cape Cod region. The lodge is just a short drive away from popular attractions such as the Cape Cod National Seashore and the historic town of Provincetown. Guests can enjoy spacious rooms, friendly service, and a convenient location near the beach. Whether you're visiting for a relaxing getaway or a fun-filled vacation, the Beach Plum Motor Lodge is the perfect place to stay.

Fort Hill Bed and Breakfast offers a charming ocean-view cottage located at 75 Fort Hill Road in Eastham, Massachusetts. This cozy lodging option provides guests with a peaceful and picturesque retreat, perfect for those looking to relax and unwind by the sea. The cottage is well-appointed with comfortable furnishings and modern amenities, ensuring a comfortable stay for all visitors. Guests can enjoy stunning views of the ocean from the property, as well as easy access to nearby attractions such as the Cape Cod National Seashore and local restaurants and shops. Whether you're seeking a romantic getaway or a quiet escape, Fort Hill Bed and Breakfast's ocean-view cottage is the perfect choice for your next vacation.

The Nauset Guesthouse is a charming lodging institution located at 1815 Nauset Road in Eastham, Massachusetts. With a focus on creating a welcoming and peaceful environment, the guesthouse offers a Deluxe King Suite with a newly remodeled bathroom and private outside entrance. Guests can enjoy the spaciousness and privacy of the suite, as well as amenities such as air-conditioning, Wi-Fi, and a Keurig coffee pot. Conveniently located near beaches, restaurants, and shopping, the guesthouse is surrounded by trees and borders the Cape Cod National Seashore, providing a tranquil setting for guests to relax and unwind. Contact the guesthouse to reserve a suite and receive a discount by April 15, 2024.

Captains Quarters is a charming lodging establishment located at 5000 U.S. 6 in Eastham, Massachusetts. This quaint inn offers cozy accommodations with a nautical theme, perfect for those looking for a relaxing and comfortable stay on Cape Cod. The rooms are tastefully decorated and equipped with modern amenities to ensure a pleasant stay for guests. With its convenient location near the beach and other attractions, Captains Quarters is the ideal choice for travelers seeking a peaceful retreat in a picturesque setting. Whether you're visiting for a weekend getaway or an extended vacation, this welcoming inn provides a warm and inviting atmosphere for all guests.

The Seagrove is a charming lodging establishment located at 25 Seaview Road in Eastham, Massachusetts, United States. Situated near the coast, guests can enjoy beautiful views and easy access to the beach. The Seagrove is proud to offer a 10% discount to active and retired Military as a token of appreciation for their service. Proof of service is required and the discount cannot be combined with any other offer. Come stay at The Seagrove for a relaxing and memorable getaway by the sea.

Anchorage On the Cove is a charming lodging located at 450 State Highway in Eastham, Massachusetts, United States. Situated right on the waterfront, this institution offers stunning views of the cove and a peaceful atmosphere for guests to relax and unwind. The accommodations are cozy and comfortable, perfect for a weekend getaway or a longer stay on Cape Cod. With its convenient location near beaches, hiking trails, and local attractions, Anchorage On the Cove is the ideal spot for a memorable vacation in the heart of New England.

Welcome to the Heart of Cape Cod & InsideOut Properties! Located at 50 Brackett Road in Eastham, Massachusetts, our real estate and travel agency offers a unique and memorable experience for guests looking to explore the beauty of Cape Cod. With a focus on creating lasting memories, our properties are designed to provide comfort and cleanliness, ensuring that guests feel at home during their stay. Our properties are carefully maintained, treating each home as if it were our own. Whether you are looking for a beachfront rental or a cozy cottage, we have a variety of options to suit your needs. Guests rave about the attention to detail, from the pristine linens to the thoughtful gifts and homemade cookies provided upon arrival.

Ambergris Gables & Owl's Nest Cottage is a charming and historical vacation rental located in Eastham, Massachusetts. Situated on a private one acre lot, this well-appointed property is perfect for families looking to escape and explore the beauty of Cape Cod. With three bedrooms in the main house and an additional cottage, there is plenty of space for up to eight guests. The property features three full bathrooms, a steam shower, outdoor shower covered in roses, and a fully equipped kitchen perfect for family meals. The Owl's Nest Cottage, constructed with reclaimed wood, offers a cozy retreat with a wrap-around porch and wood-burning fireplace. Guests can enjoy nearby beaches, hiking trails, and local attractions, making it an ideal location for a relaxing getaway. The hosts, Nick and Trina, are attentive and responsive, ensuring a memorable stay for all guests. Whether you're looking to relax on the beach or explore the Cape, Ambergris Gables & Owl's Nest Cottage is the perfect vacation rental for your next trip to Eastham.

Hidden Village is a premier real estate and travel agency located at 1700 Bridge Road in the picturesque town of Eastham, Massachusetts. Our agency specializes in providing unique and secluded properties for sale or rent, perfect for those looking for a peaceful getaway or a private retreat. Whether you are searching for a charming cottage nestled in the woods or a luxurious beachfront villa, Hidden Village has the perfect option for you. Our experienced team of agents are dedicated to helping you find your dream property or plan your next unforgettable vacation. Contact Hidden Village today and let us help you discover your own hidden paradise.

Smith Heights Cottages is a charming lodging establishment located at 1440 State Highway in Eastham, Massachusetts. Nestled in a picturesque setting, this institution offers cozy and comfortable cottages for travelers looking for a relaxing getaway. Whether you're looking for a romantic retreat or a family vacation, Smith Heights Cottages has accommodations to suit your needs. As a real estate agency, they also offer opportunities for those interested in purchasing a vacation home in this beautiful area. Additionally, their travel agency services can help guests plan and book their next adventure in Cape Cod. Experience the beauty of Eastham and create lasting memories at Smith Heights Cottages.

Cranberry Cottages is a charming accommodation located at 785 State Highway in Eastham, Massachusetts, United States. Nestled in a picturesque setting, Cranberry Cottages offers cozy and comfortable cottages for guests looking for a relaxing getaway on Cape Cod. Each cottage is tastefully decorated and fully equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the tranquil surroundings, explore the nearby beaches, or take a short drive to the bustling town center for shopping and dining. Whether you're looking for a romantic retreat or a family vacation, Cranberry Cottages provides the perfect setting for a memorable stay on the Cape.

St. Aubin's Bayside Cottages is a charming seaside retreat located at 265 Turnip Field Road in Eastham, Massachusetts, United States. Nestled along the picturesque coastline, this institution offers cozy cottages with stunning views of the bay. Guests can relax and unwind in the peaceful surroundings, take leisurely walks along the beach, or explore the nearby attractions. With its serene atmosphere and comfortable accommodations, St. Aubin's Bayside Cottages is the perfect destination for a tranquil getaway by the sea.

The Original Summer Breeze is a charming lodging and real estate agency located at 140 Linda Lane in Eastham, Massachusetts, United States. Nestled in a peaceful and picturesque setting, this institution offers a unique and unforgettable experience for guests looking to relax and unwind in the beautiful Cape Cod area. With cozy accommodations and personalized real estate services, The Original Summer Breeze is the perfect destination for those seeking a tranquil retreat or looking to invest in a piece of paradise. Experience the warmth and hospitality of this one-of-a-kind institution during your next visit to Eastham.