TOP 30 Luxury vacation getaway rentals in Plymouth, Massachusetts

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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.

Hotel 1620 Plymouth Harbor is a charming lodging establishment situated at 180 Water Street in the historic town of Plymouth, Massachusetts. This waterfront hotel offers stunning views of the harbor and is conveniently located near popular attractions such as Plymouth Rock and the Mayflower II. The hotel features comfortable rooms and suites, a fitness center, a restaurant serving delicious cuisine, and event spaces for weddings and meetings. Guests can enjoy a relaxing stay with a touch of New England charm at Hotel 1620 Plymouth Harbor.

Gateway Getaway is a premier real estate agency located at 123 Packard Street in the picturesque town of Plymouth, Massachusetts. Our dedicated team of professionals is committed to helping clients find their dream homes or investment properties in this charming coastal community. Whether you're looking for a beachfront retreat, a historic colonial, or a cozy cottage, Gateway Getaway has the expertise and resources to make your real estate dreams a reality. Contact us today to start your journey towards finding the perfect gateway to your new life in Plymouth.

1620 Hospitality Plymouth is a premier lodging and real estate agency located at 38 Kenwood Drive in Plymouth, Massachusetts. Our institution offers a wide range of accommodations and properties to suit every traveler's needs. Whether you are looking for a cozy bed and breakfast or a luxurious vacation rental, we have something for everyone. Our team of experienced professionals is dedicated to providing top-notch service and ensuring that your stay in Plymouth is comfortable and memorable. Book with us today and experience the best of hospitality in the historic town of Plymouth.

Plymouth Rock Waterfront is a historic tourist attraction located in Plymouth, Massachusetts, United States. This iconic site is where the Pilgrims first landed in 1620 and is widely considered to be the symbol of the early European settlement in America. Visitors can explore the area and learn about the history of the Mayflower voyage and the founding of Plymouth Colony. The waterfront offers stunning views of the harbor and is a popular destination for tourists looking to immerse themselves in American history.

ShoreWay Acres Inn & Cape Cod Lodging is a charming and historic lodging option located at 59 Shore Street in Falmouth, Massachusetts. This family-owned inn offers a unique glimpse into authentic Cape Cod life, past and present, with a focus on preserving history and tradition. The inn started with nine rooms in a historic sea captain's home built in 1806 and has since expanded to offer 70 rooms with modern amenities. Guests can enjoy a variety of accommodations, from traditional rooms to suites and vacation rentals with full kitchens. The inn is located on one of Falmouth's most historic streets, providing a peaceful and residential atmosphere while still being within walking distance to Falmouth Village and Surf Drive Beach. Nearby attractions include Martha's Vineyard ferries, the Shining Sea Bikeway, and day trips to Plymouth, Hyannis, and Provincetown.

Barbara's Guest House is a charming lodging establishment located at 62 Cooke Road in the picturesque town of Plymouth, Massachusetts, United States. Our cozy guest house offers comfortable accommodations and a warm, welcoming atmosphere for visitors looking to experience the beauty of Cape Cod. With easy access to the beach, historic sites, and local attractions, Barbara's Guest House is the perfect home base for your New England getaway. Our friendly staff is dedicated to providing excellent service and ensuring that your stay is a memorable one. Book your stay with us today and experience the true hospitality of Barbara's Guest House.

Located at 150 Warren Avenue in Plymouth, Massachusetts, the Pilgrim Sands hotel on Long Beach offers a relaxing oceanfront experience on Cape Cod Bay. Enjoy live music in our lounge and on the outside oceanfront deck, showcasing some of the area's most talented musicians. Plymouth is a historic town with plenty of activities and is conveniently located near Cape Cod, Boston, and other popular tourist destinations. The Sands hotel is situated right off the highway, providing easy access to Boston and Cape Cod. Our beachfront location allows guests to take full advantage of the beautiful surroundings, with a private beach leading to Plymouth Long Beach. This peninsula offers miles of unspoiled beach with stunning views of Saquish beach and Plymouth Harbor, perfect for a scenic walk.

The John Carver Inn & Spa is a charming boutique hotel located in the heart of Historic Plymouth, Massachusetts. This lodging option offers a unique blend of Colonial charm and modern amenities, making it the perfect choice for visitors looking for a relaxing getaway. The hotel features 80 spacious guest rooms and luxury suites, each offering comfortable accommodations and upscale amenities. Guests can enjoy the exclusive Suite Dreams Experience in the elegant fireplace suites, which include oversized whirlpool tubs for ultimate relaxation. One of the highlights of the John Carver Inn & Spa is the Pilgrim Cove Indoor Theme Pool, which features an 80-foot water slide, waterfalls, a Jacuzzi, lap lanes, and a fitness room. This family-friendly hotel provides a fun and exciting experience for guests of all ages. Additionally, the on-site spa offers a tranquil escape with a variety of treatments and services to help guests unwind and rejuvenate.

Harbourtown Suites is a charming lodging institution located at 150 Water Street in the historic town of Plymouth, Massachusetts, United States. Situated in a picturesque waterfront setting, Harbourtown Suites offers guests a peaceful and comfortable stay with beautiful views of the harbor. The suites are elegantly designed and equipped with modern amenities to ensure a relaxing and enjoyable experience for visitors. Whether you are traveling for business or leisure, Harbourtown Suites is the perfect choice for a memorable stay in Plymouth.

Thomas Sea Suites is a charming lodging establishment located at 150 Water Street in the historic town of Plymouth, Massachusetts. Situated just steps away from the picturesque waterfront, our suites offer a comfortable and relaxing retreat for visitors to the area. Each suite is tastefully decorated and equipped with modern amenities to ensure a pleasant stay. Guests can enjoy stunning views of the ocean and easy access to local attractions, restaurants, and shops. Whether you are visiting for business or pleasure, Thomas Sea Suites provides a welcoming atmosphere for all travelers.

A Beach House Oceanfront is a charming lodging located at 45 Black Pond Lane in Plymouth, Massachusetts, United States. Situated right on the oceanfront, this institution offers stunning views of the sea and direct access to the beach. Guests can enjoy a peaceful and relaxing stay in a cozy beach house, complete with all the amenities needed for a comfortable vacation. Whether you're looking to unwind by the water, explore the nearby attractions, or simply soak up the sun, A Beach House Oceanfront is the perfect destination for a seaside getaway.

Barefoot Cottage Company is a charming lodging institution located at 130 Camelot Drive in Plymouth, Massachusetts, United States. Nestled in a picturesque setting, this cozy retreat offers a relaxing escape for guests looking to unwind and recharge. The cottages are beautifully decorated and equipped with modern amenities to ensure a comfortable stay. Whether you're seeking a romantic getaway or a family vacation, Barefoot Cottage Company provides a peaceful and serene atmosphere for all guests to enjoy. Experience the tranquility of coastal living at this idyllic retreat in Plymouth.