TOP 30 Luxury vacation getaway rentals in Nantucket, Massachusetts

40 results found

Nantucket Rentals is a premier real estate and travel agency located at 53 Main Street in Nantucket, Massachusetts. We specialize in providing luxurious vacation rentals on the picturesque island of Nantucket. Our team of experienced agents will help you find the perfect rental property for your next getaway, whether you're looking for a cozy cottage by the beach or a spacious waterfront estate. With our local expertise and personalized service, we ensure that your Nantucket vacation is unforgettable. Contact us today to start planning your dream vacation on this charming island.

Located at 1 Miller Lane in Nantucket, Massachusetts, the Nantucket Inn offers modern amenities with the charm of a traditional inn. Since 1986, this family-friendly resort has been providing guests with a superior experience at a reasonable value. Enjoy a drink at the bar or take a swim in the island's only hotel with an indoor pool. With complimentary shuttle services to downtown Nantucket, a tennis court, and a fitness center, there are exciting inclusions at every corner. Stay in comfort at this cozy New England hideaway with lower room rates and no resort fees. By booking directly, you'll receive the best available rate guaranteed and access to exclusive packages. Relax by the pool, the island's only hotel with a heated indoor swimming pool, no matter the season.

Located in the heart of Nantucket, Massachusetts, the Nantucket Resort Collection offers a luxurious and enchanting experience for guests. With three unique accommodations to choose from - Chapman House, Regatta Inn, and Sherburne Inn - guests can immerse themselves in the island's rich history while enjoying modern coastal design. Each of our 17th-century buildings has been meticulously restored and furnished to provide a perfect blend of antique charm and modern elegance. Whether you are looking for a romantic getaway, a family vacation, or a corporate retreat, our boutique hotel collection has something for everyone.

The Beachside Hotel in Nantucket, Massachusetts is a charming lodging option located at 30 North Beach Street. With a focus on relaxation and good vibes, our newly renovated rooms and suites offer a stylish and comfortable retreat. Guests can enjoy exclusive access to The Swim Club, where they can grab a drink or snack by the pool or on a bar stool. Our convenient location is just a 10-minute walk to Jetties Beach and the Nantucket Ferry, and a 12-minute drive to Nantucket Airport. Whether you're looking for a place to unwind or add a playful spin to your island adventures, the Beachside Hotel is the perfect choice. Contact us at 1 [833] 670 1475 or [email protected].

Faraway Nantucket is a charming lodging institution located at 29 Centre Street in the picturesque island of Nantucket, Massachusetts. This cozy retreat offers a peaceful and tranquil atmosphere, perfect for those looking to escape the hustle and bustle of everyday life. The accommodations at Faraway Nantucket are comfortable and inviting, providing guests with a home away from home during their stay. With its convenient location in the heart of Nantucket, guests can easily explore the island's many attractions, including beautiful beaches, historic sites, and charming shops and restaurants. Whether you're seeking a romantic getaway or a relaxing vacation with family and friends, Faraway Nantucket is the perfect choice for your next escape.

Harborview Nantucket is a charming lodging establishment located at 24 Washington Street in the picturesque island of Nantucket, Massachusetts. This cozy inn offers guests a relaxing and comfortable stay in the heart of Nantucket, with easy access to the island's attractions, shops, and restaurants. The rooms at Harborview Nantucket are tastefully decorated and equipped with modern amenities to ensure a pleasant stay. Guests can enjoy the beautiful views of the harbor from the inn's waterfront location. Whether you are visiting Nantucket for a romantic getaway or a family vacation, Harborview Nantucket provides a welcoming and peaceful retreat for all guests.

The Centerboard Nantucket is a charming lodging establishment located at 8 Chester Street in the picturesque island of Nantucket, Massachusetts. This cozy inn offers a serene and relaxing atmosphere for guests to enjoy during their stay. With comfortable accommodations and a convenient location near the island's attractions, The Centerboard Nantucket is the perfect choice for those looking for a peaceful retreat. Whether you are visiting for a weekend getaway or an extended vacation, this institution provides a welcoming and comfortable stay for all guests.

The Cottages at Nantucket Boat Basin is a charming lodging option located at 24 Old South Wharf in Nantucket, Massachusetts. This unique institution offers cozy cottages with stunning views of the marina, perfect for a relaxing getaway. As a real estate agency, they also offer opportunities to invest in waterfront properties in this picturesque location. Additionally, as a travel agency, they can help plan your dream vacation to Nantucket, ensuring a memorable experience. Whether you're looking for a weekend retreat or a long-term investment, The Cottages at Nantucket Boat Basin has everything you need for a perfect stay in this beautiful coastal town.

Nantucket.House is a prestigious real estate and travel agency located on Hinckley Lane in the charming island of Nantucket, Massachusetts, United States. Our agency specializes in luxury rentals on Nantucket Island, offering a range of exquisite properties for your perfect getaway. Here are some of the features and amenities of our Nantucket Island rentals:

Berkshire Hathaway HomeServices Island Properties Nantucket is a premier real estate agency located in the picturesque island of Nantucket, Massachusetts. Specializing in luxury properties and vacation rentals, our experienced team of agents are dedicated to helping clients find their dream home or perfect getaway on this charming island. With a commitment to exceptional service and a deep knowledge of the local market, Berkshire Hathaway HomeServices Island Properties Nantucket is the go-to agency for all your real estate needs on Nantucket. Visit us at 35A Old South Road to start your property search today.

Nantucket Island Resorts is a premier lodging destination located at 10 Amelia Drive in Nantucket, Massachusetts, United States. Nestled on the picturesque Nantucket Island, this institution offers luxurious accommodations, world-class amenities, and unparalleled hospitality. Guests can enjoy stunning views of the island, relax on pristine beaches, and explore charming shops and restaurants nearby. Whether you're looking for a romantic getaway, a family vacation, or a corporate retreat, Nantucket Island Resorts provides the perfect setting for an unforgettable experience.

Nantucket Retreats by Sea & Ski Hospitality is a premier real estate and travel agency located at 1 Macys Lane in the picturesque island of Nantucket, Massachusetts. Specializing in luxury accommodations and vacation rentals, our team of experienced professionals is dedicated to providing top-notch service and personalized experiences for our clients. Whether you're looking for a beachfront property or a cozy mountain retreat, Nantucket Retreats by Sea & Ski Hospitality has the perfect destination for your next getaway. Visit us today and let us help you plan your dream vacation.

Nantucket Golf Club is a premier golf destination located at 250 Milestone Road in Nantucket, Massachusetts, United States. This exclusive club offers a beautifully designed course with stunning views of the surrounding landscape. With impeccable service and top-notch amenities, Nantucket Golf Club provides a luxurious and unforgettable golfing experience for members and guests alike. Whether you are a seasoned golfer or just starting out, this club is the perfect place to enjoy a round of golf in a picturesque setting.

Located at 135 South Shore Drive in Yarmouth, Massachusetts, Seaside Cottages offers a relaxing getaway on the oceanfront with a private beach overlooking Nantucket Sound. Our five-acre cottage colony is the perfect destination for couples and families looking to unwind and enjoy the beauty of Cape Cod. When you book directly with us, you won't have to worry about any additional booking or cleaning fees. Take advantage of our May special - stay 2 nights and get the 3rd night free! Or plan your fall getaway with our fall special - stay 2 nights and get the 3rd night 50% off. Just make sure to book online and note that blackout dates apply.

Southcape Resort and Club is a lodging institution located at 950 Falmouth Road in Mashpee, Massachusetts, United States. Situated in one of the most beautiful areas in Cape Cod, Mashpee attracts visitors year-round with its stunning beaches and bay access. The town is known for its fishing and boating community, as well as its proximity to Martha's Vineyard and Nantucket. The resort offers two-bedroom accommodations in either a townhouse or ranch style, each equipped with a fully equipped kitchen and spacious living and dining area. Guests can enjoy resort-style amenities such as five tennis courts, shuffleboard courts, indoor and outdoor pools, and a children's playground. With over thirty golf courses, luxury shopping, delicious restaurants, outdoor activities, and nightlife nearby, Southcape Resort and Club is the perfect home base for exploring all that Mashpee has to offer. Visitors can take advantage of special deals when booking directly with the resort. Whether you're looking to relax by the pool or explore the area's attractions, Southcape Resort and Club has something for everyone.

The Ocean View is a charming lodging establishment located at 966 Craigville Beach Road in Barnstable, Massachusetts. This unique institution offers guests a breathtaking water view from every room, providing a tranquil and relaxing stay. With easy access to Craigville Beach on Nantucket Sound, guests can enjoy the soft sand and warm water temperatures for a perfect beach getaway. In addition to its prime beachfront location, The Ocean View is conveniently situated near popular Cape Cod attractions and historical sites. Guests can also experience exciting events such as the Hyannis Sprint Triathlons and the Best Buddies Challenge right outside their door.

The Jared Coffin House is a historic lodging establishment located at 29 Broad Street in the charming town of Nantucket, Massachusetts. This elegant inn offers luxurious accommodations in a beautifully preserved building that dates back to the early 19th century. Guests can enjoy modern amenities while experiencing the rich history and charm of Nantucket. The Jared Coffin House is the perfect destination for those seeking a unique and memorable stay on this picturesque island.

Hotel Pippa is a charming lodging establishment located at 5 Chestnut Street in the picturesque town of Nantucket, Massachusetts. This boutique hotel offers a cozy and inviting atmosphere, with beautifully decorated rooms and top-notch amenities. Guests can enjoy a relaxing stay in the heart of Nantucket, just a short walk away from the island's historic attractions, shops, and restaurants. Whether you are visiting for a romantic getaway or a family vacation, Hotel Pippa provides a comfortable and memorable experience for all guests.

The Brass Lantern Inn is a charming lodging located at 11 North Water Street in Nantucket, Massachusetts. This cozy inn offers a welcoming atmosphere and comfortable accommodations for guests visiting the historic island of Nantucket. With its prime location in the heart of downtown Nantucket, guests can easily explore the island's shops, restaurants, and attractions. The Brass Lantern Inn provides a peaceful retreat with beautifully appointed rooms, a delicious breakfast each morning, and friendly staff ready to assist with any needs. Whether you are visiting for a romantic getaway, family vacation, or business trip, the Brass Lantern Inn is the perfect place to stay while experiencing all that Nantucket has to offer.

Brant Point Courtyard is a charming lodging establishment located at 15 Swain Street in Nantucket, Massachusetts. This unique institution serves as both a real estate agency and a travel agency, providing guests with a one-of-a-kind experience in the heart of this picturesque coastal town. The courtyard offers cozy accommodations and personalized services to ensure a comfortable and memorable stay for all visitors. Whether you are looking to book a vacation rental, purchase a property, or plan your next getaway, Brant Point Courtyard is the perfect destination for all your lodging and travel needs.

76 Main is a charming lodging institution located on Main Street in the picturesque town of Nantucket, Massachusetts. This cozy retreat offers guests a comfortable and inviting atmosphere, with beautifully decorated rooms and top-notch amenities. Whether you're looking for a relaxing getaway or a romantic escape, 76 Main provides the perfect setting for a memorable stay on the island. Just steps away from shops, restaurants, and the stunning beaches of Nantucket, this institution is the ideal choice for those seeking a quintessential New England experience.

Seven Sea Street Inn is a charming lodging located on Nantucket Island in Massachusetts, United States. Situated at the address 7 Sea Street, this quaint inn offers a cozy and welcoming atmosphere for guests looking to relax and unwind. With comfortable accommodations and personalized service, Seven Sea Street Inn is the perfect home away from home for travelers exploring the historic island of Nantucket. Enjoy a peaceful stay in this beautiful seaside town, just steps away from the beach and local attractions.

The Summer House India Street is a charming lodging institution located at 31 India Street in the picturesque town of Nantucket, Massachusetts. Situated in a historic building, this cozy retreat offers guests a peaceful and relaxing atmosphere for their summer getaway. With comfortable accommodations and a convenient location near the island's attractions, The Summer House India Street is the perfect choice for those looking to experience the beauty of Nantucket. Immerse yourself in the island's rich history and natural beauty while staying at this lovely establishment.

Greydon House, located at 17 Broad Street in Nantucket, Massachusetts, is a unique institution that combines a bar, restaurant, and lodging all in one historic sea captain's house. With 20 beautifully designed rooms by Roman and Williams, known for their work at Ace Hotel New York and The Standard, High Line, Greydon House stands out among Nantucket hotels. Guests can enjoy artworks by Terry Winters, an English garden, and a Venetian-inspired restaurant called Via Mare. The accommodations at Greydon House are stylish and luxurious, with custom-designed beds, block-printed linens by John Robshaw, Waterworks brass fixtures, and Acqua di Parma bath products. The restaurant, Via Mare, offers eclectic cuisine and drinks in a variety of settings, from the dining room to the covered porch to the garden.

Union Street Inn is a charming and elegant lodging establishment located at 7 Union Street in the heart of Nantucket, Massachusetts. This historic inn offers luxurious accommodations in a quaint and picturesque setting, perfect for a romantic getaway or a relaxing weekend retreat. The beautifully decorated rooms and suites exude a cozy and inviting atmosphere, with modern amenities and thoughtful touches to ensure a comfortable stay. Guests can enjoy a delicious gourmet breakfast each morning, as well as afternoon tea and cookies in the elegant parlor. The inn's central location allows easy access to Nantucket's shops, restaurants, and attractions, making it an ideal choice for travelers looking to experience the charm and beauty of this historic island.

The Summer House Fair Street is a charming lodging institution located at 27 Fair Street in the picturesque town of Nantucket, Massachusetts. This historic establishment offers a cozy and inviting atmosphere for guests looking to experience the beauty and tranquility of the island. With comfortable accommodations, friendly staff, and a convenient location near the beach and downtown area, The Summer House Fair Street is the perfect choice for a relaxing getaway on Nantucket. Whether you're looking for a romantic retreat or a family vacation, this charming inn has everything you need for a memorable stay.

White Elephant Village is a luxurious lodging institution located at 19 North Water Street in the charming town of Nantucket, Massachusetts. This elegant retreat offers a range of accommodation options, from spacious suites to cozy cottages, all designed to provide guests with a comfortable and unforgettable stay. The White Elephant Village is known for its impeccable service, stunning waterfront views, and convenient proximity to Nantucket's most popular attractions. Whether you're seeking a romantic getaway, a family vacation, or a relaxing retreat, White Elephant Village is the perfect destination for your next trip to Nantucket.

The Carriage House is a charming lodging establishment located at 5 Ray's Court in Nantucket, Massachusetts. This historic building offers a cozy and comfortable stay for guests looking to experience the beauty and charm of Nantucket. With its quaint architecture and prime location, the Carriage House provides a peaceful retreat for visitors to relax and unwind. Whether you're exploring the island's beaches, shops, or restaurants, the Carriage House is the perfect home base for your Nantucket getaway.

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.

Located on 300 feet of private beachfront overlooking the Nantucket Sound in Dennis Port, MA, Edgewater Beach Resort offers a fully renovated 76-room resort for year-round enjoyment. Whether you're looking for a summer escape or a cozy winter retreat, Edgewater Beach Resort has something for everyone. Vacation ownership options allow guests to return to the same unit each year or explore other locations through exchange partners. The resort prides itself on ongoing maintenance and renovations to ensure a relaxing and enjoyable experience for all guests.