TOP 30 Vacation rentals in Nantucket, Massachusetts

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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 hello@thebeachside.com.

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:

Nashaquisset is a charming village located on the beautiful island of Nantucket in Massachusetts. This idyllic getaway offers vacation rentals in the form of homes and cottages, perfect for those looking for a peaceful and relaxing retreat. Whether you are looking for a cozy cottage for a romantic getaway or a spacious home for a family vacation, Nashaquisset has a variety of options to suit your needs. As a lodging, real estate, and travel agency, we are dedicated to providing exceptional service to our guests and helping them create unforgettable memories on Nantucket. Visit us at 7 Washaman Avenue to start planning your dream vacation today.

Pilgrims Bliss Nantucket Vacation Home Rental is a luxurious and spacious accommodation located at 27 Pilgrim Road in Nantucket, Massachusetts, United States. This real estate and travel agency offers a main house and guest house that can accommodate up to 24 guests, making it perfect for large families or groups. The property features a heated salt water pool, a pond filled with ducks, a large yard, and is just a short stroll away from town and beaches. The newly updated "Pilgrim's Bliss" provides a unique combination of comfort and convenience, with a 6 bedroom main house and guest house, outdoor living areas, fireplaces, and a private flower-lined path leading to a peaceful pond. The property offers privacy from tall trees and hedges, creating a calm and luxurious setting for guests to enjoy.

JPFCO Nantucket Real Estate is a reputable real estate agency located in the heart of Nantucket, Massachusetts. Our team of experienced professionals is dedicated to helping clients buy, sell, or rent properties on this beautiful island. Whether you are looking for a charming beachfront cottage or a luxury estate, we have the expertise to assist you in finding your dream home. Visit us at 19 Centre Street to learn more about our services and to start your real estate journey in Nantucket.

Nantucket Accommodations is a reputable real estate and travel agency located at 1 Macys Lane in Nantucket, Massachusetts, United States. We specialize in providing top-quality accommodations for visitors to this charming island destination. Whether you are looking for a cozy cottage, a luxurious beachfront property, or a convenient downtown apartment, we have a wide range of options to suit your needs. Our dedicated team of professionals is committed to helping you find the perfect place to stay during your time in Nantucket. Contact us today to start planning your dream vacation!

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 Art House is a unique lodging institution located at 1 Gardner Perry Lane in the charming town of Nantucket, Massachusetts. This artistic haven offers guests a one-of-a-kind experience, combining the comfort of a cozy bed and breakfast with the inspiration of an art gallery. Each room is beautifully decorated with original artwork from local artists, creating a vibrant and creative atmosphere. Guests can relax in the peaceful surroundings, explore the nearby beaches and historic sites, or even take part in art classes and workshops offered on-site. Nantucket Art House is the perfect retreat for art lovers and travelers seeking a truly memorable stay on this picturesque island.

Atlantic East Nantucket Real Estate is a prestigious real estate agency located at 82 Easton Street in the charming island town of Nantucket, Massachusetts. Specializing in luxury properties and waterfront estates, our team of experienced agents are dedicated to helping clients find their dream home or investment property in this idyllic coastal community. With a strong reputation for integrity, professionalism, and personalized service, Atlantic East Nantucket Real Estate is the go-to agency for those seeking to buy or sell real estate on Nantucket Island.

Affordable Rentals is a reputable car rental institution located at 6 South Beach Street in Nantucket, Massachusetts. We offer a wide range of vehicles at affordable prices to suit your transportation needs. Whether you're looking for a compact car for a quick getaway or a spacious SUV for a family vacation, we have the perfect vehicle for you. Our friendly and knowledgeable staff are dedicated to providing exceptional customer service and ensuring that your rental experience is smooth and hassle-free. Visit us at Affordable Rentals and let us help you explore Nantucket and beyond in style and comfort.

Jordan Real Estate | Nantucket Real Estate is a premier real estate agency located at 8 Federal Street in the picturesque town of Nantucket, Massachusetts. Specializing in luxury properties, waterfront homes, and charming cottages, our team of experienced agents are dedicated to helping clients find their dream home on this idyllic island. With a deep knowledge of the local market and a commitment to customer service, Jordan Real Estate | Nantucket Real Estate is the go-to destination for those looking to buy or sell real estate in Nantucket. Visit us today and let us help you find your slice of paradise.

William Raveis Real Estate - Nantucket is a premier institution located at 17 Main Street in the charming island town of Nantucket, Massachusetts. Specializing in finance, insurance, real estate, and travel services, this institution offers a comprehensive range of services to meet the diverse needs of its clients. With a team of experienced professionals and a reputation for excellence, William Raveis Real Estate - Nantucket is a trusted partner for those looking to buy, sell, or rent property on this picturesque island. Whether you are in need of financial advice, insurance coverage, real estate expertise, or travel assistance, you can rely on William Raveis Real Estate - Nantucket to provide top-notch service and personalized solutions.

Sanford & Sanford is a reputable Nantucket real estate agency located at 5 Catherine Lane in Nantucket, Massachusetts. With years of experience in the industry, they specialize in helping clients find their dream homes or investment properties on the beautiful island of Nantucket. Whether you are looking to buy, sell, or rent a property, their team of dedicated agents is committed to providing exceptional service and personalized attention to meet your specific needs. Trust Sanford & Sanford to make your real estate experience on Nantucket a seamless and rewarding one.

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.

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 Moorings is a reputable travel agency located at 85 Bartlett Road in Nantucket, Massachusetts, United States. Specializing in providing personalized and luxurious travel experiences, Nantucket Moorings offers a wide range of services including booking accommodations, arranging transportation, and planning exciting excursions for clients visiting the beautiful island of Nantucket. With a team of experienced travel experts, Nantucket Moorings ensures that every detail of your trip is carefully curated to exceed your expectations. Whether you are looking for a relaxing beach getaway or an adventurous island exploration, Nantucket Moorings is dedicated to creating unforgettable travel experiences for every client.

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.

Winwood Nantucket LLC is a premier real estate and travel agency located in the picturesque town of Nantucket, Massachusetts. Our team of experienced professionals is dedicated to helping clients find their dream vacation rental or investment property on the island. Whether you're looking for a cozy beachfront cottage or a luxurious estate, we have the expertise to guide you through the buying or renting process. Visit us at 8 Aurora Way to start your Nantucket adventure today!

Allen Harbor Rentals is a real estate and travel agency located at 326 Lower County Road in Harwich, Massachusetts. Whether you are looking for a romantic getaway or a family vacation, our rentals offer the perfect escape from your daily routine. The property owners, who fell in love with the Allen Harbor Inn themselves, are renovating the rooms into new summer rental units for guests to enjoy. With easy access to popular shops, restaurants, beaches, and a ferry to Nantucket, our properties provide the charm of Cape Cod for all to experience. Self check-in makes starting your vacation a breeze as soon as you arrive. Come take a look at our properties and locations for your next Cape Cod adventure!

Easy Riders Bicycle Rentals is a convenient and reliable store located at 65 Surfside Road in Nantucket, Massachusetts. We offer a wide selection of high-quality bicycles for rent, perfect for exploring the picturesque island of Nantucket. Whether you're looking to cruise along the scenic bike paths or venture off-road on a thrilling adventure, we have the perfect bike for you. Our friendly and knowledgeable staff are here to help you choose the right bike for your needs and provide any assistance you may need during your rental. Come visit Easy Riders Bicycle Rentals and start your biking journey on Nantucket today!

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.

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.