TOP 30 Best Unique vacations in Nantucket, Massachusetts

Life House, Nantucket is a charming lodging institution located at 10 Cliff Road in the picturesque island of Nantucket, Massachusetts. This cozy retreat offers guests a peaceful and relaxing getaway in a beautiful seaside setting. With comfortable accommodations, friendly staff, and a convenient location near the island's attractions, Life House is the perfect place to unwind and enjoy all that Nantucket has to offer. Whether you're looking for a romantic escape or a family vacation, Life House provides a welcoming and inviting atmosphere for all guests. Experience the charm and hospitality of Nantucket at Life House.

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.

The Nantucket Downtown Historic District is a charming tourist attraction located at 2 Fairgrounds Road in Nantucket, Massachusetts, United States. This district is a beautiful and well-preserved area that showcases the rich history and culture of Nantucket. Visitors can stroll through the cobblestone streets lined with historic buildings, shops, and restaurants, while taking in the picturesque views of the harbor. The Nantucket Downtown Historic District is a must-visit destination for anyone looking to immerse themselves in the island's unique charm and beauty.

Nantucket By Water is a family-run tourist attraction and travel agency located at 1011 Straight Wharf in Nantucket, Massachusetts. Offering unique tours and cruises for individuals and families of all ages, the company promises an exceptional experience whether you're exploring Nantucket Harbor or venturing to Coatue wildlife sanctuary or the 5th Bend Oyster Farm. Visitors rave about the chartered sunset cruises, ice cream tours, and the friendly and helpful staff including Captain Max and Rachael who organizes the tours. Don't miss the opportunity to enjoy a delightful cruise around Nantucket Harbor with Nantucket By Water, the perfect way to kick off a great weekend on the island.

Nantucket Trading Post Inc is a charming store located at 12 Nobadeer Farm Road in Nantucket, Massachusetts. This institution offers a curated selection of unique goods, ranging from locally made artisanal products to one-of-a-kind antiques. Visitors can browse through a variety of items, including home decor, clothing, jewelry, and gifts, all reflecting the island's coastal charm. With its welcoming atmosphere and personalized service, Nantucket Trading Post Inc is a must-visit destination for those looking to bring a piece of Nantucket home with them.

Nantucket Island Tours, located at 10 Washington Street in Nantucket, Massachusetts, is a premier travel agency offering a variety of services. While bus tours for 2023 have concluded, the agency is actively booking weddings, large groups, and charters for 2024. Experience the beauty of Nantucket with a tour on one of their new, climate controlled buses. Knowledgeable local tour guides will take you to iconic landmarks such as the Old Mill, Sconset Village, and Sankaty Head Lighthouse, allowing you to truly appreciate the natural splendor of the island.

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.

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.

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.

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.

Nantucket Run Centre is a charming store located at 36 Centre Street in the historic town of Nantucket, Massachusetts. This institution offers a unique shopping experience, featuring a curated selection of locally made goods, artisanal products, and one-of-a-kind treasures. Visitors can explore a variety of items, from handcrafted jewelry and home decor to clothing and accessories. With its welcoming atmosphere and friendly staff, Nantucket Run Centre is a must-visit destination for those looking to discover the best of Nantucket's local offerings.

Lemon & Line is a charming store located at 43 Straight Wharf in Nantucket, Massachusetts. This coastal-inspired boutique offers a curated selection of nautical-themed jewelry, accessories, and home decor. Whether you're looking for a stylish bracelet to complement your summer wardrobe or a unique gift for a loved one, Lemon & Line has something for everyone. Step inside and discover the perfect piece to remind you of the sunny shores of Nantucket.

Nantucket Bike Tours offers an unforgettable way to explore the beautiful island of Nantucket, Massachusetts. Located at 77 Easton Street, this tourist attraction and travel agency provides guided bike tours for visitors of all ages and skill levels. Whether you're a seasoned cyclist or just looking to leisurely pedal around the island, Nantucket Bike Tours has a route for you. Discover the island's rich history, stunning beaches, and charming neighborhoods while getting some exercise and fresh air. Book your tour today and experience Nantucket in a unique and eco-friendly way.

Nantucket Inns is a charming lodging establishment located at 9 North Water Street in the picturesque island of Nantucket, Massachusetts. As a combination of a lodging, real estate, and travel agency, Nantucket Inns offers a unique experience for guests looking to explore the beauty of the island. With comfortable accommodations, personalized real estate services, and expert travel assistance, Nantucket Inns is the perfect destination for those seeking a memorable stay on Nantucket.

Located at 6 North Beach Street in Nantucket, Massachusetts, The Brant is a luxurious lodging institution that offers a unique and unforgettable island experience. Situated in the picturesque Brant Point area, guests can enjoy the convenience of being just minutes away from downtown and steps from the beach. The Brant redefines Nantucket hospitality with its exclusive amenities, impeccable design, and intuitive service. With a variety of room types to choose from, guests can personalize their stay to their preferences. Whether you prefer a room with a kitchenette for longer visits, a lofted ceiling, or a private porch, The Brant has everything you need to make your stay comfortable.

The Sea Meadow Inn, located at 1187 Main Street in Brewster, Massachusetts, is a charming lodging institution housed in a historic building dating back to 1783. The inn has been beautifully restored to preserve its unique architectural features, including wide-plank pumpkin pine floors and fireplaces. The B&B style rooms offer luxurious beds, private baths, and exceptional amenities for a peaceful night's sleep. Surrounded by serene acres of gardens filled with local flowers and wildlife, guests can relax on the tree swing, hammock, or enjoy birdwatching from the back porch. The outdoor shower, grill, and firepit are perfect for enjoying evenings with family and friends after a day at the nearby bay beach or exploring the National Seashore, Provincetown, Nantucket, or Martha's Vineyard.

The Captain Freeman Inn, located at 15 Breakwater Road in Brewster, Massachusetts, is a beautifully restored Sea Captain's mansion just a short walk away from Breakwater Beach. This award-winning Bed and Breakfast has been recognized with the Tripadvisor Certificate of Excellence for the past 11 years, offering guests a deluxe seaside experience year-round. Guests can enjoy the outdoor heated salt water swimming pool and custom firepit, providing the ultimate in luxury and relaxation in every season. The inn also offers a gourmet three-course breakfast made with farm-to-table ingredients, served in a charming indoor dining area or on the screened porch.

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.

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 Barnacle Inn is a charming lodging establishment located at 11 Fair Street in Nantucket, Massachusetts. This cozy inn offers a peaceful and relaxing atmosphere for guests to enjoy during their stay on the beautiful island of Nantucket. The Barnacle Inn provides comfortable accommodations, friendly service, and a convenient location near the town center and the island's many attractions. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, The Barnacle Inn is the perfect choice for a memorable stay in Nantucket.

The Platinum Pebble Boutique Inn is a luxurious adults-only lodging located at 186 Belmont Road in Harwich, Massachusetts, United States. This upscale Cape Cod accommodation offers premium amenities such as gourmet breakfast, complimentary bicycles, beach chairs, pool towels, and a relaxing beach vibe. Each room is tastefully decorated with modern furnishings and luxurious linens, providing a blend of comfort and coastal elegance. Guests can enjoy a peaceful night's sleep on Verlo mattresses and Comphy bedsheets, and start their day with a delicious breakfast before exploring the nearby towns of Falmouth, Chatham, and Provincetown. The inn's central location makes it the ideal base for a Cape Cod vacation, with easy access to Martha's Vineyard and Nantucket.

Welcome to Whiteacre Properties LLC, your trusted real estate partner located at 150 East Central Street, Natick, Massachusetts 01760. We specialize in offering a fast, simple, and stress-free way to sell your house for cash in Boston and the surrounding areas. Whether you're facing foreclosure, dealing with an inherited property, or simply need to sell quickly due to life changes, we are here to help. At Whiteacre Properties, we understand the challenges of selling a home. That's why we offer a straightforward cash-buying program that eliminates the need for real estate agents, open houses, and costly repairs. Our process is designed to be as hassle-free as possible, allowing you to sell your house in any condition, without the burden of maintenance, cleaning, or agent fees.

21 Broad is a chic and stylish lodging institution located at 21 Broad Street in Nantucket, Massachusetts. This urban-inspired hotel seamlessly blends the vibrant energy of Nantucket's historic neighborhood with modern interior design, offering guests a unique and luxurious escape. From spinning tunes on the turntable to relaxing on the back deck around the fire pit, 21 Broad pampers guests with unexpected luxuries. The newly renovated Swain House at 21 Broad offers five distinct rooms and suites, providing a private and exclusive retreat for families and friends. With 27 modern accommodations featuring luxury linens and a range of amenities, 21 Broad is the perfect choice for discerning travelers looking to stay in the heart of Nantucket. Just two blocks from the Steamship Authority ferry terminal, this hotel is conveniently located in the bustling center of town.

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.

Located in the heart of Nantucket, Massachusetts, the Regatta Inn offers a unique and luxurious lodging experience. Situated at 78 Centre Street, this iconic Nantucket luxury boutique hotel is part of the Nantucket Resort Collection, along with the Chapman House and Sherburne Inn. The Regatta Inn boasts enchanting gardens, where guests can relax and breathe in the delicious island aroma. Each of the 17th-century buildings has been beautifully restored and furnished with modern coastal design, combining antique charm with modern elegance.

Fisher Real Estate is a reputable real estate agency located at 21 Main Street in Nantucket, Massachusetts, United States. Specializing in both real estate and travel services, Fisher Real Estate offers a unique opportunity to experience the best of iconic island living. With a team of trusted local guides, clients can explore new ways to enjoy the island and find their perfect home or vacation rental. Whether you are looking to buy, sell, or rent on Nantucket, the knowledgeable and experienced team at Fisher Real Estate is ready to assist you every step of the way.

The Skinny Dip: A Summer Collective is a trendy clothing store located at 23 Old South Wharf in Nantucket, Massachusetts. This unique store offers a curated selection of stylish summer essentials, perfect for those looking to update their wardrobe for the season. From breezy dresses to chic swimwear, The Skinny Dip has everything you need to look your best during the warmer months. Stop by and browse their collection of on-trend pieces that will have you feeling confident and stylish all summer long.

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.

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.

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.