Vacation rentals with pool in Nantucket, Massachusetts

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.

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!

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.

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.

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!

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.

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.

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:

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.

Nobadeer Beach is a popular tourist attraction located on Nobadeer Avenue in Nantucket, Massachusetts, United States. With its pristine sandy shores, clear blue waters, and stunning views, Nobadeer Beach offers visitors a relaxing and picturesque escape from the hustle and bustle of everyday life. Whether you're looking to soak up the sun, go for a swim, or simply enjoy a peaceful walk along the shore, Nobadeer Beach has something for everyone. Don't miss the chance to experience the beauty of this iconic beach destination during your visit to Nantucket.

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.

Congdon & Coleman Real Estate is a reputable real estate agency located at 57 Main Street in the picturesque town of Nantucket, Massachusetts. With a team of experienced professionals, they specialize in helping clients buy, sell, and rent properties in this charming coastal community. Whether you are looking for a vacation home or a year-round residence, their knowledgeable agents are dedicated to providing exceptional service and finding the perfect property to meet your needs. Trust Congdon & Coleman Real Estate to help you navigate the real estate market on beautiful Nantucket Island.

Steps Beach is a picturesque tourist attraction located in Nantucket, Massachusetts, United States. This stunning beach is known for its unique staircase access, offering visitors a breathtaking view of the crystal-clear waters and sandy shores. Whether you're looking to relax and soak up the sun or take a refreshing swim in the Atlantic Ocean, Steps Beach is the perfect destination for a day of fun and relaxation. With its tranquil atmosphere and natural beauty, this hidden gem is a must-visit spot for anyone exploring Nantucket.

Cisco Beach is a picturesque park located at 1 Dirt Rd, Nantucket, Massachusetts, United States. This stunning beach offers visitors a serene and relaxing atmosphere, perfect for enjoying a day by the ocean. With its sandy shores, crystal clear waters, and beautiful views, Cisco Beach is the ideal spot for picnics, sunbathing, swimming, and beachcombing. Whether you're looking to unwind with a good book, take a leisurely stroll along the shoreline, or simply soak up the sun, Cisco Beach is the perfect destination for a day of fun in the sun.

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.

Sankaty Head Golf Club is a prestigious golf institution located at 100 Sankaty Road in Nantucket, Massachusetts, United States. This historic club offers a challenging and scenic 18-hole golf course with stunning views of the surrounding landscape. With a rich tradition and top-notch facilities, Sankaty Head Golf Club provides a premier golfing experience for members and guests alike. Whether you are a seasoned golfer or a beginner, this club offers a welcoming and inclusive environment for all levels of players. In addition to the golf course, the club also features a clubhouse, pro shop, and dining options for a complete and enjoyable experience. Come and experience the beauty and excellence of Sankaty Head Golf Club on your next visit to Nantucket.

West Dennis Beach is a picturesque tourist attraction located at 45 Light House Road in Dennis, Massachusetts, United States. This stunning beach offers visitors a pristine stretch of sandy shoreline, perfect for sunbathing, swimming, and beachcombing. With its clear blue waters and gentle waves, West Dennis Beach is a popular spot for families, couples, and solo travelers looking to relax and unwind. The beach is also known for its beautiful sunsets and panoramic views of Nantucket Sound. Whether you're looking to soak up the sun or take a leisurely stroll along the shore, West Dennis Beach is the perfect destination for a day of fun in the sun.

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.

Everleigh Cape Cod is a premier 55 active adult community located in the vibrant cultural center of Hyannis, Barnstable. Our community offers luxurious apartments for seniors looking for a fulfilling lifestyle on Cape Cod. With easy access to charming boutique shops, galleries, and a variety of dining options on Main Street, Hyannis provides the perfect backdrop for our residents to enjoy their golden years. Explore over 100 miles of stunning beaches along Cape Cod Bay and Nantucket Sound, then return home to our resort-style amenities including a Pub Lounge, Fitness Center, pool, and Pickle Ball court. Socialize with friends in our Game Room or around the Fire Pit, and embrace the vibrant social life that Everleigh Cape Cod has to offer. Designed specifically for adults over 55, our community ensures a healthy balance of living, community engagement, and the opportunity to forge new friendships. Make Everleigh Cape Cod your home and experience the enriching lifestyle you deserve in the heart of Cape Cod.

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.

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.

ACK Distinctive Properties, LLC is a premier real estate agency located at 189 Eel Point Road in the beautiful town of Nantucket, Massachusetts. Specializing in luxury properties and waterfront estates, our experienced team of agents is dedicated to providing top-notch service and helping clients find their dream homes. Whether you are looking to buy, sell, or rent a property on the island, ACK Distinctive Properties, LLC is here to assist you every step of the way. Contact us today to learn more about our exclusive listings and personalized real estate services.

White Elephant Resorts is a luxurious and exclusive institution located at 10 Amelia Drive in the charming island of Nantucket, Massachusetts. As a premier lodging, real estate, and travel agency, White Elephant Resorts offers unparalleled services and accommodations for discerning travelers looking for a truly unforgettable experience. Whether you are looking for a relaxing vacation rental, a stunning waterfront property to purchase, or assistance in planning your dream getaway, White Elephant Resorts provides top-notch service and unparalleled expertise to ensure your stay is nothing short of perfection. Immerse yourself in the beauty and luxury of Nantucket with White Elephant Resorts.

Quidnet Beach is a picturesque park located on Sesachacha Road in Nantucket, Massachusetts, United States. This beautiful beach offers stunning views of the Atlantic Ocean and is a popular spot for locals and tourists alike to relax and enjoy the sun, sand, and surf. Visitors can take a leisurely stroll along the shoreline, go for a swim in the crystal-clear waters, or simply unwind on the sandy shores. With its peaceful atmosphere and natural beauty, Quidnet Beach is the perfect destination for a day of fun and relaxation by the sea.

The Summer House Restaurant is a renowned establishment located at 17 Ocean Avenue in Siasconset, Massachusetts, United States. It is part of the Summer House Cottages overlooking the Atlantic, offering guests a unique and luxurious experience. The restaurant is known for its exceptional dining experience, with The Summer House Restaurant overlooking the ocean and featuring a famous piano bar. Additionally, guests can enjoy dining at The Beachside Bistro, nestled in the dunes on the beach for a one-of-a-kind experience. The Summer House Nantucket also offers a boutique hotel experience with individual cottages, as well as two unique rental homes in Quidnet and the exclusive Monomoy neighborhood. All guests have access to the Summer House beach and pool in Sconset, making it a truly unforgettable destination.

Located at 16 Ocean Avenue in Siasconset, Massachusetts, the Summer House Beachside Bistro is part of the renowned Summer House Cottages overlooking the Atlantic. This institution offers a unique dining experience with two of Nantucket's finest restaurants, The Summer House Restaurant and The Beachside Bistro. The Beachside Bistro is nestled in the dunes on the beach, providing a one-of-a-kind dining experience. Guests of the Summer House Nantucket boutique hotel can also enjoy the resort and pool facilities. The Summer House Nantucket offers individual cottages with ocean views and operates two luxury rental homes in Quidnet and Monomoy. All guests have access to the beach and pool in Sconset, making the Summer House Beachside Bistro a must-visit destination for those looking for a luxurious and unforgettable experience on Nantucket Island.

Children's Beach is a charming natural feature located in Nantucket, Massachusetts, United States. This family-friendly beach is a popular destination for locals and tourists alike, offering a safe and fun environment for children to play and explore. With its pristine sandy shores, calm waters, and picturesque views, Children's Beach is the perfect spot for a day of sun, sand, and sea. Whether you're looking to relax on the beach or enjoy a picnic by the water, this idyllic spot is sure to delight visitors of all ages.

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.

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.