The Best Cottages for groups in Nantucket, Massachusetts

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.

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 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 Wade Cottages offer charming and cozy accommodations in the heart of Nantucket, Massachusetts. Located at 35 Shell Street, this quaint lodging option provides a peaceful and relaxing atmosphere for guests to enjoy their stay on the island. The cottages are tastefully decorated and equipped with all the amenities needed for a comfortable and enjoyable vacation. Whether you're looking for a romantic getaway or a family-friendly retreat, The Wade Cottages are the perfect choice for your stay in Nantucket.

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.

Rocco Monto, MD, Orthopedic Surgery, Nantucket Cottage Medical Group is a leading healthcare institution located at 57 South Prospect Street in Nantucket, Massachusetts, United States. Specializing in orthopedic surgery, Dr. Monto and his team provide expert medical care and personalized treatment plans for patients with musculoskeletal injuries and conditions. With a focus on patient-centered care and advanced surgical techniques, this institution is dedicated to helping individuals regain mobility, reduce pain, and improve their overall quality of life. Whether you are seeking treatment for a sports injury, arthritis, or other orthopedic issues, Dr. Monto and his staff are committed to providing compassionate and comprehensive care to meet your individual needs.

Located at 111 Ocean Street in Barnstable, Massachusetts, HI Hyannis Hostel is a charming lodging option perfect for those looking to explore Cape Cod, Nantucket, and Martha’s Vineyard. Open from May 15 to September 23, 2024, this harbor-side cottage hostel offers sunny rooms and cool breezes, creating a peaceful atmosphere for guests to unwind. Conveniently situated just a short walk from Main Street, HI Hyannis is also a gateway to the rest of the Cape and Islands. Guests can easily catch a ferry across the street to visit Martha’s Vineyard and Nantucket, making it the ideal location for those looking to explore the surrounding area.

Red Jacket Beach Resort & Spa is a luxurious lodging institution located at 1 South Shore Drive in Yarmouth, Massachusetts, United States. Nestled along a pristine private shoreline, the resort is the flagship property of a collection that offers spacious rooms and vacation cottages perfect for couples, groups, and anyone seeking a Cape Cod experience filled with coastal comforts. Situated by the beautiful banks of Parker's River in South Yarmouth, Red Jacket Beach Resort boasts panoramic vistas that combine the expansive beauty of the ocean with the picturesque sights of the river. As the central hub for indulgence and notable amenities, the resort offers unparalleled hospitality and a curated menu of distinctive treatments at the on-site spa.

Welcome to the Nikki Martin Team, your trusted partners in real estate success, located at 590a Main Street, Lynnfield, Massachusetts. As a dedicated group of professional real estate advisors, we are committed to guiding you through the process of buying or selling your home with expertise and care. Renowned as one of the most successful real estate teams north of Boston, we pride ourselves on delivering exceptional service and results. In 2022 and 2023 alone, our team achieved over $120 million in sales volume, successfully closing 115 properties. As a leader in luxury real estate, Nikki Martin brings nearly 40 years of experience to the table, offering unparalleled insights and guidance to home buyers and sellers across Massachusetts—from Lynnfield to Boston, Nantucket, and beyond.