Massachusetts beach, ocean and waterfront resorts to plan a MA vacation

Massachusetts > State > Resorts and Luxury > Beach and Ocean Resorts

Massachusetts beach and ocean resorts are a great choice for a family vacation or a romantic weekend getaway or any trip of any description. The first places that spring to mind are Cape Cod and the islands of Martha's Vineyard and Nanatucket. Several luxury and family-oriented resorts greet vacationers, including the Wequasset Resort and Ocean Edge resorts on Cape Cod; the Winnetu resort on Martha's Vineyard; and the TheWauwinet and White Elephant on Nantucket. Elsewhere, Gloucester and Rockport North of Boston and Hull and Plymouth South of Boston have resorts with luxury spas , fine dining, water sports and family fun.

Green Harbor Waterfront Lodging

134 Acapesket Road East Falmouth, MA, 02536 Phone: 508-548-4747 Toll-Free: 800-548-5556

Waterfront resort features a range of Cape Cod vacation options

Customize your vacation, from a relaxing “glamping” experience to an all-out Cape Cod activities getaway, when you stay at Green Harbor Waterfront Lodging. Every rental accommodation features a patio or balcony overlooking the water, but you can get even closer to the water when you take out a resort rowboat or paddleboat or head down to the beach. Speaking of beaches, there are some spectacular ones nearby, along with a great bike trail, charming Falmouth village, ferries to Martha’s Vineyard, an aquarium, museums and shopping. Take a quick drive to everything from whale-watching to scenic railroads. Or just kick back and enjoy the resort’s quiet woodlands location with a game of croquet or shuffleboard on the beach.

Winnetu Oceanside Resort

At South Beach on Martha's Vineyard -- 31 Dunes Road Edgartown, MA, 02539 Phone: 508-310-1733 Toll-Free: 866-335-1133

Massachusetts Resort at South Beach, Martha’s Vineyard

Winnetu is open for the 2020 season! New this summer. Private experiences, private dining, and fun family activities - click here for more info.

The Winnetu Oceanside Resort is the only resort at South Beach, Edgartown, Martha’s Vineyard. Conveniently located off the Massachusetts coast, we’re only a 35-minute ferry ride from Cape Cod. Enjoy the gorgeous ocean views from our Resort and private path leading directly to South Beach. Dine indoors or on the Outdoor Terrace at on-site restaurant, The Dunes and take in the South Beach views. Featuring complimentary shuttles to Edgartown, new heated pools and hot tub, Children’s Programs, tennis, yoga, fitness center, Concierge Services, antique fire truck rides, and more. Also available: massages, bike rentals and a water taxi cruise to Edgartown. Reserve one of our studios; 1-4 bedroom suites; cottages; or 3-5 bedroom private home rentals. The Winnetu was recently awarded US News & World Report’s “Best Hotel on Martha’s Vineyard.”
Book our Two-Island Adventure Trip: Stay at the Winnetu Oceanside Resort and our sister Resort in downtown Nantucket, The Nantucket Hotel. We’ll transport you door-to-door between the islands and our Resorts.

White Elephant

50 Easton Street Nantucket, MA, 02554 Phone: 508-228-2500 Toll-Free: 800-445-6574

Resort amenities, local activities will make your seaside stay one to remember

Relax, rejuvenate and let yourself be pampered at the luxurious White Elephant resort on scenic Nantucket island. Wake up every morning to the sight of the sea from your comfy room with contemporary coastal decor, watch the boats sail into the harbor from your table at the Brant Point Grill (a favorite with islanders), let the attentive inn staff help you plan a day bicycling around the island, cruising the harbor or exploring local galleries and boutiques. Or perhaps you just want to sink into a comfy lounge chair on the manicured lawn, sip a cocktail and watch the sun set over the water. Or settle down in the library with a glass of port to finally finish that novel.

Nantucket Island Resorts and Hotels Beach and ocean Resorts Nantucket MA

White Elephant Resorts and Hotels

Several Wonderful Locations Nantucket, MA, 02554 Phone: 508-325-1000 Toll-Free: 800-475-2637

Dine, sail or just enjoy the water views from island resorts

Life revolves around the water at Nantucket Island Resorts. From most of the group’s inns, cottages and lofts, guests have harbor, bay or ocean views, and pristine beaches, a luxurious marina and sunset cruises are a walk or a bike ride away. Diners are in on the spectacular seaside scenery, from the deck of Topper’s restaurant at the Wauwinet to the harborside Brant Point Grill at the White Elephant Hotel. The sea also figures into the locally sourced cuisine, including Retsyo oysters cultivated a mere 300 yards from the Wauwinet. Noted for impeccable service and airy, comfortable rooms, resort properties, from the stately Jared Coffin House to the garden cottages of the White Elephant Village, are designed to make your island getaway unforgettable.

The Winnetu - Named #1 Best Martha's Vineyard Hotel by US News & World Report. Click here for details!

The Nantucket Hotel & Resort - Named One of the top 25 Hotels in the World by Tripadvisor! Click here for more info.

The Wauwinet

120 Wauwinet Road Nantucket, MA, 02584 Phone: 508-228-0145 Toll-Free: 800-426-8718

Old world elegance, modern amenities meet in Nantucket resort

Old worldly in its charm, architecture and sophisticated service, modern in its amenities and comforts, The Wauwinet has earned its distinction as Nantucket’s only member of Relais & Chateaux, signaling worldwide recognition for its superior service. Perched on the island’s northeast shore, with access to the harbor and the Atlantic, the boutique hotel’s 32 guest rooms and individual cottages are appointed with custom furnishings, some with gas fireplaces, all with spectacular garden or water views. But they also feature those touches that signal attention to detail: fresh wildflowers, hand-stenciled finishes, Pratesi linens. Guests can unwind at the spa, on lawn or deck chairs overlooking the Atlantic, or on private bay and ocean beaches. Dining is spectacular at award-winning Topper’s restaurant.

The Nantucket Hotel & Resort

77 Easton Street Nantucket, MA, 02554 Phone: 508-228-4747 Toll-Free: 866-807-6011

Let our island resort bring some magic into your vacation by the sea

The Nantucket Hotel & Resort is open for the 2020 season! New this summer. Private experiences, private dining, and fun family activities - click here for more info.

Island vacations are more than memorable: They’re magical. Let the Nantucket Hotel + Resort bring a little of that magic to you. Our grand resort, conveniently located in downtown Nantucket, is just a short walk away from spectacular beaches, eclectic shopping and restaurants, and the bustling Harbor. Whether you are seeking luxurious relaxation (in which case, our signature Nantucket Club with massages and complimentary fitness and yoga classes, saunas, and a state-of-the-art gymnasium will suit) or active days (go biking, kayaking, take a harbor cruise or shop downtown boutiques), you will experience it at The Nantucket Hotel . Enjoy our two heated outdoor pools, a hot tub, contemporary New England and international cuisine in our Breeze restaurant, complimentary shuttles to-and-from the ferries and popular beaches, and Concierge Services. Our upscale accommodations include hotel rooms, suites and private cottages for up to 15 people. Don’t miss sunsets at Madaket or the night sky over the ocean at the Loines Observatory.

Edgewater Beach Resort

95 Chase Avenue Dennisport, MA, 02639 Phone: 508-398-6922 Toll-Free: 866-469-8222

Just a step from your own private beach

Set on the shores of Nantucket Sound in Dennisport are more than 400 feet of beautiful private beach and the perfect setting for a mid-Cape escape. Most of the 76 units at this year round resort - including studios and one & two bedroom suites - feature ocean views, a gas fireplace, and all include an efficiency-sized kitchen and wireless internet service. Guests step from their doorstep to the beach, indoor and outdoor pools, a fitness center and a seven-hole putting green. On site in summer are a bevy of great children’s activities with a wide variety of family activities in the surrounding local area. Name you fun – the ocean, the pool, great shopping, interesting museums, go-karts, ice cream, lobster rolls or golf - it’s all here awaiting your arrival.

Brant Point Courtyard

15 Swain Street Nantucket, MA, 02554 Phone: 508-228-0241 Toll-Free: 866-469-8222

Nantucket Island resort with all the amenities

Perfectly positioned between Nantucket town and great beaches and private enough for peace and quiet, Brant Point Courtyard has the feel of a hotel and the comforts of a more relaxed vacation style. Fourteen units, including a one bedroom, a one bedroom cottage and a one bedroom two floor townhome come with every amenity you’ll need. Fully stocked kitchen with dishwasher; living room; 1, 11/2, or 2 baths; bath and bed linens; on site free laundry; gas grills; family areas; and a favorite of island visitors; an outdoor shower. Some units may also have hardwood floors, whirlpool tubs, decks, patios, and fireplaces. Shopping, dining, horseback riding, hiking and sightseeing along historic trails and at historic sites offers our visitors the very best in Nantucket charm and adventure.

Beachside Village

45 Surf Drive Falmouth, MA, 02540 Phone: 508-548-3975 Toll-Free: 866-469-8222

Former seaside mansion now a relaxing resort, a few steps from the beach

Once a cozy seaside mansion for a successful sea captain, the Beachside Village Resort, in the Falmouth Heights area of Cape Cod, beckons those seeking relaxation and fun by the water. The resort is right across the street from a sandy beach, and many of its units feature ocean views (that’s the Vineyard in the distance). There’s a great outdoor heated pool, picnic tables, outdoor grills and a children’s playground. The accommodations have kitchenettes, fireplaces and outdoor seating on decks or patios. From this private resort, you’re about half a mile to a scenic bike trail along the shore and less than a mile from the charming seaside village of Falmouth, with an assortment of restaurants, museums, shops, arts venues and other attractions.

Pleasant Bay Village Resort

1191 Orleans Road Chatham, MA, 02633 Phone: 508-945-6061

This Chatham resort is a relaxing headquarters for all who seek to commune with the sea

Surrounded by water on three sides, the picture-perfect town of Chatham beckons anyone who wants a vacation by the sea. And sitting on six lovely acres in Chatham is Pleasant Bay Village, where guests for years have been relaxing in the pool or their spacious rooms, getting in a game of shuffleboard or just sitting in the magnificent gardens. Water-based pursuits in Chatham include taking a day trip to Martha’s Vineyard or Nantucket, going deep-sea fishing, exploring a lighthouse or taking a water taxi to a secluded beach. And you are only a short drive from the Cape Cod National Seashore and its fabulous beaches. The harbor, ocean and bay views on this part of the Cape are spectacular. And, p.s., so is the seafood!

Ocean Edge Resort & Golf Club

2907 Main Street (Route 6A) Brewster, MA, 02631 Phone: 508-896-9000 Toll-Free: 800-343-6074

Gem of a classic resort right off the glittering waters of Cape Cod Bay

Right off the sparkling waters of Cape Cod Bay, the Ocean Edge Resort & Golf Club has been recognized as a gem by AAA, Conde Nast Traveler readers and Travel + Leisure (who called it one of America’s Most Beautiful Coastal Views). In addition to outstanding service, the spacious resort also offers vacationers mansion rooms and comfortable villas with water views and access to pools, a gorgeous 18-hole golf course, tennis and pickleball courts, a luxury spa, a fitness facility and, of course, a private beach. Dining options include beach snack bars, a pub and an ocean terrace restaurant. And Cape Cod beckons, from biking and hiking trails to whale watches, kayaking, sailing, fishing, shopping and gallery-hopping. (Check the website for updated health and safety rules.)

Western Mass.

Boston

Cape Cod & The Islands

Central Mass.

North of Boston

South of Boston