Beach house holiday rentals in Massachusetts

Cape Cod Family & Friend House

Central in "Narrow Land " on Eastham/Wellfleet line minutes from both Cape Cod Bay & Cape Cod National Seashore beaches, hiking trails & Cape Cod National Seashore amenities. Professionally cleaned .This house is perfect for family groups sharing vacation space or a multigenerational family getaway. The neighborhood backs up to the Cape Cod Rail Trail 100 mile marker with easy access on or off the path not entering traffic. Chequessett Neck Golf Club or Truro Highland Links just up the road.

Dream Cape Getaway • HOT TUB • fire pit • AC

*NEW* This prime location huge Harwich colonial is on a quiet cul-de-sac near Pleasant Bay,Chatham, Harwich Port. You're 10 mins to the famous Chatham Lighthouse Beach & iconic Wychmere Beach Club. Walk to Dunkin’, bike to the Cape Cod Rail Trail, or explore Harwich Center and Nickerson State Park. National Seashore beaches and local shops are close by. Enjoy a 5-seat hot tub, fire pit, full kitchen, Smart TV, and big yard with playhouse, swing set, and space to unwind - perfect for families.

Walk To Beach at Historic Luxury Renovation

Dreaming of sun, sand, and seafood this summer? Stay at the 1767 Tuck House, where historic charm meets New England luxury! This is the perfect home for groups/families. Steps to the beach, shops, restaurants and arts. This home offers the privacy of a boutique hotel with all the modern comforts: plush Casper mattresses, AC, 4K TV, laundry, heated floors, quartz counters, new appliances, 3BR, 3 Full Baths, 2 Kitchens, 2 Decks, Private Entries. A true Rockport gem, we promise a special stay.

Walk to beach/Pelham House, dog friendly, sleeps 6

With ample parking, get here and leave your keys! Walk to summer musts within 10 minutes including the BEACH, restaurants, resorts, ice cream, mini golf, coffee and more. Unwind in this open, bright, 2bd(+bonus room), 1bath home. LINENS provided, children/adult books&games, kitchen cooking/grilling needs, beach chairs and wagon. Outside is where the memories are made. Fenced-in, large yard for kids & dog, outdoor shower, dining w/ lights for ambiance, and a comfortable lounge section.

Beach House, Harbor View and Family Friendly.

Our house is a stones throw from the beach. The harbor, Hyannis, downtown, cafes, restaurants, anywhere from 5 star dining to family-friendly dining are all in walking distance. Several family friendly activities are very close. You’ll love our place because of the walk to the family friendly beach, the ambiance, the ocean view and the neighborhood feel. Our place is good for couples, solo adventurers, business travelers, fishermen, families (with kids) and large groups.

Charming Toe-Hold, A Short Walk to Town and Beach

Toe-Hold is a wonderful year-round 1846 home with plenty of rooms, reading nooks and quiet spaces for family and friends of all backgrounds to eat and play together. The gorgeous beaches and picturesque downtown, great restaurants, art galleries and shops for the whole family, are within 10-15 minute walk. Rockport is one of the oldest art colonies in the US, and home to generations of fishermen. Day trips by car or train to Boston and other beautiful historic towns.

Dotey Cottage

Just a short walk to Devereux Beach and centrally located in town, Dotey Cottage is a newly-renovated getaway for those looking to enjoy Marblehead, Salem and Boston's North Shore. You'll have the entire cottage to yourself, so whether you choose to relax in the fenced in backyard, kayak at Riverhead beach, or walk to the movie theater or restaurants close by, you'll have all you need to enjoy your stay!

The Light House - on the water, secluded, kayaks

On the water on private quiet cul de sac with breathtaking views & two decks. Just 3/10 of a mile walk to 2 beaches & Onset village with great restaurants & attractions. Kayak right from our backyard. Kayaks provided! Hot/cold outside shower. Outdoor deck dining. Dishwasher, Washer, dryer, WIFI. Window AC units in all bedrooms. Onset, the gateway to Cape Cod.

Old Town & Walking Distance to Everything

The Juniper Hill House is a newly renovated 1656 home conveniently located in Marblehead’s Historic District. From the house, you'll have the ease of being just a short and beautiful 4-minute walk to the heart of Marblehead’s Old Town, where you can enjoy some of the best harbor views, historic sites, shopping, Marblehead’s grocery store, and restaurants.