Vacation rentals in Massachusetts Bay

The Day-Burrill-Wadsworth-La Voix House

The Day-Burrill-Wadsworth-La Voix House is located in Winthrop, MA in the North Shore of Boston. Super close to Logan Airport for your traveling needs. A Level 2 EV Charger is available! This renovated 3 Bedroom penthouse apartment features a private roof deck, off-street parking, sunroom, and free in-unit laundry! A safe, spacious, and serene space. A historic building, it was one of the first handful of homes in Winthrop... built in 1860 (but since converted to two apartments and renovated).

Lionsgate at Cohasset

Lionsgate is the perfect retreat to refresh the soul. Newly remodeled fully stocked kitchen with comfortable amenities provide a home away from feel. Enjoy a roaring fire in a rustic cabin during the winter or the coolness of a mini split in the summer. Cohasset, jewel of the South Shore is a quintessential New England seaside village located half way between Boston and Cape Cod. The ocean offers abundant recreation opportunities as well as plentiful parks for hiking and biking. A must visit.

Marblehead Tiny House

This new 360 square foot tiny house sleeps four comfortably. A mile from old town, down town, and just steps from Salem Harbor for breathtaking sunsets. The house is located in private, wooded back yard of our home. Kitchen is outfitted with small refrigerator, instant pot, air fryer, hot plate with pots and pans, microwave oven, blender, toaster, coffee maker, and electric tea kettle, as well as glasses, plates, flatware, etc for eating in. Kitchen table and chairs comfortably seats four.

Quaint 3 bedroom home in Cohasset Village

You will love staying in this quintessential coastal town. Newly updated village colonial in walking distance to town restaurants, the common and harbor. This is a quaint single family home offers full kitchen, brand new bathroom, primary bedroom with a queen bed, makeup area and a small walk in closet The 2nd bedroom also has a queen bed and the third bedroom has a twin bed. There is a large living room, dining, front porch, and a very large deck/backyard and a great neighborhood.

Seadrift Inn - 2 bedroom 2nd floor apt by the sea!

We are at Salem Willows - family-friendly activities, the ferry, trolley, train, downtown, and nightlife are all close by. Seadrift is perfect for couples traveling together as it has two bedrooms, both with King beds, a large living room, and bathroom. You have a private entrance and it is located on the second floor. You can walk to four beaches within minutes, one is right outside your door. Salem has many historic landmarks and wonderful restaurants very close by. Come visit!!

Boutique Beach Stay | Hull Coastal Escape

The Hideaway is a private, family-owned beach bungalow in Hull, MA, between Nantasket and Gunrock beaches. Ideal for solo retreats, couples, small families, remote workers, commuters or best-friend adventures. The Hideaway experience is a unique blend of natural beauty, creative spirit and relaxation. Enjoy nearby beaches, paddle boarding, trails, fresh seafood, and local gems. Convenient access to ferries and trains makes commuting and city adventures just beyond nature simple.

Cozy Coastal Apt w/ Ocean View Patio & Fireplace

Escape to the charming and historic town of Hull! This ocean-facing studio is the epitome of relaxation: a plush king bed, private patio, fireplace, huge TV, and a spacious bath. Enjoy complete privacy and convenience featuring free parking, walking distance to Nantasket Beach, local restaurants, and shops within a short drive (or ferry!) to Boston. Don't miss your chance to soak up the gorgeous weather in one of the most unique and picturesque properties on the MA coast!

Ocean View Cozy Stay 3

Welcome to our cozy 2-bedroom apartment 2 minutes walk to the beach , downstairs you'll find a bakery , liquor store ,bar ,and restaurant. the morning air carries the smell of fresh bread .bakery own's dog Charlie may greet you ,wagging his tail when you walk down stair A large back deck offers peaceful bay views and sunset glow .and from any room ,you can enjoy ocean views, sunrises .well, come relax with a glass of wine -wherever you sit, the view are beautiful.

The Solar Powered Dogtown Cabin at Applecart Farm

Beautiful hand built very private cabin with master bedroom and large loft located deep in the woods of Cape Ann. Walking distance to down town Rockport and waterfront. Friendly miniature horses just 200 feet away that children love to visit. Applecart Farm is happy to have guests of diverse backgrounds and interests. Pets are allowed only with advanced request to ensure safety of guest and residents pets. NEM 1450 plug for EV charging.

Walk to Nantasket Beach-Retro Cottage with Parking

Walk just 10 minutes to Nantasket Beach from this charming coastal cottage tucked into a large private yard. Enjoy the perfect mix of beach-town charm and modern comfort, with driveway parking and a peaceful outdoor space to unwind after a day by the ocean. Enjoy all Hull has to offer, from fresh seafood to nature reserves and paddleboarding. Convenient ferry access makes a day trip to Boston a breeze.

Private Scituate Getaway - walk to harbor

Delightful studio apartment with private entrance off historic First Parish Road. Located a mile from Scituate Harbor, beaches, restaurants, golf course, movie theater, shops, and Greenbush train into Boston. Space includes comfortable queen-sized bed, full bathroom, sofa, cable TV and wifi. Additional amenities include ceiling fan, air-conditioning, mini-fridge, Keurig, and microwave.

Oceanfront Penthouse · Kings Beach · Breathtaking

The Loft Wake up to the ocean. This top-floor penthouse sits directly on Kings Beach with unobstructed water views. Cathedral ceilings, skylights, hardwood floors, a quartzite kitchen, and a jetted spa tub make this one of the North Shore’s most distinctive stays. Your own private deck. 28 minutes to Boston by commuter rail — the world is at your door, but you won’t want to leave.