
Holiday rentals in Massachusetts Bay
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Massachusetts Bay
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Sea Forever - Oceanfront Home in Nahant
Experience oceanfront luxury in this stunning 3 bed, 3 bath Nahant home with breathtaking water views on every level. Spanning three beautifully designed floors, this upscale retreat features high-end finishes, open-concept living, and plenty of space to relax. Overlooking the bay and Short Beach, you're just a short stroll from both Short and Long Beach and near top-rated local restaurants, A rare coastal gem offering comfort, elegance, and unbeatable location—your dream seaside escape awaits.

Cohasset Woodland Cabin
Private cabin tucked on a beautiful 10-acre property just 5 minutes from downtown Cohasset. Surrounded by more than 100 additional acres of woods, fields, and walking trails, the cabin offers a rare blend of seclusion and convenience. The property also neighbors Holly Hill Farm, a charming organic farm open to the community. This is a perfect retreat for guests seeking comfort, simplicity, and connection to nature—while still being close to Cohasset’s shops, restaurants, beaches, and harbor.

3BR Immaculate and Sunny Home Near the Beach!
This lovely private, upper duplex is perfect for couples and small families. Great location - 7 houses back from 4-mile long, Nantasket beach; 2 blocks from a quaint shopping area; less than 5 miles to the train or ferry (30-min ferry ride to downtown Boston). Beautifully decorated with nautical decor, a fully equipped kitchen and open living space for gathering together. Beach supplies provided. Absolutely no smoking/animals/drugs/parties. Max: 4 guests. Proudly hosting for over 10 years.

Rock Steady - Panoramic Ocean Front Home
Just north of Boston, our home is a mid century ranch we renovated in 2019. The Airbnb is a spacious ground floor living space surrounded by a private cove that is truly breathtaking. 1000 square feet of sunlit comfort. Enjoy the sound of the waves, stunning sunrises and a landscaped back patio that abuts our cliff. In the summer take advantage of the town beach down the street. During the winter relax in front the fireplace. Top it all off with hi-speed Wi-fi – it's a perfect getaway.

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.

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.

4 bd Ocean View, Dual Deck, Beach Front Retreat
Located in Hull's most desirable neighborhood, our one-of-a-kind home invites you to cherish unparalleled views of the ocean and bay from dual panoramic decks. The open-concept living area encourages you to unwind and relax, while three luxurious king-size beds offer restful nights after a day on the nearby Nantasket Beach, steps from the town’s best restaurants and nightlife. Don't miss your chance to stay at this unforgettable coastal escape!

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.

Backyard Oasis | Gazebo, Pool table & Fire Table
Spacious and family-friendly home near Boston featuring a private backyard oasis with a gazebo, pool table, fire table, and outdoor dining area. Perfect for vacations, graduations, business trips, and family gatherings. Enjoy a fully equipped kitchen, fast Wi-Fi, Smart TVs, comfortable sleeping arrangements for up to 8 guests, and free driveway parking. Relax, unwind, and create lasting memories in a space designed for comfort and connection.

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.
Popular amenities for Massachusetts Bay holiday rentals
Other great holiday rentals in Massachusetts Bay

Oceanfront Scituate House

Exquisite Cohasset Waterfront Home

BOSTONS BEST BED & BEACH2- HULL, MA

Sunset Bay Retreat

Beautiful Place to Stay In Salem

Wavehouse | Oceanfront Getaway on Private Beach

Ipswich Waterfront Getaway

1749 House - Ocean Views
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Atlantic City Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Boston Common
- Boston Seaport
- Revere Beach
- Gillette Stadium
- Brown University
- Boston University
- Mayflower Beach
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- MIT Museum
- Canobie Lake Park
- East Sandwich Beach
- Duxbury Beach
- North Hampton Beach
- Crane Beach
- Boston College
- Northeastern University
- Quincy Market





