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.

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Guest favourite
A welcoming entryway showcases a wooden staircase leading to the upper levels. The space is enhanced by decorative topiary arrangements and features light-colored flooring providing a bright ambiance. Natural light emanates from a nearby doorway, revealing glimpses of the outdoor area.
Home in Stoughton
4.93 out of 5 average rating, 151 reviews

Modern home 22 min Boston, 20 min Gillette Stadium

Experience New England charm in this luxury home, with over 3,500 sq. feet of living space. This home has many unique characteristics that includes a Koi pond, a majestic backyard and an indoor sauna to make your short term or long term stay more comfortable. It's located in a quiet neighborhood that is walking distance to Glen Echo Park, where hiking, and fishing is available. It's 2 min away from shops, major highways, and has a 6-car driveway and abundance on-street parking. Pet friendly!

Guest favourite
A newly remodeled kitchen features modern stainless steel appliances and ample counter space. White cabinetry contrasts with warm wood paneling and flooring. A dining area with a wooden table and chairs is visible, along with soft lighting from pendant fixtures above.
Cabin in Cohasset
4.91 out of 5 average rating, 375 reviews

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.

Guest favourite
The spacious room features a king-sized bed with soft bedding and decorative pillows. Natural wood accents support a pitched ceiling, while a chandelier provides ambient lighting. A cozy gas fireplace and a flat-screen TV are visible. Large windows allow natural light and views of the surroundings.
Farm stay in North Andover
4.95 out of 5 average rating, 297 reviews

Winery Studio w/ Private Hot Tub & Wine Tasting

Private Hot Tub, Vineyard Guesthouse at Winery. This former art studio is a true getaway to relax & feel at peace. Filled with natural light, it sits beside one of our historic 1800s barns on the winery property with vineyard views. Perfect for a romantic retreat or the traveling professional seeking a peaceful home away from home. Located in an affluent neighborhood minutes from shopping & restaurants. Your stay includes a complimentary wine tasting and 10% off all wine bottle purchases

Top guest favourite
A calm waterscape is depicted, with smooth blue water reflecting soft clouds overhead. A distant island is visible on the horizon, surrounded by serene seas. Rugged rocks with lush green grass line the foreground, enhancing the tranquil coastal atmosphere.
Guest suite in Nahant
4.96 out of 5 average rating, 213 reviews

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.

Top guest favourite
A wooden coffee table is centered in a cozy living room featuring two comfortable sofas and a fireplace. Large windows allow natural light to flood in, highlighting various indoor plants and decorative shelves filled with books and personal items.
Home in Cohasset
5.0 out of 5 average rating, 23 reviews

Exquisite Cohasset Waterfront Home

Encompassing over 3,400 square feet of space this beautiful home has pond, ocean, and Boston skyline views. Available for stays of a month or longer, it has everything a family could need including multi-zone air conditioning and heating with Nest thermostats, two fireplaces, and a chef’s kitchen with six-burner stove and griddle. For those looking for added productivity and convenience, this home also offers a fully equipped office so remote workers can get things done with ease.

Top guest favourite
The kitchen features a vibrant blue base cabinet beneath a polished countertop, equipped with modern appliances including a washing machine, stove, and refrigerator. Minimalist decor is present, with utensils displayed above and ample natural light illuminating the space.
Home in Hull
4.97 out of 5 average rating, 38 reviews

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.

Top guest favourite
The image captures a scenic aerial view of Nantasket Beach, showcasing a long sandy shoreline bordered by calm blue waters. The landscape features residential areas, patches of greenery, and distant islands. The expansive sky is bright with clear blue hues, enhancing the coastal atmosphere.
Guest suite in Hull
4.88 out of 5 average rating, 25 reviews

The Number 4 House

Welcome to the Number 4 House located in beautiful Nantasket beach! This family friendly home offers two bedrooms + bonus bunk bed room. Walk to downtown Hull in 3 min, beach in 6 and main strip with bars and restaurants in 15. Get to Boston & Logan airport on fast ferry in 25 min! Perfect entertaining backyard with grill, lounging patio and gas firepit. Sleep comfortably with central AC. Wash, dry & fold laundry services also included upon request . Come stay & play!

Top guest favourite
A serene view of the ocean horizon is captured during twilight, showcasing soft gradients of color from orange to blue in the sky. The coastline is visible with a curve of land meeting the calm waters, surrounded by lush greenery and a few architectural structures.
Flat in Hull
5.0 out of 5 average rating, 79 reviews

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!

Guest favourite
A dining area is complemented by a white table set for four, surrounded by light wooden chairs. A colorful striped rug covers the floor, adding vibrancy to the space. Natural light filters in through the window, illuminating the room with a warm glow.
Flat in Hull
4.96 out of 5 average rating, 54 reviews

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.

Top guest favourite
The exterior of 1749 House is depicted against a clear blue sky. The two-story structure, featuring a shingled facade, stands prominently with multiple windows. A leafless tree and a gravel pathway lead to the home, with a glimpse of the Atlantic visible in the background.
Home in Cohasset
4.98 out of 5 average rating, 43 reviews

1749 House - Ocean Views

Built in 1749, 1749 House is one of Cohasset's 250 oldest homes! This 4 bedroom is equipped with everything you need for vacation. Modern appliances, a large lawn for activities and a million dollar view - all located within walking distance of Cohasset's gorgeous beaches and charming downtown. 1749 House is the perfect place to unwind with the whole crew, watch the sunrise over the Atlantic, and have cocktail hour on the great lawn.

Guest favourite
A cozy living area features a green-tiled fireplace framed by two botanical prints. A wooden bench table with a dark finish is positioned nearby, enhancing the cottage's retro charm. Accent chairs and a patterned rug complete the warm, inviting space.
Home in Hull
4.97 out of 5 average rating, 146 reviews

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.

Top guest favourite
The exterior entrance features light blue door framed by two windows. Adorning the door is a simple wreath. Two blue Adirondack chairs are positioned around a small round table, complemented by potted plants and nautical decor hanging nearby.
Guest suite in Scituate
4.93 out of 5 average rating, 261 reviews

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