Holiday rentals in Massachusetts Bay

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Top-rated holiday rentals in Massachusetts Bay

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Guest favourite
The exterior of a newly renovated studio apartment is presented, featuring a charming shingle facade. A dark door with a festive wreath is centered, flanked by two windows. Planters with greenery adorn the windowsills, while a stone pathway leads to the entrance, set against a manicured lawn.
Guest house in Cohasset
4.99 out of 5 average rating, 103 reviews

Sparkling new guesthouse 5 min from downtown

Newly renovated studio apartment over two car garage with separate entrance and parking for up to 2 cars. Bright, quiet, and clean, the space features high ceilings, new carpeting and furniture, new AC/heating unit, king sized Casper mattress, a sizable bathroom with heated floors, large shower with bench, convenient kitchenette with mini fridge, microwave, and coffee maker. Ideal for guests of local weddings, New England tours, family visitors, or just a getaway, this rental is one of a kind!

A modern living area showcases an open layout with a comfortable seating arrangement. Natural light fills the space through large windows. A dining table is set nearby, complemented by stainless steel appliances in the kitchen. Decorative elements enhance the overall design.
Flat in Boston
4.91 out of 5 average rating, 310 reviews

Swanky unit Convenient to Downtown nr Restaurants

My Swanky pad is a modern renovated garden level unit with a great open layout. Is very clean, comfortable, has private entrance, high ceilings, large windows which project great natural light into the space. Consist of: -- Kitchen w. Dining Space (work space) --Stainless steel appliances, full stove, refrigerator & over the range microwave --Keurig Coffee ( Complimentary coffee ), Electric hot water kettle --Large closets --55" Smart Tv in living room --High Speed WIFI --Full Bath with Tub

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
4.92 out of 5 average rating, 361 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
A bright living space is displayed, featuring a brown sofa, a wooden coffee table, and a large area rug. Natural light streams through large windows, illuminating the open layout that includes a kitchenette with stainless steel appliances.
Guest house in Weymouth
4.99 out of 5 average rating, 91 reviews

Cozy Guesthouse Near T-Station - Family Friendly

Welcome to your getaway home! You are sure to enjoy a wonderful experience in this newly renovated Guesthouse Studio, situated in Weymouth Landing. • Just a 5-minute walk to the Commuter Rail station for easy access to Boston and beyond. • Explore local stores, restaurants, and bars, all within walking distance. • Only 10 minutes away from South Shore Hospital. • A short 12-mile drive to Downtown Boston. Perfect for couples, small families, groups, business stays, and long-term rentals.

Top guest favourite
The exterior of a charming barn retreat is displayed, featuring weathered cedar shingles and multiple windows that invite natural light. A gravel path leads to the door, framed by lush greenery, while a small weather vane sits atop the roof, adding a quaint touch.
Barn in Cohasset
4.97 out of 5 average rating, 67 reviews

The Landing at Cohasset Harbor

Welcome to "The Landing," our tranquil barn retreat, nestled in Cohasset Harbor. This space offers the perfect setting to unwind. We have two queen beds, one in a loft and one in the main area, and a full bath with a clawfoot tub and shower. The barn sits behind our main house on the edge of a marsh and a river that leads into the ocean. Enjoy being directly across from Cohasset Harbor and just a 7 minute walk up the street to lovely downtown Cohasset with its shops, restaurants and bars.

Top guest favourite
Home in Hull
5 out of 5 average rating, 24 reviews

Get cozy by the coast! Long term deals!

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.

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
4.97 out of 5 average rating, 35 reviews

Ocean View Cozy Stay

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
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.
Cottage in Hull
4.96 out of 5 average rating, 136 reviews

Retro New England cottage - walk to the beach!

A peaceful beach retreat that's close to all the action, this one-bedroom cottage is the oldest in the neighborhood and is full of retro charm. The house is within walking distance of Nantasket Beach and is set back from the road in a large, quiet yard. Don't worry about beach parking—the driveway is big enough to park two cars. Hull has plenty of restaurants and activities. Grab a post-swim ice cream in the summer and watch the sunset on the secluded patio.

Top guest favourite
Flat in Everett
5 out of 5 average rating, 7 reviews

Sterling 1BR at Everett | Pool & Gym

Enjoy contemporary comfort in this bright and inviting 1BR/1BA apartment in Everett. The home features a modern kitchen with stainless steel appliances, convenient in-unit laundry, and a naturally lit living space designed for relaxation. Make the most of the community’s outdoor courtyard pool, 24/7 fitness center, and cozy lounge areas with fire pits. Located minutes from Encore, Assembly Row, and key highways, it offers easy access to all of Greater Boston.

Guest favourite
The living area features a comfortable brown sofa facing a television mounted on the wall. A coffee table and two small dining tables are arranged on a neutral-toned area rug, providing a welcoming space for relaxation. Natural light enters through the window, enhancing the room's brightness.
Flat in Hull
4.84 out of 5 average rating, 74 reviews

Cozy apartment by the ocean

This cozy apartment by the ocean is a one-bedroom on the second floor with its own entrance and a small private deck. You can enjoy ocean views from the apartment or walk to the beach within 5 minutes. The space comes equipped with everything you need for a short getaway or a longer work from home stay. This apartment is conveniently located in the center of town with easy access to a local supermarket, convenience store, and restaurants by foot or car.

Top guest favourite
Home in Hull
4.9 out of 5 average rating, 30 reviews

Cozy Waterfront Beach House in Nantasket - Hull

Waterfront Bayview Beach House – Cozy with Modern Flair Escape to our charming colonial cottage with stunning bay views, located less than a 5-minute walk from Nantasket Beach (with lifeguards) and just a stone's throw from Dunkin’. A short walk to local favorite bars and restaurants. This cozy retreat offers a perfect blend of comfort and style, with sunny rooms featuring new floors and mid-century style furniture—warm yet chic.

Superhost
The open living area features large windows offering views of the ocean and plenty of natural light. A circular hanging chair adds a unique touch, while a bar area with two stools is located in the space. Light wood flooring complements the modern design.
Home in Hull
4.89 out of 5 average rating, 159 reviews

Oceanfront Mermaid of HULL w/ Deck Hot Tub & View!

Please ask me directly to send you a video of this fabulous space since it is against AirBnB policy to put it here. Welcome to “Mermaid of HULL” So happy to be hosting you, hope you make memories to last your life time. Next to Nantasket Beach Resort, "Mermaid of Hull" has panoramic views of the ocean. Walk beach, most restaurants, live entertainment, or take a 25-35 minute ferry to Boston's Wharfs or Logan Airport.

Popular amenities for Massachusetts Bay holiday rentals