Holiday rentals in Massachusetts Bay

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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 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, 374 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.

Top guest favourite
A private deck features comfortable green seating and a glass table, surrounded by colorful potted flowers. Ocean views extend beyond the railing, with trees visible in the background, creating a peaceful outdoor space for relaxation.
Flat in Nahant
4.95 out of 5 average rating, 169 reviews

Ocean view studio with hot tub & access to Boston

All the amenities needed in a clean, spacious and modern apartment tucked away in a peaceful coastal town close to Boston. Studio with stunning ocean views, large private deck, hot tub, separate entrance, fast internet, granite kitchen, comfy couches, Breville Barista, bbq, and Sealy queen bed. Space is private with quiet residents in adjoining units. Off street parking. 2 sets of stairs to private entry, shared entrance by request. Use of hot tub at no additional cost. Short walk to beaches.

Guest favourite
A serene beach scene features a long stretch of wet sand reflecting the clear blue sky. People can be seen walking along the shoreline, while gentle waves lap at the beach. The distant shoreline is visible with a few structures lining the coast.
Home in Hull
4.89 out of 5 average rating, 107 reviews

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.

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 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, 36 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.

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, 53 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 living area features a light-colored sofa and matching armchairs, arranged around a central coffee table. A stylish rug anchors the space. Natural light is filtered through two windows, and decorative starfish are mounted on the wall, adding a coastal touch.
Guest house in Cohasset
4.99 out of 5 average rating, 167 reviews

Lovely 1 Bedroom Guest House. Downtown Cohasset

Lovely guest house. Newly renovated, nicely furnished & clean. Spacious living room/dining room with fully equipped kitchen. Large 1 bedroom & 2 full baths. Convenient location--walk to downtown, harbor, restaurants, churches and the Common. Train to Boston"s South Station 5 min away. Cohasset is the quintessential New England seaside village located on the South Shore of Massachusetts between Boston and Cape Cod. Host lives next door on property.

Top guest favourite
A serene coastal view showcases gentle waves lapping against a sandy beach, with distant silhouettes of the town under a softly colored sky at dusk. A winding road runs parallel to the shore, lined with parked cars, enhancing the tranquil atmosphere.
Home in Hull
4.98 out of 5 average rating, 61 reviews

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!

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, 145 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, 260 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.

Top guest favourite
A wooden tree trunk displays a multicolored sign with the text 'Deep Tangled Wildwood' and the number '317.' Above the sign, a white marker indicates a private property with a subtle emphasis on seclusion.
Cabin in Scituate
4.98 out of 5 average rating, 104 reviews

Deep Tangled Wildwood Cottage

This property sits on three green acres with a pond in the historic, mid 1700's settlement of Old Oaken Bucket Road and is part of a family compound. Within ten minutes of Scituate Harbor, beaches and quaint New England shops and restaurants . The GREENBUSH train station into BOSTON is just 3 blocks away. So to South Station in Boston, 55 minutes by train

Popular amenities for Massachusetts Bay holiday rentals