Holiday houses in Massachusetts Bay

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Top-rated holiday rentals in Massachusetts Bay

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Guest favourite
An updated kitchen features granite countertops, white cabinetry, and stainless steel appliances. A large island with seating for four is complemented by a dining nook with natural light. Potted plants add a touch of greenery, enhancing the inviting kitchen space.
Apartment in Hull
4.92 out of 5 average rating, 104 reviews

Coastal Home Walk to Beach

Come have fun at The Coastal Cottage. This newly updated home is only a minute walk to your private beach and is the main floor of the home. Enter into the comfortable living room, with coastal boho vibes and a large sectional couch. One bedroom has a Queen bed, the other has a full and twin bunk bed and a crib. Enjoy the large kitchen with large dining table, breakfast nook and massive granite island. Enjoy grilling, the outdoor shower, or hang in the courtyard to relax with family and friends.

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, 359 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
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, 64 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
An inviting outdoor seating area features a dark wicker sectional sofa and a round, patterned area rug. Potted plants add a touch of greenery. The entrance is marked by a black door with a window, and a sign indicates the listing number.
Guest suite in Winthrop
4.95 out of 5 average rating, 994 reviews

Cozy studio, near beaches and city skyline views

The Boston Skyline sunsets are beautiful during the summer, just a minute down the street from your Airbnb. This cozy studio, with private entrance, and bathroom includes FREE off-street parking, high-speed internet access, comfy and cozy queen bed with premium linens, nespresso, fridge, with complimentary munchies and NO cleaning fee. Check out the beaches and restaurants. Relax watching your favorite show on the HD smart television or catch up on work with the spacious desk area.

Top Guest favourite
Home in Hull
5 out of 5 average rating, 23 reviews

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 spacious studio apartment features a king-size bed with colorful bedding and wall art. A futon is positioned near a circular coffee table on a patterned rug. Two small windows bring in natural light, while a ceiling fan ensures comfort.
Guest suite in Weymouth
4.81 out of 5 average rating, 296 reviews

Lovely studio on the coast! Beach close by!

Wonderful location located in north Weymouth. Quiet, Spacious studio apartment. Outdoor deck with patio furniture. Plenty of space for 3 guests max. - Walking distance to George lane beach & Wessagusset beach. - Convenience store, Pizza & Sandwich shop on our block. - 2 miles to Hingham shipyard - 5 miles to Nantasket beach - In between several commuter rail stations and across the street from a bus stop. - 4 miles to Quincy center - 30 minute drive to Boston!

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, 135 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
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.
Guesthouse in Cohasset
4.99 out of 5 average rating, 153 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
The historic colonial house is framed by blooming trees, showcasing a classic exterior in dark blue with white accents. A stone walkway leads to the grand entrance, featuring large windows and an inviting front door. The surrounding greenery enhances the home's stately appearance.
Apartment in Salem
4.99 out of 5 average rating, 168 reviews

The Salem House | First floor 2 bedroom apartment

Historic 1850 built colonial house with restored exterior and interior odes to Doric order architecture. Originally built for a leather factory owner named Thomas Looby, The Salem house is now a beautiful opportunity to visit Salem in a distinguished space. Exactly one mile from downtown with off street parking, staying here allows being away from the craziness of the city center while intimately experiencing Salem by staying in a historic colonial home.

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, 40 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
4.97 out of 5 average rating, 37 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.

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.

Popular amenities for Massachusetts Bay holiday rentals