
Holiday rentals in Massachusetts Bay
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Top-rated holiday rentals in Massachusetts Bay
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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.

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.

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.

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.

Wavehouse | Oceanfront Getaway on Private Beach
Welcome to Wavehouse, your oceanfront haven. Perched atop the Scituate shoreline with panoramic views of the Atlantic, this beautifully crafted home invites you to unwind, reconnect, and savor the best of New England’s coast. With sun-filled interiors, comfortable gathering spaces, and a wraparound deck that sits just above the crashing surf, Wavehouse is the ideal retreat for families, couples, and groups seeking a memorable seaside escape.

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 1870 Langmaid House Suite
Welcome to the ”1870 Langmaid House”! We welcome you to consider this well-appointed suite within a stunning Victorian on historic Lafayette Street. Our guests love the central location. It's a short (1.2 mile) trip to down town Salem's restaurants and bars, yet far enough away to be quiet and peaceful...the perfect combination. The City of Salem offers a sponsored transport service, "Skipper" for trips inside the city limits for $2.

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.

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
Other great holiday rentals in Massachusetts Bay

Sunset Bay Retreat

Village Colonial with Cohasset Harbor Views

Beautiful Place to Stay In Salem

Luxurious Open-Concept Home with Roof Skyline View

Ipswich Waterfront Getaway

Cohasset Woodland Cabin

1749 House - Ocean Views

Backyard Oasis | Gazebo, Pool table & Fire Table
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





