Where to Stay

Best Airbnb in Massachusetts: Cheap & Luxury

Discovering the ideal Airbnb in Massachusetts is akin to uncovering a hidden gem amidst a treasure trove of diverse accommodations. 

From the sandy shores of Cape Cod to the bustling streets of Boston and the tranquil retreats of the Berkshires, the state offers an array of enchanting options. 

Whether you seek a luxurious beachfront escape, a historic urban dwelling, or a secluded cabin in nature, Massachusetts delivers. Each Airbnb promises a unique experience, blending comfort, style, and convenience. 

With unparalleled access to iconic landmarks, cultural attractions, and natural wonders, these accommodations serve as gateways to unforgettable adventures in the heart of New England.

Top 10 Best Airbnb in Massachusetts

Exploring Massachusetts through its Airbnb offerings unveils a tapestry of unique experiences across the state.

From coastal retreats to urban havens and serene escapes, here’s a curated selection of the top 10 best Airbnb in Massachusetts:

1. Luxury Waterfront Villa in Cape Cod

waterfront villa in cape cod

This exquisite waterfront villa in Cape Cod epitomizes luxury living. Boasting expansive windows that frame breathtaking views of the ocean, every corner of this villa is designed to evoke a sense of tranquility and relaxation. 

The interior features spacious rooms adorned with elegant furnishings and modern amenities, ensuring a comfortable stay for guests. 

Step outside onto the private beach, where you can soak up the sun, take a refreshing dip in the ocean, or simply unwind with a stroll along the shoreline. With its unparalleled beauty and serenity, this Airbnb is a true gem on the Cape.

2. Historic Brownstone in Boston

Historic Brownstone in Boston

Immerse yourself in the rich history of Boston with a stay in this meticulously restored historic brownstone. 

Located in one of the city’s most vivid neighborhoods, this Airbnb offers easy access to iconic attractions such as Fenway Park, the Freedom Trail, and the bustling streets of Downtown Boston. 

Inside, the brownstone retains its original charm with period details such as ornate moldings, hardwood floors, and antique furnishings. 

Modern conveniences are seamlessly integrated, ensuring a comfortable and convenient stay for guests. 

Step outside and explore the city’s countless cultural offerings, from world-class museums to trendy restaurants and lively nightlife.

3. Secluded Cabin in the Berkshires

Secluded Cabin in the Berkshires

Tucked away amidst the serene beauty of the Berkshires, this secluded cabin offers the ultimate retreat from the hustle and bustle of city life.

Surrounded by towering trees and rolling hills, the cabin provides a peaceful sanctuary for nature lovers and outdoor enthusiasts alike.

Inside, rustic charm meets modern comfort, with cozy furnishings, a wood-burning fireplace, and all the amenities needed for a relaxing stay. 

Step outside onto the expansive deck, where you can breathe in the fresh mountain air, listen to the sounds of nature, and marvel at the starry night sky. 

Whether you spend your days hiking through the forest, exploring nearby quaint towns, or simply unwinding in the tranquility of the cabin, this Airbnb promises an unforgettable escape to the Berkshires.

4. Quaint Cottage on Martha’s Vineyard

Quaint Cottage on Martha's Vineyard

Experience the quintessential charm of Martha’s Vineyard with a stay in this picturesque cottage among the island’s scenic landscapes. 

Located in a tranquil neighborhood just a short distance from the island’s pristine beaches and charming villages, this Airbnb offers the perfect blend of relaxation and adventure. 

The cottage itself exudes cozy coastal vibes, with bright and airy interiors, nautical decor, and a private backyard oasis where you can enjoy al fresco dining or simply lounge in the sunshine. 

Spend your days exploring the island’s sandy shores, visiting historic lighthouses, or indulging in fresh seafood at local eateries. 

With its idyllic setting and laid-back atmosphere, this Airbnb is sure to capture the hearts of island enthusiasts and vacationers alike.

5. Contemporary Loft in Cambridge

Contemporary Loft in Cambridge

Elevate your stay in Massachusetts with a chic urban retreat in this contemporary loft in Cambridge. 

Located just across the river from Boston, this Airbnb offers easy access to the city’s top attractions while providing a stylish and comfortable haven to return to at the end of the day. 

The loft features sleek modern design elements, including high ceilings, exposed brick walls, and floor-to-ceiling windows that flood the space with natural light. 

Relax in the spacious living area, whip up a gourmet meal in the fully equipped kitchen, or unwind on the private balcony with sweeping views of the city skyline. 

With its prime location and sophisticated ambiance, this Airbnb is perfect for travelers looking to experience the best of both worlds: the excitement of the city and the comforts of home.

6. Charming Farmhouse in Western Massachusetts

Charming Farmhouse in Western Massachusetts

Experience the rustic charm of rural Massachusetts with a stay in this charming farmhouse amidst the rolling hills of Western Massachusetts. 

Surrounded by acres of picturesque farmland and lush forests, this Airbnb offers a peaceful retreat where you can reconnect with nature and escape the stresses of everyday life. 

The farmhouse itself exudes cozy country vibes, with a blend of vintage furnishings, modern amenities, and thoughtful touches throughout. 

Spend your days exploring the sprawling grounds, picking fresh produce from the garden, or simply relaxing on the front porch with a good book and a glass of lemonade. 

With its idyllic setting and warm hospitality, this Airbnb invites guests to slow down, unwind, and savor the simple pleasures of country living.

7. Oceanfront Cottage on Nantucket

Oceanfront Cottage on Nantucket

Indulge in the ultimate coastal getaway with a stay in this charming oceanfront cottage on Nantucket Island. 

Located just steps from the sandy shores of one of the island’s most pristine beaches, this Airbnb offers unparalleled access to sun, surf, and seaside adventures. 

The cottage itself exudes classic Cape Cod charm, with a bright and airy interior, coastal-inspired decor, and panoramic views of the Atlantic Ocean from nearly every room. 

Step outside onto the expansive deck, where you can savor morning coffee with a sunrise over the water or toast to another day in paradise as the sun sets on the horizon. 

Whether you spend your days beachcombing, biking along scenic coastal trails, or simply soaking up the sun, this Airbnb promises a quintessential Nantucket experience you’ll never forget.

8. Ski Chalet in the Berkshires

Ski Chalet in the Berkshires

Embrace winter’s embrace with a cozy stay in this charming ski chalet in the heart of the Berkshires. 

With its prime location just minutes from some of the region’s best ski resorts, this Airbnb offers the perfect home base for snow sports enthusiasts and outdoor adventurers alike. 

The chalet itself exudes rustic charm, with exposed wooden beams, a stone fireplace, and cozy furnishings that invite you to curl up with a mug of hot cocoa after a day on the slopes.

Step outside onto the spacious deck, where you can admire sweeping views of snow-capped mountains and towering pines while soaking in the warmth of the outdoor hot tub. 

Whether you’re carving fresh powder on the ski slopes, exploring nearby trails on snowshoes, or simply relaxing in the comfort of the chalet, this Airbnb promises an unforgettable winter getaway in the Berkshires.

9. Eco-Friendly Treehouse in Western Massachusetts

Eco-Friendly Treehouse in Western Massachusetts

Fulfill your childhood dreams of staying in a treehouse with a magical retreat in this eco-friendly Airbnb among the trees of Western Massachusetts

Tucked away in a secluded forest setting, this whimsical treehouse offers a one-of-a-kind lodging experience that combines rustic charm with modern comfort.

The treehouse itself is thoughtfully designed with sustainable materials, reclaimed wood furnishings, and large windows that provide panoramic views of the surrounding canopy. 

Step outside onto the spacious deck, where you can listen to the sounds of the forest, spot wildlife in their natural habitat, and marvel at the star-filled night sky. 

Whether you spend your days hiking through the woods, unwinding in the outdoor hammock, or simply reconnecting with nature, this Airbnb promises a truly unforgettable escape to the treetops.

10. Colonial Home in Salem

Colonial Home in Salem

Immerse yourself in the rich history of Salem with a stay in this beautifully restored colonial home dating back to the 18th century. 

Located in the heart of the city’s historic district, this Airbnb offers easy access to Salem’s top attractions, including the Witch House, the Peabody Essex Museum, and the Salem Maritime National Historic Site. 

The home itself exudes old-world charm, with original architectural details such as wide plank hardwood floors, exposed brick walls, and period furnishings that transport you back in time. 

Modern amenities are seamlessly integrated, ensuring a comfortable and convenient stay for guests. 

Step outside and explore the city’s cobblestone streets, visit local shops and boutiques, or simply soak up the atmosphere of this storied New England town. 

With its prime location and historic charm, this Airbnb offers a truly unique opportunity to experience the magic of Salem.

FAQs

What are some popular features of the best Airbnbs in Massachusetts?

From beachfront views and luxury amenities to historic charm and secluded retreats, top Airbnbs in Massachusetts offer a diverse range of features to suit every traveler’s preferences.

Are there any pet-friendly options among the best Airbnbs in Massachusetts?

Yes, many of the best Airbnbs in Massachusetts welcome furry friends, but it’s always best to check with the host regarding their pet policy before booking.

Are the best Airbnbs in Massachusetts suitable for families?

Absolutely! Many top Airbnbs in Massachusetts cater to families with spacious accommodations, kid-friendly amenities, and convenient locations near family-friendly attractions.

What is the typical price range for the best Airbnbs in Massachusetts?

Prices vary depending on location, size, and amenities, but you can generally find options to fit various budgets, ranging from affordable apartments to luxury beachfront villas.

How far in advance should I book the best Airbnbs in Massachusetts?

It’s recommended to book as early as possible, especially during peak seasons like summer and holidays, to secure your preferred dates and accommodations. 

However, last-minute bookings can sometimes yield great deals, especially during off-peak times.

Photo of author

Christian VanDerslice

Meet your exceptional tour guide at Top Tours of New England, based in Braintree, Massachusetts! A proud Boston College alum with a profound connection to the area, I bring an unparalleled passion for showcasing the beauty and history of New England. Beyond immersive tours, I also serve as your trusted advisor for the finest hotels and restaurants in Boston. From luxurious accommodations to delectable dining experiences, I offer expert recommendations to enhance your stay. Let me ensure your visit to Boston is not just a journey through history but a memorable, culinary adventure as well. LinkedIn

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