Most travelers have likely heard of Boston. From the Boston Tea Party to the Boston cream pie, the city has seen both bitter and sweet days. Now, it’s as vibrant and metropolitan as it is historic.
Boston is a perfect destination for music lovers and art connoisseurs. Boston Symphony Orchestra is one of the most renowned orchestras worldwide. Also, its museums, notably Isabella Stewart Gardner Museum, which witnessed the world’s largest art heist, and Museum of Fine Arts are world-class institutions. In addition, there’s plenty even for those on a shoestring budget. You can enjoy a self-guided tour of Arnold Arboretum of Harvard University or a water shuttle to Encore Boston Harbor for free!
There will always be something to see and do in this city. So, book a comfortable accommodation where you can relax and recharge. Read on for the top Vacasa rentals near Boston, Massachusetts.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 29, 2024.
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1. Olde New House (from USD 95)
This cozy apartment, located on the first floor, is a good option for your next romantic getaway. It includes a well-equipped kitchenette and a clean bathroom with a shower cubicle. There’s also complimentary Wi-Fi, so you can stay connected and plan your itinerary, as there’s plenty to see and do nearby.
You can start with shopping at Bear Skin Neck, which is just a five-minute walk away from the rental. In the evening, plan a romantic stroll on any one of Rockport’s three beaches to catch the sunset, all within a 12-minute walk away.
2. Charming rental with board games (from USD 99)
This bright holiday home sports a cream-pastel color scheme and is spread over two levels. On the ground level is a comfortable open-plan living space, which extends to an immaculate, well-equipped kitchen with a smooth island with seating. After a long day, you can lounge on the comfortable couches with a book or stream something on the wall-mounted smart TV. On the upper level are the bedrooms, each fitted with an air conditioner.
Moreover, the property is in a great location, as Good Harbor Beach and Niles Beach are a short walk, and several restaurants and walking trails are nearby, too.
3. Well-lit home with a large fenced yard (from USD 269)
This lovely rental comprises a charming home and a cozy garage suite. Both spaces get sufficient natural light thanks to numerous glass windows and doors. The full kitchen and dining space is a generously sized area, so everyone can gather to lend a hand to the group’s chef.
For entertainment, the garage suite is ideal. Here, you can enjoy a game of foosball or cards or watch something on the TV. If you’re traveling with kids, you can also mix in some outdoor playtime in the fenced yard or on Tudor Beach, which is a short walk away.
4. Spacious home with a backyard and ocean views (from USD 151)
This dog-friendly home is well-equipped to cater to a large family or group. It’s in a highly desirable neighborhood and affords breathtaking ocean views. The bright, airy sunroom is a great spot to admire the beautiful vistas. Moreover, it even has a dining area, so you can enjoy your meals there while listening to the waves. Your dogs, on the other hand, are sure to love the big backyard! If it gets chilly, you can all cozy up in the living room around the fireplace.
The property provides direct access to the scenic Atlantic Path, so if you love hiking, boot up and set off!
Boston Tour Guide
Naim Benmayor
As a Boston tour guide, I have the added experience of being a world traveler. For many years, I frequently visited Europe, Asia, and Latin America on business. During this time, I also organized tours of the USA, Europe and Asia for my business clients. I now bring this passion, excitement and expertise to the Boston area.By exploring the globe, I was exposed to various cultures, and this uniq... Read more
5. Point Radio Cottage (from USD 249)
This stylish two-story studio sits right on Gloucester Harbor. It’s ideal for a family as it can sleep two adults and two children. The lower level of the house features a cozy living room that leads out onto a deck facing the water. Thanks to French windows and doors, you can enjoy the natural light and ocean breeze indoors as well. The fully equipped kitchen has ample cabinet space. In addition, laundry equipment is available here. So, don’t worry if your little ones are messy eaters.
The property is close to several family-friendly options. If you wish to eat outdoors, restaurants are within 2 miles (3.22 kilometers) from the accommodation. Also, Half Moon Beach is around 0.5 miles (0.80 kilometers) away from here.
6. Chic harbor-facing condo with a balcony (from USD 225)
If you love the water and beach, check out this modern rental. It’s right across the harbor in Marblehead, while Devereux Beach is a short walk away.
Besides the location, the condo itself is tastefully decorated and fully furnished. The living space sports an open-plan design that leads to a sheltered balcony. So, you can prepare your coffee and breakfast in the full kitchen and relish it outdoors while watching the boat sail. Later, you can relax in the bedroom and read your favorite book or explore the Marblehead Historic District.
7. Breezy Marie (from USD 100)
This second-floor rental is thoughtfully equipped to offer guests indoor and outdoor recreation. Inside, relax in the living room and stream a movie on the flat-screen TV or play board games. In the evening, you can fire up the grill for a barbecue on the deck or immerse yourself in a holiday read while lounging on the hammock.
Don’t forget to enjoy your private access to Manomet Beach! In addition, Plimoth Patuxet Museums is around 6.5 miles (10.46 kilometers) away, and Plymouth Rock is around 8.7 miles (14.00 kilometers) away from here.
8. Gorgeous dwelling with views of Cape Cod Bay (from USD 450)
Boasting central air conditioning and a gas fireplace, this two-level holiday home would be a great option in all seasons. The property overlooks Cape Cod Bay, and the best spots to enjoy the view are the deck and the balcony, so don’t forget to catch the sunrise from here. In addition, there’s a full kitchen and laundry facilities for your convenience. There are also two dedicated workspaces, so if you have some work pending, you can finish it comfortably.
Another aspect you’ll appreciate is the location. Colony Beach is 450 feet (137.16 meters) away from here. For dining, shopping, and more sightseeing, visit downtown Plymouth, a short 8-mile (12.87-kilometer) drive away.
9. Great Marsh House (from USD 300)
This dog-friendly home is best suited for a large family or group. Whip up delicious meals in the full kitchen, and the washer and dryer will help you with fresh clothes every day. You’ll also have access to an in-house gym, so don’t worry about gaining holiday calories! Moreover, the large grassy yard will become the favorite play area for your kids and pooch. You can settle down on the deck with a cold beer to keep an eye on them.
If you’re bringing your car here, note that free parking is available here.
10. Starfish Cottage (from USD 64)
This two-level home is perfect for a family of four or dog parents traveling with their furballs. With cushy furnishings and a color scheme dominated by white, the rental exudes bright and cozy vibes. The living room and kitchen have an open layout. The available flat-screen TV allows you to stay entertained even while cooking. The fenced backyard is another lovely hangout spot. Relish a barbecue here while your dogs enjoy an open-air stretch or snooze.
The property places you a short walk away from Old Garden Beach and Rockport Harbor. Also, dining options and other attractions are just 0.5 miles (0.80 kilometers) away.
Boston and its varied arts promise an immersive experience
Boston boasts cultural landmarks, natural spaces, and more. This makes it an attractive holiday destination, whether you’re traveling with friends or family. Having a restful stay will help keep your spirits and energy up for all the sights and activities. So, take your pick from this extensive list of comfortable accommodations and book one of these top Vacasa rentals near Boston, Massachusetts.
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