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Glamping
17 Best Glamping Spots In Massachusetts, USA - Updated 2025

Known as the Commonwealth of Massachusetts, this northeastern state is commonly known as the place where the Mayflower and the Pilgrims landed. The state is a host to a variety of tourist destinations spread from Boston to Plymouth. If you head to Boston, Freedom Trail will treat you to the historic sites and amazing children's museums that you can explore. Meanwhile, Boston Common is the perfect recreational venue. Martha’s Vineyard in Dukes County offers spectacular views of the Atlantic Ocean, and if you are a food enthusiast, you have to try out the state’s classic cuisines including its Fluffernutters, grilled blueberry muffins, and Boston’s famous baked beans. As for accommodations, there are a number of all-inclusive resorts and hotels in the state. For a more memorable stay, however, read on and discover the best glamping spots in Massachusetts, USA.
Yurts
Top 10 Yurts In Massachusetts, USA

The state of Massachusetts in the USA is the ideal place to reconnect with nature, as there are many hiking and trekking spots. Blessed with lush forests and crystal blue lakes, this gorgeous state is just the place for a tranquil and serene nature getaway. And what better way to truly experience the great outdoors of this majestic state than to stay right in the middle of it? Massachusetts has a variety of accommodations for anyone looking to unplug from their busy lives. Yurts are one of the many options suitable for a rustic and unplugged trip like this. Resembling circular tents, yurts offer the comforts of a modern home along with an opportunity to stay close to nature. To ensure a unique and memorable experience, check out these top yurts in Massachusetts, USA.
Houseboats
12 Best Houseboats For Rent In Massachusetts, USA

In recent years, we've seen a dramatic increase in tourists opting for houseboat stays for their vacations. Massachusetts is one of the best houseboat destinations in the United States. In Massachusetts, delve into rich American history at the Freedom Trail in Boston, savor delectable seafood in Cape Cod, and explore the vibrant arts scene in Northampton – just a few of the diverse and exciting things to do in this captivating state. The more adventurous travelers will enjoy water sports such as canoeing, kayaking, and jet-skiing. You'll love staying on a houseboat if the water entices you. So, read on to find out the best houseboats for rent in Massachusetts, USA.
Lake Cabin Rentals
Top 12 Lake Cabin Rentals In Massachusetts, USA - Updated 2025

As one of the United States' original 13 colonies, Massachusetts possesses a rich history packed with interesting landmarks such as the Freedom Trail in Boston and the site of the Pilgrims' landing in Plymouth. But this state in New England is far more than cities with historical significance. Massachusetts showcases more than 3,000 lakes and ponds for countless recreation opportunities. From Plymouth to The Berkshires, the state boasts plenty of natural beauty and a spectrum of quaint glamping spots. A great way to experience it intimately is to stay in the surroundings. Uncover the best places to commune with nature on the East Coast, and check out this list of the top lake cabin rentals in Massachusetts, USA.
Airbnb Tiny House
12 Best Airbnb Tiny Houses In Massachusetts, USA - Updated 2025

Boston is one of the fascinating cities in the US. However, it is not the only reason Massachusetts is a thriving state and a popular destination among tourists. There are plenty of things to do here, whatever piques your interest. Cape Cod, for example, is an ideal summer destination, with its beautiful beaches and quaint villages. If you are into arts, culture, and history, you might want to visit Salem. Known as the world’s witching capital, it is home to the world-famous Witch House. For the adventurous souls, Six Flags New England is only right around the corner. A week may not be enough to explore the state's most popular attractions. While there are plenty of luxury RV rentals and hotels with spa, check out this list for the best Airbnb tiny houses in Massachusetts, USA.
Vacation Rentals With Private Pool
Top 19 Vacation Rentals With Private Pool In Massachusetts, USA - Updated 2025

Ever heard of Capeside, Massachusetts? If you did, then you must have been a fan or watched Dawson's Creek. Unfortunately, Capeside doesn't exist. But the show does give you an idea of what Massachusetts can offer. Enjoy a romantic walk at Cape Cod's sandy beaches, then enjoy local seafood in the town's beachside restaurants. Unleash your inner Pacey Witter and sail at the Charles River. Or, be like Joey and not only visit but study in Boston, Massachusetts. To truly immerse in the Massachusetts vibe, you must stay for a week at least, whether in luxury cabins or Airbnb tiny houses. For the best accommodation options, continue reading to learn about the top vacation rentals with private pool in Massachusetts, USA.
Ski In Ski Out
Top 6 Ski-In Ski-Out Accommodations In Massachusetts, USA - Updated 2025

It does not feel right not to include Massachusetts as a destination to explore and enjoy when you are thinking of vacationing in the United States. If you are fond of skiing, you will love Massachusetts. The state offers top-notch ski resorts, such as Jiminy Peak Mountain Resort, Nashoba Valley Ski Area, and Butternut Ski Area and Tubing Center. Other than skiing, you can admire a collection of contemporary art, drawings, and musical instruments from around the world at Museum of Fine Arts, Boston. You can also spend some time at New England Aquarium, which features more than 2,000 aquatic animals. For a place to stay in during your trip, read on to know about the top ski-in ski-out accommodations in Massachusetts, USA.
Mansion Rentals
Top 10 Mansion Rentals In Massachusetts, USA

You can plan a vacation that includes a little bit of everything when you visit Massachusetts. Begin with its bustling historic city of Boston. You can walk the Freedom Trail here or pick something out from Quincy Market. If possible, you can even attend a sporting event in the city to get a true feel of its spirit. To spend a few days peacefully by the water, you can head to Cape Cod. You will find charming villages, delicious seafood, picture-perfect beaches and lighthouses here. You can even explore popular destinations such as Martha’s Vineyard and Nantucket. Are you planning a special trip with your loved ones to this beautiful state? Why not stay in deluxe accommodations and make it an unforgettable experience? For options, take a look at this list of the top mansion rentals in Massachusetts, USA.
Airbnbs With Pools
10 Best Airbnbs With Pool In Massachusetts, USA

Home to the famous Harvard University and the country's first subway, Massachusetts features plenty of interesting places for tourists to visit. It also offers a lot of mouthwatering homegrown dishes that will leave visitors wanting more. If you are traveling with your family, visit the Boston Children's Museum, one of the US' oldest museums for kids. In addition, Cape Cod is a famous summer destination that you should not miss, boasting pristine beaches and quaint villages. Signature dishes in the state include clam chowder, Boston cream pie, and lobster rolls. With plenty of things to do and see here, it is important to book accommodations where you can relax and have fun. For options, scroll down to see the best Airbnbs with pool in Massachusetts, USA.
Airstream Rental
3 Best Airstream Rentals In Massachusetts, USA

Massachusetts is one of the smallest states in the USA. Boston, its capital city, is the most populous city in New England. The state is home to many camping grounds and beautiful tourist destinations that attract travelers from all across the globe. The pristine white beaches of Cape Cod, Minute Man National Historical Park, Lexington Battle Green, Museum of Fine Arts, Boston, Isabella Stewart Gardner Museum, and Stellwagen Bank National Marine Sanctuary are some of the noteworthy tourist sites in the area. To explore the true essence of the state, you should glamp out in the wild or go on a road trip. Read on for the best Airstream rentals in Massachusetts, USA, for comfy stays.
Luxury Cabins
10 Best Luxury Cabins In Massachusetts, USA

Massachusetts has something for everyone, from the serene countryside to bustling cities, and woodlands to beaches. As part of the original 13 colonies, this US state is steeped in history. You may want to begin your adventure from the 3-mile (4.8-kilometer) Freedom Trail in Boston, which passes through 16 historical places, including the renowned Faneuil Hall. Afterward, relax on the beaches at Cape Cod or whale-watch at Stellwagen Bank National Marine Sanctuary. If you’re visiting with the kids, check out Boston Children’s Museum. This place also has many high-end cabins if you wish to spend your upcoming vacation in a remote place amid nature. From an enormous rental for 20 to an intimate lakeside accommodation, check out the best luxury cabins in Massachusetts, USA.
Cabins
10 Best Cabin Rentals In Western Massachusetts

Casually referred to as "Western Mass", Western Massachusetts is a beautiful region in the Bay State worth exploring. It is made up of four counties, including Berkshire, Hampden, Franklin, and Hampshire. Besides being the birthplace of renowned authors, including Dr. Seuss and Emily Dickinson, it is known for its exciting attractions waiting for visitors to be enjoyed. In Springfield, you can visit the massive Forest Park, which has a zoo, an amphitheater, and aquatic gardens. History buffs cannot miss a chance to visit Springfield Armory National Historic Site, while adventure-seekers should try whitewater rafting on the Berkshire's Deerfield River. Before getting carried away with all the exciting activities, be sure a comfortable vacation home awaits your arrival. To know more, browse through this list of the best cabin rentals in Western Massachusetts.
Rv Rentals
Top 10 Luxury RV Rentals In Massachusetts, USA - Updated 2025

With scenic Massachusetts Bay, Buzzards Bay, Cape Cod Bay, and Narragansett Bay adorning its eastern stretch, Massachusetts, a well-known US state, lives up to its moniker "Bay State." Gorgeous beaches, unique colonial history, praiseworthy art, serene islands, and iconic landmarks make Massachusetts a vacation hotspot for travelers worldwide. Freedom Trail, Cape Cod beaches, and Plimoth Plantation are some of the prominent attractions in Bay State that every explorer should visit. Meandering through tranquil farmlands and lush green pastures, cruising through rolling mountains, touring through lovely hamlets, and camping in deep forests in Massachusetts can all help enrich your travel experience. Renting an RV in Massachusetts can serve you the best to explore the wilderness, coastal, and urban delights of the state at your pace. Check out the top luxury RV rentals in Massachusetts, the USA.
Pop Up Camper Rentals
Top 10 Pop-Up Camper Rentals In Massachusetts, USA

Massachusetts beckons as a diverse tourist haven, boasting charming coastal towns, historic sites, and serene lakes. To truly embrace its beauty, embark on a road trip with pop-up camper rentals. Traverse picturesque landscapes, from the Berkshires to Cape Cod, discovering hidden gems along the way. Massachusetts boasts a collection of stunning lakes, each offering serene beauty and recreational opportunities for visitors to enjoy. With a pop-up camper, you have the flexibility to explore it all, from the scenic lakeshores to the lively festivals in Massachusetts. Whether you’re planning to go west and explore the state’s mountain region, head to the beaches, or just go wherever the road will take you, we’ve got you covered. Keep reading to discover the top pop-up camper rentals in Massachusetts, USA.
Airbnb
15 Best Airbnb Vacation Rentals In Massachusetts, USA - Updated 2025

Massachusetts is a great place for a fun holiday. This beautiful and culturally diverse state offers a range of activities that everyone and anyone can enjoy. Whether you like to go shopping and venture around town or want to immerse yourself in nature and be one with the trees, Massachusetts has it all. But this exciting destination aside, there's something else to consider when going on holiday. Nothing ruins a good vacation more than a bad accommodation. We know how important it is to have a calming space where you can relax and recharge after a winding day of fun and adventure. That's why we've listed the best places to stay in Massachusetts. This state is riddled with a variety of spaces. From cottages to loft penthouses, you can definitely find your ideal accommodation. Here are the best Airbnbs in Massachusetts, USA.
Pet Friendly Cabins
12 Handpicked Pet-Friendly Cabins In Massachusetts, USA - Updated 2025

Massachusetts offers something for everyone, from music, art, and colonial history to succulent seafood, quaint islands, and pristine beaches. Music lovers can attend world-class classical music concerts, while people who are fond of the sea can indulge in sunbathing on one of the scenic beaches. The state is also known for a string of historic landmarks, as well as Faneuil Hall Marketplace in Boston, which is a hub for the latest fashion. The state boasts varied landscapes, and you will fall in love with the rocky shores, lush green pastures, and majestic mountains. Bring along your furry friend with you on a relaxing vacation. Read about these best pet-friendly cabins in Massachusetts, USA, below.
Airbnb
Top 10 Airbnb Vacation Rentals In Orleans, Massachusetts - Updated 2025

Nesting in Barnstable County, Orleans is a breathtaking little town that is home to enchanting natural wonders. Because of its diverse landscapes that offer lots of outdoor opportunities, it has become a popular getaway destination among tourists who want to unwind and reconnect with nature. If have been wanting to go to the beach and take a dip in the refreshing water while bonding with your loved ones, then a holiday in Orleans is perfect for you. Aside from scenic landscapes, this town is also famous for an array of fine beaches ranging from Nauset Beach and Skaket Beach to Cape Cod National Seashore. Adventure seekers will surely love exploring Cape Cod Rail Trail and marvel at the beauty of nature. For tourists who plan to discover the charm and offerings of Barnstable County, here is a list of the best Airbnb vacation rentals in Orleans, Massachusetts.
Barn For Rent
10 Handpicked Barns For Rent In Massachusetts, USA

Part of the New England region, Massachusetts is often visited by tourists for its picturesque landscapes, which feature both urban and rural scenes. Boston, which is the most popular city in the state, is home to the world-famous baseball stadium, Fenway Park. There, you can also find Freedom Trail, where you can enjoy a peaceful stroll while you admire some historic attractions, such as Park Street Church and Old State House. Those who wish to see some stunning beaches and enjoy delicious seafood dishes can head to Cape Cod. If you are seeking a peaceful holiday experience in Massachusetts, the state also offers plenty of destinations that can give you just that. For your stay, check out the best barns for rent in Massachusetts, USA.

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