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The Best Spots to go Glamping in Massachusetts

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Are you looking for a unique way to spend more time outside in Massachusetts without pitching your tent in a crowded campground? Glamping might just be your answer! Glamping provides many of the comforts of home in a beautiful outdoor setting, and let me tell you – Massachusetts boasts some incredibly beautiful outdoor settings!

From the beautiful seashores of Cape Cod to the mountains of the Berkshires, and every place in between, glamping in Massachusetts is a fabulous way to get outside in all four seasons. Ready to explore some fabulous glamping retreats?

How to find Glamping in Massachusetts

We use a number of online resources when looking for a good New England glamping vacation. Here’s an overview of your options.

  • TentrrTentrr is relatively new on the glamping scene, but we are loving the concept. Signature Tentrr sites are ready-to-go glamping tents made of canvas, complete with a bed, woodstove, and toilet. They are very private spots in unique locations. Prices are pretty standard, between $95 and $150 per night. Right now, Tentrr sites in Massachusetts are located almost exclusively in the Berkshires.
  • Glamping Hub – We have found some really awesome Massachusetts glamping opportunities on Glamping Hub, which features yurts, treehouses, cabins, and glamping tents. Glamping sites do tend to be more luxurious and expensive, but the booking process is easy and there are lots of properties to choose from.
  • VRBO – While VRBO doesn’t have an option to let you specifically search for glamping properties in Massachusetts, you can look for cabins and houseboats, and we have found some gems while searching! VRBO stands for Vacation Rental by Owner and is a great spot to look for unique properties.
  • HipcampHipcamp specializes in all types of private campsites, not just glamping. As of right now, most of the Hipcamp properties in Massachusetts are in the Berkshires. Generally speaking, these Hipcamp properties are rustic and affordable.
  • Airbnb – If you navigate to the Airbnb website, you will find a section titled “Unique Stays” under “More Filters”. From there, you can filter your search to include barns, castles, yurts, and campers, among others. Massachusetts glamping sites are limited on Airbnb.

Awesome Glamping in Massachusetts

Ready to get inspired for your next Massachusetts adventure? These unique glamping properties are sure to do the trick!

Glamping Near Boston

Whether you want to escape the crowds of the city or are looking for a little staycation close to home, these cool properties provide some of the best glamping near Boston. We'll cover Cape Cod in the next section.

Glamping on Cape Cod

Cape Cod is just over an hour from Boston, but it might as well be on another planet. If you're looking to escape the city for glamping in Cape Cod, we urge you to check out some of these unique properties.

Glamping in the Berkshires

Glamping has really taken off in the Berkshires, with lots of unique accommodations available for every type of adventurer. The Berkshires are also a fabulous destination for hiking, paddling, and cool museums.

Ready to make your Massachusetts glamping dreams a reality? These awesome and unique properties make it easy! And if you want to read more about some of our favorite glamping in New England, check out these posts:

Feature photo credit: Glamping Hub

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Adirondack chairs and prayer flags. Caption reads: The best glamping in Massachusetts

Our Favorite Resources for Road Trips and Outdoor Adventures

These are the resources we use for planning road trips, saving money while traveling, and shopping for outdoor gear. 

Car Rentals: While we use our own car most often for road trips, we also enjoy flying into major airports and then renting a car for more regional road trips. We use Kayak to compare prices and find deals from dozens of car rental agencies at once. 

Flights: We use Kayak or Skyscanner to search out flight deals. Money-saving tip: If you find yourself using the same airline over and over again (we are huge Southwest fans), consider joining their loyalty program and getting an airline credit card. With our Southwest Rewards Visa, we earn a few free flights each year. 

Hotels: When it comes to lodging, we seek out small boutique hotels or quirky roadside motels. First, we search for hotels on TripAdvisor so we can read reviews from other travelers. Then, we use to make reservations (they have the best prices, plus a flexible cancelation policy).

Camping: Camping is one of our favorite things to do on long road trips. It allows us to explore the outdoors, cook our own food, and save money. We use They Dyrt Pro to find campsites and read reviews before booking on or state park websites. 

Glamping and Vacation Rentals: For weekend getaways and shorter vacations, we love glamping (check out our glamping resource guide). We book glamping properties through Tentrr, Hipcamp, and Airbnb. For cabins and vacation rentals, we like to use VRBO (they have fewer fees and a better cancelation policy than Airbnb).

Guides and Maps: If we are visiting a new region, we usually invest in a Moon Travel Guide for the area. We pass them on to friends and family after our trip.  If we are planning on hiking, we also purchase a Falcon guide in the Best Easy Day Hikes series.

Outdoor Gear: We are REI Co-Op members. It cost us $20 for a lifetime membership, but we get a yearly dividend based on our purchases, plus great deals and coupons throughout the year. REI also has a great return policy.

Check out our complete guide for planning a road trip on a budget

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