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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.
Tentrr – Tentrr 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.
Hipcamp – Hipcamp 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.
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.
Private dock. Cozy fireplace. Queen-size bed. What more could you want from a romantic glamping vacation near Boston? How about a fabulous view, a clawfoot tub, wi-fi, and complimentary use of the property canoe?
This small waterfront cabin is a gem of a spot for outdoor lovers, and a great spot for swimming, sailing, paddling, and hiking. The cabin features a small kitchen area and a queen-size bed. It's suitable for two people and is about an hour from Boston.
Located near the Rhode Island border, this lovely A-frame near Boston is located on a suburban property on an acre of land. The spot is quiet, with an enclosure for dogs, a fire pit and barbecue grill, and lots of outdoor space to relax in.
Access to a charging station and running water is just a short walk away. This tiny cabin is beautifully decorated and perfect for two people to unplug and relax for the weekend. It's also very close to the commuter rail to Boston, making it the perfect Massachusetts glamping retreat!
This incrediblehouseboat rental in Boston Harbor is suitable for six people, and it's both kid and pet-friendly. There is a master bedroom with a queen-size bed, a kids' loft, and a sleeper sofa. Amenities include a full bathroom with a shower, a well-equipped kitchen, and air conditioning.
This luxurious glamping site is just 10 by water taxi from downtown Boston, and we think you'll agree that the views from the deck are inspiring!
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.
This gorgeous Cape Cod glamping siteis a Tentrr Signature site on beautiful Martha's Vineyard. The area is a biking and hiking haven surrounded by conservation land and farms. Convenient to 3 towns via trails, bike paths, and bike-friendly buses. Leave your car on the mainland (if you want) Bring your own bikes or rent them just steps away from the ferry terminal.
This site is nestled in the woods and includes a canvas tent with a queen-size bed, an outdoor kitchen with a fire pit, and access to lots of local trails. This is an affordable way to experience Martha's Vineyard with an outdoor-based glamping vacation!
This is a rustic creek-side barn turned modern retreat in Sandwich, Massachusetts. This cozy cabin includes everything you need for a little suburban getaway, including a full kitchen, two queen-size beds, a bathroom, and a beautiful outdoor space with a firepit.
The town of Sandwich is within walking distance from the cabin, and the rest of Cape Cod is just a short drive away. There is a lovely creek in the back - perfect for relaxing next to with a good book.
Have you ever wanted to sleep in a Lighthouse? Well, now is your chance! Spending the night in the Wings Neck Lighthouse is a once-in-a-lifetime experience. With a 360-degree view of the ocean, updated amenities, and a private beach on 2 acres of land, you'll want to book this one in a hurry.
There is room for eight people, a full kitchen, an indoor and outdoor shower, laundry facilities, and a fieldstone fireplace. Because of its popularity Wings Neck Lighthouse is only available for weekly rentals.
This small studio cottage with a queen-size bed, full bath, and kitchenette is all you need for your Cape Cod vacation. The backyard area features a brick patio/pergola and a grill with an outdoor shower. The cottage is convenient to shops, restaurants, beaches, and boat ramp.
Immediately across the street is a lovely coffee/liquor shop. Public bike paths, golf courses, and tennis courts are all easily accessible.
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.
The Tentrr Hilltop Nook Berkshires Campsite is on a cozy, secluded hilltop with access to 114 acres in Plainfield in the Berkshires. You'll find trout streams, swimming holes, hiking, biking, rafting, and Mass MoCA all within a short drive of the glamping retreat. This is the perfect place to enjoy nature and relax for a few days.
This is a Tentrr Signature site, which includes a 10'x12' safari-style canvas tent on a raised platform with a queen-size bunk bed. You'll also have a 6-ft picnic table, outdoor fire pit, 2 Tentrr Adirondack chairs, and a heating source to keep you warm and toasty at night. If you're camping with a larger party, the site also has a 5-person dome tent that you can easily set up for extra sleeping space.
Come experience this gem of an A-frame located on a 1/2 acre wooded lot, and within walking distance to a peaceful lake. Relax by an outdoor fire at night under the stars (wood supplied) before settling in. The A-Frame sleeps four people comfortably with two queen-size beds. There is also a full bathroom, a kitchenette, and a cozy fireplace.
Sherwood Forest is the ultimate getaway for peace and tranquility. The roads are still dirt, with a country store which will bring you back in time. While it feels like you are miles away from civilization, in reality, you're just a short drive from great Berkshire attractions, including music, theater, and great restaurants.
This secluded treehouse near Great Barrington, Massachusetts is nestled in the woods with beds for four people and two full bathrooms. A modern wood-burning fireplace is the centerpiece of the living room, surrounded by large windows that offer glampers stunning views of the woodlands around the treehouse.
The kitchen includes a fridge, dishwasher, and utensils. Wi-fi is available, and guests will enjoy their own private patio with a barbecue grill. This Massachusetts treehouse is just an eighth of a mile from Otis Ridge Ski area and 20 minutes from Great Barrington.
This fairy tale cottage in the Berkshires features wooden turrets, room for four people, a small kitchenette and a full bathroom. With its queen-size canopy bed in the loft and full-size sofa bed, this is a great glamping retreat for couples or small families with kids.
Large windows offer lovely calming views of the surrounding gardens and woodlands, with plenty of natural light all day long. Amenities include a pellet stove, TV, audio dock, and a full-size ping pong table. Guests looking for a unique and tranquil getaway will surely find it here.
Located on 103 acres of forest in Westhampton, Massachusetts, this cozy camping cabin can accommodate up to four in total in between the double bed and a sofa bed. Guests will have no electricity and no running water, but there is an outhouse just steps away that offers a solar shower and a composting toilet.
A glass-fronted wood-burning stove will keep glampers cozy on colder days. Kitchen amenities include a two-burner propane camping stove that guests can use outside, plus plenty of pots, pans, dishes and eating utensils. Firewood is also provided.
Outside, guests will find themselves in secluded woodlands, with trails leading through the thicket for guests to explore on bike or foot. A screened porch on the side provides a great place to read a book.
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:
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 Booking.com 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 Recreation.gov 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.
Back Road Ramblers shares travel tips, road-trip destinations, and outdoor adventures for the wanderer in everyone. We help people connect with the world and each other by stepping out their front door and embarking on journeys big and small.