Full Guide 2023
Known for being the landing place of the Mayflower and the Pilgrims, Massachusetts is also the home of unspoiled nature, beautiful beaches, and fresh country air that make it an idyllic destination for a weekend getaway from the hustle and bustle of the concrete jungle.
Whether you’re planning to visit to see the colors of the leaves changing in the fall firsthand, or enjoy a refreshing beach retreat, we’ve compiled a list of the best treehouse cabins for every occasion to help you plan your ultimate weekend getaway in Massachusetts.
Look below and book a treehouse cabin for your next getaway today!
We’re starting off our list of the best treehouse cabins in Massachusetts with the alpine Oak Oasis, a beautiful cabin tucked among towering pine and oak trees on the shores of Big Sandy Pond.
Climb down the stairs to the Oak Oasis’s private dock and enjoy a refreshing dip in the calm waters of Big Sandy Pond. If you’re a fishing buff, make sure to bring your rod, the pond is teeming with trout!
The cabin’s living room terrace is the ideal vantage point to enjoy alfresco dining with sweeping views of the pond.
Our next cabin is located near some of Cape Cod Bay’s most beautiful and scenic beaches, Truro Treehouse, on the Cape Cod National Seashore, is a treetop oasis that serves as the perfect home base for a beach retreat.
After stepping through the front door, guests will be greeted by the towering vaulted ceilings and floor-to-ceiling windows of the brightly light living room.
The living room opens to a sprawling outdoor terrace where guests can enjoy panoramic views of the treetops, making it the perfect setting for outdoor meals, or the odd stargazing session.
At Waterfront Oasis, lazy days out on the beach and breathtaking sunsets while dining alfresco out on the terrace are the norm.
Located in the aptly named Pleasant Point, overlooking Blackfish Creek, the Waterfront Oasis boasts its own direct access to the beach, and is located just a short walk from local hiking trails.
Each of the spacious bedrooms boasts a bright summery décor and modern furnishings. In the living room, guests will find a gorgeous brick-set fireplace that’s perfect to warm yourself back up after a day out on the beach.
Another treehouse rental on our list that offers the best of both worlds, the modern Pine Forest Portico is nestled high above the ground among the pine trees.
Guests can make the most of the surrounding scenery by enjoying their meals outside on the outdoor porch.
Take a short scenic walk to find yourself in the breathtaking sandy dunes of Drummer Cove. Lay down your towel, have a swim, and spend the afternoon reading a book and working on your tan.
Don’t judge the Half Moon Treehouse by its rustic log cabin exterior! Once you step through the front door you’ll find a gorgeous, newly renovated space that’s infinitely more private and peaceful, just as luxurious as a swanky Boston hotel.
Don’t let your jaw drop when you walk into the living area. You’ll find an open-concept living room with tall ceilings, and an abundance of oak-trimmed windows overlooking the scenery outside, and a charming stone set fireplace.
To keep you warm at night and create an intimate romantic ambiance, the master bedroom features its very own brick-set fireplace.
Sitting on the frontier where the forest ends and the lake begins, the Lakefront Cabin is an ideal retreat for a family holiday in the tranquility of the Great Barrington wilderness.
Bring your fishing rod, jump on the boat by the private dock and try your hand at some fishing, you may just end up catching dinner! If the fish don’t bite, then jump in and enjoy a refreshing dip.
Each spacious bedroom boasts sweeping views of either the lake or the forest that surrounds the cabin.
Located in the quaint seaside town of Wellfleet, the Oyster House is an intimate, charming retreat near the beaches of Cape Cod Bay.
Head into Wellfleet and enjoy some local culinary specialties that you’ll be craving weeks after you’ve left! Fried clams, fresh lobster, and handpicked scallops, you can’t go wrong with seafood here!
Just like you can’t visit the bay without having some seafood, you have to hit the beaches! Whether it’s a short scenic walk or a full-on day out in the water, it’s bound to be one of the most memorable experiences of your time in Massachusetts.
Located overlooking the waters, on its own private 2-acre peninsula, Mill Pond Treehouse is what many would consider a dream home.
Mill Pond Treehouse offers 3 kayaks and 1 canoe, which guests can make full use of. Spend your days fishing out on the lake, or exploring the area on foot or bicycle.
Inside, you’ll find a charming, intimate space. The first floor where the master bedroom is located overlooks the living area and boasts views of the lake.
Located on 5 secluded acres of beautiful woodlands, within walking distance of some of Cape Cod Bay’s most beautiful beaches, the Seashore Treehouse gives you the best of both worlds.
This pet-friendly treehouse boasts beautiful sweeping views of the forest below that make for the perfect backdrop while dining alfresco out on the terrace.
When you get back from the beach at the end of the day, kick back on the leather couches in the living room and warm yourself back up by the electric fireplace.
Looking for the perfect location for a family holiday in the quaint seaside city of Truro? Then the Corn Hill Treehouse is the ideal choice for your beach retreat.
This pet-friendly cabin is located just a short walk to some of Truro’s finest bayside beaches, and many of its best restaurants.
Each spacious airy bedroom boasts charming hardwood floors and large floor-to-ceiling windows that overlook the trees that surround the cabin.
Located on the peaceful, bucolic Lieutenant Island off the coast of Wellfleet, the Bay Cabin is a secluded beachfront retreat that makes for the perfect location for a relaxing getaway.
This pet-friendly, two-bedroom cabin is just a short walk to the very Instagram-able Meadow Avenue Beach, where you can enjoy a refreshing dip or one of the best sunsets of your life.
Guests can enjoy alfresco dining with views of the ocean in the comfort of the spacious outdoor terrace.
Next up on our list of the best treehouse cabins in Massachusetts is the Loagy Bay Treehouse, a modern cabin with panoramic ocean views, and a great location close to some of Truro’s best beaches.
Engage in some traditional Cape Cod Fun and head down to the beach early and catch some fresh oysters. If you’re not up for catching them yourself, head on down to one of the local restaurants and try some of the delicious local seafood.
Guests can enjoy views of the cerulean waters of Cape Cod Bay from each of the spacious bedrooms.
The Bluff Treehouse puts you as close to the water as you can get without actually getting wet! This pet-friendly cabin in the quaint town of Wellfleet is mere instants away from Mayo and Cape Cod Beaches.
After a day of fun out on the beach, head into town and enjoy a sumptuous meal of local, freshly sourced seafood at any of the local restaurants.
Inside, guests will find a bright, airy space filled with natural light from the numerous windows facing the ocean.
Perched on the dunes so close to the water that you can practically hear the waves breaking, the Pearl Treehouse is a waterfront oasis that makes for the ideal home base for a placid beach holiday.
Push through the front door and be greeted by a large, open-concept living room and kitchen dotted with windows that overlook the ocean.
Sit back in the outdoor sitting area and enjoy the refreshing ocean breeze while you sip on your morning coffee before you head down to the beach.
Located on the northernmost tip of Cape Cod in the town of Provincetown, the charming Cape Cabin is perfect as a home base for a secluded beach retreat that doesn’t break the bank.
Take a short scenic walk to nearby Cape Cod Beaches for a relaxing beach day, or visit the iconic Pilgrim Monument.
When you get back from your day out, relax out on the lush garden with a cold drink in hand.
Looking for a secluded treehouse cabin out in the Massachusetts wilderness? The Becket Treehouse, just off of Springfield, offers you all of the privacy and amenities you’ll need for a memorable weekend retreat.
Just a short walk from the property, guests will find numerous local attractions.
Winding hiking trails that’ll take you all through the Becket woodlands, the gorgeous Iroquis Waterfront, and many others.
The Berkshire Treehouse boasts a peaceful private location while keeping you just a short drive from Great Barrington’s downtown district and all of its entertainment and restaurants.
This pet-friendly cabin is just a short walk away from the scenic Housatonic River Walk, which is renowned for its natural beauty.
Guests can enjoy sweeping views of the forest outside from the comfort of the spacious living room, or while dining alfresco on the outdoor terrace.
We’re rounding up our list of the best treehouse cabins in Massachusetts with the charming Garfield Lodge in the bucolic woodlands of Monterey.
The cabin is nestled on 1.1 acres of woodlands, overlooking the beautiful Lake Garfield. Enjoy a relaxing day out on the lake, fishing for trout, or kayaking around while you work on your tan.
Inside, guests will find a sprawling living room, equipped with a wood-burning fireplace, and large, floor-to-ceiling windows that overlook the lake.
The Cape Cabin is by far the most budget-friendly treehouse cabin on our list, and while it's not teeming with amenities it's very close to all of the attractions in the area.
Some of the treehouse cabins are pet-friendly, so feel free to bring your furry friends along for your weekend getaway.
Yes, the majority of the treehouse cabins on our list feature heating.
Yes. Guests are welcome to use the Wi-Fi to browse the internet or catch up on all of the shows you've been putting off on watching.