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Top 10 Unique Stays & Treehouse Rentals in Massachusetts

Are you craving some serious nature getaway? Then these treehouse rentals in Massachusetts are the perfect places to stay. Located up in the tree and overlooking the sweeping views of nature, these treehouses will let you live your childhood fantasy. 

Most of these treehouse rentals are located in a secluded forest, but they are downright homey. Equipped with cozy bedrooms, toilets, showers, and full kitchens, these properties are the perfect retreat for travelers who wanted to get close to nature without giving up luxuries. From a modern multi-level treehouse in Plymouth to a romantic yurt in the forest of Williamsburg, here are the best treehouse rentals in Massachusetts to get your nature fix up close.

Also be sure to read my guides on Treehouse Rentals in New England, Treehouse Rentals in Pennsylvania, and Treehouse Rentals in New York for more unique stays in the area!

Modern Treehouse in Truro Hills

Location: Truro, Massachusetts

Price: $342 per night

Located in the majestic Truro Hills, this modern treehouse features three bedrooms with queen beds and can sleep up to eight guests, making it the perfect getaway for friends and families. This beautiful treehouse is newly refurbished. Aside from the three bedrooms, this comes with three bathrooms, an outdoor shower, a kitchen, as well as a deck with an outdoor dining set and lounge chairs.

This cozy treehouse rental has new sets of furniture, kitchen supplies, as well as fresh towels and linens. Guests will also have access to a cable TV, Wi-Fi, and other modern amenities. A working kitchen equipped with a stove, refrigerator, dishwasher, and an island is available as well. After a whole day of exploring outdoors, guests can relax at the deck, which overlooks the beautiful views of the Truro Hills and Cape Cod Bay. Aside from the lounge chairs, this multi-level deck is also equipped with a gas grill and an outdoor dining set. Here, you can bond with your families and friends while sharing delicious meals.

Everything in Truro is easily accessible from this property. Famous sites like the Cape Cod National Seashore, Highland Lighthouse, and the Pamet Harbor are nearby. Truro Hills also offers various hiking trails ideal for hikers of all levels. 

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Modern Treehouse Rental in Truro Hills

Exciting Multi-level Luxury Treehouse

Location: Plymouth, Massachusetts

Price: $750 per night

For a peaceful stay in Massachusetts, how about renting this multilevel barn-style treehouse that’s nestled into the woods and overlooks the beautiful Cape Cod Bay? This 6-story timber frame cottage in Plymouth has four bedrooms and can sleep up to eight guests. It has three bathrooms as well, and a well-appointed kitchen where you can prepare delicious meals.

This charming treehouse rental in Massachusetts is located in a 15-acre of isolated forested conservation land. Yet, it is equipped with everything that you need for a relaxing and comfortable stay. It has an outdoor deck that’s shaded by trees and opens to the gorgeous views of Cape Cod Bay. Inside the house, there’s a freestanding fireplace that makes the place feel cozier at night. Right above the kitchen, there’s an ocean-view loft where kids can hang out. The kitchen itself is well-equipped and comes with a coffee maker, refrigerator, oven, blender, and toaster. 

This beautiful house features elegant and modern touches but has a casual outdoorsy feel. The side garden has a walking trail that leads to the old Indian trail. There is also a seven-mile bike path close to the house. Charming Sandwich is only a few miles away, as well as the Glass Museum and Heritage Plantation. 

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Luxury Treehouse Rental

Credit: VRBO

Octagonal Glass Treehouse in Berkshires

Location: Otis, Massachusetts

Price: $350 per night

This octagonal glass treehouse is one of the most popular treehouse rentals in Massachusetts, and it’s easy to see why. Featuring a modern octagon exterior, this unique treehouse looks stunning on the outside as it is on the inside. It can sleep up to four guests, perfect for couples and small families.

Surrounded by glass walls, this chic treehouse enjoys an unobstructed view of the outdoors. It has a spacious deck at the back with a grill as well as outdoor seating. To make your stay even more comfortable and cozier, there’s a modern wood-burning fireplace in the living room. The master bedroom is fitted with a queen bed that can sleep up to two guests. There’s another double bed in the living area for two more guests. From the dining area, you can enjoy unobstructed views of the outdoors, thanks to the floor-to-ceiling glass walls.  Cook delicious meals in the kitchen that comes with a fridge, dishwasher, and complete with cooking utensils.

Set in a private acre of land in Berkshires, this property is only 20 minutes away from the charming town of Great Barrington. Famous sites like the Tanglewood, Jacob’s Pillow, and Edith Wharton’s home are nearby. There are also hiking and skiing areas close to the property.  

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Best Treehouse Rental Massachusetts Airbnb

Credit: Airbnb

Mink Cove Treehouse

Location: Wareham, Massachusetts

Price: $190 per night

This charming treehouse in Wareham looks like it comes straight out of a fairytale book. Built around a red oaks tree some 12 feet above the ground, this cozy house opens to the breathtaking views of Mink Cove. This is an ideal getaway for two and comes with a bedroom fitted with a double bed and a single bed.

Getting to the treehouse will require walking through a suspension bridge that will take you to a partially covered porch, a perfect place to enjoy your cup of coffee in the morning. Snuggle up on the comfy couch in the living space or sit back and relax with a glass of wine on hand. To reach the sleeping area that’s fitted with a double bed, climb through the narrow spiral staircase. This treehouse is equipped with a compostable toilet, a bathroom sink, and an outdoor shower.

There are plenty of fun activities that you can take part in while staying at this treehouse rental. This property is next to a 260-acre conservation land that has miles of walking and hiking trails. Just 10 minutes down the road, you’ll find a public golf course. You can also go kayaking or paddleboarding at the nearby village of Onset.

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Mink Cove Treehouse

Credit: Airbnb

Spacious Lakeside Berkshire Home

Location: Monterey, Massachusetts

Price: $450 per night

This property may not be your usual treehouse, but this lakeside house will make your dream of sleeping in the woods become a reality. Set in a one-acre lot facing Lake Garfield, this one-level modern house features vaulted ceilings throughout. It has two master suites with king-sized beds and two other bedrooms fitted with queen beds. All in all, this spacious home can sleep up to 12 guests. This lakeside house has three spacious common areas giving guests plenty of spaces to chill out. It also has a kitchen with cooking appliances and utensils.

Located in the charming town of Monterey, this property is only a few minutes away from the Tanglewood Music Center and Jacob’s Pillow Dance Center. When you visit in the winter, you can go skiing at the nearby Ski Butternut resort. The Great Barrington is a 15-minute drive from here, where grocery stores, local gift shops, and restaurants can be found.

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Treehouse Cabin Massachusetts

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Waterfront Cottage on Private Lake with Dock

Location: Plymouth, Massachusetts

Price: $220 per night

In Plymouth, you will find this spacious treehouse that’s nestled between Pines and Oak trees. Wrapped with a spacious deck overlooking the gorgeous views of the lake, this house is the perfect place to relax, away from the chaos of your daily life. This fully furnished cottage has two bedrooms and a sleeping loft. It can sleep four to six people and comes with one bathroom. Guests will have access to wireless Internet, a TV, and stereo, The kitchen has cooking facilities, while the basement storage has laundry facilities. 

One of the best things about staying at this treehouse rental is that you will have access to various outdoor activities. Since it’s close to the lake, you can go fishing, sailing, kayaking, or water skiing. There’s also a golf course nearby, as well as a variety of shops and restaurants. You can also visit the nearby historic sites and museums, or swim at the white sand beach a few minutes from here.

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Waterfront Cottage on Private Lake

Credit: VRBO

Romantic Yurt Rental

Location: Williamsburg, Massachusetts

Price: $118 per night

For a more unique way of sleeping among the trees, stay at this romantic yurt in Williamsburg. This yurt has a king-size bed and can sleep two guests, perfect for couples on a romantic getaway. The private bathroom is just a few steps away from the yurt.

Aside from the king-sized bed, the yurt comes with a wood-burning stove and an assortment of furniture. The kitchen is also equipped with an oven, refrigerator, jug, stove, and coffee maker. There’s also a heating system so you will feel comfortable and cozy when staying during winter. Guests can also take advantage of the free parking. 

This cozy yurt has an outdoor deck where guests can have their morning coffee while enjoying the great outdoor views. Set in the middle of a thick forest, you will enjoy a sense of relaxation while staying in this treehouse rental. This is the perfect base for those who visit The Berkshires to take part in various outdoor activities, including skiing.  

Glamping Yurt Massachusetts

Providence Area Treehouse Farm Stay

Location: Rehoboth, Massachusetts

Price: $118 per night

This picturesque one-bedroom treehouse rental in Rehoboth is an ideal getaway for two that feels more remote than its location – just 20 minutes away from downtown Providence, where there are plenty of cultural attractions and great dining destinations. Surrounded by nature, sleep and wake up by the sounds of nature and farm animals when you stay in this cute treehouse.

Take note that this treehouse does not have access to electricity, but there’s a wood stove to keep the space warm during the cooler seasons. Offering a unique opportunity to retreat in the middle of nature, this treehouse is set in a sustainable farm where there are vegetables, livestock, and farm animals. There’s a composting toilet nearby as well as an outdoor shower. A real bathroom is available in the main house.

This treehouse rental in Massachusetts is located in the town of Rehoboth, just 20 min away from Providence, RI. Guests can take part in various outdoor activities like kayaking, which is available in the nearby Warren Reservoir or Palmer River.

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Providence area TreeHouse Farm Stay

Credit: Airbnb

Secluded A-Frame Cabin

Location: Becket, Massachusetts

Price: $316 per night

Located in the beautiful town of Becket, this quaint A-frame cabin is the perfect getaway retreat for families or groups of friends seeking peace and relaxation in the middle of the woods. Equipped with two bedrooms, this wooden cabin can sleep up to six people.

Aside from the two bedrooms, the cabin has a bathroom, dining area, kitchen, and outdoor and indoor living spaces. You will also have your own yard space that’s equipped with a fire pit, dining area, and outdoor furniture. 

If you love nature and adventure, then you’ll love this place even more. It’s close to the Little Robin Lake,  Keystone Arch Bridges Trail,  Tolland State Forest,  Jacob’s Ladder Trail, and other attractions offering various adventurous activities for both adults and kids.

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Secluded A Frame Cabin

Credit: VRBO

Enchanted Tiny Tower at Santarella Gardens

Location: Lee, Massachusetts

Price: $251 per night

If you’re looking to stay in a treehouse that looks like something out of a fairy tale, then check out this quirky conical tower in the Santarella Estate of Lee. Surrounded by beautiful gardens, staying at this property will make your childhood fantasies come to life.

This two-story treehouse rental has an upstairs bedroom with a canopied bed that can sleep up to two guests. It opens to the amazing views of the trees, as well as the surrounding gardens and lily pond.

Aside from the bedroom, this house has a kitchen, TV, indoor fireplace, and a kitchen that has a refrigerator, microwave, and cooking utensils. There’s a sitting room downstairs where you can relax and marvel at the babbling brook and lovely gardens outside. While staying at this property, guests can freely explore the grounds, hike on the trails, and visit the nearby lakes.

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Enchanted Tiny Tower at Santarella Gardens

Credit: Airbnb