TOP 12 Romantic Cabins in Massachusetts To Rent in 2023

Do you want to indulge in a relaxing vacation in one of these incredible romantic cabins in Massachusetts? Have you always dreamed of traveling around and exploring the panoramic landscapes of the state?

If so, then you’re definitely in the right place! Massachusetts is the perfect backdrop for all your romantic dreams, whether you plan a cozy getaway with your beloved one or a more active trip to enjoy everything this state offers.

We’ve compiled a list of the best romantic cabins in MA with the best reviews to make your searches easier and mitigate the risks of choosing some run-of-the-mill lodging. We don’t wanna toot our own horn, but this list has all the chances to steal your heart. So, here we go!

Also, be sure to read my guides on Romantic Cabins in New Hampshire & Romantic Cabins in New York for more epic stays in the area!

Romantic Cabin Rentals Massachusetts Getaways
Top 12 Romantic Cabins in Massachusetts

Private Waterfront Cabin Beach Bungalow

Where: Provincetown, Massachusetts

Price: $406+ per night

Accommodates: 2 guests

It doesn’t get much more romantic than watching sunsets on the Cape, and this private waterfront beach cottage near Provincetown proves it. This well-stocked, cozy bungalow is your own private oasis away from home located directly on the water. Have breakfast on your deck as the sun rises, kayak or paddle board in the calm bay, enjoy long quiet walks on the beach, have a glass of your favorite wine, and watch the sunset over Provincetown. 

Inside, the cabin has one full bath, one bedroom, and a kitchen area. Featuring stylish interior design, it’s a dream for minimalist style lovers. Get inspired and recharge your mind & body!

Romantic Waterfront Cabin Beach Bungalow

Mid-Century Glass Octagon Chalet

Where: Otis, Massachusetts

Price: $374+ per night

Accommodates: 4 guests

The Mid-Century Glass Octagon Chalet is the perfect place for a romantic getaway or even just to escape from the hustle and bustle of city life. This unique shelter sits on 7 acres of forested land, so it’s pretty quiet there, which is perfect for warm nights around the cozy fireplace. Gazing through the floor-to-ceiling windows has never been so fascinating—stunning nature around helps you forget about all your worries. 

Inside, it has a master bedroom with an oh-so-comfy queen bed and access to a private bathroom. Another bathroom is located in the living area, which also has a double bed. The dining area and the kitchen offer impressive views through the same windows (cooking has never been such a pleasant process). The kitchen includes an assortment of pots and pans, a propane stove, a toaster, and all the utensils you may need to prepare a fancy dinner.

Mid-Century Glass Octagon Chalet in Berkshires Cabin Romantic
This is easily one of the coolest romantic getaways!

The Pondhouse Cabin – A Magical Place

Where: Ashfield, Massachusetts

Price: $310+ per night

Accommodates: 5 guests

What about living in a house in highly comfortable conditions but at the same time being surrounded by beautiful mother nature? If you’re into such an experience, this shelter may become your #1. The Pondhouse is indeed a magical place: it looks like it’s made from glass only. Light, spacious, and high-ceilinged, it allows you to gaze at the stars and listen to the sounds of nature while lying in bed. 

There is no electricity inside, meaning you can finally unplug and relax. With an outdoor hot shower, outdoor fire pit, composting toilet, and outdoor sink, the Pondhouse is entirely self-contained. Inside, it can sleep up to five guests: the house has three beds, one bedroom, and one bathroom. Beautiful and cozy, it welcomes you to enjoy your romantic vacation.

The Pondhouse Cabin - A Magical PlaceThe Pondhouse Cabin - A Magical Place

Rustic Log Cabin on the Lake

Where: Douglas, Massachusetts

Price: $270+ per night

Accommodates: 6 guests

First of all, this rustic lakefront cabin offers spectacular views. Secondly, it’s well-equipped with everything needed for a comfy stay. Thirdly, you will thank yourself later for choosing this house as your destination point for a lovely vacation. 

Inside, it has a full bathroom, a private bedroom, a full bed, and sleeping alcoves off the sleeping porch with a queen bed and bunk beds. The kitchen is filled with many of the cooking basics, such as spices, oil, butter, ketchup, bbq sauce, etc., making it easy for you to cool your favorite meals. As for the nearby activities, you can enjoy hiking in the state forest, the beach and picnic area at Wallum Lake, water slides at Whitten Reservoir, and concerts and paddlewheel boat rides at Indian Ranch. Enjoy kayaking, pedal boating, and fishing from the dock, or simply relax on a private porch with a glass of your favorite booze. As you see, this shelter is ideal for both an active vacation and a cozy cuddle-up-to-me stay. Choose the one you prefer and have the time of your life!

Rustic Log Cabin on the Lake

Mid Century Modern Cabin set in the woods

Where: Douglas, Massachusetts

Price: $72+ per night

Accommodates: 2 guests 

When choosing this amazing house, you have most of the lower level to yourself, including a lower living area with a TV, a bath, a shared washer and dryer, and a secondary fridge. Surrounded by nature, this house is nestled a few minutes away from beautiful hiking or cross-country skiing in Great Brooke Farm State Park. If you’re ok with living with the owners upstairs, well, then this shelter is about to satisfy your aesthetic and active sides. 

Mid Century Modern Cabin set in the woods

Windmill Cottage 

Where: Chatham, Massachusetts

Price: $225+ per night

Accommodates: 2 guests

Looking for something truly special? A gem that will make your trip unforgettable? Say no more! Chatham Windmill is going to make your dreams come true. 

First of all, it looks like a mill. Have you ever lived in a mill? Secondly, it’s perfectly equipped with everything needed for a comfy stay. This house has one bedroom with a king-sized bed on the second floor, a small full kitchen and dining area, two sitting/TV areas, and a full bathroom on the first floor. It also features a private patio with a BBQ grill, dining table, and chairs to enjoy the evenings over sweet talks and dry wine. 

Chatham Windmill is nestled near the beach just outside your door. Imagine waking up, making delicious coffee, and enjoying the stunning and peaceful water views from Adirondack chairs. So, are you in?

Windmill Getaway - Romantic Cabins in Massachusetts

Enchanted Tiny Tower nestled in the Berkshires

Where: Lee, Massachusetts

Price: $264+ per night

Accommodates: 2 guests

The next property on the list is as interesting as the previous one. Well, it’s a tower located on the Santarella Estate in the heart of the Berkshires. This two-story unique, tiny home makes you feel like you’re in a fairytale. 

The first floor features three rooms with a kitchenette, sitting area, and dining room looking out on the babbling brook. The bathroom with a walk-in shower is also downstairs. The kitchen is filled with Ninja Foodi, an induction cooktop, and a microwave perfect for a homemade dinner or a snack before going out for a fantastic local farm-to-table meal. When climbing upstairs, you’ll find a bedroom with a canopied queen-sized bed with views out to the pond and forest from large mill windows—a great chance to enjoy stargazing!

Enchanted Tiny Tower nestled in the Berkshires

The Writer’s Retreat Cabin: A Sweetwater Getaway

Where: Orange, Massachusetts

Price: $123+ per night

Accommodates: 2 guests 

The Writer’s Retreat… Any thoughts on why the owners decided to give their property such a name? 

We reckon it’s because this house inspires you to create: its intimate atmosphere with up-cycled maple floors, custom-built furniture, and lighting makes you feel relaxed and in your element. Inside is a master bedroom with a custom-built queen-size bed, a small desk, and a smart TV. The common area is an open living room and kitchen with all the needed appliances (dishes, cups, pots and pans, and utensils are provided as well as staple items like salt, pepper, sugar, oil, coffee, etc.). The bathroom has a walk-in shower and all the conveniences of home.

Forgot to mention that the Writer’s Retreat is located on the shore of Tully Pond. It’s a natural pond with crystal-clean water. Yet if you want to swim, we recommend you go to the nearby Tully Lake.

The Writer's Retreat Cabin- A Sweetwater Getaway

The Photographer’s Hut: A Sweetwater Stay

Where: Orange, Massachusetts

Price: $67+ per night

Accommodates: 4 guests 

Let’s play this game once again. What’re your thoughts on the name “The Photographer’s Hut”? 

We’re almost sure it’s all because of its splendid views of Tully Mountain. Just look at the pictures: a well-decorated home with two porches, space for four guests, Tully Pond with clean water nearby… A dream! Inside, the property has the master bedroom with a custom-built queen-size bed and cable TV, an open living room with a custom daybed, an armchair, a large open window looking onto Tully Pond, and a kitchen area with modern appliances. The bathroom has a walk-in shower and a Godzilla shower curtain. Overall, this hut has all the necessities for your comfy and unforgettable stay. Now, the main question: Will you snap it? 

The Photographer's Hut- A Sweetwater Stay

Charming & Romantic Lake Cabin

Where: Wrentham, Massachusetts

Price: $325+ per night

Accommodates: 6 guests

Charming, romantic, and incredibly cozy, this lake cottage is gonna steal your heart. It can sleep up to six people and is an excellent option for coupled-up friends of a big family. Your nearest and dearest will be on could nine. 

So, the house has all the amenities, including laundry, full kitchen, bath, nice yard, large outdoor deck, parking, gas grill on the back deck, open floor plan with one downstairs bedroom with a clean comfy queen bed, one loft bedroom with queen size bed with comfortable pillow top mattress and one master bedroom with a comfy queen-sized four-poster bed with skylight. Quite a lot, right? 

Now about the location: 35 min from Boston, 10 min from Gillette Stadium, 30 min from Providence, 2 miles from Wrentham Premium Outlets, 45 min to Cape Cod, within striking distance of fall foliage of stunning New England, 5 min walk to downtown quaint Wrentham Village with a bunch of cafes, shops, and parks. Hurry up—this option gets booked up really quickly, and now you see why. 

Charming & Romantic Lake Cabin MA

East Otis Reservoir Cabin with Porch

Where: Otis, Massachusetts

Price: $170+ per night

Accommodates: 4 guests 

This charming house is set in the woods of East Otis and has everything you might need for a relaxing and comfy stay. With two bedrooms and one full bathroom, it can sleep up to four guests, which is ideal for a couple, coupled-up friends, or a small family. 

The cozy inside will make you feel at home right away. The house is outfitted with a sectional couch, a stone-encased fireplace, a smart TV, a well-equipped kitchen, and lots of space for an afternoon siesta. The enclosed front porch has puzzles, board games, and cards galore—an ideal option for evening entertainment. With lots of stunning hiking trails to explore and the Otis Reservoir Lake beach only five minutes away,  this charming cabin ensures you will not get bored during your stay.

East Otis Reservoir Cabin with Porch

Scandanavian Wigwam with Sauna and Forest Baths

Where: Southbridge, Massachusetts

Price: $94+ per night

Accommodates: 4 guests

Hmm… is it paradise? Scandanavian Wigwam with sauna and forest baths is nothing less than a dream come true! This peculiar retreat boasts a Danish Morso wood stove, private forest baths (WOW!), a fire pit, a Finnish sauna, huge windows overlooking a wildlife trail, and Peepers Owls and Coyote song. Inside, it has one bedroom with a huge bed, a bathroom, and cozy Scandanavian decor. From laying in bed for the whole weekend to chilling in the waters, anything you do in this photo zone will make you feel satisfied and happy.

Scandanavian Wigwam with Sauna and Forest Baths

Leave a Comment

Your email address will not be published. Required fields are marked *