5 Trending Rentals in Maine That People Book on Repeat (And We See Why)

Travelers flock to Maine for its rugged coastlines, abundant wilderness, and outdoor adventures. If you’re looking for a top-rated home base for your trip, check out these trending vacation rentals in Maine. All of them are designated “guest favorites” on Airbnb, and they also received ratings of 4.9 or higher. The properties span the gamut from secluded treehouses to beachfront cottages, so there’s something for every type of traveler. 

1. Treehouse in Woodstock

This unique Airbnb, which is built in three hemlock trees and one maple tree, lets you live out your dreams of staying in a treehouse! It was constructed by James "B'fer" Roth, host of The Treehouse Guys on DIY Network TV, as a luxury retreat tucked into the woods. It’s fully insulated, so you can visit throughout the year, and it also comes with a heat pump and AC unit. Other amenities include a cedar hot tub, hammock, well-stocked kitchen, bathroom with plumbing, cozy lofts, windows with panoramic views, and a deck with two trees growing out of it. 

Given the 300-square-foot size, this lodging option is best for smaller groups, who will sleep on beds in the lofts.  It’s located near many attractions such as Sunday River Ski Resort, Mt. Abram, hiking and snowshoeing trails, and downtown Bethel. No wonder it has a 4.98-star rating! 

2. Cliffside Cottage in Machiasport

This oceanside Airbnb is designed to resemble a ship, hence why it’s called “the Prowhouse.” The cottage is in the top 1% of homes on Airbnb, with a 5.0 rating. What makes it so special? For starters, guests love the floor-to-ceiling windows overlooking Howards Cove, the location on top of a 130-foot cliff, and the peaceful forest surroundings. They also appreciate the amenities, which include elevated ocean views, a decor style that mixes mid-century modern and nautical, a library corner, a spacious deck, and more.

This Airbnb has two bedrooms and comfortably sleeps four guests. It’s also surrounded by beaches and woods—which include private hiking trails—so it’s ideal for adventure seekers and nature lovers alike.

3. Converted Barn in Orland

Known as “l'Hermione Cottage,” this Airbnb is situated on 3.5 wooded acres in Orland Village, just minutes away from Bucksport and a short walk from the scenic Orland River. Once an old barn, it sits behind an 18th-century colonial home. It offers modern comforts like a fully equipped kitchen, fast internet, a fireplace, and more.

With space for up to four guests, it’s an ideal base for exploring midcoast Maine. You can easily access Acadia National Park and Belfast, as well as countless trails for cross-country skiing and hiking. It’s also an ideal location for kayaking, sailing, snowshoeing, and exploring everything Maine has to offer. Guests on Airbnb gave this property 4.99 stars.

4. Historic Apartment in Portland

In the mood for a city getaway instead? Consider this historic second-floor apartment in Portland. The 4.94-star Airbnb is mere minutes from top restaurants, shops, and attractions, including the Portland Museum of Art and the State Theater. 

Since the apartment was built in 1835, you’ll find plenty of 19th-century charm inside, including 14-foot ceilings, original hardwood floors, and a unique “his and her” bathroom with a walk-through stone shower. While the apartment doesn’t have a full kitchen, the host put together a kitchenette with the essentials. This Airbnb in Portland, Maine, can sleep three guests.

5. Beachfront Cottage in Machiasport

We bet you’ve never stayed at an Airbnb quite like this one! The main cottage consists of a living room, dining room, kitchen, bathroom, and deck. It’s connected via a boardwalk to a lobster boat that’s been converted into a library and lounge. The property is rounded out with a fisherman’s bunkhouse, featuring bunk beds and a deck. Every building is decorated in the mid-century modern and nautical styles, which fit the waterfront location perfectly.  

This Airbnb's location is spectacular, as it overlooks Long Point Wildlife Refuge and Holmes Bay. It’s also near plenty of hiking trails and Maine attractions. With a 4.98 stars on the booking website, you might have trouble reserving the cottage, but it’s definitely worth a shot!

Feeling inspired? Plan your own trip to Maine with Only In Your State’s AI-powered itinerary planner.