As local travel experts, we know what travelers are looking for when it comes to finding the perfect accommodations for their next trip. To compile our lists, we scour the internet to find properties with excellent ratings and reviews, desirable amenities, nearby attractions, and that something special that makes a destination worthy of traveling for.

Life is too short just to spend the weekends at home. If you want fun and excitement in your life or a place to relax, you just have to chase it down. That does require a lot of planning and we understand that, so we took on the hard work for you. We created a list of getaways in Maine for the whole year. You can pick one for each month and get away from it all. So now that the hard work is out of the way the next thing to do is fill your year with fun and pack your bags. Let’s go on some incredible adventures this year!

1. January: The Black Bear Lodge - Caribou

Caribou, ME 04736, USA
Michelle Gamage/ Vrbo
The Black Bear Lodge is located in the town with the most snowfall in all of the state. Up north, the landscape is completely covered with a blanket of snow and this little cabin is the perfect place to go and enjoy it. The Black Bear Lodge can sleep up to 11 people and is the perfect jumping-off point for some epic northern Maine snowmobiling. If you are not into sleds then bunker down and watch the snowfall in this cozy winter retreat. To book your stay at one of the best vacation rentals in Maine, head to The Black Bear Lodge Vrbo page

2. February: A Restored Caboose - Sugarloaf

Sugarloaf Mountain, Carrabassett Valley, ME 04947, USA
Johanna/ Airbnb
We love unique stays and we think you’ll love this one too. Located right near Sugarloaf, this restored caboose is the perfect place for a mountain getaway. With proximity to the ski resort, you can take full advantage of the slopes. Surrounded by trees, you will have a private place to enjoy this antique and restored relic of the past. Make sure to visit the restored caboose Airbnb page to book your stay.

Take a look at this drone video of Sugarloaf Mountain by @skijay1997 and then book your stay at the Restored Caboose:

3. March: Colby’s Cabin - Weld

Weld, ME 04285, USA
Aranka/ Airbnb
One thing you may have noticed in Maine is our rich history and the effort that goes into preserving it. Little places in the woods have been enjoyed by hunters, campers, and vacationers alike and are cherished pieces of property. Colby's Cabin is the perfect place for a wooded retreat while staying in a place that holds significant value to the owner. Not only has it been restored and enjoyed for years, but a night stay also goes to a great cause. The owner is a mother caring for her precious child with Down syndrome and a night stay helps her get the care he needs. She named Colby’s Cabin after him and it just feels good knowing that your money is going to something well spent, and you get a sweet spot to enjoy the Maine, woods as a bonus. Make sure you visit the Colby's Cabin Airbnb page to book your stay.

4. April: Lobster Boat and Cabin - Machiasport

Machiasport, ME, USA
Richard Rose/ Vrbo
You don’t have to be a lonely fisherman to enjoy staying the night on a lobster boat. This cabin and lobster boat property rental will have you enjoying the beautiful scenery of the mighty Atlantic Ocean in this little private bay. You won’t even need sea legs to enjoy this stay because all of it is positioned on land. This is truly a unique way to experience Maine culture and do something a little bit different for the weekend. This Lobster boat rental is really a one-of-a-kind opportunity you will not want to miss this year, so head on over to the Lobster Boat Lounge Vrbo page and book your night stay.

Take a look at this drone video of Machiasport by @deviproductions4450 then book your stay at the Lobster Boat and Cabin:

5. May: Bucksport/Fort Knox KOA Treehouse - Orland

Courtesy of Sarah Dodge
Bucksport/Fort Knox KOA may not be one of those "get away from it all" kinds of places, but once you see this luxurious treehouse you won’t care. Sitting in the middle of this campground you will have your own private driveway leading to the back of the treehouse and will be treated like royalty in the trees. The owners of this campground have been awarded multiple awards for hospitality and for good reason; they are some of the nicest people you will ever meet. If you want to use this campground as a jump point to Acadia, Fort Knox, or other interesting attractions on Route 1 you can, but you might want to just relax in the treehouse for the weekend. Make sure to visit the Bucksport/ Fort Knox KOA web page to book a trip to the treehouse.

6. June: Medawisla Lodge & Cabin - Greenville

AMC Medawisla Lodge & Cabins, 15 Moosehead Lake Rd, Greenville, ME 04441, USA
Management/ Tripadvisor
Time for some stargazing. This section of Maine has some of the best dark skies in the state and if you don’t want to spend the whole night traveling home you can stay in this lodge to make the most of the dark skies. With plenty of hiking and wilderness all around this truly is a place to get away from it all. Make sure to check out the Medawisla Lodge & Cabin website for more information.

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7. July: Nature Lovers Paradise Island - West Gardiner

Deborah Dolan/ Vrbo
Get away from it all on your very own private island. This 0.25-acre island on Lake Cobossee has a cozy cabin and beautiful views. Nothing is quite like sitting along the shore of a lake with no one else around. This peaceful getaway takes you back to a simpler time and the focus is on the scenery and relaxation. Head to the private island's Vrbo page is where you will want to go and book a chill weekend on the lake.

8. August: Breeze Treehouse - Appleton

Appleton, ME 04862, USA
Peter/ Airbnb
Head off to the secluded and quiet town of Appleton, Maine, for a romantic weekend getaway. This treehouse in the woods sits on a big plot of land away from everything else. The remote location makes this treehouse a sweet place for a quiet retreat. The treehouse itself is cozy and impressive in design and decor. Clever use of space brings to mind a well-built tiny house -- but three stories up in the trees! This one-of-a-kind treehouse is a perfect place to get away from it all, so make sure to visit the Breeze Airbnb page to book your stay.

9. September: Log Cabin on the North Shore of Beautiful Rangeley Lake - Rangeley

Rangeley, ME, USA
Vrbo
Stay in a luxurious waterfront log cabin sitting just 75 feet from the shoreline of Rangeley Lake. This beautiful spot is the ideal place to wake up to the call of the loons, sip coffee on the water, and start the day in this small secluded town. You can take to the woods, explore downtown, or spend some time kayaking on the lake. Whatever way you want to enjoy this getaway is up to you, but you will be sure to fall in love with this rental. To book your stay head over to the Log Cabin on the North Shore of Beautiful Rangeley Lake Vrbo page. This is one of the best vacation rentals in Maine.

Take a look at this drone video of Rangeley Lake by @Mooselook, then book your stay at the log cabin:

10. October: The Riverview Resort - Bethel

River View Resort, 357 Mayville Rd, Bethel, ME 04217, USA
Hotels.com
When it comes to the fall, there are few places as magical as Bethel. This mountain town lights up with color everywhere in the autumn and is well worth the visit. You are sure to love it so much that you will want to spend the rest of the weekend driving around and hiking. The Riverview Resort offers excellent views of the foliage and is a great hub for all your fall adventures. Make sure to visit The Riverview Resort website to book your night stay. This is one of the best vacation destinations in Maine.

11. November: Log Cabin - Jackman

Jackman, ME 04945, USA
Nicole Thompson/ Vrbo
Jackman is the perfect place to go when you want to spend a weekend at a camp. Many Maine residents have flocked to this tiny town in the middle of nowhere to get away from the busy sections of our state. This log cabin is rustic and cozy but has been fully upgraded to make the most of the four seasons. So spending some time at camp shouldn't be an issue when it's cold, because this beautiful property will keep you warm. Access to the river and the remote location allows for a quiet place to relax. Make sure to visit this log cabin’s Vrbo page to book your night stay.

12. December: Picturesque Maine Cabin with Lake Access on a 33-Acre Tree Farm - Fairfield

Fairfield, Maine, USA
Vrbo
The Christmas season is all around us in December and what better time to spend the night on a 33-acre tree farm? This Northern Maine farm property is absolutely gorgeous with a coat of snow over it and you can walk among the fresh smell of pine needles. This cozy 1,600-square-foot cabin with a hot tub and a fire pit is a great place to get away for the holidays and spend it surrounded by nature. Book your stay by visiting the Picturesque Maine Cabin Vrbo page.

These getaways in Maine will keep you busy throughout the year. So make sure you book your year and enjoy these amazing locations all around our beautiful state. The question is, which of these best vacation rentals in Maine will you book first?

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More to Explore

Getaways In Maine

Melissa M. | January 18, 2024

What are some of the best day trip destinations in Maine?

Day trip destinations are abundant around Maine, so it’s quite hard to choose the best. I love Maine and the beauty found throughout the state, and what better way to explore than by taking a short trip? Here are some of the best day trips in Maine:

  • Visit The Camden Snow Bowl in Camden, ME where you can go skiing, snowboarding, snow tubing, and take a ride down the toboggan shoot in winter.
  •  Head to the Northern Solstice Alpaca Farm in Unity where you can take a tour and interact with the adorable alpacas. You can even go for an alpaca walk!
  • Visit The Rachel Carson Wildlife Refuge in Wells for some hiking and fresh air. This is a wonderful place to visit in the fall when the foliage is at its peak.

Here are more day trip destinations in Maine.

What are the best hotels to stay in Maine?

Whether you want to stay at a vacation rental or a hotel, there are options here! Check out some of the best hotels and resorts in Maine:

  • Whitehall in Camden
  • The Water Street Inn in Kittery
  • The Claremont Hotel in Southwest Harbor
  • The Lodge at Moosehead Lake in Greenville
  • The Cliff House Maine in Cape Neddick.

Check out more of the best hotels and resorts in Maine.

 

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