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Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Maple Moon Farm, stay at a historic Maine farm! 1

Come and stay awhile! Unwind and enjoy a relaxing stay in our 1790’s farmhouse with many original features, situated on 120 mostly-wooded acres in southern Maine. Our farm features a commercial maple syrup operation, 200 high bush blueberry plants, a vegetable garden, pumpkin and berry patches, a variety of fruit trees, honeybee hives, miles of old logging roads for walks, skiing/snowshoeing, meandering brook, patio and outdoor fireplace, free-range chickens, and two large rescue farm dogs.

Tranquility, Relaxation, Family, Romance

Bring your family or have a romantic getaway in this beautiful 2 bedroom, 2 private baths located in this quiet country setting. Pet friendly. Big fenced in wooded back yard for your pets to roam. Big back yard deck w/ seating, grill. Minutes away to boat launching area to rent party boats, kayaks, paddle boats, Swimming, winter sports on Milton 3 ponds. Seasonal blueberry, peach, apple picking in town. Park your boat or snowmobile trailors. Skydive New England right in town. Fall leaves.

“Eagle Cabin”

Welcome to Eagle Cabin. 21+ 2 adults only. This is a cozy 1bed/1ba nestled in a quiet country setting in Southern Maine Located near Simply Everything 1/2hr to OOB, 45min to Portland and Cape Elizabeth, 1hr to Fryberg, or Laconia there’s a Great Destination for you in ANY direction Motorcycle friendly, We offer outdoor Relaxation with a smile 😊 you’ll find a Camp fire area, picnic table and BBQ Grill. We hope you’ll enjoy and make wonderful lasting memories for years to come. No pets.

1BR cozy, luxurious getaway @ Krista's Guesthouse

Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

Family Friendly Kennebunk Pond Lakefront Retreat

This family-friendly vacation rental in coastal Maine is perfect for 6 guests. Located on Kennebunk Pond, the 3-bedroom, 2-bath house features a fire pit area and hammock, by the lake. Nothing is more relaxing than listening to loon calls and enjoying stunning sunsets from your private dock. With two paddle boards available, swimming and fishing are a breeze. Explore the charming towns of Kennebunk and Kennebunkport and their lovely beaches. Also, Portland is just 25 miles away!

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting!

Renewed & cozy with spa

Featuring a 6-person hot tub- located in the Sanford Lakes Region, 15 miles from the Wells Beaches, and a short drive from Ogunquit, York, and Kennebunkport. Accessible to many southern Maine attractions- including water parks, golf, go carts, trails, outlet shopping, and theaters. Local restaurants, bars, coffee, ice cream and neighborhood playground are walkable. Check out our guidebook for further recommendations!