Holiday rentals with a fire pit in Westport Island

Stunning Ski Chalet | Hot Tub, Firepits, BackupGen

Aspen Noir Estate - Ski, Snowboard, Backup Gen! Discover our award-winning 2024 custom-built estate—a serene 15-acre mountain oasis! Enjoy a gourmet kitchen, open-concept living, and a game room with a 77” screen plus 5 SMART 4K TVs. Unwind on spacious porches with a spa hot tub or gather by the fire pit for s’mores, stargazing, ICE Fish, Snow Mobile, and unforgettable moments. Where luxury meets tranquility, this retreat is your perfect escape. Book now to create memories that last a lifetime

Scenic Lake & Urban Conveniences

Charming lakeside working retreat or family getaway! Nestled in a tranquil cove, this cozy 3-bedroom home offers a balance of relaxation and adventure. Enjoy kayaking, fishing, or unwinding by the fire pit. The house features a fully stocked kitchen for family meals, a basement theater for movie nights, and a bonus room perfect for games or remote working. Minutes from amenities and hiking trails, and wildlife parks. Embrace the best of nature & comfort in our scenic, family-friendly lakehouse!

Lovely 3Bdrm Home w/ AC & BBQ 10min to DT Portland

Enjoy your visit to Portland at our beautiful, newly renovated home, equipped with everything for a perfect, stress-free stay! This spacious, stylish house has lots of natural light, a fully-fenced backyard with a firepit and BBQ, laundry, a full kitchen, and a double farmer’s porch! There is a desk and wifi, perfect for guests working from home! Get to downtown Portland in 10 minutes, where you will find coffee shops, great bars and restaurants, museums, shopping, and plenty more to explore!

Peaceful Lakeside Getaway with Hot Tub!

Enjoy our fully renovated, lakeside, four season retreat. During the summer spend time fishing, kayaking, swimming, lounging in the hammock and then escape the heat inside the fully air conditioned house! In any season, unwind in the lakeside hot tub, take in every gorgeous sunset and dark starry night or gather around the campfire. The winter months bring snow shoeing, ice fishing, snuggling up in the living room playing games or watching a movie fireside. There is something for everyone!

Tree Yurt

The Tree Yurt is quite literally a yurt in the trees. Surrounded by nature, this is YEAR ROUND glamping close to Portland. Water for the outdoor shower and outdoor sink is seasonal Typically May through October. We do provide water for colder months. A main house sits closer to the driveway and There is a chance the house and the yurt will be rented out at the same time. The yurt is about 200 feet from the house and the only shared space is the driveway, so it is actually very private :)

Renovated home with amazing waterfront views

Welcome to Dancing Pines Cottage! We are located across from West Harbor Pond with beautiful water views in each room. Relax on the deck or bbq on the patio or take a short drive into charming Boothbay Harbor town for lobster rolls. We have three bedrooms and a den/office and 2 full bathrooms and can accommodate up to 7 guests. The house is private and has ample parking. One week rentals for June, July, and August (Saturday-Saturday). Starting January 2025 we will no longer allow pets.

Freeport Escape -Downtown, Fire-pit, 3 Kings + AC

The Freeport Escape Built in the early 1900s, this home has the old charm yet all the modern amenities you could think of. Come stay directly in the heart of Freeport, walkable to all the shopping, restaurants, breweries, and Amtrak station located in town. This corner lot provides privacy and is the perfect place to enjoy warm summer nights by the fire-pit, grilling out on the porch. We got you covered to enjoy the beautiful Maine fall and winter by the fireplace inside. STRR-2022-82

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!

Cabin on the hill!

Check out our reviews! Take it easy at this unique and tranquil getaway with views. Private hot tub and sauna. Have your own amenities but close enough to everything. Skiing, hiking, fishing, hunting and so much more. 20 min to Norway lake, mt. Abrams and bryant pond. 30 to bethel and 40 to Sunday river. Atv and snow mobile trails are close. Plenty of room for trailers for toys! Wood fired sauna with changing room in garage! Great views year round.