Smoking friendly holiday rentals in Cumberland County

Relaxing A-Frame with Hot Tub and Lake Access

Escape the city and relax at Camp Merryweather. Our A-Frame is perfect for a romantic getaway or a family retreat with the kids and dogs welcome also! If you’re a work from home professional looking to escape your normal routine, we’ve got you covered! With a fully equipped work space and reliable high speed internet you can break free from the pressures of the city while still staying connected. Kayaks and hot tub provided! Come experience our slice of heaven for yourself, you won’t regret it!

The Redbird Retreat

Quintessential Maine cabin on Bonny Eagle Pond! Come relax in this private, cozy cabin in beautiful Southern Maine. The cabin boasts private access to a 211-acre quiet body of water w/ a dock, along with kayaks, paddle boards, floats, seating and tables and more! The large yard offers two fire pits, yard games, outdoor dining and cooking. The cabin offers an enclosed porch, indoor dining, a full kitchen, a workspace with free Wi-Fi, and comfortable beds and is nestled in on a small private road.

Ridgeline glamping site

Ridgeline is a glamping site nestled in the woods about a 1/3 mile from the farm entrance. Perfect destination to get away and enjoy some peace and quiet while taking in the beauty around you. Equipped with a 12'x12' tent with deck, queen bed, small kitchenette, picnic table in an enclosed screen house, a fire pit with outdoor furniture and a loo. A composting toilet and handwashing sink is on the way in to the site. There is also a large 6 person tent available that we can set up upon request.

Dreamy Indoor Pool/Hot tub/Sauna Near Beaches

Experience the luxury of your own solar-powered, eco-friendly spa getaway in Maine! Enjoy a private spa in a four-season sunroom, featuring a heated indoor fitness pool and hot tub. Boost your immune system with hydrotherapy, then step outside to a sauna and fire pit -a truly indulgent retreat. Plus, we’re just minutes from beaches, lighthouses, and Portland’s Old Port! Enjoy complimentary access to beautiful local beaches and parks with our included beach pass—yours to use during your stay!

Stumble Inn

Close to Sebago Lake about 5 minutes away while downtown Portland is about 30 minutes. Enjoy the peace and quiet or turn up the speakers. The Stumble Inn is a perfect getaway for couples seeking the night life of Portland while being close to the best lake in Maine. About a mile down the road is also an historic covered bridge. Wi-Fi with streaming apps. The inside has a propane fire place for extra warmth on the cold nights. Also don’t forget to pick up some fire wood for the fire pit.

Cozy cabin on the lake with the loons

Unwind at this charming two-bedroom cabin nestled on the serene shores of Tripp Lake in Poland, Maine. Perfect for couples, or small groups looking to escape the hustle and embrace lake life. We now have docks! Wake up to the sounds of loons calling and enjoy your morning coffee with a view of the water. Spend your days swimming, kayaking, or fishing off the private dock. In the evenings, fire up the BBQ grill and dine al fresco at the outdoor seating area as the sun sets over the lake.

Rustic, cozy cabin on Sebago Lake. A hidden gem.

Step out of the screened in patio to lakeside relaxation. Dive into crystal waters, snorkel or float with a cool beverage. Kayak or canoe out to Turtle Cove and enjoy the wildlife in this natural waterway teeming with birds to include our resident Blue Heron, ducks, geese, and loons who make this place their home. We have the fortune of bald eagle pairs in several tall pines. Turtles sunning on doting rocks and lily pads in bloom greet us each day. It is a natural water landscape.

A delightful historic barn. Truly one-of-a-kind!

"The Spurwink Sanctuary”. I have converted 1/2 of my barn into a one bedroom (queen bed), living room, kitchenette and giant walk-in shower. My antique house is on 4 acres of land. Even though I am only minutes from Portland & from the ocean, you will feel like you are in the middle of nowhere. I am across the street from 125 acres of nature trails. If you have a pet with a loud voice! Have no fear! No one will hear a thing! Including me. (Bricks are great insulation!)

Apartment on Boody Street

Stay in this unique garage apartment less than three blocks from Bowdoin College and within walking distance of downtown Brunswick! Convenient and cozy, this studio apartment has what you need to get away and yet still be in town. Fast internet and a dedicated work space make this a functional, fun, central location for your adventures in the Midcoast region. A short drive to Harpswell or Freeport and within walking distance of dozens of shops and restaurants.