Smoking friendly vacation rentals in Cumberland County

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Top-rated smoking friendly rentals in Cumberland County

Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

The cabin's exterior is captured through a flickering flame, showcasing large glass windows that invite natural light. Surrounded by lush trees, the cozy structure features a modern design, blending seamlessly with the serene outdoors.

Home in Naples

4.99 out of 5 average rating, 146 reviews

LUX Designer Private Waterfront

Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

Guest favorite

The A-Frame cabin features a striking black exterior accentuated by bright yellow trim. A large umbrella shades a wooden deck with seating, inviting relaxation. Surrounding trees create a serene atmosphere, enhancing the cabin's secluded charm within the natural landscape.

Chalet in Denmark

4.9 out of 5 average rating, 129 reviews

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!

Guest favorite

A wooden dock extends out over calm water, leading to a floating swim platform. A sturdy post is visible alongside the dock, while a white chair is positioned nearby, offering a spot to enjoy the serene views of the lake and surrounding nature.

Cabin in Buxton

4.85 out of 5 average rating, 27 reviews

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.

Guest favorite

A spacious tent is set on a wooden platform in a wooded area, surrounded by trees. Two individuals sit on large chairs in front of the tent. A picnic table and fire pit with outdoor seating are visible nearby, creating a cozy gathering space.

Tent in Oxford

5 out of 5 average rating, 14 reviews

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 by request.r

Guest favorite

A three-story building is presented in a light green color, flanked by large trees. The exterior displays a row of windows across the front, providing an inviting look. A street runs in front of the property, with parked cars visible on the side.

Apartment in Portland

4.85 out of 5 average rating, 335 reviews

Top of the Old Port-1 BR APT

The unit is cozy and quiet tucked at the rear of the building on the first floor. There are privacy/light block shades for your convenience. I have a very eclectic and unique style that many people enjoy. There’s a bit of an Egyptian theme in the apartment now but it will always be changing. I like to promote friends’ art work and I will always have live plants to keep the air fresh. ***Pet fee is per pet per stay*** Reservation form is incorrect. If you are bringing two pets the fee is $200**

Guest favorite

A glass-enclosed sunroom features a heated indoor fitness pool beside a hot tub. Natural light floods the space, highlighting wooden decking and various potted plants. The view extends to a grassy outdoor area visible through transparent walls.

Home in Scarborough

4.92 out of 5 average rating, 26 reviews

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!

Guest favorite

The cabin is nestled in a wooded area, showcasing a welcoming green exterior. A spacious deck extends from the front, complemented by a patio umbrella and decorative flags. Lush greenery, including blooming flowers and shrubs, enhances the tranquil setting.

Cabin in Poland

4.88 out of 5 average rating, 50 reviews

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.

Top guest favorite

Home in Naples

5 out of 5 average rating, 13 reviews

Tri-Lake Escape: Brandy Pond

Tri-Lake Escape offers the ultimate waterfront getaway with direct access to Brandy Pond, Long Lake, and Sebago Lake. This charming retreat is perfect for families, couples, and outdoor enthusiasts looking to relax and explore. Enjoy stunning lake views, a private dock, and endless activities, including swimming, boating, fishing, and kayaking. Unwind on the spacious deck, gather around the fire pit, or take a short drive to downtown Naples for dining, shopping, and local attractions.

Superhost

A wooden dock extends toward calm water, with a gentle sloping pathway leading down from the boathouse. The clear water reveals stones at the bottom, while green trees frame the picturesque lakeside view.

Guesthouse in New Gloucester

4.89 out of 5 average rating, 150 reviews

On the water Boathouse!

In the water! Two story boathouse. Originally built in 1939 and parked boats in until 1972. Converted to living space in the early eighties. The upstairs consist of a bedroom walk in closet and a balcony. The downstairs is a living room, kitchen and bathroom. Walk out the door to the patio , dock , and beach! You won't find anything closer to the water! The balcony is the perfect place to watch the sunset, thunderstorms, or sip your morning coffee. Watch the fish out the window!

Guest favorite

A serene lakeside view reveals a wooden dock with a reclining chair near the water's edge. Vibrant autumn leaves frame the scene, contrasting with the clear blue sky and calm lake. Rocky terrain adds natural texture to the tranquil environment, inviting relaxation.

Cabin in Raymond

4.93 out of 5 average rating, 164 reviews

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.

Guest favorite

A spacious yard is filled with lush greenery, featuring a vibrant red barn on one side. Two pink chairs are placed on the grass under a leafy tree, providing a cozy spot to relax. The scene is surrounded by dense foliage, enhancing the tranquil atmosphere.

Barn in Cape Elizabeth

4.98 out of 5 average rating, 64 reviews

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!)

Guest favorite

A cozy sleeping area is furnished with a spacious bed, layered with a neutral blanket and matching throw. Soft lighting from a nearby lamp enhances the ambiance. Decorative wall art adds a touch of style, and a wooden ladder leads to an upper loft space.

Apartment in Brunswick

4.84 out of 5 average rating, 19 reviews

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.