Smoking-friendly holiday rentals in Scarborough

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.

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.

The ZEN welcomes you, your home away from home.

The goal is for you to relax, recharge, enjoy & breathe. We offer a private 3 person HOT TUB , seasonal outdoor warm shower& chiminea firepit , infrared SAUNA, 72" freestanding bathtub for the ULTIMATE spa experience. King bed with an adjustable & vibrating bed base. The cozy 600 sqf home is equipped with everything your heart could desire. Artistic Design around every corner. BOHO swings on the private porch. We abutt a 13 ac conservatory land with walking & hiking trails off the backyard.

Black Point Surf Club

Black Point Surf Club is within 2 miles of 3 very popular beaches, and more. You will have the benefit of an included beach pass to Scarborough beach where you can Surf all day. Enjoy being set apart from the hustle and bustle of the a beachfront rental but close enough to enjoy it thoroughly. When the Surf is flat you are 20 minutes to Portland and Old Orchard Beach. You can also use the knowledge of your host for the best restaurants, bars, and ways to set sail through your Maine vacation.

A delightful historic Barn* Unique / Salt Hot Tub!

"The Harmony Barn”.We converted 1/2 of our barn into a queen bedroom, living room, kitchenette & giant walk-in shower. You will also have your own outdoor Salt water Hot Tub! Our antique house is on 4 acres of land. We are minutes from Portland & the ocean, but you will feel like you are in the middle of nowhere. We live 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 us! Bricks are great insulation!)

Maine A-Frame with Hot Tub, Game Room, 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! 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. Enjoy our hot tub and game room Come experience our slice of heaven for yourself, you won’t regret it!

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**

Heated Pool Hot tub&Sauna - Dreamy Winter Retreat

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!

Apartment on Boody St - fenced yard, pet friendly!

Stay in our unique garage apartment less than three blocks from Bowdoin College & within walking distance of downtown Brunswick! Convenient & cozy, this studio apartment has what you need to get away and yet still be in town. Fast internet & 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 & within walking distance of dozens of shops & restaurants. One bedroom with a loft. Shower is small!

Rural Maine Village Retreat

Welcome to your home away from home! Your roomy retreat is in a charming 100+ year old New Englander lovingly updated by your Hosts. We're nestled on an acre of beautiful woodlands, lawn, and gardens. And the apartment provides a peaceful and spacious atmosphere with easy access to northern New England's autumn fairs, sights and activities. Whether you’re here for business or pleasure, whether it’s a weekend, a week, or even longer, we’re dedicated to making your stay all you hope for.

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.

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!