Fitness-friendly holiday rentals in Cumberland County

New Luxury Seaside w/ 8 Person Hot Tub + Firepit

Escape to Portland’s Coastal Maine ‘s Seaside Sanctuary—a brand-new, custom-built luxury retreat just built. Nestled in heart of Portland, this award-winning design offers sleek open-concept elegance with high ceilings, floor-to-ceiling windows, and a gourmet kitchen. Unwind in the 8 person hot tub under a gazebo, cozy up to large linear fireplace, or explore nearby beaches, trails, ski, and dining. Perfectly blending luxury with adventure, this retreat promises an unforgettable Maine getaway.

Sunny guesthouse in coastal Maine

You will be close to everything when you stay at this centrally-located guesthouse in Yarmouth, Maine. This cozy and modern space is just 5 minutes from Freeport and 10 minutes from Portland. You can enjoy hiking trails and a playground within walking distance, or you can have quick and easy access to highways 295 and 95 if you want to explore areas of Maine a little farther away. This newly built guesthouse garage apartment has it all for your visit to Maine! Let know if you have any questions

Lakefront | Dock + Fire Pit Near Sebago & Portland

Experience the charm of Forest Lake just 28 mins from Sebago & Portland! Swim, kayak, paddleboard, or unwind on your private beach. Enjoy BBQs & bonfires in the spacious yard under the stars. Sleeps 8. Fully stocked home with 72" OLED TV, PS5, surround sound, and fast Wi-Fi. New heat pumps ensure comfort year-round. Whether you're after lakeside peace or easy access to southern Maine's best spots, your perfect escape awaits. Explore local trails, beaches, breweries, & classic Maine lake towns.

Sweet 2-story 1910 Bungalow near Portland, Beaches

This lovely, 2-story Sears-Roebuck 1910 bungalow with its own entrance has sea breezes in summer and fireside coziness in winter. Borrow bikes to explore nearby Town Landing beach, Audubon, and forest trails. Walk three blocks to a local bakery for coffee. The upstairs bedroom with a king bed looks out on white pines. Furnishings have been updated, but the original woodwork is untouched. Just 4 miles up the coast from Portland, it's a wonderful base for exploring Maine's towns and beaches.

*1MMview*Bar,Hot Tub,3mins2Pleasant Mnt, Pool tab.

This special, completely renovated place can host your family gathering or group of friends in an inviting setting. This unique house with a private bar, spa, and a pool table will satisfy all your vacation needs! Located close to everything, but absolutely quite and private 20 acres property! It is situated on a ridge with a spectacular mountain view. Our house offers comfort & entertainment. The property will give you the full vacation in the woods experience. This is just what you need!

Local Landmark! Gorgeous Downtown Historic Home

This exceptional landmark property is your home away from home while visiting the Port City! The home is #46 on Greater Portland Landmarks coveted tour of Portland, but it's your first stop and your portal for exploration, relaxation, and authenticity. Built in 1865 and made available to you now, this meticulously maintained and locally celebrated property in the heart of Portland's historic downtown is your cornerstone for a truly incomparable and unforgettable Portland, Maine experience.

Luxury Lake House w/ Home Theater, Hot Tub & Gym

This modern 4-bedroom home offers a private lake escape with resort-style amenities, just steps from the water. You'll enjoy exclusive lake access, a saltwater hot tub, and a movie theater-style game room. Key Amenities: • Private lake access • 4 bedrooms + queen air mattress • 2 kayaks + 2 paddleboards w/ life vests • Outdoor saltwater hot tub • Game room w/ big screen + theater seating • Home gym • Fully equipped kitchen • Outdoor fire pit • Quiet neighborhood • Free on-site parking

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!

Sunny 2-BR 5 min to Bates & River Trails

A classic 1920s Maine bungalow lovingly renovated. Our pet-friendly plant-filled home is an Auburn favorite. Unwind in our sunlit yoga studio - ideal for meditation, painting, or movement. Whisper-quiet heat-pump HVAC plus a hybrid water heater for eco-friendly comfort. Enjoy the rewilded pollinator garden of native Maine blooms. 5 min to Bates & St. Mary’s, 40 min to Portland, Brunswick, Bath, and Freeport. Stays of 14+ nights include complimentary weekly cleaning.