Fitness-friendly holiday rentals in South Portland

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Top-rated fitness-friendly rentals in South Portland

Guests agree: These fitness-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Home in Old Orchard Beach

4.92 out of 5 average rating, 39 reviews

Entire Home 5 mins from Downtown

5 minute walk to downtown. 5 beds (2 queens, 2 doubles, one large daybed) 3 bedrooms, 2.5 baths, home theater with blackout shades, built in bar, large yard and driveway, detached home gym with full weight sets and built in audio, and laundry room. This 3 story home is a 5 minute walk to downtown and local beaches and has air conditioning and heat in every room. Comes with a beach cart filled with chairs, umbrella, towels and all you’ll need for your trip to the sandy shores of OOB. Pet Friendly

Top Guest favourite

Home in Bridgton

5 out of 5 average rating, 13 reviews

Direct Lakefront Family Retreat

• Enjoy exclusive access to the entire house, a spacious yard, full dock, patio and bonus space above the garage with gameroom including ping pong, pop-a-shot, games and more • Recently renovated with water views in most rooms • Enjoy nearby skiing and hiking. Only 15 min to Pleasant Mountain, 45 to Sunday River • Feel free to bring a boat and keep on our spacious dock • Two kayaks, one canoe & swim raft with swim ladder included Bring the entire family and make memories to last a lifetime!

Superhost

Home in Portland

4.88 out of 5 average rating, 81 reviews

Coastal Escape | Hot Tub Fire Pit Chef Kitchen

Welcome to your modern brand new custom built Coastal Escape! Relax in the private hot tub, gather at the fire pit, and cook like a pro in the fully equipped chef’s kitchen. Bedrooms: Four restful rooms with fresh linens and blackout shades. Outdoor perks: Spacious yard, grill, and Adirondack seating. SuperFast Fiber Optics Wi-Fi & Smart TVs Home Theater Washer/dryer Self-check-in Minutes to Portland’s Old Port, beaches, breweries, and hiking trails. Book now for year-round Maine adventure!

Top Guest favourite

Home in Windham

5 out of 5 average rating, 12 reviews

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 7. 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.

Superhost

Home in Biddeford

4.93 out of 5 average rating, 117 reviews

Home on Historical Island and Saco River (+ Gym)

This four bedroom 1.5 bath home on historic Springs Island in Saco has both the charm and amenities that you need for your next vacation. Stay in this restored new englander on the Saco River in Biddeford where you can enjoy the water at home or you are just a short drive to the many of the most traversed beaches in Maine. You are also within walking distance to thriving downtown Biddeford, its mill district, and all of its restaurants and shops. Guests get access to a private gym as well.

Top Guest favourite

Apartment in Falmouth

4.99 out of 5 average rating, 80 reviews

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.

Guest favourite

Home in Bridgton

4.94 out of 5 average rating, 126 reviews

*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!

Guest favourite

Apartment in West End

4.93 out of 5 average rating, 29 reviews

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.

Guest favourite

Home in Portland

5 out of 5 average rating, 11 reviews

The Hill's on Buttonwood

We are out of the baby stage and ready to share our home while away. Our home is a great house for entertaining or just relaxing without feeling cramped. There are places for everyone, from the heated pool, the patio, or outdoor activities, to the many living/sitting rooms, gym or theater/game room. Located just minutes from the airport and minutes from downtown in the historic Stroudwater district or Portland. Sitting on nearly an acre on a small cul-de-sac of similar stately homes.

Guest favourite

Home in Lyman

4.97 out of 5 average rating, 29 reviews

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!

Top Guest favourite

Home in Auburn

4.98 out of 5 average rating, 177 reviews

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.

Top Guest favourite

Home in Scarborough

5 out of 5 average rating, 29 reviews

Captain Vacation House by beach, shopping, pets EV

Ahoy Mate! Welcome to Captain Vacation House, a nautical home inspired by a lifetime of a travel on the seven seas. Located in Scarborough, Maine accessible easily to the beaches, the Maine Mall shopping area, downtown Portland restaurants and activities and an easy jump onto all major highways. There is a sunny office that can be used as a fifth bedroom and a dedicated work space. With 4 Bedrooms, ten people can sleep comfortably. Cots and crib are available.