Fitness-friendly holiday rentals in Portland

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Portland

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

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Guest favourite
The A-frame cabin features a striking green metal roof and large triangular windows. A spacious deck, supported by wooden beams, provides outdoor seating. Surrounding greenery complements the cabin's rustic charm, while a picnic table is situated in the yard, offering a serene spot for meals.
Home in Harrison
4.89 out of 5 average rating, 336 reviews

Privacy, River, Pond, A frame Hot Tub EPIC Views,

14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.

Top guest favourite
The living room features two large blue velvet sofas adorned with bear-themed throw pillows and light wood flooring. A brown accent chair provides additional seating. A colorful area rug cushions the space, while a cheerful painting of a bear adds character to the wall.
Home in Scarborough
5 out of 5 average rating, 31 reviews

Well Stocked House Private Yard Hot Tub Near All

Close to Beach, Shopping and Highways! Colonial on wooded lot w/ new hot tub with a nod to the U-Maine fans! Fun, well stocked 4 bedroom, 3 bath, work area and gym on dead end street. A nod to the Black Bear fans and friends throughout. Designed for comfort the friends and family gathering for any occasion. Whether arriving by car or plane, we are very easy to access. When here the house is easy to get to beaches (<15 min.), Maine Mall and all major shopping (< 10 min.) and Portland (<12 min.)

Top guest favourite
A stone pathway leads through lush greenery toward a spacious light-colored house. Ornamental shrubs flank the sides, complementing the natural landscape. The house features a large front deck and multiple windows, emphasizing a connection to the surrounding environment.
Flat in West Bath
5 out of 5 average rating, 24 reviews

Serenity on the Cove Non Smoking Property

Spacious comfortable fully furnished apartment on Mill Cove in West Bath, Maine. Sit outside or on the dock, kayak or boat, swim when the tide is in. The New Meadows River goes into the ocean too. There are walking trails and coastal towns nearby. This non-smoking property and apartment comes with all appliances, washer- dryer, and private entrance. In addition to the King Bed, there is a queen sofa bed. There is an outdoor grill; and a water filtration system for drinking water. Quiet privacy.

Guest favourite
Guest house in Greene
5 out of 5 average rating, 26 reviews

Private Hilltop View

Relax at this unique & quiet Maine getaway. Our hill top guest house has a view of Mt. Washington. The adjustable platform king bed & pull-out sofa allows up to 4 guests. Full size laundry room & treadmill in garage. Guests can explore the wooded trails. Great wi-fi 1 Gig-Fidium fiber. Located: 4 min. from Maine Tpk.,1 mi. to Sabattus Lake, Martins Point Beach & boat landing. 7 miles to Lewiston's 2 hospitals. 8 miles from Sabattus Disc Golf Course & Pro Shop. For shorter stays message me.

Guest favourite
Home in Arundel
5 out of 5 average rating, 6 reviews

Designers Dream Home with Pool!

Discover this brand-new, beautifully appointed 2-bedroom home nestled within a secure, private community surrounded by 200 acres of preserved natural beauty. Enjoy full access to outdoor heated pools, a clubhouse featuring a game room (with ping pong, foosball, shuffleboard, and a poker room), and a fully equipped fitness center to keep you on routine. Mingle with fellow guests at the clubhouse or relax in your peaceful, private backyard, and enjoy the perfect balance of activity and serenity.

Top guest favourite
Place to stay in Shapleigh
5 out of 5 average rating, 109 reviews

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym

Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond, gym and tennis court.

Top guest favourite
A waterfront scene showcases a charming two-story home surrounded by greenery. A spacious yard features seating areas arranged for gatherings. A wooden dock extends into the calm water, equipped with several black Adirondack chairs, inviting relaxation by the lake.
Home in Windham
4.96 out of 5 average rating, 25 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.

Top guest favourite
The living room features a comfortable couch paired with two chairs, illuminated by natural light through large windows. An exercise bike is positioned near the window, and a decorative area rug complements the space. A small table holds a candle, enhancing the cozy atmosphere.
Flat in Falmouth
4.99 out of 5 average rating, 88 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
A hot tub is positioned on a spacious deck, offering a stunning view of a mountain during sunset. The scenery features a blend of warm hues in the sky, with gentle slopes visible in the background. Steps lead up to the hot tub, enhancing accessibility.
Home in Bridgton
4.95 out of 5 average rating, 148 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
A bright and airy sitting area is highlighted by large windows allowing natural light to fill the space. Two red armchairs and a gray chair are positioned around a wooden coffee table, complemented by a stylish floor lamp and a decorative vase with dried flowers.
Hotel room in Downtown Portland
4.89 out of 5 average rating, 163 reviews

Luxury One Bedroom Loft in Portland’s Old Port

Immerse yourself in the culture of the Old Port at your luxury loft. A top choice for travelers, The Docent's Collection was most recently awarded Condé Nast Readers' Choice (2025) and Tripadvisor Travelers' Choice (2025). Enjoy this spacious open-concept floor plan featuring a full-sized kitchen and bedrooms with soft luxurious linens and cozy pillows for your comfort. Admire the tapestry of a curated collection of local artists and enjoy five-star service from our local hospitality team.

Guest favourite
An aerial view of a spacious backyard showcases a well-maintained heated pool surrounded by a patio area with seating. Lush greenery and trees frame the property, enhancing the outdoor space, while a shaded fire pit area and landscaped garden beds are visible.
Home in Stroudwater
5 out of 5 average rating, 13 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
The image showcases a bright interior with vaulted ceilings, featuring large angular windows that allow natural light to fill the space. A rustic brick fireplace with a black stove is centered against a wall. A wooden ceiling fan hangs above, enhancing the cabin-like atmosphere.
Home in Waterford
4.85 out of 5 average rating, 246 reviews

Maine Lakes Region house (private hot tub)

Cozy new construction, Chalet style, year-round house, on 9 wooded acres. Lots of Privacy, Short drive to Ski slopes, snowmobile trails, hiking, or beautiful lake to swim, or kayak. Gage beach a 10-minute drive. Close to great hiking, Also Shawni peak and Sunday River. Great restaurants, Mt Washington, NH shopping outlets. Full Desk / office, 200 mb of streaming. Wi-Fi, Netflix via ROKU, Canines only, NO CATS, NO EXCEPTIONS. Portable generator in the event of a power failure provided.

Popular amenities for fitness-friendly rentals in Portland

When is the best time to visit Portland?

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Avg. price$292 SGD$292 SGD$283 SGD$284 SGD$318 SGD$377 SGD$510 SGD$528 SGD$470 SGD$407 SGD$345 SGD$367 SGD
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Quick stats about holiday rentals that are fitness-friendly in Portland

  • Total holiday rentals

    Explore 140 holiday rentals in Portland

  • Nightly prices starting at

    Portland holiday rentals start at $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,770 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    140 of Portland holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Portland rentals

  • 4.8 Average rating

    Portland stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Portland’s top spots include Peaks Island, Portland Museum of Art and Crescent Beach State Park

Destinations to explore