Fitness-friendly holiday rentals in Southport

Condé Nast–Picked Farmhouse | Kayaks + Hot Tub

Chosen by Condé Nast Traveler as the top family-friendly rental in Maine — Three Sisters Farm is a 5-bedroom, 1850s farmhouse on 11 private acres in Friendship, Maine. Two kitchens, a wood-fired hot tub, kayaks at the tidal cove, and a yoga studio with Peloton. Room for 11, designed for gathering “Completely blown away… this little gem has everything a family (or two) could want!” - Tara HIGHLIGHTS ✓ 5BR with large group spaces ✓ 2 kitchens + big dining area ✓ Hot tub, kayaks, & barn swing

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.

River Escape - Studio Apt. with River Access

Large sunny basement studio apt. in private home with access to clean river! River down the hill 1/2 mile. 2 miles from town. Propane woodstove, lg. tile shower, deep claw-foot tub, soft water. new pillowtop queen bed. Open fields & path to river. Extra room with full fold out couch. Kid & pet friendly! Spectacular view from upper deck. Steps to bathroom and some to enter apt. Fresh flowers provided. Pick asparagus in spring! Warm cookies! Kayak nearby. Generator for storms. My artwork.

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.

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.

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.

Modern Forest Retreat 15 mins to Popham 10 to Bath

Unplug, Kick back in this stylish private guest house. First floor has an open floor plan with the front doors opening with full screens for bug control. Full bath, laundry and a sleep loft with a net! Kitchen comes with a bar and dishwasher making it ideal or entertaining. The second floor has its own sitting room for morning coffee drenched in sunlight, king and queen bedrooms, and a double vanity full bathroom making this a sweet spot for families or couples traveling together.

Serenity on the Cove Non Smoking Property

Spacious comfortable apartment on Mill Cove in West Bath, Maine. Sit outside or on the dock, kayak or boat, swim when the tide is in. Mill Cove leads to the ocean. Walking trails and coastal towns nearby. This non-smoking property 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. Well behaved dog with owners approval.

Maine Luxury Home On the Sea

The dream Maine Home. Entertain the family with the billiards room, home gym, relax in the sauna or cook a feast on the barbecue. Enjoy Maine beaches, the L.L. Bean Flagship store and Freeport outlets, Downtown Brunswick or Historic Downtown Bath. Just across the street, the private dock (in season) features a picnic table, Kayaks, a canoe and a fire pit with seating. Enjoy peaceful views, evening gatherings roasting marshmallows under the stars or a refreshing swim.

Downtown Apt-River View, Fireplace, Hot Tub Access

Charming historic downtown apartment-ideal for families, couples, and friend getaways. Granite counters, exposed beams & wide wood floors. Features a fully stocked kitchen, dining area, and desk space—ideal for short or extended stays. Relax in the cozy living room with fireplace or on the deck with grill & views of the Kennebec River and park. Coffee & tea provided. Guests have access to year-round hot tub. Free bicycles/kayaks available in season.

Waterfront Home Phippsburg Maine

Escape to this 7-acre waterfront Maine retreat, blending adventure and relaxation. Accommodating up to 13 people, it's perfect for families, featuring cozy bedrooms, inviting living spaces, and a fully equipped kitchen. Outdoors, enjoy a deck with café lights, a large yard for games, private trails, and kayaking in the bay. Minutes from Popham Beach and nearby towns, this year-round getaway offers Maine’s beauty and modern comfort in every season.

In-town Private Suite.

Beautiful upstairs suite with private entrance. Queen bed offers views of Mt Battie. Living room with TV (dvd and cd player). Kitchenette includes sink, microwave, small fridge, and coffee pot. Coffee and light snacks available. Private bath with shower. Quiet and convenient location, close to town. Within walking distance to shops, restaurants, parks, and harbor. Short drive will bring you to Camden Hills State park for hiking and site seeing.