Fitness-friendly holiday rentals in South Portland

Beach Home w/ Exclusive privacy in Southern Maine

Modern with current renovations, custom built home. Walk to Drakes Island beach and Laudholm Farm. This house is comfortable for a range of people and needs. In the 6000 square foot house you'll find many great features like 30 foot ceilings in the great room w/ plenty of space for each person. The house features spacious bedrooms along with split duct air conditioning and heating units. The deck overlooking Laudholm Farms comes with new patio furniture for relaxing. House Only sleeps 16 ppl

Captain's Quarters

This rental is off the beaten path on a private road minutes from Wells' famed beaches, local attractions, and dining hotspots. Enjoy easy access to outdoor recreational activities like kayaking, fishing, or simply strolling along the trails at Rachel Carson Preserve. This spacious rental features three bedrooms, three bathrooms, and ample living space totaling 1,536 square feet. The interior exudes a cozy ambiance, with tasteful furnishings, hardwood floors, and large windows allowing for natu

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.

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.

Relaxing 2BR Free Pool & Gym 1 mile to the beach!

This 2 bedroom cottage (each with a tv) sleeps 6 with a Pack & Play for toddlers. Close to Moodys Beach, Drakes Island, Wells Beach, Crescent Beach! Guests have a free pool, jacuzzi,pickleball court, gym, and Game Room for kids on site! Ogunquit is a short drive with many unique shops and restaurants. Kennebunkport is also a must see area to explore during your stay. So whether you spend your time at the beach or exploring the area, this cottage offers a perfect location on your stay.

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!

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.

Charming Condo in Wells

This beautifully updated condo offers the perfect getaway in the heart of Wells. Centrally located just minutes from the beach & close to local shopping and dining. The condo features a spacious open floor plan, with a private balcony that boasts tranquil views of the marsh. Guests also have access to a range of fantastic amenities, including an indoor and outdoor pool, hot tub, game room, fitness center, and a basketball hoop. Condo located on 3rd floor, unit accessed by stairs only.

The Ogunquit House Downtown | Walk 2 beach HotTub

ULTIMATE OGUNQUIT BEACH HOUSE! Renovated & fully equipped private oasis located in the heart of beautiful downtown Ogunquit, ME Park on site & walk to the beach, restaurants/bars & village shops all in under 5 minutes! Ideal for families, friends or couples looking for a perfect beach getaway. Our goal is to provide you with everything you need so there’s less time spent on essentials & renting equipment. Queen, double bunk bed, & 2 pull out couches can sleep 6 comfortably!

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.