Fitness-friendly vacation rentals in Kennebunkport

Captains 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 scenic riverbank. This spacious rental features three bedrooms, three bathrooms, and ample living space spread across 1536 square feet. The interior exudes a cozy ambiance, with tasteful furnishings, hardwood floors, and large windows allowing for natural light. Thi

3 bd / 2 bth, SLOPE SIDE at Cranmore! Unit#1104

True SKI IN/SKI OUT, ground level, slope side! ON SITE: Best skiing, tubing, snowboarding! Lessons & rentals available. Outdoor, heated pool & hot tub, new ski lodge, bar/restaurant, fire pits, new gym, walking/biking trails, lift rides, summit brewery, mountain amusement rides! PLAN AHEAD FOR ALL TICKETS! Gated, free parking & private locker. Cranmore Mountain Resort offers a plethora of activities for all ages! You can WALK to all local shops & restaurants in N. Conway, only 1.2 miles away.

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.

NoCo Village King/Jacuzzi.

Welcome to Village Place at the Eastern Slope Inn! Must be 21 to check-in, $40 authorization taken at check-in (not an actual charge), no cats. IF YOUR PUP IS JOINING YOU, please provide advanced notice, a $25/night pet fee for the first 4 nights, RABIES RECORDS, and a crate if you must leave them behind. One dog is permitted per room, no cats, thanks for understanding. Located halfway between The Eastern Slope Inn and Cranmore Mountain, this second floor unit is walking distance to it all!

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.

Romantic New England Historic Schoolhouse c1866

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 and tennis court.

Luxurious Oceanfront Property

Welcome to The Luxurious, where a unique boat feeling awaits you. Completely remodeled with high-end finishing, an elevator accesses all three levels. An open floor concept invites the ocean breeze and offers unique views. A modern fitness room, a year-round hot tub and firepit will enhance your stay. After a day at the beach, enjoy the sunset from the house and walk to the Nubble Light House to savor Maine's famous blueberry ice cream and pie ! Fishing dock not available at the moment.

Elevate Your Adventure: Book Slope side Now!

Welcome to our luxurious slopeside abode, where adventure and indulgence meet. With ski in, ski out access, you'll feel like royalty as you glide down the slopes right to your doorstep. Take a dip in the lavish hot tub or lounge by the crystal-clear pool, surrounded by breathtaking mountain views. Inside, you'll find opulent furnishings and amenities fit for a king or queen, including a roaring fireplace and gourmet kitchen. Book now and indulge in the luxurious ski getaway you deserve.

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.

Paradise Found Minutes from Ogunquit | Heated Pool

Your Year-Round Oasis in Seaglass Village close to Ogunquit Maine! Nestled within a picturesque resort community in the heart of Maine, "Paradise Found" is more than just a cottage; it's your ultimate year round retreat. Immerse yourself in comfort and convenience with newly updated furniture, a modern kitchen featuring granite countertops, central AC and heating throughout the home, an in unit washer and dryer, wifi, cable and a delightful golf cart to explore this coastal haven.

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!

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

This modern 4-bedroom retreat offers a private lake escape with resort-style features just steps from the water. From a saltwater hot tub under the stars to a theater-style game room and a fully equipped home gym, every space is designed for comfort, style, and play. With exclusive lake access, premium amenities, and a quiet neighborhood setting, it's the perfect getaway for families, couples, or small groups.