Fitness-friendly holiday rentals in Kennebunkport

Attitash Retreat

Cozy spot for 4, plus your furry friend! (Must be 21 to check-in, no cats) Less than a mile from Attitash Mountain Resort, this spot is home base for your next adventure. IF YOUR DOG IS JOINING YOU, please provide advanced notice, a $25/night pet fee for the first 4 nights (max$100), that rabies vaccination records be provided at check in, and that your dog have access to a crate for times that you must leave him/her behind! One dog is permitted per room, no cats. Thank you for understanding.

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.

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.

*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.

KimBills’ on the Saco

KimBills' is a newly renovated, cozy, first floor condo located at Attitash Mtn. Village, just minutes from the Saco River. Full kitchen well stocked with necessities, gas fireplace, A/C, Murphy bed and pull-out sofa bed with new, comfortable mattresses. Cable/internet, 55" TV, & board games. Large deck with lighting. Guests enjoy full use of all Attitash Mtn. Village amenities including river access, pools, sauna, hot tubs, tennis & basketball. Close to shopping and area attractions.

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.

Nordic Village Resort | Highland Top Floor Room

The top floor is a private primary suite with cathedral ceilings, offering a quiet retreat. Enjoy a king bed, fireplace, TV, and A/C, plus a private balcony with scenic mountain views. The bath features a 2-person jetted tub and separate shower. A convenient dry bar includes a mini fridge, microwave, and Keurig. Accessed by two flights of stairs. Located in Narvik or Oslo. 🛏️ King bed 🛁 Jetted tub & shower 🔥 Fireplace ❄️ A/C 🍷 Dry bar & Keurig 🚪 Private balcony 🪜 Stairs required

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!

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.

AttitashResort! 1-flr, studio, secure check-in

Location, Amenities, Convenience, All the things you're looking for in a perfect vacation get away! Enjoy every season at this well located mountain resort. Walk to all the Attitash Resort Activities like hiking, skiing, pools, hot-tubs and more all from this fully furnished condo studio that sleeps 2 adults (maybe more) at the base of some of the best skiing in the east! Stay on the grounds or travel in any direction to create memories, relax, experience your best life.

Peaceful Condo Near Storyland & Attitash Skiing

Comfortable and cozy two-bedroom, two-bath condo ready to fulfill your vacation needs. Located in a quiet spot close to the Clubhouse at The Seasons at Attitash, this condo offers seclusion while being located conveniently close to the shopping, dining and other fun activities found in N. Conway. Several Washington Valley Ski areas (Attitisash is only a 5-minute drive!), Santa’s Village, hiking, and beautiful scenic views can all be found within a short drive.