Fitness-friendly holiday rentals in Kittery

2 BR house, close to Ogunquit, w/ AC + golf cart!

One of the largest air-conditioned, 2 bedroom houses at the luxury Seaglass Village. Our cottage is located at the end of a quiet cul de sac, a short walk to the pools, hot tub, clubhouse, gym, and tennis court. We offer parking for 2 cars, a gas grill, in-unit washer and dryer, cable, wifi, desks, and a dining room table for 6 people. Beach and bath towels, pool noodles, and toiletries provided. We also offer a golf cart for free - which many other places charge an extra $400/week to use.

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.

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!

Entire Home in Sunny Saco + Gym

This 3 bed 2 bath restored stone ranch in Saco awaits your next vacation to Coastal Maine. Here you will enjoy the best of both worlds, staying in a quiet community making memories in the private back yard while being just a short drive to Maine's most sought after beaches including OOB, Ferry Beach, and Hills Beach, to name a few. Also walkable to Saco's Historic downtown and just a short drive to thriving Biddeford. Kennebunkport and Portland are just a short 20 min drive too.

Spectacular 3 Bed Resort Cottage

This newly built cottage features a modern design with all the cozy features and amenities of home. There’s plenty of room for the family in this 3 bedroom, 2 bath home nestled on a more private lot and just a short walk to the resort pools and clubhouse. Explore the history of a beautiful coastal Maine community that's known for its spectacular rocky coast, soft sandy beaches, and renowned boutique stores and restaurants in nearby Kennebunkport.

Sea Glass Escape | York Beach | Ocean View!

Experience coastal elegance at Sea Glass Escape, a beautifully designed 2-bedroom, 2-bath condo in the heart of York, Maine. This 3rd floor condo offers stunning panoramic ocean views and is just steps from Short Sands Beach. Sea Glass Escape features modern amenities, a private balcony, and a prime location close to York's downtown. Whether you’re here for relaxation or adventure, Seaside Retreat is your ideal coastal getaway.

Seacoast Escape with a View

Enjoy the peace and tranquility of staying in Kittery Maine’s exclusive waterfront area. • Walk to downtown Portsmouth • Visit Fort McClary • Hike Cutts Island Trail • Visit Crescent and Seapoint beaches • Shop and dine in Kittery’s Wallingford Square, downtown Portsmouth, and the Kittery Outlets. Everything is within fifteen minutes away! See our other home and awesome reviews: airbnb.com/h/pepperrellparadise

*New Beach 4BR House |Sleeps 9 |York| Cape Neddick

Escape to the coast this winter! ❄️ This beautifully updated 4BR/3BA home on Shore Rd offers warmth and charm just minutes from Ogunquit, Marginal Way, Perkins Cove, and Harbor Beach—ideal for a relaxing seasonal getaway with family and friends! 🏖️ Cape Neddick Beach - 7-10 min walk 🏖️ Short Sands Beach - 5 min drive 🏙️ Downtown York - 7-10 min drive 🎢 York’s Wild Kingdom Zoo & Amusement Park - 6 min drive

Two-Bedroom Condo on the Wells/Ogunquit town-line

2-bedroom condo at Compass Pointe Club, located on the Wells/Ogunquit town-line. Only one mile to Footbridge Beach and a quick 3-minute drive to downtown Ogunquit. Short drive to the supermarket and to great restaurants. Beautiful views of the Ogunquit River basin, with the Atlantic ocean peaking out beyond. The location cannot be beat.