Holiday rentals with a fireplace in York Beach

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Salty Mermaid Cottage/Boat House

This 2br home is nestled at the end of a peninsula’s over the water, 5min drive to downtown Portsmouth. Spend the day on the on deck, grilling or enjoy your own authentic Maine lobster bake, swimming and treasure hunting the shore. Also explore Kittery or downtown Portsmouth, both just five minutes away. Enjoy this freshly renovated home, water views from every room and window, all bedrooms are equipped with a/c, free WiFi and smart TVs. Fully equipped kitchen has an amazing view of the water.

Sweet cottage in quiet convenient coastal setting.

Our cottage is featured i n Terry John Woods "Summer House" as a quintessential cottage of Maine. Relax in our private, romantic Cape Neddick cottage, overlooking a 2 acre meadow and woodland, close by foot, bike, to the amenities of York, Ogunquit, Kennebunk, Kittery, and Portsmouth and within a ten minute ride to five beautiful beaches. Cape Neddick Beach being the closest one, a five minute ride. Our cottage is off the beaten path on a quiet private way, near the Cape Neddick River .

Immaculate Moody Beach House

Steps from private Moody Beach, this stunning 3-level coastal home sleeps 12 and offers ocean views on one side and marsh views on the other. Enjoy 5 bedrooms, 10 private decks, a giant party deck overlooking Rachel Carson Wildlife Refuge, billiard room, fireplaces for cozy nights in, and a huge open living space with gourmet kitchen and wraparound sofa. Private parking for 6 cars. Perfect year-round getaway close to Ogunquit, York Wild Kingdom, Kittery shopping outlets, and Kennebunkport.

*Beachfront* Vintage Coastal Cottage - Relaxation

It's always about the view and this place will leave you feeling energized and calm. Situated on premium beachfront property, this single family home has luxurious amenities like super plush towels, organic cotton bedding and touches to make your getaway feel that much Take a virtual tour here once you book I can send you a link (per Airbnb’s rules) I’ve outfitted it with an extra monitor & a setup o WFH. Google home and Sonos systems bring this 100 year old beauty into this century.

New 3 BD, 2 BA home, 6 min walk to Long Sands.

Completely redone, high end finishes, a created pint of perfection. Come see how to best create a 1,500 sq foot home with room for time together and also spacious bedrooms and baths. I think you’ll find this home has everything the York rental market DOESNT! New, sleek, fashionable and family focused. DO YOU HAVE A LARGE GROUP OR FAMILY AND NEED MORE THAN ONE HOUSE? We bought 3 houses all next to each other. Ask about our other listings and maybe book all three!

A water view slice of heaven at Pepperrell Cove

Enjoy the peace and tranquility of staying in Kittery Point Maine’s exclusive Pepperrell Cove area. • Walk three minutes to dinner at one of three amazing waterfront restaurants • Enjoy a private chartered boat ride from across the street • Rent kayaks • 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!

Portsmouth Waterfront Cottage

Our waterfront cottage is a unique property offering style, tranquility, and walking access to Portsmouth’s Market Square. The theme is a blend of New England charm and Scandinavian modern. We offer an amazing view, two decks, a modern kitchen, laundry, and free parking for one vehicle. This premium property sleeps four, counting children. It offers a quiet romantic escape for the discerning traveler, and yet is just a ten minute walk to Market Square.

Tiny house near the beach!

Enjoy a wooded retreat just minutes from Maine's stunning Fortune's Rocks beach. This newly constructed tiny home welcomes you for a memorable stay near the coast. We strive to offer a thoughtful balance between modern amenities and a natural setting. This space is perfect for two guests, with a maximum of four who are comfortable sharing tiny accommodations. We are pet friendly for an additional fee - one dog maximum per reservation.

BEACH RETREAT! 6min walk to Downtown & Short Sands

This home is a spacious, sunny home conveniently located via a 6 min walk to Short Sands beach!! A "right of way" from the backyard takes you to Freeman street and the center of downtown. The perfect base for a family vacation in York. 3 bedrooms, a crib, 2 full baths, large yard, a great deck with a grill and fire pit to enjoy during the Maine evenings. Sunny & cheerful, you can enjoy all that this property has to offer! 

Drakes Island Beach Front Breathtaking Property !

Ocean views from Kennebunkport to Cape Neddick and a gorgeous half mile sandy beach right outside your door! Watch the sunrise and the sunset over the sandy Drakes Island shores. Enjoy daily walks on the beach or take a walk on the peaceful trails nearby alongside the Rachel Carson Wildlife Refuge & Laudholm Farm, and go to town for restaurants, arcades and more fun. It doesn’t get better than this !

HotTub/5min to K-port, Pet friendly, @anchorunwind

Follow us on IG @anchorunwind. Escape to a hidden gem nestled in the heart of the Kennebunkport area, where modern comfort meets nature's serenity. Our cabin offers an unforgettable vacation experience. ✭"...A must stay location. The host’s were very helpful and genuine..." ✭"...We’ve travelled all around the world and this is in our top 3 Airbnbs we’ve stayed in."