Orlofseignir í Kennebunkport

Stunning Dock Sq Waterfront Home

This home was awarded the 2022 Downeast Magazine Home Design Award, and is elegantly and exquisitely designed. This recently-built, waterfront home on Mast Cove is a half block stroll to Dock Sq. Explore the river with the two provided kayaks or take a bike ride through town or down Ocean Avenue on the two bikes that are on site. This home is a duplex, and the rental is for side "B." There is privacy, separate outdoor spaces, separate driveways, and entrances on opposite sides of the property.

Romantic A-Frame cabin in the woods

Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Cozy updated colonial, 5 minute walk to town!

This newly renovated colonial is just a few minutes walk from Dock Square. It's lovely, airy interior is filled with antiques and modern touches. With 3 cozy bedrooms and 2 full bathrooms, it comfortably sleeps 7. The breezy open living area is the perfect spot for you, your family and guests to relax after a day at the beach, shopping or sightseeing. The private outdoor dining area is surrounded by gardens, shaded by umbrellas and has a gas fire pit for making memories after the sun goes down.

Luxury Year-round Hobbit House w/ private hot tub

Fern Hollow 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.

Luxury Coastal Retreat | Mins from Dock Square

Minutes to Dock Square, beaches, and local restaurants. Escape to Cape Porpoise, Kennebunkport. Sea Glass is a luxury 1BR condo with ocean views, fire pit, designer interiors, a seasonal pool & LOCATION. Relax by the fire pit, walk to shops, explore the beaches, and enjoy a coastal retreat year-round. Perfect for getaways, remote work, or a classic Maine coast vacation. Experience Maine’s winter charm, spring beauty, beautiful summer and fall foliage at SeaGlass. Permit Number: STR-0008560

Lower Village Lofts •North• Steps to Dock Square

The Lower Village Lofts *North* is a newly renovated large studio apartment located in the heart of the action - just steps from Dock Square (downtown Kennebunkport) and 1/2 mile to the beach! This unit features a brand new fully equipped kitchen, all new designer and higher end furnishings, and a custom built-in room divider complete with an electric fireplace, armoire, and 50" smart TV. The bedroom area has a new king bed with luxurious bedding, black out shades, and an additional smart TV.

Walk to Dock Square/1.2 to Goochs -Pine Tree Place

Come enjoy Kennebunk/Kennebunkport in our fully renovated, classic New England-style home. Located just 0.7 miles from Dock Square and 1.2 miles from Gooch’s Beach. This beautiful 3 bed 2.5 bath home features a well-equipped kitchen, complimentary finishes, hot tub and back deck, and beds for 8 people. Whether you're walking along the sidewalk into historic Kennebunkport, or heading to the scenic Gooch's beach for the day, our location makes it easy to enjoy all that the area has to offer.

Bass Cove Point Guest Apt Water Access

Extraordinary 2BR guest house with beautiful tidal water views. Nautical Maine coastal decor with a short walk to Dock Square with shops & restaurants. Private entrance & balcony. Unmatched amenities: bikes, kayaks, picnic areas with grill, fire pit, outdoor seating, children's playhouse & indoor play cubby. Rick has very severe asthma, so we cannot allow pets. Our goal is to provide one of the best value rentals in Kennebunkport. Experience beauty & peace at Bass Cove Point. Jan & Rick

New home, amazing location

This unique place has a style all its own. This is a small home that we built on our property in Lower Village. You can walk everywhere! It is also a net zero home which will keep you nice and warm or cool. A full kitchen, washer/dryer, large tiled bathroom and one bedroom with a queen bed. Large deck off the back and a patio. It is BRAND NEW and we are super hosts so we will offer great service to guests. We invite you to stay like a local in comfort. It is also one level living.

Farmhouse Experience in a Beachside Community

2026 Summer Rentals: 7 night min requirement (Friday Check-in) / Inquire for alternative dates. Enjoy being equidistant between Dock Square and Cape Porpoise, where you be immersed in a world of top chefs, fine wines, beautiful homes, acclaimed artists, and the quintessential oceanfront charm of Kennebunkport. Relax in this inspired barn house restored design with modern touches in a farm to table community. Weather the storm with our newly installed generator.

★"Life~at~Sea"★I mi to beach★W/D★Park★2 full baths

• Open floor plan/first floor bedroom+full bath • Fully stocked kitchen with coffee & tea bar • Peaceful neighborhood close to Dock Square & less than 1 mile to KBK Beaches • Shaded back+side yard/patio/grill/outdoor shower • Netflix+Sling+Hulu+HBO+Amazon Video+4 TVs • 1 car garage parking+driveway parking for 2-3 cars • washer+dryer+towels+bed linens provided • board games, pack N plays x 2 • 2 KBK beach passes+boogie boards+beach towels+chairs

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 !