Family-friendly holiday rentals in Kennebunk

Private Modern Loft featured in Maine Home+Design

Experience the tranquility of staying in a PRIVATE STUDIO LOFT IN SEPARATE BLDG. overlooking 13 acres of private land abutting 600 acres of Alewive Brook Preserve while being 20 minutes to several area beaches and swimming lakes. The land is full of walking trails, fishing pond, biking trails and is conveniently only 7 minutes from the highway. Immaculate with wood floors, comfy queen size bed with Tempur-pedic mattress , 400 thread count soft 100 % cotton sateen sheets and high speed Internet.

Kennebunk Landing: The way life should be!

Charming farmhouse apartment in the heart of historic Kennebunk Landing. This private space centrally located with an easy 2 miles to Dock Square- KPT, local beaches and Main St. Bring your kayak, canoe or paddle board and put them into the Kennebunk River 100 yards behind the house. You can paddle all the way to the ocean. Easy drive to Old Orchard Beach (FUN!) or Portland (YUM!) or stay local for great lobster, amazing ice cream, beaches, shops, hiking and much more!

Farmhouse Experience in a Beachside Community

2025 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

• Fully remodeled in 2017 w/ open floor plan/first floor bedroom+full bath • Fully stocked kitchen with coffee & tea bar • Safe neighborhood near Dock Square & Beaches • Shaded back+side yard/patio/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

Private home on the beach with 360 degree views!

Directly on the beach with views of the water on both sides. This 4 bed/2 bath house has a modern feel with lots of windows and natural light. Very white, bright, and clean and can sleep up to 12 people. Amazing views and location, and it's one of a kind. The sunrises and sunsets can be seen on both sides of the home. The kitchen is stocked with everything from a microwave to a blender...you'll have what you need...and parking for 4 cars.

Intimate Ocean View Cottage Near the Mousam River

A newly renovated 700+ sqft one-bedroom, two story cottage, with a beautiful ocean view, is less than one mile from Parson’s Beach. The Mousam River access is less than ¼ of a mile away. A cozy Maine living space with a private backyard and fire pit for your enjoyment. Interested in biking or walking trails? We are less than 500' to the bridal path that can take you to nearby Mother’s Beach or into downtown Kennebunk.

HotTub+Firepit/5 min to DockSquare, Dining, Beach

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."

The Farm Loft - organic farm, 10 min to beaches

Come unwind in this upstairs apartment, tucked into the corner of our bustling organic vegetable & flower farm, Frinklepod Farm. Peruse our farm store (open May - October) for the freshest ingredients to use in your well-stocked kitchen, relax in the herb garden, and enjoy the close proximity to local beaches, trails, restaurants & shops!

No. 48 *Cozy Getaway* King Bed I Tub I Fireplace

We’re Bill and Jen Adams and we welcome you to No. 48 in Kennebunkport, Maine! No. 48 is a cozy guest suite located above the garage of our 1900 farmhouse in Cape Porpoise East. Enter the breezeway from your reserved parking space, and access your private getaway with your own key code.