Holiday houses in Kennebunk

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

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.

Custom Kennebunk Studio Apartment

Come experience southern Maine in its most colorful season! Our private, peaceful studio is the perfect retreat for travelers looking for a cozy getaway. Just minutes from Kennebunk beaches and Dock Square in Kennebunkport, you’ll be surrounded by fall foliage, charming shops, great dining and winter ice skating. Nestled in a beautiful natural setting, you'll have a chance to spot wildlife wandering through our backyard forest right from your morning coffee spot on the studio's outdoor deck.

Lower Village Lofts •South• Steps to Dock Square

The Lower Village Lofts *South* is a newly renovated large studio apartment located in the heart of the action - just steps from Dock Square (downtown Kennebunkport) and a half 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, and 50" smart TV. The bedroom area has a new queen bed with luxurious bedding, black out shades, and an additional smart TV.

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.

The Nest! VERY CLEAN! Near downtown! Self check-in

**Please note: As of Summer 2026, Airbnb has shifted its service fee from guests to hosts. My rates & fees have been adjusted to reflect this change, not to increase my profit. The total ending cost to guests remains the same as before. :) Welcome to The Nest! We offer a beautiful private studio suite in Kennebunk, Maine! We are half a mile from downtown Kennebunk Village and less than 15 minutes to Kennebunkport and local beaches! A keyless entry makes check-in a breeze!

Fair Winds Cottage~1 mi to beach~

Our home, a renovated 1930’s Maine summer cottage, is located 1 mile from Kennebunk beaches and 1.5 miles from dining and shopping in Kennebunkport’s Dock Square. Close to golf, nature trails and only a 1/2 mile from the Mousam River for fishing and kayaking, it’s a great location to take in all southern coastal Maine has to offer. The cottage provides plenty of outdoor space, so come relax, dine on the back deck and take in the night sky with s'mores by the fire pit.

★"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

Ocean/Beach Unique Views: THE New England !

QUIET NEIGHBORHOOD, WELCOME TO FAMILIES! GAS FIREPLACE ! Classic architectural details all sited on an enviable ocean/beach location. An alluring home, lovingly maintained for 110 years, encompasses the true understated elegance of the era in which it was created. Amidst the 3,500 sq ft+, find 6 gracious bedrooms accented by 4 and a half baths, updated granite kitchen, pantry, glassed in front porch with mesmerizing views of the ever-changing sea.

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Tide & Timber - Surf Cottage

Welcome to Tide & Timber, a peaceful retreat tucked just inland from Kennebunk’s beaches and rugged coastline. Perfectly placed for surf chasers, quiet seekers, and coastal explorers alike. Surrounded by nature, trail access, and timeless New England charm, this stay offers the rhythm of the tides and the stillness of the woods — a grounded, soulful spot to land between ocean sessions and town adventures.

Minnow Cottage waterfront, in-town Kennebunkport

This quaint Maine cottage in the heart of Kennebunkport village is just steps from great shopping, cafes, gift shops, antiquing, fantastic dining, whale watching & sailing excursions. Perched literally over the Kennebunk River on wooden piers! You can't get any closer to the water. Take advantage of a great opportunity to stay in Dock Square in a truly unique waterfront home.