Holiday houses in Kennebunk

Alewive House | Restored 1860 Farmhouse on 5 Acres

Welcome to Alewive House — a lovingly restored 1860 New England farmhouse where original character and historic charm have been brought thoughtfully back to life. Set on 5.5 private acres at one of the highest elevations in Kennebunk, this classic property offers sweeping views of rolling fields and open countryside, breathtaking sunrises and sunsets, and the rare feeling of wide-open space — just minutes from the coast. 15 min to Kennebunkport's Dock Square 20 min to Beaches 30 min to Portland

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.

Birch Sea

This new, very private apartment attached to our home is in a quiet and picturesque environment minutes away from Dock Square. It's great for couples, solo adventurers and families with one child. If you are seeking to spend the day at one of the beautiful Kennebunk beaches they are just minutes away. We are committed to environmental sustainability and the apartment is powered by solar energy. A new outdoor hot tub was recently installed in February, 2024! We look forward to your visit!

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.

Classic, calm river view & centrally located home

We are happy to share with you our coastal, colonial home set on eight acres along the Kennebunk River. Enjoy our quaint, warm home just 5 min to the beach and 3 minutes to Cape Arundel Golf Club. Our 4 bdrm, 2.5 bathroom suits short or long term stays. The location is ideal: 6 min from Kennebunkport, 15 min from Biddeford, and 30 min from Portland or Portsmouth! We hope to make you feel at home with the morning birds chirping and the calmness of the river just in back of the property.

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

Four Corners Studio Guest House

This is a newly renovated studio cottage perfect for couples or a single person. Room for a port a crib for a small child. This cottage is surrounded by an expansive yard and treeline. You'll be just under two miles from several great dining options including some fantastic seafood restaurants. You won't want to miss out on that famous Maine lobster! And for adventures on the water, the Kennebunkport marina is only two miles from your front door.