Family-friendly holiday rentals in Deer Isle

Family/Friends Getaway Hidden on Mt Desert Island

Escape to our enchanting woodland retreat on MDI, surrounded by Acadia National Park. Secluded at the end of a dirt road, our home borders the 2000-acre Kitteridge Brook forest. Discover tranquility with 3 miles of private trails right outside your door. Ideal for exploring Acadia's magic, our 3-bedroom home features an open concept kitchen, living, and dining area, along with a spacious deck. Perfect for large families or two small families, experience the ultimate oasis in the heart of nature.

Charming, Family-Friendly Historical In Town Home

STR24-11 Sadler House is an in-town historic home located just blocks from Main Street. We have made it truly convenient for families, with flexible sleeping arrangements in three cozy upstairs bedrooms, two full baths, a fully equipped kitchen, large dining table, living room, and sun room. Walk to shops, restaurants, museums and the harbor in minutes. Our house is the perfect home base for exploring all that the beautiful midcoast has to offer. Ask us about free delivery from Ruckus Donuts!

Maine Waterfront Hideaway

You won't find mobs of tourists here but you will experience a working lobstering village in Maine. Sit back, relax and enjoy the quiet and privacy of 2+ acres at the end of a dirt road with a huge dock located on a tidal cove. Great for family reunions with lots of space and activities for folks of all ages. We focus on making the house comfortable and don't want you to worry about the little things like feet on the couch, water rings on the table or a broken glass. Life happens :-)

On the water. Walk to Southwest Harbor

If you want to be near the action of an active and interesting harbor, this is the place for you. You will have a front row seat to spectacular morning sunrises over the harbor, the comings and goings of the fishermen and the many boats docked at the marina and anchored in the harbor. This spacious four bedroom two and a half bath home is located at the Great Harbor Marina just half a mile from downtown Southwest Harbor. Walk to restaurants, art galleries, specialty shops and more.

Hadley Point Hideaway, Quiet & Peaceful

This high-end 2 bedroom bungalow, with loft, is a guest favorite. Airbnb marketed this cottage as one of their most "wish listed" listings in Fall 2024. Hadley Point Hideaway is adjacent to the owners residence and is designed for privacy. This bungalow is nestled in the woods on a desirable road for walking, running & biking. Hadley Point Beach is walking distance from the house. This house is 10 minutes from Bar Harbor and 5 minutes to the Acadia National Park entrance.

The Old Charm of Cozy Victorian(downtown)

Victorian style apt (on 2nd floor) with a lot of charms and a deck. Right in downtown, walkable to everywhere, 5 min to island explorer/bus stop, Village green, library, museum, historical churches, kids playground, many restaurants and more. You’ll love it because of the quiet you rarely find in the busy town and the convenience of the location, which allows you to easily catch a free shuttle bus to anywhere in the park without the hassle of driving and parking.

Pretty Marsh Cottage

This beautiful, light-filled cottage on waterfront property on the western side of Mount Desert Island has picturesque views of the Mount Desert Narrows and access to a private pebble beach. The house is on very secluded wooded property for a nice private getaway. All you will hear are the sounds of birds and waves lapping up on the beach. Just a short drive to all that Acadia National Park has to offer!

Bluehouse Cottage in Acadia, 5 min walk into town

Charming 4 bedroom, 2 bath traditional wooden cabin situated on 8 acres in Southwest Harbor. Walk into town easily for restaurants, galleries and boutiques. Or walk to the town dock for an adventure to another island. Ferries leave daily to explore outer areas. Acadia easily explored from here, with parts of Southwest Harbor National park land. Ask Marc for a hiking map to explore Acadia.

Robin's Nest with Water Views

Robin’s Nest is perched at the top of a quiet, dead-end street, less than a mile walking distance to the center of Southwest Harbor. Catch glimpses of harbor views from many rooms in this sweet 2 bedroom, 1 bath home. This home is best suited for families of up to 5 people or groups of up to 4 adults.