Family-friendly holiday rentals in Southwest Harbor

Harborside~Seaglass Beach~Dock~5 min to Acadia

Harborside on Main is a lovingly restored, traditional coastal New Englander cottage located on the hillside above beautiful Southwest Harbor, just 1 mile from Quietside Acadia’s best oceanfront hiking trails. Steps outside the maritime village of SW Harbor with semi-private ocean access, seaglass beach, dock, firepit, and a short walk to all village amenities: the town pier, local bars, restaurants with live outdoor music overlooking the marina, & a private charter on a wooden Friendship sloop.

Kitchen · Indoor spaces · Air conditioning

The Cabins at Currier Landing Cabin 2: Meadow

Tranquil cabin; open plan. Bedroom w/queen bed & privacy doors. Alcove w/bunkbeds. The Cabins at Currier Landing, featured in Dwell as “Three Magical Tiny Cabins Take Root in a Maine Forest,” are located on the Thos. Currier Saltwater Farm. Glimpses of water & access to 300’ of the Benjamin River Harbor shore. 2 seasonal cabins; 1 studio cabin. Centrally located on the Blue Hill Peninsula near Deer Isle, the cabins offer access to outdoor activities, cultural events, restaurants & shops.

Family · Indoor spaces · Sleep quality

Poet's Cabin - Year-round Acadia A-Frame Getaway

If you're looking for a beautiful cabin in the woods on the Quietside of Mount Desert Island, you've found it! A perfect spot for couples, solo travelers, families of 3 & friends. Cute, cozy & charming, Poet's Cabin is newly renovated w/ Brentwood queen bed, sleep sofa, stainless oven, DW & microwave. Serene porch to relax on. Private yet convenient setting - close to ocean, hikes, downtown Southwest Harbor, 5min from Acadia's Seawall Beach, Bass Harbor Lighthouse, Echo Lake Beach, & more!

Family · Indoor spaces · TV

Southwest Harbor Cozy Cabin #2

Perfectly situated between Acadia National Park and downtown Southwest Harbor, this cozy cabin is ideal for a weekend trip or a longer stay on beautiful Mount Desert Island. Enjoy your morning coffee on the screened porch before heading out for a hike around Long Pond, a swim at Echo Lake, or a walk into town for the weekly Farmer’s Market, shops and restaurants - all a mile or less away! End your day around the outdoor fire pit, roasting marshmallows or enjoying an evening cocktail.

Family · Kitchen · Checkout

Seaside Cottage, Southwest Harbor & Acadia

Our cozy family cottage on the "Quiet Side" of Mount Desert Island has panoramic views of Southwest Harbor and the Cranberry Islands. Watch the tide and boats come and go from your bed! High tide splashes below the cantilevered deck. Quaint downtown shopping & dining is just 3/10 mile along a sidewalk. Several access points to Acadia National Park less than 5 miles away; downtown Bar Harbor is a 25 minute drive. The cottage is ideal for couples or families with supervised children.

Indoor spaces · Family · Parking

Sea Breeze

This is a two bedroom and one and a half bath upstairs apartment. It is located in the center of downtown Southwest Harbor. Surrounded by restaurants, boutiques and art galleries. Walk downstairs to enjoy all Southwest Harbor has to offer. The apartment is walking distance to a working waterfront harbor where you can watch the fishing boats come and go. Mount Desert Island is surrounded by Acadia National Park all within a short drive from the apartment. No Cleaning Fee!!!

Family · Kitchen · Checkout

Wild Island Guest House at Long Pond

Nestled between ponds, lakes and sea, this brand new home boasts an open floor plan, antique claw foot tub and a large second story deck. Make yourself a cup of coffee and walk just a few minutes to the public beach at Long Pond to start your morning with a refreshing swim. Or relax on the deck in the patio chairs and listen to the loons call at night. Just minutes to Acadia National Park and 9 miles to downtown Bar Harbor, this home is the perfect place to start your day!

Family · Kitchen · Heating

Delightful Bungalow - Northeast Harbor & Acadia

Welcome to Northeast Harbor and Acadia National Park! SUMMIT BUNGALOW is a cozy home that is a block away from water views and within easy walking distance to town. Hiking, carriage trail walks and biking, time spent on the water, and restaurants, are ready for you to enjoy! Within town is a library, public tennis courts, and numerous shops to explore. Begin your mornings with coffee on the porch swing and end the day over-looking the spacious backyard.

Indoor spaces · Family · View

Sweetwater - Bright, Airy, Modern

Named for its sweet views of the ocean inlet just beyond the front patio, Sweetwater is a serene Scandinavian-modern retreat nestled on the "quiet side" of Mount Desert Island — home to the beloved Acadia National Park. Whether you're gathering family or escaping with friends, this thoughtfully designed cottage offers everything you need for a restorative Maine getaway, just minutes from the Park's most cherished trails, swimming holes, and hidden gems

Indoor spaces · Kitchen · Biking

Manset Rock Cottage: A Coastal Retreat on MDI

Nestled on Mount Desert Island’s Quietside, Manset Rock Cottage offers breathtaking views of Acadia National Park, Southwest Harbor, and the Western Way. This charming 4BR home features a spacious great room with a fireplace, a full kitchen, and a large deck with woodland and ocean views. Stroll the private nature trail to the pebble beach and relax as sailboats drift by. Perfect on its own or rented with the Main House—your coastal escape awaits!

Indoor spaces · Family · Bathroom

Cozy Green Rustic Cabin for Two

Cozy rustic cabin, former Historic Sommesville Post Office, is charming. Enjoy an efficiently equipped and furnished abode to enjoy quality time together. Centrally located in the heart of Southwest Harbor, you can enjoy walks to downtown shops offering arts & crafts by local artisans. Experience hikes, trails & well known sites. 13 mi. to Bar Harbor. Looking forward to your visit and as our Maine slogan states, “Welcome Home.”

Kitchen · Indoor spaces · Decor

Treehouse cabin in Acadia, 5 minute walk into town

Charming 2 bedroom 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.

Kitchen · Family · Biking