Family-friendly holiday rentals in Southwest Harbor

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Top-rated family-friendly rentals in Southwest Harbor

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A view of a traditional cottage set against a backdrop of trees and the ocean. The cottage features a grey shingle roof and light-colored siding. Beyond the house, sailboats can be seen on the water, framed by the greenery of the surrounding landscape.
Cottage in Southwest Harbor
4.95 out of 5 average rating, 102 reviews

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.

Top guest favourite
A newly constructed cabin is set against a backdrop of dense forest, featuring a covered porch with wooden railings. The cabin's design includes large front doors that provide a welcoming entry. The surrounding trees create a natural and peaceful environment.
Cabin in Southwest Harbor
4.97 out of 5 average rating, 109 reviews

Cabin In The Woods: Sleepy Deer

Situated on the edge of 5 acres of forest 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 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.

Top guest favourite
The interior of the tiny house features wood-paneled walls and high ceilings with exposed beams. Natural light floods the space through multiple windows. A small kitchenette with a two-burner gas stove and a sink is visible, alongside a dining area with two chairs positioned near a window.
Tiny home in Southwest Harbor
4.98 out of 5 average rating, 284 reviews

Rustic Manset Tiny House

Experience living tiny in this lovingly built small scale space that includes everything you need for a cozy getaway. Return from a day of hiking in Acadia National Park to soak in the clawfoot tub or relax on the tiny deck, with a glimpse of the ocean. This 20ft x 8ft tiny home is situated in a backyard, a short walk from Manset Town Dock and Peter Trout Tavern, and a five-minute drive from Southwest Harbor and parts of Acadia National Park (about 20 min to longer hikes and the loop road).

Top guest favourite
The cabin is nestled among lush greenery, featuring a modern wooden exterior with multiple windows. Elevated on stilts, it harmonizes with the natural surroundings of ferns and trees, allowing for a serene atmosphere in a tranquil forest setting.
Cabin in Sedgwick
5 out of 5 average rating, 102 reviews

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.

Guest favourite
A fire pit area is surrounded by four Adirondack-style chairs, set on a grassy patch. Views of the harbor and surrounding trees provide a tranquil backdrop, with the cottage’s red exterior visible in the corner of the image. The scene captures a peaceful outdoor gathering space.
Cottage in Southwest Harbor
4.97 out of 5 average rating, 156 reviews

Southwest Harbor Cottage

Enjoy unparalleled views of bustling Southwest Harbor and the beauty of Acadia National Park from the comfort of Eagle's Nest. Perched on a granite cliff, this thoughtfully designed little home provides for your every need. For anything else, take the ten minute stroll into the village, where you'll find plenty of local shops and restaurants. You can access the water via a set of stairs leading from the property to the shoreline. End your days on the deck and keep your eyes peeled for seals!

Top guest favourite
A bright kitchen and dining area features original hardwood floors. A spacious island with a wooden countertop is centrally positioned, surrounded by a dining table and chairs. Light enters through a window adorned with blinds, complementing the well-equipped kitchenette.
Holiday home in Southwest Harbor
4.95 out of 5 average rating, 121 reviews

Manset Village Retreat

Spacious and bright, this private entrance apartment in the historic Southwest Harbor dance hall features the original hardwood floors and 20-ft ceilings. A block from the harbor, enjoy strolls along Shore Rd. with breathtaking views of Somes Sound! Acadia National Park is right outside, just a mile to Seawall, 3 miles to Wonderland & Ship Harbor, and 5 miles to Echo Lake Beach, Acadia Mountain, & Bass Harbor Lighthouse. Conveniently located 2 minutes to restaurants and shopping in town.

Top guest favourite
A view of a charming residential area, featuring a well-maintained road lined by two houses, one with a porch and another with a pitched roof. Lush green grass surrounds the homes under a clear blue sky, with mature trees providing gentle shade.
Flat in Southwest Harbor
4.97 out of 5 average rating, 178 reviews

Artist Studio in Acadia, 5 minute walk into town!

The Artist Studio is just a 5 minute walk into the heart of downtown Southwest Harbor. We are a 5 minute drive to an Acadia Park entrance, a 20 min drive to Bar Harbor. Close to restaurants, Echo Lake for swimming, and a 5 minute walk to the Clark Point Town Dock for ferry boat rides to explore the islands! You’ll love my place because of the comfy beds, the high ceilings, the modern kitchen and island. My place is good for couples, solo adventurers, business travelers, and families.

Guest favourite
A cozy cottage is nestled on a waterside deck, surrounded by lush greenery. The scene features a calm harbor reflecting the blue sky and fluffy clouds, with rocky shores and distant homes visible along the waterfront.
Cottage in Southwest Harbor
4.91 out of 5 average rating, 136 reviews

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.

Top guest favourite
A rustic cabin is nestled among trees, featuring a wraparound deck with sliding glass doors and multiple windows. The outdoor area includes a seating arrangement around a fire pit and a mix of stone and paved pathways, with natural landscaping enhancing the serene environment.
Cabin in Southwest Harbor
4.95 out of 5 average rating, 108 reviews

Seawall Cabin - Peaceful woods retreat in Acadia

Enjoy the peace, tranquility, and solitude of your private and secluded luxury cabin tucked into the woods and just minutes away from the ocean and some of Acadia's best oceanside views and hikes. A true nature retreat. Listen to the ocean waves and the clang of buoy bells around the fire pit at night. The charming town of Southwest Harbor is 7 minutes away. Walk to the legendary Charlotte's Lobster Pound at the end of the road. Easy and beautiful 25 minute drive to Bar Harbor.

Guest favourite
A bright and airy sunroom features large windows allowing natural light to fill the space. An inviting wooden bench sits against the wall, complemented by a colorful rug. Bar stools are positioned along the counter, enhancing the open design of the room.
Cottage in Southwest Harbor
4.94 out of 5 average rating, 127 reviews

Cheerful 3-Bedroom Cottage moments from ocean

Mimi's Cottage is your getaway home located in the heart of Mount Desert Island. Acadia National Park is next door, as well as lighthouses, the ocean, and many outdoor activities for the whole family. We offer a welcoming rental experience for large and small groups. We are within moments of the ocean and our quaint little village of Southwest Harbor. Mimi's Cottage is thoughtfully furnished for young and old, and offers the perfect space for your Downeast Maine adventures.

Top guest favourite
The exterior of Summit Bungalow features a dark-shingled facade with large windows adorned with flower boxes. A welcoming porch leads to the entrance, flanked by green grass and a stone pathway, while a mature tree provides shade nearby.
Bungalow in Mount Desert
4.99 out of 5 average rating, 111 reviews

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.

Top guest favourite
Home in Southwest Harbor
4.97 out of 5 average rating, 143 reviews

"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

Popular amenities for Southwest Harbor family-friendly rentals

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Quick stats about holiday rentals that are family-friendly in Southwest Harbor

  • Total holiday rentals

    Explore 340 holiday rentals in Southwest Harbor

  • Nightly prices starting at

    Southwest Harbor holiday rentals start at £67 per night before taxes and fees

  • Verified guest reviews

    Over 16,860 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 130 rentals that welcome pets

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wifi availability

    340 of Southwest Harbor holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Southwest Harbor rentals

  • 4.9 Average rating

    Southwest Harbor stays are highly rated by guests – averaging 4.9 out of 5!

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