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
Cottage in Southwest Harbor
4.95 out of 5 average rating, 106 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 spacious bed is positioned centrally in the room, featuring a dark patterned comforter and decorative pillows. Two bedside tables, each with a lamp, flank the bed, providing soft lighting. The room is well-lit with neutral walls and modern flooring.
Flat in Southwest Harbor
4.96 out of 5 average rating, 112 reviews

Manset apartment near Acadia

Manset is on the "quiet" side of the island (as compared to Bar Harbor), but it’s an active neighborhood and we love being here! Our apartment is situated in a larger building with another apartment upstairs and a commercial space—with a tenant who just occupied it last month . A neighborhood with boat building history and current activity.. A short walk down to Manset (rocky) shore. Seawall picnic area is not far away via car/bicycle down the main road as are Wonderland and Ship Harbor trails.

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, 105 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, 128 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 cozy studio space features a light blue couch and a black upholstered chair, arranged around a round white table on a textured area rug. A queen-sized bed is positioned near windows dressed with sheer curtains, allowing natural light to fill the room.
Flat in Tremont
4.97 out of 5 average rating, 163 reviews

“Low Tide” studio *no cleaning fee!

This unique place has a style all its own. It’s an open concept studio for two on the “quietside” of Mount Desert Island. This cozy, newly constructed nook is the perfect place to rest your head after exploring all our island has to offer! Note, there is no oven or cooktop. Your kitchenette will provide a sink, refrigerator, toaster, microwave and coffee maker. Your studio is the downstairs to the owners apartment, both with their own entrance and shares a driveway with my other rental.

Top guest favourite
A cozy cabin exterior features a screened porch with a front door, flanked by wooden railings. Stacked firewood is neatly arranged to one side, while a picnic table and grill are positioned on a gravel area. Surrounding trees provide a natural backdrop.
Cabin in Southwest Harbor
5 out of 5 average rating, 171 reviews

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.

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, 138 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.

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, 130 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.

Guest favourite
The sleeping area features a spacious bed dressed in a blue patterned comforter. Pillows with vibrant designs are arranged on the bed. Two bedside lamps provide soft lighting, complementing the artwork hanging on the pale walls. A window lets in natural light, enhancing the room's brightness.
Flat in Southwest Harbor
4.94 out of 5 average rating, 162 reviews

The Snuggery - Downtown Southwest Harbor - Acadia

This bright and very comfortable studio apartment is located in the heart of downtown Southwest Harbor. Park your car and walk to all the downtown businesses and restaurants or hop a ride on the free Island Explorer bus to explore the rest of Mt. Desert Island. This studio apartment has a small kitchen with full size refrigerator, dish washer and counter top induction burners for cooking. It has a king size bed, private bathroom & private parking for 1 vehicle.

Top guest favourite
Home in Southwest Harbor
4.97 out of 5 average rating, 144 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

Guest favourite
An exterior view of a charming building located next to a landscaped area. The building features white siding, large windows, and air conditioning units. Nearby, stone pathways and bare trees create an inviting sense of space, leading toward the main entrance.
Flat in Southwest Harbor
4.94 out of 5 average rating, 247 reviews

Coastal Wind

Enjoy a stylish experience at this centrally-located apartment. Located in the heart of downtown southwest harbor. This apartment is located within walking distance to many wonderful restaurants and boutiques. A short drive to all Acadia National Park has to offer. This is an open studio apartment with a king size bed and beautiful walkin shower. All brand new furniture. It has only a microwave no other form for cooking.

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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