Holiday houses 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.

Location · Family · Amenities

New! Centrally located on MDI, near Lakes/Acadia

This beautiful newly built loft has three bedrooms and two full bathrooms. Inside, you’ll find a clean and cozy retreat that sleeps up to six. Step outside to the patio and unwind by the fire pit, or relax on the inviting front porch—perfect for morning coffee and birdwatching. We are centrally located on MDI - close to ponds, lakes and the Atlantic, hiking in Acadia as well as near coffee shops, restaurants and shopping. This home is the perfect spot for soaking up all our island has to offer.

Location · Family · Hospitality

Cozy Black and Grey Home for Two

Our cozy cabin is simply peaceful! Visitors can enjoy an efficiently equipped and furnished abode to enjoy quality time together. Centrally located in the heart of Southwest Harbor, visitors can enjoy brief walks to downtown shops offering arts & crafts by local artisans. Experience hikes, trails and well known sites. Venture 13 miles to Bar Harbor. Our guests receive a 10% discount at Jersey Café during their stay. Looking forward to your visit and as our Maine slogan states, “Welcome Home.”

Value · Location · Condition

Spoonhandle Cottage

Newly renovated oceanfront cottage on Southwest Harbors working waterfront with a minutes walk to downtowns many restaurants and shops. The first floor offers a modern kitchen with all amenities, double sofa bed, full bath and laundry. From the wrap around deck watch the sunrise overlooking the Marina and beach. A full bath, two bedrooms with balcony access on the second floor will complete your vacation retreat. Free parking off Main Street with a landscaped path down to the cottage.

Family · Location · Wi-Fi

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.

Family · Value · Nearby

Hot Tub Time Machine

Step into a vibrant world with this collection of paintings that celebrate color and texture. Enjoy pristine beaches and forest and spread out in this 2600 sq ft house with cathedral ceilings, 2 fireplaces, sauna and well stocked kitchen. Explore the island and it's hikes and fine sand beaches or take a dip in the quarry. Discover a dramatic narrative with this striking home that juxtaposes nature and fantastic mythical creatures Please read “other details”, we are on an island.

Location · Family · Kitchen

Harborside Comfortable Cottage! [Mermaid Cottage]

The PERFECT location in Bass Harbor to enjoy all the sights and smells of a real Harbor in Maine! Located right on the edge of the water in downtown Bass Harbor, this unit is a perfect place to relax as you explore Acadia! The windows in the living room open to the water for amazing views! Location Highlights: -6 min Drive to Downtown Southwest Harbor -25 min Drive to Acadia National Park [Cadillac Mountain Entrance] -30 min Drive to Downtown Bar Harbor

Location · Family · Accuracy

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

Family · Location · View

Port Deck Cottage (Ocean View)

Take in the beautiful Harbor view directly from your doorstop. Wake up to the sound of Seabirds and sip your morning coffee on the deck as lobster boats pass by. A cozy peaceful location, just a short walk to charming downtown shops and some of the best local seafood Maine has to offer. Only minutes away from Acadia National Park. Great for couples or small families. The perfect place to unwind and take in the sunset after a day of exploring Acadia.

Value · Family · Sleep quality

Huckleberry Hollow - Private Retreat

Located on the quiet side of Mount Desert Island and close to Acadia National Park's Bass Harbor Head Light. This brand new unit features an open kitchen and living area, 2 bedrooms, and 2 full baths that sleeps 4 is the perfect location for your Maine getaway! Enjoy casual drinks on the porch or dinner on the patio. Huckleberry Hollow offers plenty of space to relax and spend time with loved ones close to all the Acadia area has to offer.

Location · Family · Sleep quality

Tiny Home w/ Sauna near Acadia NP- Unit C

Tucked into the woods just minutes from Acadia National Park, this tiny home is designed for one thing: helping you fully unwind after a day on the trails. Spend your days exploring Acadia's iconic carriage roads, rocky coastline, and summit views. Come back to a warm, minimal space nestled among the trees — and end the night in your private sauna. Small by design. Quiet by nature. Everything you need, nothing you don't.

Location · Value · Cleanliness

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.

Family · Value · Comfort