Holiday rentals with a patio in Southwest Harbor

Cozy Cottage on the Penobscot – Panoramic Luxury!

Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

Manset Village Hideaway

This newly remodeled private entrance apartment in the historic Southwest Harbor dance hall is just steps away from Acadia! A block from the harbor enjoy strolls along Shore Rd with breathtaking views of Somes Sound and stop by Peter Trout's Tavern for drinks or dinner. Minutes away from scenic National Park spots including Seawall, Wonderland, Ship Harbor, Echo Lake Beach, Acadia Mtn & Bass Harbor Lighthouse. Only two minutes to restaurants and shopping in town and 20 minutes to Bar Harbor.

Tranquility Cottage (Year Round) & Cabin (May-Oct)

Peaceful & pet friendly acre near Acadia in natural, wooded setting. Fast WiFi, view to Ripples Pond (a wildlife sanctuary), & fenced in backyard. Big 1 bed cottage has comfy King mattress + 2 sleeper futons. The Cabin (only open May 1-Oct 31) has kitchenette, bathroom & Queen bed. A backyard path to hammock & chill spot by Ripples (view only, but 1/2 mile away is Long Pond for swimming, canoe/kayak rental). Grill. Firepit. Tranquility! NOTE: Cabin open May-Oct + has ceiling+box fans but no A/C

The Black Haven Tiny Home

This new modern home is anything but ordinary. With four 11 foot windows lining the front of the home it allows for the space to feel light and airy. The bright interior is a perfect contrast to the exterior. Located in a quite neighborhood close to Newbury Neck Beach. This home offers parking, WIFI, a washer and dryer, and an outdoor lounge area. Just a short drive will put you in the heart of Blue Hill where you’ll find great restaurants and cafes. Acadia National Park is just 30 miles away.

The Cabins at Currier Landing Cabin 3: Pine

Relax in this stylish, cozy & bright queen bed studio cabin. 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 our shore on the Benjamin River Harbor. 2 seasonal cabins. 1 year round studio cabin. Centrally located on the Blue Hill Peninsula, near Deer Isle, the cabins afford access to outdoor activities, cultural events, restaurants & shops.

The Weir on the Harbor

Enjoy your beach front vacation in a newly renovated small, cozy cottage over looking a working harbor. This unique property is a short walk to many shops and restaurants. Have fun looking for sea glass and other treasures from the ocean on our semi private beach. The first floor has a modern kitchen, a living room with sleeper sofa, and full bath. Enjoy your meals on the front deck while listening to the seagulls. The second floor is a loft bedroom with small balcony overlooking the harbor.

Seaview in Acadia National Park

Welcome to Seaview, an adorable, restored barn in the heart of the village of Southwest Harbor. The upstairs unit has a separate bedroom, lofted living /dining/kitchen area, and a bathroom with shower. Sliding glass doors open to a deck with ocean peaks, and there is an easy path to the harbor for beachcombing at low tide and a swim spot for the pup. The downstairs Seabrook unit is available to rent as well. The “Quietside” is the perfect home base for exploring Acadia National Park and MDI.

Evergreen Cabin Ocean Front Acadia A Frame Studio

The Evergreen Cabin is a brand new luxury A frame Cabin with ocean views and ocean access on the "Quiet Side" of Mount Desert Island. This is a new listing from a Superhost. Acadia is minutes away - Bass Harbor Lighthouse, the Wonderland and Ships Harbor trails in particular. The town of Southwest Harbor is a 5 minute drive. The cabin is located on a 6 acre subdivision made up of 4 A frame cabins and a historic home. You have access to 200 feet of beach, a pier and a deep water mooring.

Osprey Nest: Elevated ocean views, walk to town

Locally owned by an Island family of several generations, Osprey Nest is the 2nd story apartment of a duplex with private deck. Located on an elevated property across the marina, offering wonderful views of Southwest Harbor and across to the Cranberry Isles. Walk into town and enjoy shopping & dining in the village of Southwest Harbor and leaving your car behind. Acadia National Park and more than a dozen trailheads are within a 5 min. drive from the house with a bus stop across the street

Bright Quietside Chalet Near Acadia

Emerald Pines Chalet sits on Mount Desert Island’s Quietside, known for its quieter pace and easy access to Acadia. Under 5 minutes from Beech Mountain, Acadia Mountain, and Flying Mountain trailheads, with Jordan Pond and Cadillac Mountain a short drive away. Two bedrooms, two full baths, fully equipped kitchen, and a bright open living space with high ceilings and forest views. New in 2026: mini-split AC in both bedrooms. Less than a mile to Southwest Harbor village and restaurants.

Charming Waterfront Cottage

"Calm Waters" is the perfect landing spot for your Maine vacation. Located in a peaceful setting, yet convenient to all that SW Harbor has to offer. This seasonal air-conditioned cottage with shore access, is located just off town center where one can enjoy shopping and dining, all within walking distance. There is a FREE Island Explorer bus stop nearby for a day of exploring all that MDI & Acadia National Park has to offer. 1 parking spot available in the shared parking area.

Acadia Wooded Hideaway: Labor Day Open-Book Now

Maine life is calling! This peaceful, centrally located cabin in the woods books solid every summer- so book today! Wake to birdsong and coffee on the front porch, or stroll to town for popovers and small-town charm. Acadia National Park is just down the road—perfect for a day of hiking, swimming, and views you’ll never forget. After exploring, cook dinner in your modern kitchen or grill under the pines. End your day around the firepit, relaxed and happy you booked early!