Holiday rentals with outdoor seating 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.

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.

The Bungalow

The Bungalow is the ideal retreat for your Acadia National Park adventure. Perfectly suited for two, this charming, newly renovated apartment offers a cozy and well-appointed space for a peaceful and relaxing getaway. Multiple park access points are within 2 miles, Bar Harbor and the Park Loop Road are 20 minutes away. Need accommodations for multiple families - 3 townhouses are also available on the property. 3 night minimum stay unless otherwise indicated on the calendar. AC recently added.

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).

Southwest Harbor Hideaway in the Woods of Acadia

This eclectic buoy wonderland is the perfect hub for your vacation! Great for families & groups. 2 primary suites w/ king beds, king-bunk room & A/C throughout, nestled in the woods on the Quietside of Mount Desert Island! Amazing backyard entertaining area. Tons of amenities: kayaks, paddleboards, bikes, cornhole, & large firepit w/ firewood! Private yet convenient - close to the ocean, hikes, downtown SW Harbor, 5min to Acadia's Seawall Beach, Bass Harbor Lighthouse, Echo Lake Beach & more.

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!

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.

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.

Evergreen | ♥Romantic Retreat | Cozy & quiet+ WiFi

Retreat to the cozy cottage in Bernard, a lovely fishing village on Mount Desert Island “the quiet side”. Take a short 5-min walk to the ocean or drive to Acadia National Park, only 10 min away. The local area offers plenty of restaurants, stores, hiking, and outdoor activities. Located 10 minutes to Southwest Harbor and 30 minutes from Bar Harbor. ✔ Fully Equipped Kitchen ✔ Comfy BR w/ Queen Bed ✔ Outdoor Area (Porch, Seating, fire pit, propane grill) ✔ High-Speed Wi-fi

Newly renovated cottage in the heart of Downeast

The Woodlands is tucked away on a quiet street off Route 1, minutes from downtown Ellsworth. Newly renovated in 2021, this delightful one bedroom, 2 bathroom cottage has new appliances, including a gas range and washer and dryer, along with all the thoughtful amenities you'll need for a relaxing retreat. With central access to Acadia National Park and all your coastal adventures, the Woodlands is a perfect destination for a peaceful getaway in the heart of Downeast Maine.

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

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.”