House holiday rentals in Southwest Harbor

Garage, a Modern Oasis

An architectural gem in Acadia, designed with soaring ceilings, walls of glass, and effortless indoor-outdoor flow. From elaborate landscaping to finest interior finishes, every element was chosen with intention. Interiors are appointed like a boutique hotel: premium furnishings, curated local art, and the finest bedding. Multiple living areas and a shaded deck, an enclosed carport alongside ping-pong, and a basketball half-court. EV charging on-site. As featured in Fine Homebuilding, June 2023.

Family · Value · Hospitality

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

Value · Family · Sleep quality

Pilot House

Named for a boat shipwrecked on its shore nearly a century ago, Pilot House boasts gorgeous views of the working harbor and outlying islands. The oceanfront house on spacious grounds is comfortable and up-to-date, with water views from the large high-end kitchen, open-plan living and dining areas, master bedroom, lower-level guest room, and upper deck. Outside spaces include front and back gardens and a small waterside platform for watching the boat traffic. Town center is a short walk away.

Family · Location · Walkability

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

Location · Family · Hospitality

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.

Family · Value · Accuracy

SW Harbor: Salt in the Pines-Modern, Magical Oasis

Barely a mile from charming Southwest Harbor, Salt in the Pines will set the bar for your Acadia vacation rental experience. Away from the crowds, this brand-new home is nestled in the woods but enjoys every modern amenity. National Park trailheads, Long Pond, Echo Lake, and Southwest Harbor Village are within minutes. Relax surrounded by trees and the lovely perennial garden after a hike or take a siesta in the hammock. Experience life as a local and fall in love with the Quiet Side of MDI.

Family · Location · Layout

Evergreen Hill in Acadia National Park

Evergreen Hill is a cheery cedar cape set up on a private half acre of fir and native blueberry. Just a mile from Acadia trails and beaches, this humble cottage has a peaceful island vibe, relaxing family spaces, a fenced yard, and great front porch, with no dog or cleaning fee. Eat lobster year round, visit Bar Harbor, take the family on a boat ride to see Mount Desert Island's 26 peaks from the water. Come in winter to work and play, hike the snow covered mountains, ice skate and XC ski.

Value · Location · Decor

The Arthaus, an eclectic retreat for two

Located on Mount Desert Islands, "Quietside". The cottage features high ceilings and an open floor plan, with a small deck looking into the woods The walls are decorated with original art work by the owner. Our location is central to the island, situated just outside the village of Somesville; 15 minutes to Bar Harbor, 10 minutes to Southwest Harbor by car. Hiking and swimming opportunities are just 5 minutes away by car. The Arthaus is not suitable for pets, despite our love for them.

Family · Value · Kitchen

CLEAN, spacious, each BR has private full bathroom

This 3 bedroom 3.5 bath home (each bedroom with its own full bathroom) is situated in a private, wooded setting on the edge of Southwest Harbor's bustling village. All on one level, it offers sophisticated yet comfortable furnishings in an open floor plan design. Each bedroom has a full bath. It’s close to several Acadia National Park access points (Long Pond and Echo Lake are both within a 5 minute drive). This home offers extra wide doorways accomodating those with mobility issues.

Value · Family · 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.

Family · Location · Nearby

4 BR Big Waterfront Home w/ Beach! [Coastal Haven]

Coastal Haven is a 75 year old 4BR Oceanfront property that overlooks the Atlantic Ocean on the Quietside of Mount Desert Island. The living room has windows ceiling to floor facing the Ocean allowing for tons of natural light to come in the home. The large deck and furniture are awesome for relaxing after a long day hiking! Distances: -5min to Bass Harbor -8min to Southwest Harbor -25min to Acadia National Park [Cadillac Mtn Entrance] -27min to Downtown Bar Harbor

Family · Location · Beach

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 · Value · Decor