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Cute, private, in-town Southwest Harbor cottage on one acre wooded lot. Less than a minute walk to Main Street. Easy access to Acadia National Park and Bar Harbor without the crowds. Southwest Harbor has cafes, restaurants, ice cream, and unique boutique shops. About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Locally owned, maintained and occupied by an Island family of several generations, Breakwater (Formerly Black Dog Watch) is a large apartment in a newer duplex on an elevated property across the harbor, offering wonderful views of Southwest Harbor, Manset shore, and the Cranberry Isles. Park your cars on the property and walk 5 minutes to all that Southwest Harbor has to offer by being right on Main St. The pier is directly across the street along with 2 restaurants within throwing distance. The house offers WiFi, cable, Roku, Netflix, Hulu, Amazon Prime and Disney + for evenings and rainy days. Breakwater can sleep 8-10 people with 2 king sized rooms, 2 rooms with a set of twins, and an optional futon and couch. The 680 sq. ft. deck also overlooks the ocean with deck furniture, picnic table, and new Weber gas grill for enjoying warm summer evenings. We are avid animal lovers and welcome well behaved and well mannered pets after discussing your pets with us ahead of time. We reserve the right to deny pets if necessary. We lost Maggie, or orginal Black Dog in '23, but our new little black girl Lucy lives next door with us now. If you can't bring your pets and want a visit, I'm sure Lucy can schedule some time into her busy schedule for you to throw the ball for her. We also have a little "bobcat" named Lily that likes to perform acrobatics on various hand rails across the property.The Island offers a free bus service through the Island Explorer that has pick up locations just walking distance from the house. Explore all our Island has to offer without touching your car for your entire trip.There are also several paddle board, kayak, canoe, bike, and scooter rental shops for you to enjoy the Island even better. Golfers will enjoy the x3 18 hole golf courses on the Island including The Causeway Club right in Southwest Harbor plus one more just off the Island in Trenton. You won't have a hard time filling up your vacation with activities in Southwest Harbor, only a hard time trying to do them all.This apartment can be combined with our 3 bedroom apartment, Osprey Nest for a total of 7 bedrooms if availability exists. About pets:Pets allowed: dogs (limit 2 total).No pets left alone in the apartment.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Quiet hours are between 10pm and 7am. Please refrain from playing loud music, television, or elevated conversations between these hours..Please bring your pup with you, No dogs left alone inside the house. We’ve had too many chewing and barking issues in the past.,Please stay out of the woods, they are on my neighbor's property..About checkIn:Check in after 4:00 PM.About smoking:Smoking allowed: in designated areas.Smoking is only allowed outside on the patio..About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

***Entirely renovated in 2024!***Your private entrance welcomes you to a bright, eat-in kitchen with seating for four, surrounded by large windows that fill the space with natural light. To the left, the expansive living room boasts a luxurious leather couch, a smart TV with access to your favorite streaming services, and a queen-sized murphy bed. With a door for privacy, this space easily doubles as a second bedroom. For added convenience, a washer and dryer are located in the closet.Down the central hallway, you’ll find a cozy bedroom featuring a queen-sized bed, dressers, and a closet for plenty of storage. The bathroom includes both a shower and a tub for relaxing after your adventures. A desk in the oversized hallway provides a peaceful spot to work or plan your next outing.Step outside the living room to your private patio, perfect for alfresco dining with seating options for four. Beyond, enjoy the shared wooded backyard with a fire pit for starlit evenings. Feeling adventurous? Pitch a tent on our unique woodland platform for a night under the pines.From our home, you can walk to Acadia’s breathtaking trails, a swimmable beach, a golf course (with a bar open to the public!), and the charming restaurants and shops of Southwest Harbor. Need tips or directions? We’re happy to help you make the most of your stay.Flying Mountain Apartment is a walkout ground-level retreat in our family home, located in a peaceful wooded neighborhood. You’ll have the entire apartment to yourself, with your hosts nearby for any assistance you may need.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Adorable couples retreat with views of Southwest Harbor from every room! Enjoy this second floor apartment with private deck, just the perfect spot for hanging out and viewing the harbor. Everything you need to make a meal or walk just 5 minutes into our village to dine out or shop at our eclectic array of businesses and restaurants! Decorated in that oh so charming coastal style Maine is known for! Explore the quieter side of Mount Desert Island, we're just minutes from Echo Lake, Seawall & Bass Harbor Head light and area park trails.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Historic Harbormaster’s House on the Great HarborStep into coastal Maine history at the beautifully restored Harbormaster’s House, originally built in 1888 and thoughtfully renovated in 1989. Located on picturesque Clark Point Road, this year-round residence offers sweeping views of the Great Harbor and a front-row seat to the ever-changing marine activity — from lobster boats to sailboats gliding by.Inside, the home combines modern comfort with classic charm:3 bedrooms and 3 full bathroomsSpacious open-concept kitchen, dining, and living areaTwo laundry rooms for added convenienceSecond-floor office/sitting room with harbor viewsHarborside decks perfect for morning coffee or sunset cocktailsLarge basement with ping-pong table for indoor funThe main floor primary suite features an ADA-compliant bathroom and a private screened porch — ideal for relaxing with a book or enjoying cool sea breezes.A one-car attached garage offers direct entry to the home. Outside, meander through lush perennial gardens down a quiet path to the shore, where a private beach and dock invite you to launch kayaks, cast a line, or simply watch the tide roll in.New in 2024: A spacious deck and cozy boathouse at the water’s edge — your perfect, sheltered hangout with comfortable seating and stunning views. End your evening stargazing from the Adirondack chairs on the dock — the night sky here is unforgettable.Just five houses from the Southwest Harbor Town Dock, and a short 10-minute walk to Beal’s Lobster Pound and downtown Southwest Harbor, with its charming shops, restaurants, historic inns, and museum — this home is perfectly positioned for your Acadia National Park adventures.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:Events allowed: family gatherings and birthday parties.Maximum event attendees: 25.

Slack Tide is right in downtown Southwest Harbor, walking distance to shops and restaurants. You'll have your own private space with a fully-equipped kitchen, a full dining room, a comfortable living area and two decks. This a great space for a family or even several couples to share. About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 3-17.About customRules:Please remove shoes in entry area..Before checkout, leave towels in the bathroom and bed sheets at foot of bed. Wash dishes, take out trash (bins are outside)..About checkIn:Check in after 5:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 20.About events:No events allowed.

Annys’s Treetop on the Quietside, Mt Desert Islandand Acadia National ParkAnny’sTreetop is a Second Floor fully equipped 1 bedroom private entrance Apartment. 'Sink into Softness’ can best describe Treetop. It also has a full sized sofa bed with a memory foam mattress. It accommodates 4 people. As Well TV with several movie channelsThe kitchen is fully equipped. There is a washer and dryer for your convenience,We are located less than a mile from the ocean.1.5 miles from Southwest Harbor, 15 minutes from Bar Harbor and Acadia National Park. entrance’ and ¼ mile from park trails. There is swimming at Eco Lake 4 minutes away 5 minutes from the Lighthouse There are several restaurants near by and 2 Lobster Pounds just down the road. Unwind and melt into nature on the Quietside of the island.WE DO NOT ALLOW PETS UNLESS IT IS A REGISTERED SERVICE DOG.NOT SUPPORT DOGAbout pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.You are financially responsible for breakage.About customRules:We Are on a Septic System DO NOT THROW GREASE OR COFFEE GROUNDS OR FOOD SCRAPS DOWN SINK!!! DO NOT THROW ANYTHING OTHER THAN TOILET PAPER DOWN TOILET.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 20.About events:No events allowed.

Welcome to our 2-bedroom vacation home in Southwest Harbor! Just a 15 minute drive from the stunning Acadia National Park, this cozy retreat offers the perfect base for your coastal Maine adventure. Our home has many convenient amenities, including WiFi, a washing machine and dryer, grill, and a fully stocked kitchen. Spend your days exploring the natural wonders of Acadia, from the park's iconic hiking trails to the stunning views a short drive away. For a thrilling day on the water, hop on a whale watching tour in nearby Bar Harbor or take a sunset cruise from Southwest Harbor.Back at the property, unwind by the fire pit and enjoy the outdoors as you take in the peaceful surroundings. With two bathrooms, air conditioning (in bedrooms from June-September), and all the essentials provided, this vacation home is the perfect blend of comfort and convenience.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Watch the video at the end of the photos that displays all aspects of this beautiful cottage and it's surroundings. This adorable sea side cottage located on the pebble beach of SW Harbor is literally over hanging the water at high tide. A second floor master king suite with private balcony, bath, wet bar and refrigerator has a magnificent view of the harbor and mountains of Acadia National Park. The second bedroom is a queen suite with private entrance to the first floor balcony. Just 2 miles to Seawall Beach of Acadia, an easy bike ride or walk for many. Some may not leave the cottage at all and just watch the boating activity from the large relaxing decks. If you do explore the island, you'll find many beautiful hikes, shops, restaurants, golf, museums, cinemas and more .About pets:No pets allowed.About checkOut:Check out before 9:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.