Home Vacation Rentals By Owner In Southwest Harbor, ME

Showing 120 Of 183 Vacation Rentals
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Exceptional(83)

$1398.83

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Private Vacation Home

Incredible views overlooking Southwest Harbor and beyond.

Southwest Harbor, Maine, United States

The views from Island Watch are spectacular. To the northeast is the fjord of Somes Sound, and further south is a more intimate view of Southwest Harbor and several of the offshore islands, all with Acadia National Park's mountains as a backdrop. brIsland Watch sits on a ridge above the village of Southwest Harbor and has a vista that is as unique as any on the Maine coast, yet is removed from the busier, in-town atmosphere. We are a bit more secluded, but we do have our own private path that will take you into the center of Southwest Harbor. From there you can board the free Island Explorer bus, wander through an art gallery, have a gourmet dinner, or just have an ice cream at the local café. We are only minutes away from some of the least used and most scenic trails in Acadia National Park. brFormerly run as a Bed and Breakfast, Island Watch is now available to rent on a weekly basis. The seven bedrooms of the main house each have their own bathroom. The suite on the lower level has a complete kitchen and fireplace. The main deck area provides a relaxing gathering area for your entire group, where you can kick back and watch the boating activities below. We also have a separate efficiency apartment rental unit, called the Bird's Nest (651708), over the detached garage on the same property.brThe views are spectacular from the decks at Island Watch. Sit and relax in the quiet splendor of the Maine woods while taking in the panoramic beauty of the islands, mountains, harbors and the village of Southwest Harbor! brYou're within walking distance to the local restaurants, bike rentals, sailing, boating, an ice cream parlor, and exclusive shops. Some of our local establishments are Beal's Lobster pound, Rogue Cafe, Sawyer's Market, Red Sky Restaurant, and the Wendell Gilley Museum.brbrYou will enjoy spectacular ocean and mountain views, beautiful sunrises, quiet times, and the many activities in nearby Acadia National Park. The Rockefeller family constructed beautiful carriage roads throughout the park in which you can enjoy on foot, in a horse-drawn carriage, or by bike.brbrCome and stay at one of the most beautiful places in the Maine. Experience a quiet family vacation or one with friends. Be active or just kick back, read a book, work on a jigsaw puzzle, or paint a picture — all while enjoying the fresh air and pristine views.br brSouthwest Harbor has an active marine industry base of boat builders, marinas, and lobster and sail boats. brIsland Watch watches all of this from its peaceful perch above the harbor. It is the Real Maine...Simple! “The way Life Should Be!”
Bed 7

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Bath 6

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Sleep 14

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Exceptional(18)

$310.81

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Cottage

Don’t miss out on your vacation! Come stay at this on site marina property

Southwest Harbor, Maine, United States

This quaint, one bedroom cottage is just the perfect spot to explore Southwest Harbor and beyond! It's ideal location is just minutes away from many of the area restaurants, shops, galleries, and boat tours. Stroll down to the marina to gaze at the sunrise/sunset colors that are so beautiful on the water. Or watch the comings and goings of the lobster boats. It takes just minutes to walk into the village to grab a bite to eat or an ice cream cone. A short 5 minute drive will take you to Echo Lake, Bass Harbor Head Light, or Seawall. There are many hiking trails nearby. Be sure to check out the guides that we supply for your use while you're here.brbrThis home features a very spacious King-sized master bedroom with reading nook and flat screen TV with DVD player. The living area and kitchen are open concept. The well appointed Kitchen will make your stay in days very comfortable. The living room is very comfortable with an assortment of books, DVD's, and hiking guides for you to peruse and a flat screen TV/DVD. The outdoor dining area is complete with a gas grill. brbrDon't want to drive Be sure to load up on the free Shuttle bus that services the whole island it will pick you up right at the end of the driveway. There's also a Great company, Acadia Sail located next door at the marina that offers the best boat tours, they have many types to choose from....not just Sail boats!
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Bath 1

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Sleep 3

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$282.31

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Apartment

Quiet Studio Near Acadia with Private Fire Pit

Southwest Harbor, Maine, United States

Stay on the quieter side of Mount Desert Island, just minutes from Acadia National Park. Relax after a day of exploring at your private fire pit.brbrAfter a day of exploring, relax in your private outdoor space with a propane fire pit, seating, and table.brbrIdeal for couples or solo travelers looking for a quiet, convenient base to explore the area.brbrTHE SPACEbrbrPrivate studio apartment with separate entrancebrComfortable sleeping areabrKitchenette with induction burner, microwave, fridge/freezer, and air fryer/toaster ovenbrPrivate outdoor space with fire pit, chairs, and tablebrbrLOCATIONbrbrLocated on the Quietside of Mount Desert Island, away from the busiest areas but close to everything:brbrAcadia National Park trailheadsbrBass Harbor Head LightbrSouthwest Harbor restaurants and shopsbrScenic coastal drives and viewpointsbrbrGOOD TO KNOWbrbrThis studio is attached to our family home.brbrWe have two boys (a teen and a young child), so you may occasionally hear normal daytime activity. We keep things quiet during evenings and early mornings.brbrHOUSE RULESbrbrMax occupancy: 2 guests (or 2 + child with approval)brNo petsbrNo smoking or vapingbrQuiet hours: 10 PM – 7 AMbrRental agreement required before check-inbrbrGUEST SUPPORTbrbrWe live on-site and are available if needed, while respecting your privacy. We are happy to share local recommendations for hiking, dining, and activities.
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Sleep 2

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Exceptional(31)

$521.93

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Condo

Best views on MDI - 2 bedroom 2 bath condo - waterfront with in ground pool

Southwest Harbor, Maine, United States

Stunning two bedroom / two bath condominium unit. Looking East over Southwest Harbor. Best sunrises on the island right from your deck!brUnit is fully furnished. Full kitchen, Dining area, full living room with TV, and WIFI. Wood burning stove in living room to take the chill out on a cool night.brMaster bedroom suite has a king bed with adding master bathroom.brThere are two full sizes beds in the second bedroom. Luxury sheets in both bedrooms.brBoth bathrooms have walk in shower / tubs with luxury towels.brUnit has two decks - the one facing east has two lounge chairs and a table with seating for six.brThe rear deck, accessible off the bedrooms has some patio furniture.brThere is a washer and dryer located in the storage room. A BBQ grill is located in the garage. There is also a heated unground pool for your enjoyment! You also have access to the associations Pier and Dock.brThis property has some of the best views on the island! Have your morning coffee on the deck overlooking Southwest Harbor - watch the daily ongoings of the harbor. Views of Cadillac Mountain to the Northeast. brDowntown Southwest Harbor is a ten minute walk away! Great restaurants and shops all within a ten minute walk.brThe free Island Explore bus also stops out in front of the complex.brThis unit is on the quiet side of the island - a fifteen minute drive to Acadia, twenty minutes to Bar Harbor and five minutes to Bass Harbor.
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Bath 2

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Sleep 6

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Exceptional(8)

$475.16

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Apartment

Acadia II on the Harbor A Cozy Charmer. Walk to Village. Waterfront Views.

Southwest Harbor, Maine, United States

Experience the charm of Southwest Harbor with stunning views, cozy comforts, and easy access to Acadia National Park. Reserve your stay now!brbrWhy you’ll love itbrbr Private deck with harbor views – coffee at sunrise, boats at duskbrbrbrComfy queen bedroom – perfect for post-adventure napsbrbrbr“Small but mighty” kitchen – fully equipped for lobster nights inbrbrbr In-unit washer/dryer combo – easy, breezy staysbrbrbr Smart TV – just bring your streaming loginsbrbrbrWalk to shops, pubs & restaurants – plus a nearby lobster shackbrbrbr Free Island Explorer bus stop ~20 yards away – skip traffic & parkingbrbrDog Friendly!brbrbrThe spacebrUnwind in a bright living area, then slide open the doors to your spacious deck—the true highlight. Watch fishermen head out at dawn and return with the day’s catch. It’s like a live postcard, every day.brbrWhat’s includedbrbrFresh linens + one towel set per guestbrStarter kit: shampoo, conditioner, soaps, paper goods, trash bags & morebrWasher/dryer for quick refreshes during your staybrbrLocation perksbr~20 minutes to Acadia National Park for hiking, biking & beachesbrSet in Southwest Harbor, a quaint harbor town with scenic streets, local eats, and coastal charmbrEasy access to trails, carriage roads, and village centers via the fare-free Island ExplorerbrPerfect forbrCouples or small families seeking a peaceful coastal escape with everything close at hand.brCome for the views. Stay for the vibe. Book your Maine getaway and experience harbor life from the best seat in the house.brbrCoastal Maine Vacations requires a Safety background check and a rental contract to be signed at the time of booking. If you would like to see a copy in advance please contact us.
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Sleep 3

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Exceptional(74)

$431.33

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Cottage

New prices, summer getaway at Seashore Cottage, Great Views and cozy fireplace

Southwest Harbor, Maine, United States

Sea Shore Cottage is a charming 1920's style cottage with a large, sloping lawn right down to the ocean. This property is right in the heart of Acadia National Park, within minutes to such sites as Bass Harbor Head light, Echo Lake, Somes Sound, and Beech Cliffs. brbr This house overlooks Southwest Harbor, Sutton Island, the Cranberry Islands, and Greening Island. This ideal spot is within walking distance of superb restaurants, specialty shops, a full service marina, galleries, and sea glass hunting. Coffee shops, an ice cream parlor, and children's playground are just a few things that are within a five minute walk. In just minutes you can drive to Echo Lake, Bass Harbor Head Lighthouse, and many other popular Acadia National Park destinations. brbrDon't want to drive Load up on the free Island Explorer shuttle that stops directly across the street! During the summer stop by the farmers market or take a sunset sail on one of the many boats offering them. There are also many opportunities to take a ferry to one or more of the surrounding islands for hiking or biking.brbrThis house is on a property shared with three houses. There's a shared fire pit with seating adjacent to the shore.brbr br br br br brbrKeywords: Classic 1920's cottage within walking distance to picturesque Southwest Harbor village. Oceanfront.
Bed 4

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Bath 1

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Sleep 6

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Exceptional(6)

$514.29

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Condo

Best views on MDI - 2 bedroom 2 bath condo - waterfront with in ground pool

Southwest Harbor, Maine, United States

Stunning two bedroom / two bath condominium unit. Looking East over Southwest Harbor. Best sunrises on the island right from your deck!brUnit is fully furnished. Full kitchen, Dining area, full living room with TV, and WIFI. Wood burning stove in living room to take the chill out on a cool night.brMaster bedroom suite has a king bed with adding master bathroom.brThere are two full sizes beds in the second bedroom. Luxury sheets in both bedrooms.brBoth bathrooms have walk in shower / tubs with luxury towels.brUnit has two decks - the one facing east has two lounge chairs and a table with seating for six.brThe rear deck, accessible off the bedrooms has some patio furniture.brThere is a washer and dryer located in the storage room. A BBQ grill is located in the garage. There is also a heated unground pool for your enjoyment! You also have access to the associations Pier and Dock.brThis property has some of the best views on the island! Have your morning coffee on the deck overlooking Southwest Harbor - watch the daily ongoings of the harbor. Views of Cadillac Mountain to the Northeast. brDowntown Southwest Harbor is a ten minute walk away! Great restaurants and shops all within a ten minute walk.brThe free Island Explore bus also stops out in front of the complex.brThis unit is on the quiet side of the island - a fifteen minute drive to Acadia, twenty minutes to Bar Harbor and five minutes to Bass Harbor.
Bed 2

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Bath 2

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Sleep 6

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Exceptional(4)

$407.66

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Private Vacation Home

Acadia Southwest Harbor House. Close to hiking trails, restaurants & shops.

Southwest Harbor, Maine, United States

Our well maintained 2 bedroom, 1 bathroom house is located in the Village of Southwest Harbor on Mt. Desert Island, where local lobstermen start their day around 3 am. The house is located across from Milagro Coffee Bar and the Shoppes at Southwest Harbor. It is just minutes away from many hiking trails in Acadia National Park, restaurants, shops, swimming holes & beaches. brbrThe location of our home makes it unique as you can literally walk across the road to get your morning coffee and baked goods, get your haircut at the local salon, grab a bottle of wine for dinner at the local liquor store and get some fresh cut flowers at the florist. The popular Charlotte Rhodes Butterfly Garden overlooking Norwood Cove is also across the street going the opposite direction and the Causeway Club Golf Course is just a 5 minute walk from the house.brbrBy car you can be at many trails heads in Acadia National Park within minutes or at Echo Lake or Long Pond for swimming. A little further away by car are beaches and the Bass Harbor Light House.brbrSleeping arrangements - each bedroom has a king size bed.brbrHouse has both heat and AC.brbrWe have a 3 night minimum. Reservations for 7 nights or longer will receive an automatic discount.brbrbrHere are links to our other rentals in Southwest Harbor:brbrSnuggery Studio Apartment = https://t.vrbo.io/EmVWYq6D0ObbrbrOn Island Time 2 Bedroom Apartment = https://t.vrbo.io/kBwiSAkE0ObbrbrSouthwest Harbor Village 3 Bedroom Village House = https://t.vrbo.io/ikQCUyt61Ob
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Bath 1

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Sleep 4

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Exceptional(89)

$745.68

/ Nightly
Apartment

Ocean view 4 br, huge deck with grill, walk to town, pet friendly locally owned

Southwest Harbor, Maine, United States

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. brbrWe 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.brbrThe 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.brbrThere 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. brbrYou won't have a hard time filling up your vacation with activities in Southwest Harbor, only a hard time trying to do them all.brbrThis apartment can be combined with our 3 bedroom apartment, Osprey Nest for a total of 7 bedrooms if availability exists.
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Bath 1

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Sleep 10

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