Home Vacation Rentals By Owner In Southwest Harbor, ME

Showing 54 Of 54 Vacation Rentals
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Exceptional(91)

$425.1

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Private Vacation Home

Southwest Harbor Cottage Overlooking Harbor and Gardensthe

Southwest Harbor, Maine, United States

Our charming 2 bedroom cottage sits in Southwest Harbor on prestigious Clarke Point Road. It is across the street overlooking beautiful gardens with a small view of the harbor . It is situated halfway between the village and Beals Lobster Pound. Relax on the front deck for lunch or on the chaise lounge to read a book. Smell the salt air and enjoy peeks of lobster boats, sailboats, and the actions of a working harbor. The cottage is located right in town with sidewalks that meander down to the town dock with gorgeous views of the harbor. Walk to the iconic Beals Lobster Pound, The historic Claremont Inn, and gourmet restaurants are blocks away.. No need for a car. You can walk to town and dine at gourmet restaurants, outstanding breakfast cafes, shop at upscale boutiques, specialty wine, cheese, a great library, and a playground for small children. You may also flag down the free Acadia Bus in front of the cottage. (Late June into October) for a ride to any part of the island: towns, hiking trails, movies. You can walk into town and rent a bike and load it up on the bus to be dropped off anywhere in route. The location allows for great independence for all, especially older children.brbrAcadia National Park mountain hikes: Flying Mountain, Perpendicular, Manset Mountain and others are a bike ride away or , a two mile walk or a 5 minute car ride away. Ocean swimming is a lovely 10 minute walk away. Great for adults and kids alike.brWe have Kayaks you are welcome to use, but must have a vehicle to transport.
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Exceptional(79)

$362.03

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Cottage

Beautiful Cozy Renovated Cottage on Ocean at Seawall, Southwest Harbor

Southwest Harbor, Maine, United States

NOTE: THIS PROPERTY ONLY RENTS WEEKLY, SATURDAY TO SATURDAY. ONE EXCEPTION: If you wish a 6-day stay Oct 10-15 please send me a request. Spend your vacation in a sophisticated modern setting in our upgraded cottage with your private access to a pink granite seawall for viewing yachts, lobstermen and wildlife in MDI's Western Way ocean thoroughfare. The Eagle picture below was taken right there. The building is in prime shape, with amenities that bring it to an A+ level. Features a great room with 5 floor to ceiling sliding glass panel doors for sunlight. Large living and dining area; recent kitchen with gas stove, dishwasher and gourmet granite eat-in bar; one bedroom (King Bed configuration); granite and glass bathroom with walk-in shower. Two flat screen smart TV's (requires your streaming accounts), one DVD, strong wifi. Sofas covered in bomber jacket leather with flip up leg rests for optimal relation and video viewing. Private outdoor deck off bedroom and sunrise deck off living room with outdor Kinsley-Bate wicker furniture. Washer and dryer to keep your laundry up to date, and a wood stove and area heaters to keep you toasty on chilly Maine evenings. All kitchen gear you'll need to cook up your gourmet lobster feasts. brbrThe cottage was designed by a noted local architect and our renovations make it a contemporary, stylish gem. Please look at the recent reviews for a sense of how our guests have liked the place. It is optimal for one or two adults, and we have seen a very strong interest in the September and October season when the weather and views can be amazing.brbrSituated on 3 acres of oceanfront, the very private property features a pond, vegetable and flower gardens, pink granite beach and lush lawns. Help yourself to the vegetable garden.brbrSpace available for bike and other vacation toys in garage.brbrIdeally situated for boaters, bikers and hikers to enjoy Acadia National Park and life in Manset, home of boatbuilders, fishermen and craftstmen. Nearby Acadia locations are Seawall, Seawall Campground and Picnic Areas, Wonderland, Ship Harbor and the Bass Harbor Lighthouse.brbrTown of Southwest Harbor with food stores, library, marina, restaurants and shopping nearby. brbrNo pets. Firm on this. brbrbrKeywords: Guest cottage on this 3 acre estate in Southwest Harbor offers GREAT VIEWS of the Western Way, Cranberry Isles, open ocean and marine activity. Two outdoor decks; completely remodeled kitchen inc dishwasher. Wall to wall berber carpeting; Wood burning stove; WIFI. and cable TV; grill; bedroom w/washer/dryer. Storage shed for bikes, etc. A short path leads you to the bold, pink granite shore frontage where you can sit, watch sailing ships as they pass, or sit on your private deck and enjoy the abundant wild life and the peacefulness of this serene area.brAeroBed available for visiting overnight guests.
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Exceptional(59)

$470.06

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Private Vacation Home

Charming, 2BR Oceanfront cottage with stunning views.

Southwest Harbor, Maine, United States

If peace and quiet in your own home are what you desire, Apple Cottage is the perfect retreat to bring the family and escape it all. Nestled on the shore of Western Way, the house offers the visitor plenty of privacy and access to the ocean's edge, surrounded by spectacular scenery. There is easy access to every activity Acadia has to offer, even free public transportation, in season, right from the end of the driveway. Easy convenience to the park, shopping, free public transportation in season, and all the other activities here on Mt Desert Island. About two hundred yards from the coastline. Delightful character with a large yard and gardens surrounding. Wander down to the water's edge, or enjoy nature from the deck, listening to the endless chatter among the birds and the sounds of the nearby ocean. A great place for kids and adults to explore all that Mount Desert and Acadia National Park have to offer.brbrSit on the deck and enjoy fresh lobster while viewing sailboat races and passing boats. The house is a short distance from the favorite Acadia National Park hiking trails, Wonderland and Ships Harbor and just a five minute drive from the delightful village of Southwest Harbor. Within a short distance there are the many recreational opportunities of Acadia National Park with its extensive network of hiking trails and carriage roads. There are many opportunities to hike, bike, kayak, sail and to explore the many delights of Mt. Desert Island. brbrStreaming TV, WiFi, gas grill on new deck and much more.br brLayout: Large, attractive living room with ocean views and wide sliding door access to deck. Separate kitchen. Dining table accommodates 6. The primary bedroom has a queen size bed. The second bedroom has a set bunk beds for two adults (or two children). The oversize bath includes a walk in shower. Washer and dryer, TV, central heat. Kitchen has dishwasher, stove and refrigerator and microwave. brThe deck has reading area and chairs, gas grill and dining table with sun umbrella and chairs, brAmenities: The Island Explorer, a free island-wide bus system, stops within a short walk from the house and it can accommodate bikes. The house is located near renowned Acadia National Park, close to Southwest Harbor village center with shopping, restaurants and lobster pound. Sailboat, motor boat, bike and kayak rentals available locally. Half hour from Bar Harbor and Northeast Harbor.br brbrKeywords: Oceanfront. Beach access. Great views. Acadia National Park. Good Value.
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Exceptional(106)

$147.15

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Cabin

Acadia Explorer Cabin 2

Southwest Harbor, Maine, United States

The cabin is heated. It has hot and cold running water. The bathroom is equipped with a toilet, sink and a shower. The kitchen includes a stove with oven, a microwave fume hood, a full size refrigerator, coffee maker that make a pot,or you use k-cup. Table that pulls out to accommodate more setting and 6 chairs and a stacked washer/dryer. The sleeping arrangements accommodate 6 people with a queen size bed in the bedroom, a sleep sofa that pulls out into a queen size bed and there are 2 twin beds in the sleeping loft. Also for your enjoyment we have added Satellite TV. The cabin has a screened in porch with a small table and 2 chairs. There is a BBQ grill outside and a picnic table . We also have a small patio ,fire pit and chairs outside for evening enjoyment. br The cabin includes cooking supplies (pots, pans and utensils) as well as plates, bowls, cups, spoons, forks and knives. Also supplied are bath towels, hand towels and face clothes as well as paper towels and toilet paper. We also supply bedding, sheets, blankets (one per bed), pillow cases and pillows. You only have to bring food and a vacation attitudes. Check in time is on Saturday at 2pm and check out is at 10am the following Saturday. Quiet time starts at 9pm. The cabin is non smoking. There will be ‘butt‘ cans for smokers to use outside. Smoking inside will result in a cleaning fee. We ask that you keep your pets at home for several reasons, the ‘land minds’ they leave behind and allergies other guest may have.
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Exceptional(70)

$537.22

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Private Vacation Home

Architectural waterfront home. Wake up by the sea!

Southwest Harbor, Maine, United States

DESCRIPTION: Lovely post and beam waterfront home with adjacent one bedroom cottage all within close proximity of Seawall entrance of Acadia National Park, Wonderland, and Ships Harbor for the hiking enthusiast. Home features a large deck that spans the full width of the water side of the house along with a four-person hot tub on the deck. The home is very private, situated down a long driveway, and overlooks a rocky beach and the Western Way, with distant views of the mountains of Acadia. Offering water views from every room and one level living, this is a home for all ages. The grounds are landscaped with mature plantings, a lawn for outdoor activities as well as a path to the shore line. brbrLAYOUT: ONE LEVEL: Laundry room with washer-dryer. Generous open plan, fully equipped kitchen, dining room and sunken living room. Large master bedroom with a queen-size bed, ensuite master bath with oversized tub/shower combo and access to the deck from a set of sliding glass doors. 2nd bedroom with 2 twin beds, an ensuite 3/4 bath with large walk-in shower with safety bars. This room also has access to the deck via a set of sliding glass doors. OTHER: Guest cottage that is just steps away from the main house - it offers 2 twin beds (can be joined to form a king), cathedral ceilings w/fan and a full bath. SQUARE FOOTAGE: approximately 2400    brbrRENTAL INCLUSIONS  br    Linens-towelsbr    Heatbr   Telephone (local calls only)  brbrAMENITIES br   Oceanfrontbr High-speed internetbr 42 Smart TV and Cable br CD playerbr Deck furniturebr Hot tubbr   Charcoal grillbr     brPERMISSIONS/RESTRICTIONS  br    Pets: Yes with permission and damage depositbr Maximum number of occupants: 6 br Children welcome    br No smokingbr br
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Exceptional(13)

$816.76

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Private Vacation Home

ROSE'S COTTAGE STUNNING LUXURY W/ OCEAN VIEWS ACCESS OVERLOOKNG SOUTHWEST HARBOR

Southwest Harbor, Maine, United States

ROSE'S COTTAGE: A Gorgeous High End Luxury Home On A Hilltop Overlooking Southwest Harbor. brbrThank you for your interest! Please don’t hesitate to reach out with any questions—we’re happy to help ensure a seamless stay! Please do read through the listing, most questions will be answered here. *Please do not press the REQUEST TO BOOK button until we tell you we are ready, as it can take a few days to confirm availability with the homeowner and VRBO assesses penalties for not accepting within 24 hours. To cover added efforts we assess an automatic additional fee (no exceptions) to all reservations initiated without prior communication. Please note that a separate lease packet must be completed within the timeframe determined by the Agency in order to finalize the reservation, or funds paid will be forfeited. Please see added notes and disclosure below. Please let us know if you have any questions, since payment constitutes acceptance of these terms and is binding. Please note there may be additional terms of acceptance presented to you prior to booking. Saturday to Saturday, 7 night stays only, thank you! brbrShared Pedestrian Access to Waterfront across Route 102 On Southwest Harbor.brbrDescription: Custom designed home offering ocean views, overlooking picturesque Southwest Harbor, the mountains, islands and ocean beyond. Classy, well designed and brightly lit, with generous windows for natural sunlight and ocean and mountain views, and a fantastic spacious layout, featuring a gourmet kitchen, hardwood flooring, warming fireplace, a raised oceanview wrap-around deck, lovely screened porch, and second story porch with ocean views. Rose's Cottage is luxuriously set on the hillside in this newly developing community, within easy walking distance, just over a half mile, to the village of Southwest Harbor. Explore Acadia, enjoy the nearby amenities of town, with its charming eateries and shops, then retreat to your own deluxe accommodations, complete with expansive oceanviews, ocean access, and a well appointed, modern interior. brbrLayout: First Floor: Entry, fully equipped gourmet Kitchen, with granite counter tops, new appliances, and ocean views; open Dining Area with seating for 10, and access to spacious three season covered screen Porch, overlooking a lovely landscape pond; Brightly lit Living Room with water views and access to outdoor Deck with ocean views; Study with Sleeper Sofa; Spacious Master Bedroom with King Bed and ensuite Bath with walk in tiled Shower; Guest Half Bath; Laundry Closet. Second Floor: Spacious second Master Bedroom with King Bed and private Bath which is situated between the master bedroom and Hallways with closures between both areas, so may be used exclusively by the occupants of the master bedroom or potentially by other occupants on the second floor. Bedroom with Queen Bed and with private balcony and harbor views; Second Bedroom with 2 Twin Beds; Bedroom with Queen Bed and ocean views; Bath with Tub & Shower.brbrFeatures: Beautiful Harbor Views/ Newly Built Construction//Bright Upscale Interior// Fabulous Island Location // Newly Furnished! // Comfortable Spacious Interior // Hardwood Flooring // Multiple Decks // Fully Equipped Modern Kitchen // WiFi Internet // 5 Bedrooms!//Outdoor Grill // Screened Porch //Pedestrian Ocean Access // Walking Distance to Village Center // Close to Acadia National Park// Ocean View Deck//Smart TV for use with Guest Apps and with a few added Channelsbrbr2026 Weekly Rates WITHOUT required added Agency and VRBO Fees and the amounts reflected on Lease Agreement that you sign for parties of 8 or less: April 25 - June 13 $3500; June 13- June 27 $4300; June 27 - July 11 $5600; ((Reduced July 4-11th rate to $4500)) July 11 - August 15 $6200; August 15 - August 22 $5700; August 22 - September 5 $4400; September 5 - October 10 $4200; October 10 - January 13 $4000; January 13- April 25, 2027: inquire. Please note the Security Deposit is $1250. Please note if occupancy greater than 8 is permitted, an extra $200 per person per week for 9th and 10th guest may be added to the weekly rental rate. No more than 10 guests, including all children, are permitted. Accommodation for 3 vehicles Maximum. No parking on the lawn permitted. No use of the Deck Fire Table permitted. The basement is unavailable for guest use. Homeowner items, such as kayaks, are placed in defined storage areas and are not available for guest use. Check in at 4PM, Check out at 10AM. Garbage is to be brought to the development dumpster before or upon departure. Waterfront Amenities offered: shared pedestrian access to the shore.brbrPlease note: The Security Deposit is $1250 and VRBO does not collect but instead places a collateral credit hold for this amount, to be released in the event no claims are made, therefore VRBO issues no security refund. Please contact them directly prior to booking if you need further clarity.brbrPlease note: VRBO will generate the cost of your stay when you enter dates and number of occupants, this quote is accurate and has already been adjusted to add taxable administrative fees above the owner's rental rate. The amount you pay to VRBO includes added VRBO and agency administrative fees (the added amount the Agency charges to book this property through VRBO). These added charges will not be reflected on your lease papers, as they are not part of the Lease Agreement between you and the homeowner, and so rates quoted here will reflect a rate higher than listed elsewhere. The rental rate that is noted in the body of the property description is the actual amount that will be reflected in the lease agreement; this amount is without added fees. Please let us know if you need further clarification. All bookings require a separate Lease Agreement and Lease Packet to be completed and signed by both parties within an Agency determined time frame after booking through VRBO/Homeaway to bind the reservation. Please do NOT initiate a request to book until we let you know we are ready, as it will either be declined, allowed to expire, or edited to a higher rate to include an added administrative fee, to cover associated VRBO penalties, since we'll need time to discuss your reservation with the homeowner. Thank you so much in advance for your patience and understanding.brbrPlease Note: Rates are only quoted for the 2026 Season.
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Exceptional(64)

$404.86

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Cottage

Sweet 2 BR Cottage With Harbor Views, Walk To Downtown Southwest Harbor

Southwest Harbor, Maine, United States

Robin’s Nest is perched at the top of a quiet, dead-end street, less than a mile walking distance to the center of Southwest Harbor. The town center offers a variety of restaurants, shops, public library, and playground. Catch glimpses of harbor views from many rooms in this sweet 2 bedroom, 1 bath home. brbrThe cottage has a very comfortable layout and can accommodate up to 5 guests; however, the house is best suited for a combination of adults and kids with a maximum of 4 adults). The kitchen, dining room, and living room are on the first floor; two bedrooms and a bathroom (with tub/shower) are located on the second floor. The largest of the bedrooms has a queen-sized bed, with ample room to put a pack-and-play or toddler mattress in the room. The second bedroom has two twin beds. A sleeper sofa in the downstairs living room can accommodate additional guests. The sleeper sofa is best suited for children or small adults for brief stays. The washer and dryer are located in the basement and are available for guest use. brbrRobin’s Nest is well landscaped, with a sunny rear deck, private back yard, paved driveway, and single-car garage, where you may store your bikes or kayaks. The home is tastefully decorated and well-appointed. The owners have young children and are happy to accommodate yours. A portable crib, high chair, and other baby and child items are available upon request. Please contact the owner with your special needs. Pets are negotiable.brbrCome visit all that Mt. Desert Island and Acadia National Park have to offer, while enjoying the comforts of this sweet home with harbor views.brbrOwners also have a larger rental property in Bass Harbor to accommodate groups up to 10 people. See listing #976458 for more information.
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$517.75

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Private Vacation Home

Quiet Southwest Harbor home on MDI with easy access to Acadia National Park.

Southwest Harbor, Maine, United States

This two story house is located on a private drive, close to downtown yet off the main road. It features three bedrooms and two full baths, a large covered porch. A grassy quiet yard with fire pit for outdoor relaxation. A first floor great-room provides a spacious area. French doors lead onto the covered porch for outdoor activities and relaxation on summer days. A full bath with walk-in custom shower is available on the first floor. The second floor houses three bedrooms which provide sleeping accommodations for up to seven, as well as a full bath and laundry facility. A $30 fee per night applies per additional guest for groups over five with a maximum of seven guests. brA quick five minute walk allows you to board the Island Explorer bus system for ease of travel to Bar Harbor and Acadia National Park.brAccess to Southwest Harbor hiking trails and Echo Lake sand beach can be reached by a bike ride, hike, or short car ride.brWiFi access provided. There is an additional hot tub option with a $125 fee included in your reservation. If you wish to not use the hot tub, let us know in your reservation request and the fee will be removed. brbrPark InfobrFor info on the free Island Explorer bus system, visit this website. brhttp://www.exploreacadia.com brbrAlso, reservations are required to drive to the summit of Cadillac Mountain May 21st thru October 26th 2025. Vehicle reservations cost $6 and are sold online in advance at Recreation.gov. They are not available for purchase at the park.
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