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Southwest Harbor

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Southwest Harbor Holiday Rentals

Hotels (5)

B&Bs / Inns (12)

Speciality Lodging (4)

Holiday Rentals (110)

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Featured listings
Rebecca's Retreat (SW6-O2)
Rebecca's Retreat (SW6-O2)
    Price: £551 - £674/week
  • Bedrooms: 2, sleeps 6
  • Bathrooms: 2
    • Contact Manager
Port (SW6-D3)
Port (SW6-D3)
    Price: £459 - £1,103/week
  • Bedrooms: 2, sleeps 6
  • Bathrooms: 2
    • Contact Manager
Coveside Cabin (SW5-H1)
Coveside Cabin (SW5-H1)
    Price: £490 - £796/week
  • Bedrooms: 2, sleeps 5
  • Bathrooms: 1
    • Contact Manager
Monteleon Cottage (SW8-M2)
Monteleon Cottage (SW8-M2)
    Price: £613 - £1,715/week
  • Bedrooms: 4, sleeps 10
  • Bathrooms: 2
    • Contact Manager
Little Spruce Cottage (SW6-B1)
Little Spruce Cottage (SW6-B1)
    Price: £1,041 - £1,838/week
  • Bedrooms: 3, sleeps 6
  • Bathrooms: 3
    • Contact Manager
Judd Cottage (SW5-J1)
Judd Cottage (SW5-J1)
    Price: £796 - £1,164/week
  • Bedrooms: 2, sleeps 5
  • Bathrooms: 1
    • Contact Manager
Hilltop Cottage (SW6-D1)
Hilltop Cottage (SW6-D1)
    Price: £919 - £1,409/week
  • Bedrooms: 4, sleeps 10
  • Bathrooms: 2
    • Contact Manager
101 Clark Point (SW4-B3)
101 Clark Point (SW4-B3)
    Price: £123 - £613/week
  • Bedrooms: 2, sleeps 4
  • Bathrooms: 1
    • Contact Manager
Western Way (SW6-B2)
Western Way (SW6-B2)
    Price: £919 - £1,654/week
  • Bedrooms: 3, sleeps 7
  • Bathrooms: 3
    • Contact Manager
Town's Edge Cottage (SW6-L3)
Town's Edge Cottage (SW6-L3)
    Price: £674 - £858/week
  • Bedrooms: 4, sleeps 10
  • Bathrooms: 2
    • Contact Manager

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Holiday rentals you can trust

[ Price / nt ] [ Price / wk ] [ Price / mo ] [ Bedrooms ]
Somesville Tamarack
Somesville Tamarack
Contact Manager
Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 10
Bathrooms: 4
Located at the center of the island, this new 4 bedroom (2 with queens, 2 with 2 twins) cottage is nestled in the trees, yet close to all the island and ...
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Southwest Harbor Captain's House
Southwest Harbor Captain's House
Contact Manager
Management: Professional
Property: Holiday Rental House
Bedrooms: 5, sleeps 12
Bathrooms: 7
Beautifully renovated a home on the harbor offers its own dock and beach access, yet is just a quick walk or bike ride to the shops, restaurants and village ...
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    £858 - £1,761
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Poppet (SW6-H1)
Poppet (SW6-H1)
Contact Manager
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 2
Newly remodeled (2006/2007) quaint 3 bedroom cottage with views of the Manset shore and mountains from the 2nd level. Within walking distance of Manset ...
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    £521 - £919
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Sail Away (SW4-L3)
Sail Away (SW4-L3)
Contact Manager
Management: Professional
Property: Holiday Rental House
Bedrooms: 2, sleeps 4
Bathrooms: 1
Condominium within walking distance to the town center. Easy access to catch the FREE Island Explorer bus for a day of sightseeing in Acadia National Park. ...
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  • Weekly
    £613 - £1,164
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Seascape (SW6-J1)
Seascape (SW6-J1)
Contact Manager
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 2
Beautifully maintained and well equipped apartment with views of the Harbor and Islands as well as access to the dock, pool and sauna. Another plus is that it ...
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  • Weekly
    £919 - £1,899
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Marsh View (SW4-R2)
Marsh View (SW4-R2)
Contact Manager
Management: Professional
Property: Holiday Rental House
Bedrooms: 1, sleeps 4
Bathrooms: 1
Cozy private home located at the beginning of the Great Salt Water Marsh that separates the villages of Bass Harbor & Southwest Harbor. From the wrap around ...
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    £613 - £766
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Summer Song (SW6-V1)
Summer Song (SW6-V1)
Contact Manager
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 1
Close proximity to both the village of Southwest Harbor as well as the Seawall entrance to Acadia National Park. Traditional Maine home on one acre. Great ...
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    £490 - £735
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Whitney Cape Cod House II (SW6-W1)
Whitney Cape Cod House II (SW6-W1)
Contact Manager
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 1
Charming 3 bedroom cape with a slight harbor view. Easy walking distance to the center of town for shopping and dining. Policy: Pets not allowed, Smoking not ...
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    £429 - £796
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Whitney Cape Cod House I (SW6-W2)
Whitney Cape Cod House I (SW6-W2)
Contact Manager
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 1
Charming 3 bedroom cape within easy walking distance to the center of town for shopping and dining. Freshly painted and renovated in 2004, this attractive ...
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  • Weekly
    £429 - £796
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Quiet Side Bungalow (SW2-F1)
Quiet Side Bungalow (SW2-F1)
Contact Manager
Management: Professional
Property: Holiday Rental House
Bedrooms: 1, sleeps 3
Bathrooms: 1
This charming cottage, formerly an artist studio, is just on the edge of town. Located close to dining, shopping and catching the Policy: Pets not allowed, ...
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    £441 - £444
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Long Cedar (SW8-M1)
Long Cedar (SW8-M1)
Contact Manager
Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 8
Bathrooms: 2
New to the rental market summer '07. Charming cedar shingled cottage located in a desirable location with in walking distance of the golf course and the ...
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  • Weekly
    £796 - £1,409
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Garden Cottage (SW8-C2)
Garden Cottage (SW8-C2)
Contact Manager
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 8
Bathrooms: 2
Recently renovated in 2006, this restored farmhouse is the perfect place to spend your summer vacation. With almost 3 acres, there is an expansive yard for ...
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    £735 - £1,103
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The Old House at the Birches (SW9-H1)
The Old House at the Birches (SW9-H1)
Contact Manager
Management: Professional
Property: Holiday Rental House
Bedrooms: 5, sleeps 9
Bathrooms: 2
Beautiful 1893 summer cottage located on a 6.5 acre family compound with 400' of shoreline, and within walking distance of the park and golf course. Large ...
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    £1,164 - £1,838
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Dorr House (SW8-B1)
Dorr House (SW8-B1)
Contact Manager
Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 8
Bathrooms: 3
Built in 1912 and completely renovated in 2005, the Dorr House is perfectly situated within walking distance to Southwest Harbor shops, restaurants and Acadia ...
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  • Weekly
    £735 - £1,654
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Torrey Cottage (SW6-K3)
Torrey Cottage (SW6-K3)
Contact Manager
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 2
Charming house with all the comforts, located within walking distance of the Manset shore and the Island Explorer shuttle bus. The house is well appointed ...
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    £521 - £858
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Southwest Harbor Holiday Rental Advice
Does anyone know the Moorings Inn at SW Harbor?
Posted by smh1954, 24 Jun 2008
... Inn for my September 2009 vacation. There are ... ... will SW Harbor be like in September? Will it be too quiet on the 'quiet side' of the island? My Maine vacation still over 12 months away and I'm already getting excited! Hope someone can help. Cheers, Sharon from Sheffield, UK ... more
Posted by LoisDenominator, 29 Jun 2008
... and the location of the property can not be beat if the view is what you are looking for. If you are interested in boats, the Hinckley Company docks are adjacent and you can sit and watch them put their beautiful watercraft through their paces. The hotel itself is very ... more
Posted by SchatzieDavidson_NC, 21 Jul 2009
... is very rarely at the property, requires full payment prior to arrival and their refund policy is non-existent. She placed us in a cottage significantly smaller than what we paid for due to double-booking and never provided a refund. The folks in that cottage had been coming a ... more
Has anyone stayed at The Yellow Aster in Southwest Harbor?
Posted by buttondeb, 13 Aug 2007
We just returned from southwest harbor, we didnt stay there but went by, it has no view but looks well maintained. We stayed at Western Way condo's and they have a great view. Don't miss eating at the Moorings Restaurant. ... more
Go to Southwest Harbor Forums »
Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns