WILLIAMSON COTTAGE: 'One of the prettiest cottages in town', Belfast Republican Journal, May 16, 1895. Magnificent Shingle and Colonial Revival style five-bedroom, three-bath Dark Harbor village home in dramatic setting of open lawn to a rocky shoreline with sweeping East Penobscot Bay and ocean views. The elegant residence offers comfortable living, dining and library rooms with fireplaces, a pantry and kitchen on the first level, guest/staff suite, and grand porches. $8,000 July, $9,000 August weekly rates. Monthly rentals preferred.

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1) DARK HARBOR COTTAGE sited on the original Islesboro Inn hill offering six bedrooms, walking path to the beachfront and exceptional ocean views. Large living room with fireplace, dining room, wonderful decks, four baths. Owner occupied apartment attached. Short walk to Dark Harbor Pool and village bookstore, antique shops, and ice cream parlor. $2,700 weekly June-July.

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2) LARGE SHINGLE STYLE COTTAGE Gilkey's Harbor breathtaking views, 10 bedrooms, master wing, fireplaces, veranda, path to Pirate's Cove beach. $7,000 weekly in August.

3) ELEGANT WATER'S EDGE In heart of Dark Harbor on Gilkey's Harbor close by the Yacht Club. 4 bedrooms, 4 fireplaces, 3 - 1/2 baths. Master bedroom fireplace, jacuzzi. 3-bedroom, 2 bath guest wing. Rich hardwood flooring. $5,500 weekly.

4)NEW BONNET FARM 4-BR CONTEMPORARY Outstanding east bay ocean views, cathedral ceilings, fireplace. Sleeps six, full bath, two half baths. Very private. $14,000 monthly.

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5) TURN-OF-THE-CENTURY DARK HARBOR COTTAGE Private peninsula and dock located in the heart of Gilkey’s Harbor with grand views of the western shores and hills. Seven bedrooms, sleeps six comfortably. Well-maintained and landscaped. Formal living room, dining room, four fireplaces, kitchen, butler’s pantry, laundry. No pets. $8,000 weekly.

6) BILLY SHORE DRIVE, RYDER’S COVE Spectacular views from this renovated rambling shingled cottage. Five and a half bedrooms, three bathrooms, enclosed porch and large deck, dock and mooring. $3,000. Separate guest cabin sleeps four, double down, loft twins, kitchen, 3/4 bath, living/dining room., $1,000.

House Bedroom Kitchen

7) CLASSIC RYDER COVER COTTAGE at waters edge with exceptional views over the cove, recently refurbished, five bedrooms, kitchen, pantry, dining room, living room, covered porch, finely crafted period wood panelling $3000.

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8) EXCEPTIONAL WEST BAY HOME Picture post card views from most every room of West Penobscot Bay and Islands over 4 acres of lovely fields, pond, and beach. 4 bedrooms, 2 full baths, large living room, dining room, sunny kitchen, plus sunroom and deck. Mid island location. $2,750 weekly, two week minimum.

House View Dining Room

9) CEDARPOINT dramatic oceanpoint, exquisite cottage, golden sunsets over Camden Hills, 3 bedrooms, 2 full baths, large living room with fireplace, spiral stairway, private beaches, dock. No pets. $3,000 weekly.

10) GRAND FARMHOUSE Wonderful east bay views over meadows and woods, delightful paths, beach. 4 bedrooms, 3 baths, kitchen, breakfast nook with fireplace woodstove, dining room, living room, study, deck, finished attic, bath. $2,500 weekly.

11) FISHHAWK OVER BIG TREE BEACH Waterviews from every room on this peninsular location. Space and elegance. Master bedroom with fireplace, two guest bedrooms, two baths. No pets. $2,400 weekly, 2 week minimum.

12) BILLY SHORE DRIVE, RYDER¹S COVE THREE-BEDROOM COTTAGE Eon four wooded acres with partial water views near the ocean. Designed by Jeremiah Eck of Boston, this well-crafted and designed 1,700 sq. ft. has an open floor plan, cathedral ceiling, Rumford stone fireplace, screened porch and deck. Light and bright in an historic island summer enclave. Master bedroom, divided loft with two sleeping areas, sleeps six. Full bath, outside shower. Fully equipped. $2,000 weekly.

House View Living Room Bedroom

13) STATELY WEST BAY SUMMER COTTAGE Grand ocean view overlooking past lovely formal gardens and lush meadow to the beach. Sunporch, kitchen with pro gas range, dishwasher, formal cathedral ceiling living room with fireplace, entertainment room with woodstove, brick paved sunroom, two baths, laundry. Lots of pine and tile flooring. Master bedroom queen, blue bedroom twins, yellow bedroom queen. $2,400 a week in July til mid August.

14) SABBATHDAY HARBOR LOOK OUT Sweeping views of Ryder Cove, Islesboro's eastern shoreline. Private wooded location, well-maintained, 3-BR home sleeps 8. King & twin, queen & twin, 2 doubles, bath and half. AC, satellite dish, 2 large screen tv's, WD, dishwasher. Great porch. Path to shore. No smoking. $2,600 week, $1,800 June, September.

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15) DISTINCTIVE 1830's CAPE Long waterviews of East Penobscot Bay in pleasant and peaceful North Islesboro over 18.7 acres of meadow and woods including 695 feet of shorefront and beach on Parker Cove. Delightful marshland trail and wildlife. Wonderful antique warmth and architectural detail in pristine condition. Five bedrooms, 3.5 baths, detached two-car garage, lovely grounds. $2,200 weekly.

House View Water

16) DARK HARBOR COMPOUND Picturesque winding drive to west shore bedroom and loft cabin right on the water ($5,000 month, $2,000 wk) and1-BR boathouse ($4,000 month, $1,250 wk). Completely renovated to highest expectation. No pets.

Cottage Boat House

17) AVALON....idyllic and private setting on almost 10 acres on Turtle Head. Professionally landscaped, easy beach access, cutting flower garden, natural fern beds and boardwalk accented with rock walls. Full kitchen w/ granite counter tops, gas stove, full bath with jacuzzi, laundry. Living room woodstove, pull-out couch. Master bedroom with vaulted ceiling and loft with double and single beds. Screened porch dining. Shoreside sitting deck for exquisite sunrises and sunsets. Turtle Head nature trail nearby. No pets. $2,000 a week.

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18) FERRY ROAD, CAMDEN HILLS SUNSETS Exceptional 3-three bedroom, 2 full baths, balcony decks, private beach, and picture postcard views of West Penobscot Bay. $2,400 weekly.

19) NEW LISTING SUMMER 2008! MARSHALL COVE POST & BEAM Exceptional waterfront three-bedroom home in a private open meadow. Spacious and crisp interior, hardwood maple flooring, . Large kitchen with gas stove, dishwasher, living room hearth and woodstove. Master bedroom (queen), bath/shower, half bath, 2 second floor guest bedrooms (twins, queen) and full bath, washer-dryer. Covered and screened porches to enjoy this idyllic setting. Lovely landscaping. Easy beach access. $2,000 weekly in July.

House Kitchen Living Room Bedroom View Beach

20) SCULL COTTAGE Turn of the century Dark Harbor cottage, completely refurbished to highest expectation; formal living room with fireplace, dining room with fireplace, kitchen, pantry, laundry. Seven bedrooms; master bedroom with fireplace and view to west bay, twin bedroom with fireplace, double bedroom, twin bedroom, nursery, double bedroom, 3/4 bedroom, 4 full baths, plus staff rooms, glassed porch, and elegant grounds. $2,000 weekly September.

21) EAST NARROWS Waterfront three bedroom cedar-shingled cape, great views, beach, kitchen, DR, LR, fireplace, two full baths. $1,800

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22) HEWES POINT COTTAGE "Come enjoy 'life in the slow lane' at our little piece of paradise.² This truly charming cottage has a spectacular water view, 100 feet to the shore, glass/screened porch, two bedrooms, one bath, fully equipped kitchen ( no dishwasher), linens, phone, a/c, heat, satellite tv, dvd player and washer/dryer. Great owners who will welcome you with warm island hospitality. If you want to get away and just let the world go by, then this is the place for you!!!!" $1,500

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23) HEWE'S POINT CAPE 3 bedrooms, 2 full baths, living room with fireplace, dining room, attached 2-car garage on 2 acres of lawn and birch trees right on Broad Cove. $1,800 weekly, July.

24) HEWES POINT LANDING 3-BR Just across the road from a great public beach access with very nice water views. Just refurbished. Large sunny yard, two baths, fireplace. $1,700 weekly.

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25) CROW COVE Private, 4-BR house, 2.6 baths, private beach, deep water mooring. Large living room , elegant cathedral ceiling dining room. Large deck, stairs to beach, $2,000 weekly.

27) PRIPET WOODS LANE TWO BEDROOM Private getaway at the water's edge, charmingly renovated, new kitchen and living room. Easy access to beach and boating, exceptional easterly waterviews towards Castine. $1850 weekly.

28) RYDER COVER SHINGLED COTTAGE Wonderful ocean view, right on the beach, three double bedrooms, knotty pine interior, full and half baths, library, game room, cozy fireplace with stove in the living room. Kitchen and deck. Pets case by case, no smoking, $1700 $1600

House View Living Room

29) BROAD COVE SALTWATER FARM Simply one of the best views on Islesboro over the cove and Gilkey Harbor. Renovated island farmhouse. Two bedrooms, two full baths, jacuzzi. Large field, not far from ferry and town dock. $1600 wk

30) HEWE'S POINT BROAD COVE Waterfront three bedroom, fully equipped cottage, wonderful deck, view! 2005 second storey addition includes 2 full baths, laundry. Lawn slopes gently to private beach. Walk to public playground, tennis courts. Near village, shops, boating, library, Historical Society. Sleeps four or family of five with small children. $1,900 wk.

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31) NEW LISTING 2009. Ryder Cove Quaint Three-Bedroom Cottage. Right on the shore, steps to beach. $1200 weekly.

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32) EAST BAY SOUTH SHORE 3-BR Well-kept Maine farmhouse with sweeping east bay views and path to beach. King, queen, twins, sleep sofa in study, bath and half, laundry. Walk to Big Tree Boating and beach, general store. Bike to town tennis, library, historical society. No smoking or pets. $1,200 weekly.

House View Beach

33) NEW LISTING 2008! HEWES POINT ROAD WATERFRONT HOME Tucked away off a cherished dead-end road, this well built and maintained three bedroom home offers views and access to Islesboro Harbor, a tidal east bay cove. Full bath, washer-dryer, large open deck, outside shower. Stroll to the library or historical society. Digital TV and wireless Internet, half bath upstairs. $1,100 weekly.

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34) EASTSHORE DRIVE A-FRAME Wonderful views of East Penobscot Bay. Two bedrooms, large sunny deck. W-D, no TV, pets, or smoking. Path and steps to beach. $1,200 weekly.

35) DOCKSIDE Boater's dream, 2-BR, sleeping loft, right on rocky western shore, great deck, views No pets. $1,100

36) RYDER COVE COTTAGE Perched on a dramatic rocky bluff, just steps to the shore. Three bedrooms, queen, twin, queen, 3/4 bath and half, laundry, kitchen and breakfast nook, living room with woodstove, large enclosed porch. Mooring available. $900 weekly. AND a knotty pine couples cabin with bath and kitchenette $300 weekly or $1,000 for both.

37) DRIFTWOOD at Ryder Cove next door to Robbin¹s Nest. Rustic three bedroom cottage on the beach. Washer. $1,400.

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38) ROBBIN'S NEST Two bedroom cottage right on Islesboro's nicest beach. Full kitchen, woodstove hearth, knotty pine interior, screened porch, and the best ocean views. $1,200 a week in August.

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39) OAKHEAD A-FRAME AT THE NARROWS Perched on a 5-acre shore bluff and beach with a spectacular views of East Penobscot Bay. Master bedroom with double, sleeping loft with twins, kitchen, dining area, bathroom with washer-dryer, Franklin stove/fireplace, and spacious deck. $1,600 weekly, August-September.

40) CIRCA 1848 4-BEDROOM HOME On the quiet end of town, set back from the main road on 20 acres, near Church Turn. Recently thoroughly renovated. Kitchen with woodstove hearth, dining room, living room, two full baths. Washer-dryer, dishwasher. Large, sunny yard, not far from beaches and boating. $1,000 weekly.

41) GOOSEBERRY SUNSETS Light airy 2-BR home sleeps 4, right on the shore, very nice, all conveniences. $1,250 weekly.

42) RYDER COVE BOATHOUSE Delightful couples cottage with exceptional view of East Bay and access to Ryder Cove for water and beach activities. $1,000 weekly in July.

43) EAST BAY TWO BEDROOM Quiet wooded perch overlooking the water, this log home offers wide covered porch, living room, kitchen, bath, freshlypainted, new furnishings. $800 weekly.

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44) WESTBAY 3-BR HOME, PRIVATE BEACH, 16 ACRES Fully equipped home, master bedroom, spiral stairs to 2 bedrooms, nicely appointed, sunspace, pine floors, 2 baths, washer-dryer. No pets. $850 wk.

45) NEW LISTING 2009. Broad Cove Getaway perched above the cove with sweeping water views! Sleeps four, three single beds and futon. $1,000 weekly

House Water Living Room Bedroom

46) BROAD COVE A-FRAME Water's edge, exceptional views, 2 BR, bath, kitchen, woodstove, washer-dryer, deck. Even a piano! No pets. $850.

47) WOODY POINT, RYDER COVE 2-BR comfortable summer cottage, great porch and view $800 weekly. June-July

winter cottage view

48) GILKEY HARBOR COUPLE'S COTTAGE A charming stone's throw from the water's edge, convenient to ferry. $800.

49) RYDER COVE RUSTIC 3-BR COTTAGE Quiet enclave, porch looks over beach/ocean, Sleeps 6. $700.

51) ATTRACTIVE WATERVIEW STUDIO APARTMENT Fully furnished one bedroom apartment sleeps six. Full bath, sleeping loft, sleep sofa, day bed. Located approximately 3 miles from village (Church, post office, grocery store, garage, health center etc.) Excellent public swimming beach is just a short walk down the hill. $750 weekly.

House View Living Room

53) ABBEY AT FARROW FARM Wonderfully unique living and family space. New two bedroom home, cathedral ceiling, third storey turret sitting room, full kitchen, bath, living room, first and second storey decks. $900 weekly. Additional first floor living room with kitchen, sleep sofa. Both for $1,500. Charming landscaping, rock wall, gardens.

54) CROW¹S NEST COTTAGE Delightful two bedroom home located ³up-island² on the quiet end of Islesboro. looking across to 10 acre fresh water Meadow Pond, a neat wildlife refuge. The cottage is a 100 year old, small, shingle sided, cape which has been completely renovated in charming Maine island decor. Large, sunny, open, combination living-dining-kitchen area perfect for family enjoyment. Large master bedroom with queen bed, cozy small bedroom with double bed, one large bathroom upstairs, large deck, washer-dryer. Minutes to wonderful coves and beaches. Available for weekly rentals $725 per week ­ June/July 13, $775 July 14 - September 6. Pet rates; $100 plus $200 security per pet. Discounts; 10% month, $200 off 3 weeks, $50 of 2 weeks.

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NEW LISTING SUMMER 2008! HISTORIC SHOP/GALLERY SPACE Quaint island school house restored to upscale retail space. High ceilings, track lighting, oversized windows, half bath. Gallery for many years. Centrally located, parking on site. $5,000 season.

VILLAGE COMMERCIAL GALLERY Approximately 1,000 square feet of retail space on the corner of Dark Harbor village amid shops and restaurants. 10 foot stamped tin ceilings. High visibility, excellent summer traffic.

DARK HARBOR VILLAGE RESTAURANT Elegant dining opportunity in the heart of island summer activity with well-established clientele. Approximately 3,000 square feet and three dining rooms in two storeys, ample parking. Major renovations in 2000, this well-equipped restaurant offers flexible dining, service, prep and storage facilities to meet your innovation. Owner willing to work with a partner to reopen. WILL NEED WORK Inquire for more details.

Please inquire about other rental situations not appearing on this list