Homes:


Land:














Rentals
John Oldham, Broker
P.O. Box 300
Islesboro, Maine 04848
Office: (207) 734-8809
Summer: (207) 734-6901
Fax: (207) 734-6863
Email: oldhamip@midcoast.com

ISLESBORO SUMMER RENTALS 2010

(Prices subject to change, availability for any rental to be verified)

    1 - Williamson Cottage

  • ExteriorExterior
    Exterior
  • DriveDrive
    Drive
  • WaterfrontWaterfront
    Waterfront
  • ShoreShore
    Shore
  • StairsStairs
    Stairs
  • StairsStairs
    Stairs
  • Sitting RoomSitting Room
    Sitting Room
  • Dining RoomDining Room
    Dining Room
  • KitchenKitchen
    Kitchen
  • Living RoomLiving Room
    Living Room
  • BedroomBedroom
    Bedroom
  • BedroomBedroom
    Bedroom
  • BedroomBedroom
    Bedroom
  • BedroomBedroom
    Bedroom
  • BedroomBedroom
    Bedroom
  • 'One of the prettiest cottages in town', Belfast Republican Journal, May 16, 1895. Magnificent Shingle and Colonial Revival style Dark Harbor village home designed by Bar Harbor architect Fred L. Savage. 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 and grand porches on the first floor. The second floor includes six bedrooms, three bathrooms and an office. A guest mooring in Ames Cove of Gilkey Harbor on the western side of the island is available for use by tenant. The cottage underwent a substantial exterior renovation and was completely refurnished in 2009, including new mattresses and new linens throughout. $7,000 July and August weekly rates. Monthly rentals preferred.


    2 - Ames Cove

  • ExteriorExterior
    Exterior
  • Family RoomFamily Room
    Family Room
  • Living RoomLiving Room
    Living Room
  • Master BedroomMaster Bedroom
    Master Bedroom
  • BedroomBedroom
    Bedroom
  • Turn-of-the-century Dark Harbor shingle-style cottage on 16 acres of fields and ponds with 1,275 feet of waterfront.  Seven bedrooms, six fireplaces, five baths.  $6,800 weekly in August.  Two week minimum.


    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 - Seal Harbor Big Tree Beach Post & Beam

  • ExteriorExterior
    Exterior
  • WaterfrontWaterfront
    Waterfront
  • ViewView
    View
  • Living RoomLiving Room
    Living Room
  • BedroomBedroom
    Bedroom
  • Wonderful sunset views over the bay and hills from this substantial 2,500 square foot, four-bedroom home tucked amid the evergreens on five acres with 258 feet of beach front and dock. Delightuful landscaping, private and protected with room for a guest house. Barn guest apartment and heated garage/shop. Just about all the amenities you’d need to enjoy a coastal Maine island community. $4,500 weekly. Two week minimum. Monthy rates.


    5 - Miramare Shingle

  • Exterior FrontExterior Front
    Exterior Front
  • Exterior RearExterior Rear
    Exterior Rear
  • ViewView
    View
  • KitchenKitchen
    Kitchen
  • Living RoomLiving Room
    Living Room
  • BedroomBedroom
    Bedroom
  • Miramare Shingle style state of the art home of 4500 sf with four bedrooms, two with queen beds, one with king bed (or two twins), one with two twins (or king bed), three full baths, great room, dining and gourmet kitchen, first floor sunroom, studio and second floor lounge.  Over 250 feet of bold ocean waterfront with beach areas. Gorgeous sunset views over Camden Hills.

    Breezeway entry/sunroom with wood burning stove and seating group. Great room with wood burning Rumford fireplace and library alcove, seating group includes whicker sofa and four chairs plus benches. Dining room with table seats twelve includes seating for six.  Kitchen with large island and seating with state of the art Viking range, SubZero refigerators (2), Miele oven and microwave and dishwasher, fully outfitted pantry with recycling, glassware and service for twelve plus.

    Studio with desks, stereo hookups, fax machine. Hall bath with shower, Laundry room. Covered porch adjacent to kitchen and studio and entry. Two full baths, one with shower, one with whirlpool tub.  Outdoor equipment includes porch seating for eight (plus and outdoor dining table), lounge seating for six, and a hammock, plus charcoal grill. Hardwood or tile floor throughout, internet access with wireless capability, hard wired and wireless phone and alarm system.  $4,500 weekly.  Two week minimum.


    6 - Billy Shore Drive, Ryder's Cove

  • ExteriorExterior
    Exterior
  • DeckDeck
    Deck
  • KitchenKitchen
    Kitchen
  • Living RoomLiving Room
    Living Room
  • BedroomBedroom
    Bedroom
  • 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.


    7 - Classic Ryder Cover Cottage

  • ExteriorExterior
    Exterior
  • WaterfrontWaterfront
    Waterfront
  • InteriorInterior
    Interior
  • 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.


    8 - Exceptional West Bay Home

  • ExteriorExterior
    Exterior
  • ViewView
    View
  • InteriorInterior
    Interior
  • 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.


    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

  • ExteriorExterior
    Exterior
  • 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

  • ExteriorExterior
    Exterior
  • 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 - Classic Saltwater Farm & Dock

  • ExteriorExterior
    Exterior
  • ViewView
    View
  • WaterfrontWaterfront
    Waterfront
  • KitchenKitchen
    Kitchen
  • Living RoomLiving Room
    Living Room
  • Dining RoomDining Room
    Dining Room
  • BedroomBedroom
    Bedroom
  • Charming 6-BR rambling farmhouse, meadow & orchard, dock, west view, beach. $4,000 weekly.


    13 - Stately West Bay Summer Cottage

  • ExteriorExterior
    Exterior
  • 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

  • ExteriorExterior
    Exterior
  • ViewView
    View
  • 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.


    14-A - Sprague's Cove Log Home

  • ExteriorExterior
    Exterior
  • ViewView
    View
  • WaterfrontWaterfront
    Waterfront
  • CampfireCampfire
    Campfire
  • KitchenKitchen
    Kitchen
  • BedroomBedroom
    Bedroom
  • 3-BR, sleeps 8, large stone hearth, deck. Private, quiet, deepwater, 10 acre woods, $1,700.


    15 - Distinctive 1830's Cape

  • ExteriorExterior
    Exterior
  • ViewView
    View
  • WaterfrontWaterfront
    Waterfront
  • 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.


    16 - Dark Harbor Compound

  • ExteriorExterior
    Exterior
  • BoathouseBoathouse
    Boathouse
  • 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.


    17 - Avalon

  • GroundsGrounds
    Grounds
  • ViewView
    View
  • 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.


    18 - Bayview Farm

  • ExteriorExterior
    Exterior
  • ViewView
    View
  • KitchenKitchen
    Kitchen
  • Living RoomLiving Room
    Living Room
  • Sitting RoomSitting Room
    Sitting Room
  • BedroomBedroom
    Bedroom
  • BedroomBedroom
    Bedroom
  • Rambling Maine farmhouse with five bedrooms, three baths, upscale kitchen and woodstove, dining room, living room, parlor, great family room. Sleeps nine with two double beds, queen, twins, and single. Sweeping views of bay from an elevated island vantage point amidst fields. Large barn for family activities and vegetable garden. $1,800 weekly.


    19 - Marshall Cove Post & Beam

  • ExteriorExterior
    Exterior
  • ViewView
    View
  • WaterfrontWaterfront
    Waterfront
  • KitchenKitchen
    Kitchen
  • Living RoomLiving Room
    Living Room
  • BedroomBedroom
    Bedroom
  • 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.


    20 - Scull Cottage

  • ExteriorExterior
    Exterior
  • 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

  • ExteriorExterior
    Exterior
  • ViewView
    View
  • Waterfront three bedroom cedar-shingled cape, great views, beach, kitchen, DR, LR, fireplace, two full baths. $1,800.


    22 - Hewe's Point Cottage

  • ExteriorExterior
    Exterior
  • ViewView
    View
  • InteriorInterior
    Interior
  • "Come enjoy 'life in the slow lane' at our little piece of paradise." 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.


    23 - Hewe's Point Cape

  • ExteriorExterior
    Exterior
  • 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 - South Shore Two Bedroom Cottage & Beach House

  • Cottage ExteriorCottage Exterior
    Cottage Exterior
  • ViewView
    View
  • Cottage InteriorCottage Interior
    Cottage Interior
  • Beach House ExteriorBeach House Exterior
    Beach House Exterior
  • WaterfrontWaterfront
    Waterfront
  • Beach House InteriorBeach House Interior
    Beach House Interior
  • Just renovated for the 2010 season. Kitchen-dining-living room, shower, washer-dryer. Covered porch. East Bay waterviews over meadow, beach house right on the water with two bedrooms (no utilities). $900 weekly for cottage, $1,000 for both.


    25 - Crow Cove

  • ExteriorExterior
    Exterior
  • 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

  • ExteriorExterior
    Exterior
  • 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 Cove Shingled Cottage

  • ExteriorExterior
    Exterior
  • ViewView
    View
  • Living RoomLiving Room
    Living Room
  • 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, $1600 weekly.


    29 - Broad Cove Saltwater Farm

  • ExteriorExterior
    Exterior
  • 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 weekly.


    30 - Hewe's Point Broad Cove

  • ExteriorExterior
    Exterior
  • ViewView
    View
  • KitKit
    Kit
  • 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 weekly.


    31 - Ryder Cove Quaint Three Bedroom Cottage

  • ExteriorExterior
    Exterior
  • KitchenKitchen
    Kitchen
  • Living RoomLiving Room
    Living Room
  • BathBath
    Bath
  • Right on the shore, steps to beach. $1200 weekly.


    32 - East Bay South Shore Three Bedroom

  • ExteriorExterior
    Exterior
  • ViewView
    View
  • WaterfrontWaterfront
    Waterfront
  • 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.


    33 - Hewe's Point Road Waterfront Home

  • ExteriorExterior
    Exterior
  • ViewView
    View
  • KitchenKitchen
    Kitchen
  • 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.


    34 - East Shore Drive A-Frame

  • ExteriorExterior
    Exterior
  • 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

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


    36 - Ryder Cove Cottage

  • ExteriorExterior
    Exterior
  • 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

  • ExteriorExterior
    Exterior
  • WaterfrontWaterfront
    Waterfront
  • Next door to Robbin's Nest. Rustic three bedroom cottage on the beach. Washer. $1,400


    38 - Robin's Nest

  • Exterior FrontExterior Front
    Exterior Front
  • Exterior RearExterior Rear
    Exterior Rear
  • WaterfrontWaterfront
    Waterfront
  • PorchPorch
    Porch
  • KitchenKitchen
    Kitchen
  • Living RoomLiving Room
    Living Room
  • Dining RoomDining Room
    Dining Room
  • Two bedroom cottage right on Islesboro's nicest beach. Full kitchen, woodstove hearth, knotty pine interior, screened porch, and the best ocean views. $1,300 a week in August.


    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. $1,300 weekly, August-September.


    40 - Circa 1848 Four 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

  • ExteriorExterior
    Exterior
  • Light airy 2 Bedroom home sleeps 4, right on the shore, very nice, all conveniences. $1,250 weekly.


    42 - Ryder Cove Boathouse

  • ExteriorExterior
    Exterior
  • 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

  • ExteriorExterior
    Exterior
  • ViewView
    View
  • Quiet wooded perch overlooking the water, this log home offers wide covered porch, living room, kitchen, bath, freshlypainted, new furnishings. $800 weekly.


    44 - West Bay Three Bedroom

  • ExteriorExterior
    Exterior
  • 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 weekly.


    45 - Broad Cove Getaway

  • ExteriorExterior
    Exterior
  • WaterfrontWaterfront
    Waterfront
  • Living RoomLiving Room
    Living Room
  • BedroomBedroom
    Bedroom
  • Perched above the cove with sweeping water views! Sleeps four, three single beds and futon. $1,000 weekly.


    46 - Broad Cove A-Frame

  • ExteriorExterior
    Exterior
  • Water's edge, exceptional views, 2 BR, bath, kitchen, woodstove, washer-dryer, deck. Even a piano! No pets. $850.


    47 - Woody Point Ryder Cove Two Bedroom

  • Exterior FrontExterior Front
    Exterior Front
  • Exterior RearExterior Rear
    Exterior Rear
  • WaterfrontWaterfront
    Waterfront
  • Comfortable summer cottage, great porch and view $800 weekly. June-July.


    48 - Gilkey Harbor Couple's Cottage

    A charming stone's throw from the water's edge, convenient to ferry. $800.


    49 - Ryder Cove Rustic Three Bedroom Cottage

    Quiet enclave, porch looks over beach/ocean, Sleeps 6. $800.


    51 - Attractive Waterview Studio Apartment

  • ExteriorExterior
    tempalt
  • ViewView
    View
  • InteriorInterior
    Interior
  • 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.


    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 - Crow's Nest Cottage

  • ExteriorExterior
    Exterior
  • InteriorInterior
    Interior
  • Living RoomLiving Room
    Living Room
  • Delightful two bedroom home located ?up-island? 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 charge deck, washer-dryer. Minutes to wonderful coves and beaches. Weekly rates: May $500, June $750, July through September 11th $800. Pet rates; $100 plus $200 security per pet. Discounts; 10% month, $200 off 3 weeks, $50 off 2 weeks.


Business Oppurtunities
Islesboro Commercial Rentals 2010
(Prices subject to change, availability for any rental to be verified)

    Historic In-Village Commercial Gallery

    Approximately 1,000 square feet of retail space on the corner of Dark Harbor village amid shops, restaurants and real estate offices. 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.

Island Property
John Oldham, Broker
P.O. Box 300
Islesboro, Maine 04848
Office: 207.734.8809
Summer: 207.734.6901
Fax: 207.734.6863
Email: oldhamip@midcoast.com

Main Menu


Last updated by Joon Design on 04-01-10