Deer Isle Vacation Rentals

Deer Isle Rental Listings

24 results

$150/night

Point Field

Type: Oceanfront, Waterview, Wooded, Beach

This delightful little cape sits on 7 acres of perhaps one of the area’s most valuable and most admired parcels, with nearly 280 degrees of surrounding ocean views. Overlooking the causeway, causeway beach, Deer Isle …

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$165/night

Artists Retreat

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Overlooking Northwest Harbor on Deer Isle, this oceanfront estate has 4 bedrooms and 2 full/split bathrooms. The setting for this very private cottage is unparalleled, on more than five acres with over 300 feet of …

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$210/night

Rugosa Way

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Located in one of the most beautiful areas of Deer Isle, this 4-season, cedar post & beam house overlooks the bay and the many small coastal islands with the Camden hills off in the distance. …

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$120/night

Park Place

Type: Oceanfront, Secluded/Private, Waterview, Wooded

Park Place is a cozy, rustic cabin, centrally situated between Deer Isle Village and the village of Stonington, and nestled in a private wooded setting overlooking a peaceful cove that opens to Southwest Harbor with …

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$145/night

Cottage on Northwest Harbor

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Waterfront, Secluded, on Deer Isle, Maine. Privately situated, open & sunny oceanfront rustic cabin with 3 acres & 300 ft of shore frontage on Northwest Harbor, on prestigious Dow Road. Walk the beach or bring/rent …

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lighthouse-bass-harbor
$345/night

Cottage on the Shore

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Summary: Oceanfront, private, light filled home located 1.5 miles from Deer Isle village Enjoy beautiful island views, gorgeous sunsets and a quiet, secluded location. Walkable beach perfect for kayaking and exploring. SUNDAY TO SUNDAY RENTAL …

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$205/night

Sherwood Cottage

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Oceanfront. Sherwood Cottage is privately situated on stunningly beautiful 8.5 acre setting with 730 feet of shoreline. Panoramic views, cathedral ceilings, massive fireplace, and well behaved pets allowed – a wonderful property!

$145/night

Deep Cove

Type: Oceanfront, Secluded/Private, Waterview, Wooded

This cozy post and beam cottage sits in a secluded, wooded area on beautiful Deep Cove in Deer isle, Maine. With its easy access to the shore, and surrounding woodlands, guests can enjoy relaxing on …

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$215/night

Red House

Type: Oceanfront, Secluded/Private, Waterview, Wooded

NEW LISTING! Located in a quiet and peaceful setting, the charming and roomy Red House has everything a family needs to arrive and settle in for their stay.

$125/night

Sea Green

Type: Oceanfront, Secluded/Private, Waterview, Wooded

Sitting on the waters’ edge of Greenlaw Cove in a peaceful, serene setting, this adorable, well-kept and immaculate camp exudes old Maine charm.

$250/night

Poseidon

Type: Oceanfront, Secluded/Private, Waterview, Wooded

Poseidon is a new, chalet-style cottage with modern finishes and new appliances throughout, designed with large windows to appreciate the beautiful view. The main floor, with two steps and a railing at the entrance, has …

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$180/night

Oak Point

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Oak Point Cottage is perfect for people who are equally happy enjoying waterfront views from a comfy chair inside or by walking along the beach itself.

$120/night

Dorsey

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Waterfront, secluded. 2 br/2 bath cottage on pictureque and tranquil semi-tidal cove, w/ acreage, opening on to Eggemoggin Reach. Outstanding scenery!

$150/night

Blue House

Type: Secluded/Private, Wooded

Blue House is located in a private location on the Dow Road just outside of Deer Isle village and close to Lily Pond, a favorite swimming spot. While not on water, this cottage is just …

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$145/night

Pats Place

Type: Oceanfront, Secluded/Private, Waterview, Wooded

Waterfront. Peacefull & charming cottage with wrap around deck laced w/ flowers overlooking Greenlaw Cove. Well maintained & immaculate cottage in quiet, picturesque setting. Saturday to Saturday rentals ONLY please!

$135/night

Holmes-Caldwell

Type: Secluded/Private, Waterview

Homes-Caldwell Cottage is located at the end of Dow Road, a much desired location centered on Deer Isle and near Deer Isle village. The setting provides for exceptional views across Penobscot Bay and beyond to …

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$155/night

Shangri-La

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Shangri-La sits on the waters edge, looking out onto Billings Cove and the Freese Islands. Offering upper and Lower Decks. Beautiful views of the ocean. Four bedrooms, spacious living room. Game room with table tennis, …

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$150/night

Sweet Grass

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Private waterfront cabin on peaceful cove with cozy interior, stone fireplace, and deck running along entire waterside of cabin. Come enjoy Sweet Grass and all it has to offer!!!

$680/night

Alberta Lane

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Waterfront. Premier oceanfront 28 acre property on prestigious Eggemoggin Reach with stylish main house, cozy guest house, private dock with deep water anchorage, mooring, and 500 feet of private beach. One of our best!

$200/night

Meta Goldin House – Meadow!

Type: Secluded/Private, Wooded

Farmhouse is a private meadow! Close to Deer Isle Village. More info coming soon!

$265/night

Grey Ledge

Type: Oceanfront, Secluded/Private, Waterview, Wooded

Waterfront, private. Striking oceanfront contemporary on Thomas Cove, a peaceful & picturesque inlet overlooking Eggemoggin Reach – one of the most beautiful sailing areas in the world.

$225/night

Deer Isle Farmhouse – New!

Type: In Town

Steps from lovely Deer Isle Village, this delightful 4 Plus Bedroom, 1.5 Bath with beautiful light throughout is the perfect getaway spot. Sunday to Sunday rentals please! For more info please visit: deerislefarmhouse.com

$185/night

Heron Watch

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Heron Watch is a privately situated waterfront home at the head of a tidal cove featuring expansive views out to Southeast Harbor.

$150/night

Dear Cove – Kayaking!

Type: Oceanfront, Waterview

Dear Cove Cottage is a cozy cabin located at the water’s edge in Deer Isle. This private cottage is on a peaceful cove great for birdwatching and kayaking.