Deer Isle Rentals
- From $210 per night (USD)
VRBO
Geary House at Fifield Point
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Privately situated saltwater farmhouse on the narrow peninsula of Fifield Point, capturing both easterly and westerly vi ...
From $210 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Dorsey Cottage - On a quiet cove
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Dorsey Cottage is situated on a quiet cove that is just off the popular sailing lanes of Eggemoggin Reach (a mile wide b ...
From $165 per night (USD)Expedia
- From $197 per night (USD)
VRBO
Sweet Grass Bay Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sweet Grass Cottage is a cozy log cabin located right at the water's edge. With one bedroom on the main floor and anot ...
From $197 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Shangri-La Cottage - Designed with fun in mind
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Shangri-La sits on the waters edge, looking out onto Billings Cove and the Freese Islands. Offering upper and Lower Deck ...
From $225 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Oak Point Cottage - Waterfront with a great beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Waterfront with a great beach! This 3-bedroom south-facing cottage on Deer Isle has deep water frontage and easy access ...
From $285 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Artists Retreat - Overlooking Northwest Harbor
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Overlooking Northwest Harbor on Deer Isle, this oceanfront estate has 4 bedrooms and 2 full/split bathrooms. The setting ...
From $265 per night (USD)Expedia
- From $125 per night (USD)
VRBO
Sea Green Cottage - Delightful tidal oceanfront camp
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sitting on the waters' edge of Greenlaw Cove in a peaceful, serene setting, this delightful, well-kept and immaculate ca ...
From $125 per night (USD)VRBO
- Click For Pricing
Expedia
Cottage On The Shore
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Cottage on the Shore rests in one of Deer Isle's most picturesque settings on family land owned for generations. The se ...
Click For PricingExpedia
- Click For Pricing
VRBO
Premiere 4-season home in Deer Isle Maine
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in one of the most beautiful areas of Deer Isle, this 4-season, cedar post & beam house overlooks the bay and th ...
Click For PricingVRBO
- From $175 per night (USD)
Expedia
Pat's Place - Peacefull & charming cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This peaceful and quiet cottage on Greenlaw Cove has an open floor plan and pine walls adding warmth and coziness to you ...
From $175 per night (USD)Expedia
- From $390 per night (USD)
VRBO
Gull Ledge, Stonington Harbour!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
One of the most unique properties in Stonington, Maine. Located within a 5 minute walk to downtown Stonington, this rec ...
From $390 per night (USD)VRBO
- From $165 per night (USD)
Expedia
House At The Point - Rustic Cottage on Ocean's Edge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy this simple, rustic cabin that sits just 50 feet from the ocean between Burnt Cove and Crockett Cove. This priva ...
From $165 per night (USD)Expedia
- From $412 per night (USD)
VRBO
Poseidon Cottage - A Modern Chalet
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Poseidon is a new, chalet-style cottage with modern finishes and new appliances throughout, designed with large windows ...
From $412 per night (USD)VRBO
- From $128 per night (USD)
Expedia
Blue House - Private Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Blue House is located in a private setting on Dow Road just outside of Deer Isle village and close to Lily Pond, a favor ...
From $128 per night (USD)Expedia
- From $199 per night (USD)
VRBO
Point Field Cottage - A delightful little cape
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This delightful little cape sits on 7 acres of perhaps one of the areas most valuable and most admired parcels, with nea ...
From $199 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Sherwood Cottage - Panoramic views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Meander down to the impressive 730 feet of shorefrontage on this beautifully situated cottage resting on 8.5 private, wo ...
From $270 per night (USD)Expedia
- From $331 per night (USD)
VRBO
White Birch Cottage - Webb Cove
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Stunning newly built contemporary on Web Cove, just a 5-10 minutes ride in to downtown Stonington. Beautiful, peaceful ...
From $331 per night (USD)VRBO
- Click For Pricing
Expedia
A+ on Harbor w\/ 10 Kayaks, Dock, Deck, Patio, Beach, Walk To Town, Best Views
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Harbor Heights Cottage has a premier setting right on Stonington Harbor in the quaint fishing village of Stonington, in ...
Click For PricingExpedia
- From $307 per night (USD)
VRBO
Deer Isle Farmhouse - New!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
The large farm house dining table is perfect for Maine-Lobster boils with friends and family. Enjoy a private screened p ...
From $307 per night (USD)VRBO
- From $195 per night (USD)
Expedia
Cozy in-town cottage at harbor's edge w\/ garden, 4 kayaks, walk to downtown.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax literally cove side in this adorable and cozy cottage with close up views of Stonington Harbor, distant islands, a ...
From $195 per night (USD)Expedia
- From $99 per night (USD)
VRBO
Apt 1 Studio apartments in downtown Stonington
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Apt 1 studio apartment in the fishing village of Stonington, Maine. Located in the heart of the village. Walk to all t ...
From $99 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Secluded Rustic Cabin in the Woods with Distant Water View
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A peaceful cabin in the woods for your family to get away from the cares of the world. The reviews from all of our gue ...
From $204 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Shipshape, next door to Sand Beach in Stonington
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Shipshape is a one-level waterfront cottage located in one of the best locations in Stonington. Cozy, charming and unpr ...
From $150 per night (USD)VRBO
- From $148 per night (USD)
Expedia
Dow Road Waterfront - Privately situated
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Privately situated cottage on 3+ acres with steps leading down to the 300 feet of shore frontage and beach. Excellent v ...
From $148 per night (USD)Expedia
- From $179 per night (USD)
VRBO
New Secluded Deer Isle Cottage With Island Views - Quiet Woodland Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful quiet cottage in the woods. Great place to get away from the cares of the world. Comfortable family get-away ...
From $179 per night (USD)VRBO
- From $145 per night (USD)
Expedia
Waterfront Getaway Near Acadia w\/ Spectacular View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Retreat to this coastal Maine getaway just steps away from your own private ocean front while roasting marshmallows by t ...
From $145 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Spacious family retreat on a quiet cove with dock access
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Wine and cheese on the deck, take a swim or launch your kayak. Enjoy an evening in front of a grand stone fireplace in a ...
From $350 per night (USD)VRBO
- From $175 per night (USD)
Expedia
Garden cottage w\/ 4 kayaks\/gear\/dock\/patio, parking on Stonington Harbor nearby
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 4
Sweet Pea Cottage is an affordable and charming 3 bedroom cottage located just a few minutes walk to downtown Stoningto ...
From $175 per night (USD)Expedia
- From $260 per night (USD)
VRBO
Cozy Cottage on Cat Cove w\/ Wraparound Deck!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Leave your worries behind for the beauty of coastal Maine when you escape to this Stonington vacation rental! The 3-bedr ...
From $260 per night (USD)VRBO
- From $421 per night (USD)
Expedia
Renovated 1854 Sea Captain's House w\/Harbor Views in Deer Isle Village<br>
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
The Pickering House is an old sea captain's house with over 3000 sq feet of relaxing Down East charm. This property off ...
From $421 per night (USD)Expedia
- From $250 per night (USD)
VRBO
2 BR Shorefront Shingled Classic Pristine Long Water
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Wonderful getaway! An enchanted seaside classic with expansive views straight down secluded Crockett Cove. Sun fi ...
From $250 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Charming, well-appointed home, pond side, and easy walk to Deer Isle Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
A beautiful, recently restored home with exceptional amenities. Cozy atmosphere with kitchen and porch dining. Owner i ...
From $325 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Cozy Apartment. Family Size!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Newly renovated and thoughtfully furnished Perfect for families or groups Three spacious bedrooms sleep up to 6 guests w ...
From $300 per night (USD)VRBO
- From $2500 per night (USD)
VRBO
Spectacular Salt Water Farm on Penobscot Bay
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 14
Classic salt water farm situated on 85 acres with 1500' of spectacular Penobscot Bay shorefront. Includes dock, 18th cen ...
From $2500 per night (USD)VRBO
- Click For Pricing
VRBO
Kate's House in Spruce Harbour
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Come explore Spruce Harbor, a captivating oceanfront retreat on Deer Isle, where retreating glaciers left behind a beaut ...
Click For PricingVRBO
- From $160 per night (USD)
VRBO
Boat house in Spruce Harbor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Come explore Spruce Harbor, a captivating oceanfront retreat on Deer Isle, where retreating glaciers left behind a beaut ...
From $160 per night (USD)VRBO
- From $175 per night (USD)
VRBO
The Carriage House at Spruce Harbor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come explore the captivating Spruce Harbor on Deer Isle, where retreating glaciers left behind a beautiful landscape of ...
From $175 per night (USD)VRBO
- From $875 per night (USD)
VRBO
LUXURIOUS OCEANFRONT WITH PRIVATE BEACH - June 8 to June 22 still available
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Stinson Point Retreat is a luxurious, oceanfront property with 300 feet of private beach. Stinson Point Retreat has ...
From $875 per night (USD)VRBO
- From $189 per night (USD)
VRBO
'Beautiful Secluded Coastal Maine Island cottage Rental' Four Season
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Discover this uniquely located and beautifully furnished cottage nestled in the woods on an Island off the Coast Of Main ...
From $189 per night (USD)VRBO
- Click For Pricing
VRBO
Great Deer Isle Property with Best Views of Pumpkin Island & Penobscot Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Stunning westerly views of Penobscot Bay, Pumpkin Island Lighthouse, and Eggemoggin Cove. First floor bedroom with two ...
Click For PricingVRBO
- From $450 per night (USD)
VRBO
Eggemoggin Reach Oceanfront Contemporary Home With Mooring
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Contemporary shingle style cottage on Thompson Cove located on the world-class sailing lanes of Eggemoggin Reach. Grey L ...
From $450 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Secluded Cottage with Stunning Ocean Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Privately situated at the end of a winding wooded lane, The Cottage is nestled at the edge of a 115 acre wooded setting, ...
From $250 per night (USD)VRBO
- From $380 per night (USD)
VRBO
Coastal Shorefront Home, Tidal Beach\/Views Major Discount:1-2 person, Multiwk
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
Waterfront tidal shore property. Cottage style post & beam 4 season year-round house with inviting wrap-around deck, sou ...
From $380 per night (USD)VRBO
- From $1363 per night (USD)
Expedia
Secluded Oceanfront Home, with private beach and pier
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Granite Shores is a spacious waterfront home set on over 10 secluded acres, and surrounded by many more acres of conserv ...
From $1363 per night (USD)Expedia
- From $295 per night (USD)
VRBO
Waterfront Home with Spacious 50ft x 10ft Deck Overlooking Water
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax in a renovated, 3-bedroom, 2 bath home located on a 1.4-acre elevated waterfront lot in Deer Isle. A master bedroo ...
From $295 per night (USD)VRBO
- From $1500 per night (USD)
VRBO
Historic Maine Summer Cottage with private beach, hot tub, 8BR, 3BA
- Bedrooms:
- 3
- Bathrooms:
- 8
- Sleeps:
- 12
The Frederick Law Olmsted Summer Home, also known as Felsted, is a historic house located on the west side of Deer Isle, ...
From $1500 per night (USD)VRBO
- From $285 per night (USD)
VRBO
The Playhouse at Spruce Harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come explore Spruce Harbor, a captivating oceanfront retreat on Deer Isle, where retreating glaciers left behind a beaut ...
From $285 per night (USD)VRBO
- From $400 per night (USD)
VRBO
4 Bedroom Oceanville Home w\/ Breathtaking Views- Steps from Ocean
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Does the vacation you are envisioning include waking up to breathtaking views of schooners passing by as you sip your ho ...
From $400 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Contemporary Shorefront Home on Quiet Cove
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is a stunning house with beautiful views of the Deer Isle Thoroughfare. The main living area is a true great room w ...
From $300 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Cottage for Six on the Waters of Eggemoggin Reach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Classic all-season shingle cottage with three bedrooms, 18 acres of woods (spruce, pine, oak, birch, ash, etc.), large p ...
From $350 per night (USD)VRBO
- From $125 per night (USD)
VRBO
Oceanfront apartment with private beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Eggemoggin Reach is home to some of the most ardent sailors around. From the front yard, you can watch the yatchs as wel ...
From $125 per night (USD)VRBO
- From $289 per night (USD)
VRBO
Custom-designed waterfront vacation home on 18+ acres of pristine natural beauty
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
With 1000 feet of shoreline, Blue Arches is a beautiful contemporary 4 bedroom 2264 sq ft home on a private cove with sp ...
From $289 per night (USD)VRBO
- From $74 per night (USD)
VRBO
J & E Riggins - Stunning Stonington History w\/ king (Inn on the Harbor)
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Welcome to Inn on the Harbor - Stonington: The J & E Riggins is a gorgeous 2nd-floor village street-side room perfect f ...
From $74 per night (USD)VRBO
- From $70 per night (USD)
Expedia
The Isaac Evans - Stunning Stonington History (Inn on the Harbor)
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Welcome to Inn on the Harbor - Stonington: The Issac Evans is a lovely 1st-floor room on the village side of the inn wit ...
From $70 per night (USD)Expedia
- From $121 per night (USD)
VRBO
The Roseway - Stunning Harbor Views (Inn on the Harbor)
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Welcome to Inn on the Harbor - Stonington: The Roseway is a cozy 2nd-floor room perfect for two with a queen bed, full ...
From $121 per night (USD)VRBO
- From $96 per night (USD)
Expedia
The Angelique - Stunning Harbor Views (Inn on the Harbor)
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Welcome to Inn on the Harbor - Stonington: The Angelique is a lovely 1st-floor room perfect for two with a king bed, fu ...
From $96 per night (USD)Expedia
- From $116 per night (USD)
VRBO
The Stephen Taber - Stunning Harbor Views w\/ king bed (Inn on the Harbor)
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Welcome to Inn on the Harbor - Stonington: The Stephen Taber is a stunning 1st-floor room converted from what was once ...
From $116 per night (USD)VRBO
- From $120 per night (USD)
Expedia
The Victory Chimes - Stunning Harbor Views w\/ king bed (Inn on the Harbor)
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Welcome to Inn on the Harbor - Stonington: The Victory Chimes is an adorable 1st-floor room perfect for two with a king ...
From $120 per night (USD)Expedia
- From $88 per night (USD)
VRBO
The Mary Day - Stunning Harbor Views w\/ king bed (Inn on the Harbor)
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Welcome to Inn on the Harbor - Stonington: The Mary Day is a 1st-floor room perfectly suited for two with a king bed, f ...
From $88 per night (USD)VRBO
- From $73 per night (USD)
Expedia
The Nathaniel Bowditch w\/ queen bed (Inn on the Harbor)
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Welcome to Inn on the Harbor - Stonington: The Nathaniel Bowditch is a gorgeous 2nd-floor corner room with a queen bed, ...
From $73 per night (USD)Expedia
- From $542 per night (USD)
VRBO
The American Eagle - Stunning Harbor Views w\/ 2 bedroom (Inn on the Harbor)
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
The American Eagle is a gorgeous unit with 2 bedrooms: one with twin beds and a master bedroom room furnished with one q ...
From $542 per night (USD)VRBO
- From $115 per night (USD)
Expedia
The Heritage - Stunning Harbor Views w\/ king bed (Inn on the Harbor)
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Welcome to Inn on the Harbor - Stonington: The Heritage is a lovely 2nd-floor room perfect for two with a king bed, ful ...
From $115 per night (USD)Expedia
- From $295 per night (USD)
VRBO
Enjoy Gorgeous Views all around this Eggemoggin Reach Waterfront Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Locals say the summer shoulder months (June and September) are the best months of the year! In addition to both sunrise ...
From $295 per night (USD)VRBO
- From $255 per night (USD)
VRBO
Cozy Harbor View Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Watch the lobsterman haul in their catch from your scenic bay windows overlooking the charming Stonington Harbor and sur ...
From $255 per night (USD)VRBO
- From $749 per night (USD)
VRBO
Stunning private oceanfront home
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Take in the glistening ocean view of the Penobscot Bay as you drink your coffee from the deck, and watch distant lobster ...
From $749 per night (USD)VRBO
- From $216 per night (USD)
Expedia
A Victorian Gem on Deer Isle - Walkable to beaches and local shops
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Come and stay in the heart of Deer Isle. This victorian gem will embrace you with the charm and warmth only a home built ...
From $216 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Quiet, family friendly cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Wanting to be close to the coast, but the quietness of the forest? This cottage is for you! This quiet cottage is sited ...
From $200 per night (USD)VRBO
- From $239 per night (USD)
Expedia
Waterfront Deer Isle Retreat w\/ Fire Pit!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
The beauty of coastal Maine awaits you at this charming 2-bedroom, 2.5-bathroom vacation rental in Deer Isle! This home ...
From $239 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Wolfhound Cottage - Dogs welcome!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Wolfhound Cottage, a beautifully built post & beam cottage, sits at the end of a dirt road surrounded by moss-covered bo ...
From $285 per night (USD)VRBO
- From $519 per night (USD)
VRBO
Eastman's Seaside Cottage with Private Beach
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
With panoramic ocean views on a 4 acre property, this historic beachfront Deer Isle, Maine cottage -- renovated in 2021 ...
From $519 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Historic Cottage on Secluded Cove, with kayak, canoe and private ocean access.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Relax at my secluded oceanfront home! Surrounded by 18 acres, you will have complete privacy and peace here! 4 bedrooms, ...
From $300 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Cozy quiet Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautiful rental, in a quiet neighborhood. Sited off a side road, near the Deer Isle village. Take a morning walk, enjoy ...
From $150 per night (USD)Expedia
- Click For Pricing
VRBO
Ocean Bluff - Private Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Ocean Bluff, lovely new listing available in Deer Isle, Maine! This spacious home sits on the ocean's edge and offers lo ...
Click For PricingVRBO
- Click For Pricing
VRBO
Beautiful cottage on a tidal cove in Stonington, ME
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Just a short drive down scenic Oceanville Road and only 2 1/2 miles from the beautiful fishing village of Stonington sit ...
Click For PricingVRBO
- From $257 per night (USD)
VRBO
Secluded Stonington, Maine cottage gem with Rockefeller view of Penobscot Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 3
********* COTTAGE IS BOOKED FOR 2024 SEASON AS OF 12-12-23. I WILL UPDATE THIS SPACE TO POST ANY VACANCI ...
From $257 per night (USD)VRBO
- From $283 per night (USD)
Expedia
Waterfront Deer Isle Apartment w\/ Fire Pit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to Deer Isle, Maine, for an unforgettable coastal retreat! This vacation rental offers 2 bedrooms, 1 bathroom, a ...
From $283 per night (USD)Expedia
- From $330 per night (USD)
VRBO
Ledgelawn - Amazing Views!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to Ledgelawn! NEW offering for 2023. Sitting on the ocean's edge of Eggemoggin Reach in LDI, this lovely 4 bedr ...
From $330 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Secluded house just minutes away from Deer Isle\/Stonington villages and beaches!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A Stone's Throw house is situated 3/4 mile from the main road on a small peninsula. Enjoy the peacefulness, the sunny ya ...
From $190 per night (USD)Expedia
- From $242 per night (USD)
VRBO
Charming meticulously restored 1830s cape Deer Isle
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Full of light with thoughtful touches throughout this sunny 200 year old home is perfect for your quintessential Maine g ...
From $242 per night (USD)VRBO
- From $76 per night (USD)
Expedia
The Lewis R. French- Stunning Stonington History (Inn on the Harbor)
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Welcome to Inn on the Harbor - Stonington: The Lewis R. French is a lovely room on the 1st-floor village side of the inn ...
From $76 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Tranquility By The Ocean
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Our home was brought over from Denmark in the 1980's. It has been meticulously maintained. The kitchen is a cook's deli ...
From $275 per night (USD)VRBO
- From $288 per night (USD)
Expedia
Charming Stonington Studio w\/ Ocean Views!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Escape to the coast and indulge in the island life when you stay at this 1-bath vacation rental studio! Spend your morni ...
From $288 per night (USD)Expedia
- From $193 per night (USD)
VRBO
Cozy Deer Isle Farmhouse Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy two-bedroom farmhouse located in the heart of Deer Isle Village. This inviting retreat exudes a peaceful atmosphere ...
From $193 per night (USD)VRBO
- From $240 per night (USD)
Expedia
Seabreeze on the Harbor 2 - Stunning Island Retreat perched on Stonington Harbor
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the enchantment of seaside living at Seabreeze on the Harbor, located in beautiful downtown Stonington, Maine ...
From $240 per night (USD)Expedia
- From $272 per night (USD)
VRBO
Seabreeze on the Harbor 1 - Stunning Island Retreat perched on Stonington Harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the enchantment of seaside living at Seabreeze on the Harbor, located in beautiful downtown Stonington, Maine ...
From $272 per night (USD)VRBO
- From $294 per night (USD)
VRBO
The Pines, a Deer Isle cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Pines is a classic Maine cottage that combines the charm of a 90 year old home with updated, modern amenities. Th ...
From $294 per night (USD)VRBO
- From $394 per night (USD)
VRBO
Charming home on the harbor w\/ ocean views, nestled on the shore w\/ a large deck
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Do you crave balmy summer evenings or frosty winter days that make you feel like you've been transported back to a simpl ...
From $394 per night (USD)VRBO
- From $360 per night (USD)
Expedia
Eboleth House - lovingly restored
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
New listing! Eboleth House, located in Sargentville, is named after the original family that lived there during the tur ...
From $360 per night (USD)Expedia
- From $329 per night (USD)
VRBO
Heron Watch - Quintessential Oceanfront Home Sited at the Head of a Cove
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Heron Watch is a gorgeous privately sited oceanfront home positioned at the head of a tidal cove featuring expansive vie ...
From $329 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Apartment 3 in Merchants Row Building in downtown Stonington.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Apartment 3 one-bedroom apartment in the fishing village of Stonington, Maine. Located in the heart of the village. W ...
From $250 per night (USD)VRBO
- From $89 per night (USD)
VRBO
The Timberwind - Stunning Harbor Views (Inn on the Harbor)
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Welcome to Inn on the Harbor - Stonington: The Timberwind is a lovely 2nd-floor room perfect for two with a queen bed, ...
From $89 per night (USD)VRBO
- From $70 per night (USD)
Expedia
The Grace Bailey - Stunning Harbor Views w\/ twins (Inn on the Harbor)
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Welcome to Inn on the Harbor - Stonington: The Grace Bailey is a cozy 1st-floor room with two twin beds, a full bath, a ...
From $70 per night (USD)Expedia
- From $306 per night (USD)
VRBO
Sunlit Cottage on Crockett Cove
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Open, airy and light filled cottage at the head of Crockett Cove’s tidal estuary. It is a very private and serene settin ...
From $306 per night (USD)VRBO