Deer Isle, Maine Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Deer Isle, Maine on RentalSaver.com!

Deer Isle Rentals

From $258 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 $258 per night (USD)
VRBO
From $470 per night (USD)
Expedia
Deer Isle Farmhouse - New!
Bedrooms:
1
Bathrooms:
5
Sleeps:
10
The large farm house dining table is perfect for Maine-Lobster boils with friends and family. Enjoy a private screened p ...
From $470 per night (USD)
Expedia
From $448 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 $448 per night (USD)
VRBO
From $324 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 $324 per night (USD)
Expedia
From $267 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 $267 per night (USD)
VRBO
From $315 per night (USD)
Expedia
Pat's Place - Peacefull & charming cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This peaceful and quiet cottage on Greenlaw Cove has an open floor plan and pine walls adding warmth and coziness to you ...
From $315 per night (USD)
Expedia
From $838 per night (USD)
VRBO
A+ on Harbor w/ 8 Kayaks, Deck, Patio, Beach, Walk To Town, Best Views
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Old charm in this beautiful historic (1910) home on Stonington Harbor w/ stunning views over Maine's largest lobstering ...
From $838 per night (USD)
VRBO
From $156 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 $156 per night (USD)
VRBO
From $482 per night (USD)
VRBO
Custom-designed waterfront vacation home on 18+ acres of pristine natural beauty
Bedrooms:
2
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 $482 per night (USD)
VRBO
From $306 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 $306 per night (USD)
VRBO
From $401 per night (USD)
VRBO
Coastal Serenity: Tidal Waterfront Retreat. Multi-week + Couples Discounts
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Waterfront tidal property on Deer Isle, Maine—an island easily accessible by bridge. This year-round, cottage style post ...
From $401 per night (USD)
VRBO
From $1731 per night (USD)
VRBO
Secluded Oceanfront Home, with private beach and pier
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Granite Shores is a spacious waterfront home set on over 10 secluded acres, and surrounded by many more acres of conserv ...
From $1731 per night (USD)
VRBO
From $469 per night (USD)
VRBO
Waterfront Home with Expansive 50-Foot Deck and Stunning Water Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax in this renovated 3-bedroom, 2-bath home set on a 1.4-acre elevated waterfront lot in Deer Isle. The master bedroo ...
From $469 per night (USD)
VRBO
From $1636 per night (USD)
VRBO
Historic Maine Summer Cottage with private beach, 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 $1636 per night (USD)
VRBO
From $249 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 $249 per night (USD)
VRBO
From $221 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 $221 per night (USD)
Expedia
From $370 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 unpre ...
From $370 per night (USD)
VRBO
From $229 per night (USD)
Expedia
'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 $229 per night (USD)
Expedia
From $225 per night (USD)
VRBO
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 $225 per night (USD)
VRBO
From $630 per night (USD)
Expedia
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 $630 per night (USD)
Expedia
From $315 per night (USD)
VRBO
J & E Riggins - Inn on the Harbor
Bedrooms:
1
Bathrooms:
1
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 $315 per night (USD)
VRBO
From $241 per night (USD)
Expedia
The Isaac Evans - Inn on the Harbor
Bedrooms:
1
Bathrooms:
1
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 $241 per night (USD)
Expedia
From $268 per night (USD)
VRBO
The Lewis R. French- Inn on the Harbor
Bedrooms:
1
Bathrooms:
1
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 $268 per night (USD)
VRBO
From $288 per night (USD)
Expedia
The Roseway - Inn on the Harbor
Bedrooms:
1
Bathrooms:
1
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 $288 per night (USD)
Expedia
From $213 per night (USD)
VRBO
The Angelique - Inn on the Harbor
Bedrooms:
1
Bathrooms:
1
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 $213 per night (USD)
VRBO
From $241 per night (USD)
Expedia
The Stephen Taber - Inn on the Harbor
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Inn on the Harbor - Stonington: The Stephen Taber is a stunning 1st-floor room converted from what was once ...
From $241 per night (USD)
Expedia
From $268 per night (USD)
VRBO
The Victory Chimes - Inn on the Harbor
Bedrooms:
1
Bathrooms:
1
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 $268 per night (USD)
VRBO
From $252 per night (USD)
Expedia
The Mary Day - Inn on the Harbor
Bedrooms:
1
Bathrooms:
1
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 $252 per night (USD)
Expedia
From $267 per night (USD)
VRBO
The Nathaniel Bowditch - Inn on the Harbor
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Inn on the Harbor - Stonington: The Nathaniel Bowditch is a gorgeous 2nd-floor corner room with a queen bed, ...
From $267 per night (USD)
VRBO
From $315 per night (USD)
Expedia
The American Eagle - Inn on the Harbor
Bedrooms:
1
Bathrooms:
2
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 $315 per night (USD)
Expedia
From $288 per night (USD)
VRBO
The Heritage - Inn on the Harbor
Bedrooms:
1
Bathrooms:
1
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 $288 per night (USD)
VRBO
From $965 per night (USD)
VRBO
LUXURIOUS OCEANFRONT & PRIVATE BEACH - SPECIAL PRICE FOR SEPTEMBER AND OCTOBER
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Stinson Point Retreat is a luxurious, oceanfront property with 300 feet of private beach. Stinson Point Retreat has ...
From $965 per night (USD)
VRBO
From $319 per night (USD)
VRBO
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 $319 per night (USD)
VRBO
From $256 per night (USD)
Expedia
New Secluded Deer Isle Cottage With Island Views - Quiet Woodland Retreat
Bedrooms:
1
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 $256 per night (USD)
Expedia
From $3013 per night (USD)
VRBO
Spectacular Salt Water Farm on Penobscot Bay
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
Classic salt water farm situated on 85 acres with 1500' of spectacular Penobscot Bay shorefront. Includes dock, 18th cen ...
From $3013 per night (USD)
VRBO
From $502 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 $502 per night (USD)
Expedia
From $287 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 $287 per night (USD)
VRBO
From $590 per night (USD)
Expedia
Renovated 1854 Sea Captain's House w/Harbor Views in Deer Isle Village
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
4th of July turnover Special: Choose 10-14 days between June 27-July 11 @ $400/night + fees. Turnover is usually on a ...
From $590 per night (USD)
Expedia
From $536 per night (USD)
VRBO
Charming restored 1830s cape Deer Isle
Bedrooms:
2
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 $536 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Bayview House 1br 2ba Stunning Harbor Views
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 $283 per night (USD)
Expedia
From $301 per night (USD)
VRBO
A Victorian Gem on Deer Isle - Walkable to beaches and local shops
Bedrooms:
1
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 $301 per night (USD)
VRBO
From $342 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 $342 per night (USD)
Expedia
From $423 per night (USD)
VRBO
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 $423 per night (USD)
VRBO
From $395 per night (USD)
VRBO
Eastman's Seaside Cottage with Private Beach
Bedrooms:
2
Bathrooms:
6
Sleeps:
10
With panoramic ocean views on a 4 acre property, this historic beachfront Deer Isle, Maine cottage -- renovated in 2021 ...
From $395 per night (USD)
VRBO
From $344 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 $344 per night (USD)
VRBO
From $748 per night (USD)
Expedia
Waterfront Deer Isle Retreat w/ Fire Pit!
Bedrooms:
2
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 $748 per night (USD)
Expedia
From $273 per night (USD)
VRBO
Cozy Deer Isle Farmhouse Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy two-bedroom farmhouse located in the heart of Deer Isle Village. This inviting home features a queen bed and a full ...
From $273 per night (USD)
VRBO
From $603 per night (USD)
Expedia
Seabreeze on the Harbor - Stunning Island Retreat perched on Stonington Harbor
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Experience the enchantment of seaside living at Seabreeze on the Harbor, located in beautiful downtown Stonington, Maine ...
From $603 per night (USD)
Expedia
From $364 per night (USD)
VRBO
Seabreeze on the Harbor 2 - Stunning Island Retreat perched on Stonington Harbor
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
*Seabreeze on the Harbor 2 is one of two units in the house. It is the entire upstairs unit and has its own door and key ...
From $364 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Seabreeze on the Harbor 1 - Stunning Island Retreat perched on Stonington Harbor
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
*Seabreeze on the Harbor 1 is one of two units in the house. It is the entire downstairs unit and has its own door and k ...
From $367 per night (USD)
Expedia
From $397 per night (USD)
VRBO
The Pines, a Deer Isle cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The Pines is a classic Maine cottage that combines the charm of a 90 year old home with updated, modern amenities. Th ...
From $397 per night (USD)
VRBO
From $458 per night (USD)
VRBO
Beautiful custom built home, centrally located and dog friendly.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunset Sisters at The Walker House is a brand new, beautiful open concept home with three bedrooms and two full baths. T ...
From $458 per night (USD)
VRBO
From $850 per night (USD)
VRBO
Light-Filled Oceanfront Home Offering Stunning Views of Penobscot Bay
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Immerse yourself in the enchanting beauty of Deer Isle from this delightful 3-bedroom house. Nestled atop Northwest Harb ...
From $850 per night (USD)
VRBO
From $220 per night (USD)
VRBO
Charming Spacious 2-bed Duplex, Water View in beautiful Stonington with AC, WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This memorable house is the perfect home base for your trip to Stonington. Two-bedroom, one and a half bath duplex. Firs ...
From $220 per night (USD)
VRBO
From $260 per night (USD)
VRBO
Quaint 2-bedroom house with WiFi in charming Stonington, just above the harbor
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Unwind in Stonington at this lovely little house perched right above the harbor. You can enjoy peaceful, forested surrou ...
From $260 per night (USD)
VRBO
From $314 per night (USD)
Expedia
The Boathouse: cozy cottage at harbor's edge - walk to downtown Stonington
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Relax cove side in this adorable and cozy cottage with close up views of Stonington Harbor, distant islands, and the act ...
From $314 per night (USD)
Expedia
From $305 per night (USD)
VRBO
Oceanville Oasis on the Peaceful Island
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Get away from it all in this delightfully sunny home tucked up in the woods on a natural granite ledge. Drink in distan ...
From $305 per night (USD)
VRBO
From $600 per night (USD)
VRBO
Starfish Point - Oceanfront in Secluded Setting
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
** NEW RENTAL FOR 2026** Nestled in the scenic and quiet woods of midcoast Maine - on a peninsula at the end of a priva ...
From $600 per night (USD)
VRBO
From $444 per night (USD)
VRBO
Oak Point Cottage- Bold, Southern Facing Ocean Frontage
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
**NEW RENTAL FOR 2026** Oak Point Cottage is a private home in a quiet, off the beaten path island location. The home ha ...
From $444 per night (USD)
VRBO
From $347 per night (USD)
VRBO
Geary Farmhouse -Treasured family home
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
**NEW RENTAL FOR 2026** Dramatic ocean views, idyllic one-of-a-kind location and two private beaches are but a few of th ...
From $347 per night (USD)
VRBO
From $333 per night (USD)
VRBO
Poseidon House- Elevated Above the Shore of Southeast Harbor
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**NEW RENTAL FOR 2026** Sitting atop a hillside , at the end of a quaint, wooded road you will find Poseidon House. This ...
From $333 per night (USD)
VRBO
From $1275 per night (USD)
Expedia
Ledgelawn – Stunning Waterfront Views!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Savor breathtaking views of Eggemoggin Reach and Pumpkin Island from the private deck of this exclusive waterfront retre ...
From $1275 per night (USD)
Expedia
From $439 per night (USD)
VRBO
Private Seaside Chalet in Deer Isle
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**NEW RENTAL FOR 2026** All aboard and welcome to Galileo Getaway. This log cabin home is located in the Sunshine secti ...
From $439 per night (USD)
VRBO
From $229 per night (USD)
VRBO
Piscean Path - Dreamy, Seaside Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Piscean Path is an adorable oceanfront cottage nestled on the shore of Stonington’s quaint seaside village. Enjoy the ch ...
From $229 per night (USD)
VRBO
From $411 per night (USD)
VRBO
Levy Cottage - Emily Muir Design, Oceanfront Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Levy Cottage is a stunning contemporary cottage built in to the shoreline of Crockett Cove in beautiful Stonington Maine ...
From $411 per night (USD)
VRBO
From $416 per night (USD)
VRBO
Muir's Cove Cottage - Emily Muir Designed Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Beautifully Maintained Mid-Century Contemporary on Crockett Cove. Muir`s Cove Cottage (formerly known as Cove View Cotta ...
From $416 per night (USD)
VRBO
$Muir Boat House - Rustic, Fun Seaview \BoatHouse\$
From $436 per night (USD)
VRBO
Muir Boat House - Rustic, Fun Seaview \"BoatHouse\"
Bedrooms:
1
Bathrooms:
4
Sleeps:
5
Muir Boat House is an Emily Muir designed contemporary home on the rugged coastline of Crockett Cove Wood Road in majest ...
From $436 per night (USD)
VRBO
From $392 per night (USD)
VRBO
Narrows House - Oceanfront Main and Guest House
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to the Narrows House. This architect designed cottage and guest house are privately perched on over 2 acres of l ...
From $392 per night (USD)
VRBO
From $517 per night (USD)
VRBO
Inner Harbor Retreat - Large, Private Estate
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Inner Harbor Retreat is a glorious contemporary home in a private and scenic setting. The home has hardwood flooring, a ...
From $517 per night (USD)
VRBO
From $512 per night (USD)
VRBO
Lasky Cottage - Contemporary, Ocean View Cottage
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
Lasky Cottage is a captivating seasonal home perched above the rocky shoreline of the rugged Maine coast. The cottage is ...
From $512 per night (USD)
VRBO
From $641 per night (USD)
VRBO
Black Point Hideaway - Private Oceanfront Property
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Secluded, Oceanfront Log Cabin in Deer Isle. Black Point Hideaway is a spacious, secluded property located on Lower Blac ...
From $641 per night (USD)
VRBO
From $297 per night (USD)
VRBO
Black Swan- Well-kept Intown Home with Ocean Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Black Swan is a beautifully maintained, in-town Stonington home offering panoramic views of the harbor and surrounding t ...
From $297 per night (USD)
VRBO
From $208 per night (USD)
VRBO
Hackmatack Haven - Clean, Close to Sand Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Newly Constructed Victorian Cape in Stonington. Hackmatack Haven is a beautiful Victorian Cape located just on the outsk ...
From $208 per night (USD)
VRBO
From $460 per night (USD)
VRBO
Half House - Rustic, Cape, Oceanfront w/ Sunsets
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
A quintessential Maine summer cottage located in the desirable Sand Beach section of Stonington. Enjoy dramatic, elevate ...
From $460 per night (USD)
VRBO
From $363 per night (USD)
VRBO
Harbor Vista - Fashionable In-Town, Sea View Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Harbor Vista is a bright, wonderfully decorated, and newly constructed home in Stonington’s picturesque village. The ele ...
From $363 per night (USD)
VRBO
From $277 per night (USD)
VRBO
Fisherman`s Loft - In-town Apartment, Ocean Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Fisherman’s Loft is a bright, remodeled apartment located above the Stonecutters Kitchen Restaurant in Stonington. Enjoy ...
From $277 per night (USD)
VRBO
From $485 per night (USD)
VRBO
At Peace Downeast - Seaside Home with Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
At Peace Downeast is a beautiful oceanfront home in the scenic, quiet, and private Plumb Point neighborhood. Enjoy four ...
From $485 per night (USD)
VRBO
From $267 per night (USD)
VRBO
Bay Dream - Ocean View Home in Stonington Village
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bay Dream is a beautiful home in the village of Stonington which sits high on top of Granite Street, overlooking Stoning ...
From $267 per night (USD)
VRBO
From $348 per night (USD)
VRBO
Agua Viva House - Classic Cottage on Webb Cove
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Agua Viva House is a darling cottage that sits atop a hill with an elevated view of Webbs Cove in Stonington Maine. Watc ...
From $348 per night (USD)
VRBO
From $192 per night (USD)
VRBO
East Side Escape - Simple Cottage by the Sea
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
East Side Escape is a simple and charming cedar shingled cabin on the shores of East Side Cove. Enjoy watching the tides ...
From $192 per night (USD)
VRBO
From $321 per night (USD)
VRBO
Sherwood Cottage-Along the Shores of Penobscot Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Sherwood Cottage is a ranch-style home nestled along the shores of Penobscot Bay. This classic Maine cottage offers stun ...
From $321 per night (USD)
VRBO
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Acorn Lane Escape - Modern, Seaside Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Acorn Lane Escape is a property on a seaside lot along Long Cove in Deer Isle. Acorn Lane Escape is situated on 4.2 acre ...
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VRBO
From $288 per night (USD)
VRBO
Seascape- Contemporary oceanfront home located on Penobscot Bay
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Seascape is a contemporary oceanfront home located on the banks of Penobscot Bay in scenic North Deer Isle. This A-frame ...
From $288 per night (USD)
VRBO
From $284 per night (USD)
VRBO
*Sea Snug* - Well Decorated, In-town Cape
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sea Snug is a classic home built c.1850 in Stonington on desirable Indian Point Road. Enjoy being within walking distanc ...
From $284 per night (USD)
VRBO
From $322 per night (USD)
VRBO
A Fathom Above - Posh Apartment Above 27 Fathoms
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to A Fathom Above. This high-end, in-town apartment is full of light and situated above Stonington’s newest eate ...
From $322 per night (USD)
VRBO
From $132 per night (USD)
VRBO
Cabin on Pressey Cove - Rustic, Oceanfront Camp
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cabin on Pressey Cove is a simple one room cabin in a fun, oceanfront setting. Enjoy tidal ocean frontage which offers b ...
From $132 per night (USD)
VRBO
From $218 per night (USD)
VRBO
Camprene- Small, Oceanfront Cottage in Stonington
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Camprene is an oceanfront cottage overlooking Stonington’s working waterfront. This precious family cottage is perched o ...
From $218 per night (USD)
VRBO
From $242 per night (USD)
VRBO
Waters Edge- Oceanfront Farmhouse in Deer Isle
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A classic, oceanfront farmhouse in Deer Isle. Water`s Edge is cozy, clean and comfortable. This laid back Deer Isle sett ...
From $242 per night (USD)
VRBO
From $185 per night (USD)
VRBO
East Cottage - Small, Ocean View Cottage, In-town
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Tiny house with a grand view. Surrounded on three sides by lovely gardens, East Cottage sits high above the village of S ...
From $185 per night (USD)
VRBO
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Whaleback-on a secluded point in the Oceanville
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Whaleback is a duo of treasured cottages located on a secluded point in the Oceanville section of Stonington. Enjoy priv ...
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VRBO
From $245 per night (USD)
VRBO
Pressey Woods - Wooded, Main and Guest House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Contemporary Cottages Quiet, Wooded Deer Isle Setting. Pressey Woods is a forested retreat in a quiet and off the beaten ...
From $245 per night (USD)
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Rockmere Cottage - Classic Cape, Oceanfront
Bedrooms:
1
Bathrooms:
4
Sleeps:
5
A classic home nicely perched just above the high tide line in the desirable Sand Beach section of Stonington. Enjoy sup ...
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VRBO
Pretty Penny - In-town Home, Pet Friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A beautiful in-town home with water views located just on the outskirts of Stonington Village. Delight in the sunny, sou ...
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VRBO
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Wolfhound Cottage – A Private Woodland Escape
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
**NEW RENTAL FOR 2026** Tucked away among towering pines and lush greenery, Wolfhound Cottage is a charming, pet-friendl ...
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From $1216 per night (USD)
VRBO
Ocean front home. 4 bedrooms, 3 baths. Gorgeous views.
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Escape to this gorgeous home in picturesque Deer Isle sitting on the ocean. With four bedrooms, including three kings, ...
From $1216 per night (USD)
VRBO
From $336 per night (USD)
Expedia
Bridges Camp - Private Beach! Dogs welcome!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Bridges Camp - New! Two bedroom cabin on the ocean with a private beach! This cozy two bedroom cabin sits perched abov ...
From $336 per night (USD)
Expedia
From $593 per night (USD)
VRBO
Island View Cottage - NEW! Waterfront Home in LDI
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Island View Cottage is a charming waterfront retreat on Little Deer Isle with sweeping views across the bay and nearby i ...
From $593 per night (USD)
VRBO
From $343 per night (USD)
Expedia
2-bedroom cottage in delightful Deer Isle with cozy charm
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
This Deer Isle cottage boasts 2 inviting bedrooms, featuring a queen bed and a twin bed. Guests enjoy a welcoming space ...
From $343 per night (USD)
Expedia
From $336 per night (USD)
VRBO
Ledge and Tide - An Oceanfront Home on Quiet Cove
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located in a quiet section of Deer Isle on a no-outlet road guests will find Ledge and Tide. This oceanfront home is cer ...
From $336 per night (USD)
VRBO

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