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$Two-Story Family-Friendly Home w\/Free WiFi, Deck, and Partial Ocean Views$
From $377 per night (USD)
VRBO
Two-Story Family-Friendly Home w\/Free WiFi, Deck, and Partial Ocean Views
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Cape Newagen Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $377 per night (USD)
VRBO
$Stunning oceanfront cottage w\/ private deck and Atlantic views$
From $527 per night (USD)
Expedia
Stunning oceanfront cottage w\/ private deck and Atlantic views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Serene Newagen House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $527 per night (USD)
Expedia
From $275 per night (USD)
VRBO
Romley House | Deck & New Luxe Kitchen | Near Boothbay Harbor
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Romley House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $275 per night (USD)
VRBO
From $522 per night (USD)
Expedia
Beachfront Delight with detached guesthouse, sunset views & private beach access
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Deep Cove Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $522 per night (USD)
Expedia
From $594 per night (USD)
VRBO
Decker Cove Southport Paradise with Central Air Conditioning
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Brand new construction in 2019. 3 bed, 3 bath home. Partial view of Decker Cove from all bedrooms, walking distance to R ...
From $594 per night (USD)
VRBO
$Secluded Dog-Friendly Getaway w\/ Free WiFi, Private Washer\/Dryer, Furnished Deck$
From $372 per night (USD)
Expedia
Secluded Dog-Friendly Getaway w\/ Free WiFi, Private Washer\/Dryer, Furnished Deck
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Island Pines Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $372 per night (USD)
Expedia
$3 one-bedroom fully equipped cottages with free WIFI \/weekly rental$
From $174 per night (USD)
VRBO
3 one-bedroom fully equipped cottages with free WIFI \/weekly rental
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Tan Cottage is located on Decker's Cove overlooking a busy waterway with lots of boat traffic. Lobster wharf + resta ...
From $174 per night (USD)
VRBO
From $236 per night (USD)
Expedia
Brand new in 2020 Cozy Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our cottage is brand new, built in 2020, Radiant Heat on both 1st and 2nd floor. Enjoy the tranquility of a cozy cottage ...
From $236 per night (USD)
Expedia
From $1116 per night (USD)
VRBO
A SLICE OF HEAVEN | 4 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
THIS PROPERTY RENTS WEEKLY, FRIDAY - FRIDAY, JUNE, JULY, AND SEPTEMBER ONLY ___________________________________________ ...
From $1116 per night (USD)
VRBO
From $705 per night (USD)
Expedia
PIFFI BIFF ON SOUTHPORT ISLAND | 5 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
THIS HOME RENTS WEEKLY, SATURDAY - SATURDAY, JUNE - SEPTEMBER 4 NIGHT STAYS AVAILABLE IN THE SHOULDER SEASON. STAY THE ...
From $705 per night (USD)
Expedia
From $307 per night (USD)
VRBO
Seawood Sunset Cottage: Southport Island
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Seawood Sunset Cottage – Southport Island, Maine. Hosted by Of Sea and Pine, Maine Vacation Rentals Built by an artist ...
From $307 per night (USD)
VRBO
From $382 per night (USD)
Expedia
Cottage at Island Point
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Cottage at Island Point – Southport, Maine. Hosted by Of Sea and Pine, Maine Vacation Rentals Come experience the c ...
From $382 per night (USD)
Expedia
From $910 per night (USD)
VRBO
Waterfront Home on Decker Cove
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sit out on the covered porch or open deck and enjoy the boating activity out on Townsend Gut and across the protected co ...
From $910 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Breathtaking Water Views on Southport Island
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The sound of the waves will greet you even before you can lay eyes on the ocean. It will call you to the front porch wh ...
From $391 per night (USD)
Expedia
From $266 per night (USD)
VRBO
Updated Cottage on Water’s Edge with Deepwater Boat Dock!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
On the water with deepwater dock for your boat - this location cannot be beat. This cottage is located on Southport Isla ...
From $266 per night (USD)
VRBO
$3 one-bedroom fully equipped cottages with free WIFI \/weekly rental$
From $174 per night (USD)
Expedia
3 one-bedroom fully equipped cottages with free WIFI \/weekly rental
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Dockside Cottage is located on Decker's Cove overlooking a busy waterway with lots of boat traffic. Lobster wharf + ...
From $174 per night (USD)
Expedia
From $184 per night (USD)
VRBO
Waterfront Cottage With An Awesome View Of Capital And Burnt Island
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Two story home, with 3 bedrooms upstairs and Bathroom down stairs.Large living area with a beautiful view of the ocean a ...
From $184 per night (USD)
VRBO
From $482 per night (USD)
Expedia
Steamboat Landing Cottage
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Steamboat Landing - Southport Island, Maine. Hosted by Of Sea and Pine, Maine Vacation Rentals Nestled between Sheepsc ...
From $482 per night (USD)
Expedia
From $255 per night (USD)
VRBO
A Cozy Retreat on Southport Island
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This cute-as-a-button newly renovated waterfront cottage is located on Southport Island across the swing bridge from Boo ...
From $255 per night (USD)
VRBO
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Expedia
A Picturesque Cottage on Capitol Island, Maine
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Capitol Island is the epitome of quintessential Maine! Capitol with a Sea cottage is situated just above the docks at t ...
Click For Pricing
Expedia
From $731 per night (USD)
VRBO
Stunning Renovated Waterfront Home with Private Deepwater Dock; Windows Galore!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
On the water with expansive views and a private deepwater dock on the property for your boat. This location cannot be be ...
From $731 per night (USD)
VRBO
From $819 per night (USD)
VRBO
Saltwater farmhouse on 2+ acres of waterfront with private dock
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Hartwell House has origins in the 1770s and expanded in the 1800s and 1970s. It is in a protected cove off Ebenecook Ba ...
From $819 per night (USD)
VRBO
From $319 per night (USD)
VRBO
Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Snowman Cottage -- Southport Enjoy water views of Cape Harbor and the open ocean from nearly every room in this 3-bedroo ...
From $319 per night (USD)
VRBO
From $164 per night (USD)
VRBO
Charming Plumpoint Cottage On Southport Island
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy the serenity of beautiful Southport Island in a classic Maine cottage with a peek at Decker's Cove. Walk to Robins ...
From $164 per night (USD)
VRBO
From $164 per night (USD)
VRBO
3 Bedroom Classic Maine Cottage, Close To Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Open floor plan cottage, on wooded, private lot, less than 5 minute walk to beautiful, perfect-for-kids beach. Well equ ...
From $164 per night (USD)
VRBO
From $514 per night (USD)
Expedia
Boothbay area -- Newly renovated, near ocean, short drive to Botanical Gardens
Bedrooms:
4
Bathrooms:
4
Sleeps:
13
Welcome to this modern architectural gem tucked among the spruces on Southport Island, serenely peaceful and yet just a ...
From $514 per night (USD)
Expedia
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VRBO
Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Enjoy the spectacular natural beauty of Cozy Harbor and delight in watching all the harbor activity from the privacy of ...
Click For Pricing
VRBO
From $607 per night (USD)
Expedia
Solitude abounds at this idyllic Southport OCEANFRONT home-5 mins from the beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Let it all go! Come here for peace and respite. Welcome to quintessential Maine summer living! Enjoy stunning ocean v ...
From $607 per night (USD)
Expedia
From $932 per night (USD)
VRBO
LEDGEMERE ON SOUTHPORT ISLAND | 3 Bed, 2 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
THIS HOME RENTS WEEKLY, SATURDAY - SATURDAY, JUNE - SEPTEMBER _________________________________________________________ ...
From $932 per night (USD)
VRBO
From $297 per night (USD)
Expedia
Cozy Waterfront Cottage with Dock
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Step into the charm of coastal Maine at The Lilly Pad, a lovingly restored 1940s cottage nestled on the tranquil shores ...
From $297 per night (USD)
Expedia
From $834 per night (USD)
VRBO
Miradon Ocean Estate
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Miradon Ocean Estate affectionately known as “Ole Gusty”, is an extraordinary oceanfront retreat. Designed to showcase p ...
From $834 per night (USD)
VRBO
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Expedia
Coastal Cottage - Panoramic Views - Pond & Nature
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our family's favorite Maine coastal cottage! Although small in size, 600 SF - Gull Cottage is overflowing w ...
Click For Pricing
Expedia
From $748 per night (USD)
VRBO
THE LEDGE ON SOUTHPORT ISLAND | 3 Bed, 2 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
THIS PROPERTY RENTS SATURDAY - SATURDAY, TWO WEEKS MINIMUM _____________________________________________________________ ...
From $748 per night (USD)
VRBO
From $414 per night (USD)
VRBO
Cedar Cove: a tranquil retreat on the water just minutes from Boothbay Harbor
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Cedar Cove was completed in 2023 and designed for tranquility: find yourself surrounded by woods and water, in a beauti ...
From $414 per night (USD)
VRBO
$Generational Southport Property w\/ Private Beach Newly Available for Rent!$
Click For Pricing
VRBO
Generational Southport Property w\/ Private Beach Newly Available for Rent!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
**CONTACT US TO SEE RENTING AVAILABILITY** Get ready to enjoy amazing afternoon sun on your own private sandy beach, lo ...
Click For Pricing
VRBO
From $1144 per night (USD)
VRBO
Ocean front cottage on a drive-on island in Boothbay Harbor, Maine
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Exquisitely maintained 5 bedroom/2 bathroom cottage right on the ocean. Family owned since 1891. Step back in time into ...
From $1144 per night (USD)
VRBO
From $701 per night (USD)
VRBO
PINE CLIFF DWELLER | 2 Bed, 2 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
THIS PROPERTY RENTS WEEKLY, SATURDAY - SATURDAY, JUNE - SEPTEMBER 4 NIGHT STAYS AVAILABLE IN THE SHOULDER SEASON. STAY ...
From $701 per night (USD)
VRBO
From $203 per night (USD)
Expedia
Enjoyable 1-bedroom rustic cottage in Southport.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Get ready to relax in this welcoming 1-bedroom rustic cottage in Southport. This gorgeous retreat features a cozy queen ...
From $203 per night (USD)
Expedia
From $1163 per night (USD)
VRBO
CLIFF COTTAGE | TOWNSEND GUT | 4 Bed, 2.5 Bath
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
THIS PROPERTY RENTS WEEKLY, SATURDAY - SATURDAY, JUNE - SEPTEMBER 4 NIGHT STAYS AVAILABLE IN THE SHOULDER SEASON. Welco ...
From $1163 per night (USD)
VRBO
From $166 per night (USD)
Expedia
A Sweet Little Guest Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Tucked away on Southport Island is this little guest house for two. Located just across the swing bridge from Boothbay H ...
From $166 per night (USD)
Expedia
From $675 per night (USD)
VRBO
NEW FOR 2024 | SEA MIST | 4 Bed, 1 Bath
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
THIS HOME RENTS WITH A 7-NIGHT MINIMUM, JUNE-LABOR DAY 4-NIGHT MINIMUM IN FALL. STAY THE WEEK FOR A SPECIAL RATE! ____ ...
From $675 per night (USD)
VRBO
From $408 per night (USD)
VRBO
Southport ME Waterfront - Cozy Harbor
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Enjoy an island getaway on a private island off Southport, ME yet only 10 minutes to Boothbay Harbor. The house sits on ...
From $408 per night (USD)
VRBO
From $708 per night (USD)
VRBO
Charming Waterfront Cottage with Private Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Established in 1844 and rich with history and charm, The Boathouse is the perfect little getaway spot for couples and fa ...
From $708 per night (USD)
VRBO
From $1752 per night (USD)
Expedia
Stunning Ocean Front Estate with a Private Dock
Bedrooms:
4
Bathrooms:
7
Sleeps:
14
Relax and unwind in this spacious and peaceful oceanfront setting just minutes from fine dining, hiking trails, shopping ...
From $1752 per night (USD)
Expedia
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VRBO
Water's Edge - Waterfront Cottage on Southport - Wrap-Around Porch!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This cottage sits on the waterfront of Townsend Gut. Sit out on the wrap-around porch and enjoy the abundant boating act ...
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VRBO
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Expedia
Classic Boathouse - 2BD Waterfront Cottage - Dock & Float Access
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This charming cottage sits right on the water's edge of Townsend Gut. Boats galore can be seen from the deck. One floor ...
Click For Pricing
Expedia
From $410 per night (USD)
VRBO
Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Spruce Ledge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $410 per night (USD)
VRBO
From $291 per night (USD)
Expedia
Historical New England home with outdoor shower - near downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Firehouse Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $291 per night (USD)
Expedia
$Ocean Point Colony Home w\/ Sunroom & Sweeping Ocean Views$
From $625 per night (USD)
VRBO
Ocean Point Colony Home w\/ Sunroom & Sweeping Ocean Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Ocean Point Colony House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $625 per night (USD)
VRBO
From $546 per night (USD)
Expedia
Historic riverfront home with boathouse & private dock - dogs OK
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Captain Kent's Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $546 per night (USD)
Expedia
From $467 per night (USD)
VRBO
Oceanfront 2 bedroom unit on The Harbor
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to the Barnacle! Located right in the heart of Boothbay Harbor and is a short walk to the downtown area. This ne ...
From $467 per night (USD)
VRBO
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Expedia
Ocean Point home, large porch, picturesque views, beach access
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
Ocean Point Cottage With Waterfront Access Our calendar is updated in real-time & our nightly rates are accurately disp ...
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Expedia
From $419 per night (USD)
VRBO
Coastal bungalow with large yard, beautiful kitchen, & great location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Captains Cottage on Atlantic Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $419 per night (USD)
VRBO
From $363 per night (USD)
Expedia
Enjoy the stunning views while relaxing on the deck at East Ledge Cottage
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Treat yourself to a Maine Classic! East Ledge Cottage in Georgetown is a beautiful property with stunning water views fr ...
From $363 per night (USD)
Expedia
From $340 per night (USD)
VRBO
Come and enjoy our Boothbay Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Boothbay Harbor Region is considered one of the perfect Maine destinations. Rich in history, awash in local color an ...
From $340 per night (USD)
VRBO
$3 one-bedroom fully equipped cottages with free WIFI \/weekly rental$
From $174 per night (USD)
Expedia
3 one-bedroom fully equipped cottages with free WIFI \/weekly rental
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The White Cottage is located on Decker's Cove overlooking a busy waterway with lots of boat traffic. Lobster wharf + res ...
From $174 per night (USD)
Expedia
$Remodeled Cottage with AC, Private W\/D, Full Kitchen, and High-Speed WiFi$
From $288 per night (USD)
VRBO
Remodeled Cottage with AC, Private W\/D, Full Kitchen, and High-Speed WiFi
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Little Cottage in the Woods Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $288 per night (USD)
VRBO
From $490 per night (USD)
Expedia
SALT WATER MAINE COTTAGE WITH DOCK - MINUTES TO BOTANICAL GARDENS
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Morning Star Cottage is the perfect year-round Maine vacation rental! This Victorian custom-built home is situated on a ...
From $490 per night (USD)
Expedia
From $250 per night (USD)
VRBO
Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sebenoa Retreat at Sprucewold Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $250 per night (USD)
VRBO
$Oceanfront Cottage w\/ Deck 2 Mi to Boothbay Harbor$
From $442 per night (USD)
Expedia
Oceanfront Cottage w\/ Deck 2 Mi to Boothbay Harbor
Bedrooms:
2
Bathrooms:
4
Sleeps:
5
The moment you arrive at this bright 4-bedroom, 2-bathroom cottage you are sure to be enchanted by its historic New Engl ...
From $442 per night (USD)
Expedia
$'Sprucewold' Boothbay Harbor Cottage w\/ Deck$
From $292 per night (USD)
VRBO
'Sprucewold' Boothbay Harbor Cottage w\/ Deck
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy the northeast wilderness effortlessly with this intimate 2-bed, 1-bath vacation rental. Whether you're here with f ...
From $292 per night (USD)
VRBO
$Boothbay Harbor Cabin w\/ Spacious Deck & Yard!$
From $284 per night (USD)
Expedia
Boothbay Harbor Cabin w\/ Spacious Deck & Yard!
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Now is the time to escape to peaceful surroundings, spend summer days hiking beneath bright blue skies, and enjoy starga ...
From $284 per night (USD)
Expedia
$Oceanfront home & guesthouse w\/ incredible ocean views, deck & location$
From $635 per night (USD)
VRBO
Oceanfront home & guesthouse w\/ incredible ocean views, deck & location
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Tranquil Ocean Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $635 per night (USD)
VRBO
From $344 per night (USD)
Expedia
Cozy Ocean Side Cottage with screened in Sun room! 5 minutes from Private beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
TheCottageAtFiveIslands.com The Cottage is a fully furnished 900 sq ft two bedroom with full kitchen, bathroom and livi ...
From $344 per night (USD)
Expedia
From $383 per night (USD)
VRBO
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Ocean Breeze Condo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $383 per night (USD)
VRBO
From $832 per night (USD)
Expedia
Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunset Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $832 per night (USD)
Expedia
From $336 per night (USD)
VRBO
Harborview Perch... spacious & open floorplan, privacy, harbor view, amenities
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
"Harborview Perch": comfortable & inviting with spectacular, elevated views of Boothbay Harbor! "Harborview Perch" a ...
From $336 per night (USD)
VRBO
From $2725 per night (USD)
Expedia
Oceanfront Serenity: Exclusive Waterfront Estate with Private Dock
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Introducing a magnificent waterfront getaway presented by Legacy Properties Sotheby’s International Realty, set against ...
From $2725 per night (USD)
Expedia
From $432 per night (USD)
VRBO
Sail Loft - Upscale Oceanfront on a Pier near BBH!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Sail Loft, a one-of-a-kind vacation destination in Boothbay Harbor! You can't get any closer to the water tha ...
From $432 per night (USD)
VRBO
From $323 per night (USD)
VRBO
Relax over looking the quaint Five Islands Harbor in Georgetown Maine
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This 3 bedroom cottage sits right on the picturesque harbor of Five Islands with views out to the Sheepscot River and be ...
From $323 per night (USD)
VRBO
From $657 per night (USD)
VRBO
Wiggleswick Cottage; A Dogs Welcome Certified Property!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come experience the magic of Midcoast Maine at Wiggleswick Cottage on the island of Georgetown (accessible by car) owned ...
From $657 per night (USD)
VRBO
From $467 per night (USD)
Expedia
Classic Maine Cottage with Ocean Views and Beach
Bedrooms:
2
Bathrooms:
6
Sleeps:
12
Stuart Little is a wonderful place to slow down and just breathe. It's a perfect place for making summer memories. The b ...
From $467 per night (USD)
Expedia
From $409 per night (USD)
VRBO
Gorgeous Views of Harbor Entrance!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Cottage at Roads End, situated on one of the most desirable streets in all of Boothbay Harbor. This one-story ...
From $409 per night (USD)
VRBO
From $117 per night (USD)
VRBO
Boothbay Harbor Maine, Beautiful private Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Spacious Living room / kitchenet , comfy couch, Queen Ann chair, bar style table with stools seating. Refrigerator, micr ...
From $117 per night (USD)
VRBO
From $323 per night (USD)
VRBO
Charming cottage overlooking picturesque Five Islands Harbor
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
3 Bedroom cottage overlooking the quintessential Maine working harbor of Five Islands. Watch lobster boats come and go ...
From $323 per night (USD)
VRBO
From $382 per night (USD)
VRBO
Oceanfront Juniper Point Cottage with dock, screened porch, close boat traffic
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Fun, unique spot with lots of diverse boats traveling right by property. Seasonal cottage with great views, private doc ...
From $382 per night (USD)
VRBO
From $444 per night (USD)
VRBO
Coastal Island Retreat - Privacy and Convenience. Boat rental available.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Bird's Nest sits high on a secluded ledge immediately on the rocky shore of the mouth of the Sheepscot River. Fall is th ...
From $444 per night (USD)
VRBO
From $278 per night (USD)
VRBO
Sea Haven at Ocean Point
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Located in the heart of the Ocean Point Colony this three-bedroom summer cottage offers the experience of a true Maine v ...
From $278 per night (USD)
VRBO
From $1080 per night (USD)
VRBO
Newly Restored 1920's Vintage Boathouse.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Impeccably restored former boathouse. Very unique property that features a spectacular view of Boothbay Harbor and the o ...
From $1080 per night (USD)
VRBO
From $327 per night (USD)
VRBO
Ocean Point, Maine Cottage Weekly Rental
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A beautiful Ocean Point Cottage! This charming cottage, rarely rented, is privately located at the end of a long drivewa ...
From $327 per night (USD)
VRBO
From $95 per night (USD)
VRBO
Boothbay Harbor, Maine Beautiful Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This room has a personal key. Spacious Bedroom with a firm Queen Bed, a love seat, and a comfortable chair, a refrigera ...
From $95 per night (USD)
VRBO
$Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A\/C$
From $272 per night (USD)
Expedia
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A\/C
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Come enjoy the peaceful tranquility of this lakefront retreat just 5 minutes from the quaint seaside shops and restauran ...
From $272 per night (USD)
Expedia
Click For Pricing
VRBO
Pennoyer Point Cottage - 4 BR Waterfront Cottage B- Mooring Access + Shared Dock
Bedrooms:
1
Bathrooms:
4
Sleeps:
13
The ultimate Maine vacation spot! Enjoy the open ocean and boating activity from this 4 bedroom, 2 bath waterfront cotta ...
Click For Pricing
VRBO
From $422 per night (USD)
Expedia
Ocean views, private beach, garden patio, red clay tennis, dock access, WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover this brilliant 2-bedroom cottage in Boothbay Harbor. This fifth generation cottage features a cozy king bed and ...
From $422 per night (USD)
Expedia
From $497 per night (USD)
VRBO
Enchantingly beautiful with views of Five Islands Harbor and Ocean
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Beautiful new home nestled in Five Islands with views of the harbor and ocean. Open concept kitchen/living room with a s ...
From $497 per night (USD)
VRBO
From $970 per night (USD)
Expedia
Ambleside- a beautifully renovated home in Boothbay Harbor Maine!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Situated on the Eastside of the quintessential Maine harbor town of Boothbay Harbor, this home is just a short walk acro ...
From $970 per night (USD)
Expedia
From $466 per night (USD)
VRBO
4 Bedroom House in Ocean Point
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Welcome to your perfect coastal escape! Nestled at the end of a private driveway, this charming 2-bedroom, 1.5-bath cott ...
From $466 per night (USD)
VRBO
From $373 per night (USD)
Expedia
Charming 3-Bedroom Cabin with Beach Access and Forest Views in Boothbay Harbor
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Escape to this peaceful cabin nestled in Sprucewold, Boothbay Harbor, Maine. The upstairs bedroom features a luxurious k ...
From $373 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Stunning home overlooking the water!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Nestled amidst the quaint charm of Boothbay Harbor, Maine, sits a picturesque house that exudes timeless elegance and mo ...
From $394 per night (USD)
VRBO
From $267 per night (USD)
Expedia
Adorable apartment in Boothbay Harbor!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled amidst the quaint charm of Boothbay Harbor, Maine, sits a picturesque house that exudes timeless elegance and mo ...
From $267 per night (USD)
Expedia
$5 Acre Private Coastal Estate: 2 Homes, Kayaks, Kid-Friendly, Gym w\/ Peloton +++$
From $1669 per night (USD)
VRBO
5 Acre Private Coastal Estate: 2 Homes, Kayaks, Kid-Friendly, Gym w\/ Peloton +++
Bedrooms:
10
Bathrooms:
8
Sleeps:
20
A Family Retreat Nestled in the Maine Coastline Eight bedrooms, eight baths, dedicated office space, three living rooms ...
From $1669 per night (USD)
VRBO
From $659 per night (USD)
Expedia
Boothbay Harbor home in Sprucewold neighborhood. Walking distance to town
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Discover this 3-bedroom gem in the highly desired Sprucewold area of Boothbay Harbor. This newly built house offers all ...
From $659 per night (USD)
Expedia
Click For Pricing
VRBO
Exclusive oceanfront location in Boothbay Harbor! Walk to town.
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Imagine waking up to the sunrise at your own oceanfront property. Take in the morning sounds and sights from the patio o ...
Click For Pricing
VRBO
From $313 per night (USD)
Expedia
Beautiful Ocean Point Escape
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Greyview Cottage was built in 1895 and is located in the heart of a thriving summer community where kids still ride thei ...
From $313 per night (USD)
Expedia
From $827 per night (USD)
VRBO
Beautiful Ocean Point Escape, Tennis courts and a short walk to The Wilson Chapel. Short walk to Grimes Cove for swimming.
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Greyview Cottage was built in 1895 and is located in the heart of a thriving summer community where kids still ride thei ...
From $827 per night (USD)
VRBO
From $483 per night (USD)
Expedia
Charming Cottage with Panoramic Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to our charming shingle style cottage nestled on Shore Road! As you step inside, the bright and airy atmosphere ...
From $483 per night (USD)
Expedia
Click For Pricing
VRBO
Samoset Cottage - 3 BR Water View Home, Boothbay Harbor
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This spacious, comfortable one-level, 3 bedroom, 1 1/2 bath home has a large yard, views of the Sheepscot River and Indi ...
Click For Pricing
VRBO
From $373 per night (USD)
VRBO
Ship's Wheel - Charming Ocean View in Ocean Point!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Ship's Wheel, an awesome place to chill! Combine an authentic Maine camp with great amenities and linens, in ...
From $373 per night (USD)
VRBO
From $559 per night (USD)
VRBO
Morning Sun | Spruce Point | 1 Bedroom | 1 Bathroom
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
THIS HOME RENTS WEEKLY, JUNE-SEPTEMBER. 4 NIGHT MINIMUM IN FALL. WEEKLY SPECIAL AVAILABLE! Morning Sun: Your Cozy Carr ...
From $559 per night (USD)
VRBO
From $718 per night (USD)
Expedia
JONES COTTAGE - Town of Boothbay Harbor
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
THIS PROPERTY ONLY RENTS ON A SATURDAY TO SATURDAY SCHEDULE - 7 NIGHT MINIMUM REQUIRED ROOM LAYOUT: 1st Floor: Kitchen ...
From $718 per night (USD)
Expedia

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Results: 130 Rentals