Southport Rentals
- From $444 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 $444 per night (USD)VRBO
- From $432 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 $432 per night (USD)Expedia
- From $348 per night (USD)
VRBO
Southport Island Cottage | Deck & New Luxe Kitchen | Near Boothbay Harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Southport Island Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $348 per night (USD)VRBO
- From $702 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 $702 per night (USD)Expedia
- From $551 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 $551 per night (USD)VRBO
- From $316 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 $316 per night (USD)Expedia
- From $164 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 $164 per night (USD)VRBO
- From $200 per night (USD)
VRBO
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 $200 per night (USD)VRBO
- From $1097 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 $1097 per night (USD)VRBO
- From $841 per night (USD)
Expedia
PIFFI BIFF ON SOUTHPORT ISLAND | 5 Bed, 3 Bath
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
THIS PROPERTY RENTS WEEKLY, SATURDAY - SATURDAY, JUNE - SEPTEMBER 4 NIGHT STAYS AVAILABLE IN THE SHOULDER SEASON. _____ ...
From $841 per night (USD)Expedia
- From $438 per night (USD)
VRBO
Seawood Sunset Cottage: Southport Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Seawood Sunset Cottage is located on the beautiful island of Southport. Built by an artist and displaying much of her wo ...
From $438 per night (USD)VRBO
- From $399 per night (USD)
Expedia
Cottage at Island Point
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come enjoy coastal Maine island living at this comfortable Southport cottage. This peaceful Newagen retreat will make y ...
From $399 per night (USD)Expedia
- Click For Pricing
VRBO
Tranquil Ocean view home with a washer & dryer and a relaxing Deck
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Peaceful Waters Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
Click For PricingVRBO
- From $844 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 $844 per night (USD)VRBO
- From $590 per night (USD)
VRBO
Birdsong Landing: Luxurious Coastal Farmhouse with Stunning Views and Dock!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This stunning, spacious coastal farmhouse has just completed a gut renovation. With only the finest fixtures and finishe ...
From $590 per night (USD)VRBO
- From $585 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 $585 per night (USD)Expedia
- From $313 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 $313 per night (USD)VRBO
- From $164 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 $164 per night (USD)Expedia
- From $176 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. Large living area with a beautiful view of the ocean and dining area all in on ...
From $176 per night (USD)VRBO
- From $452 per night (USD)
Expedia
Steamboat Landing Cottage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Steamboat Landing is a large cottage overlooking the Sheepscot River on Southport Island. Hosted by Of Sea and Pine; Mai ...
From $452 per night (USD)Expedia
- From $276 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 $276 per night (USD)VRBO
- From $447 per night (USD)
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 ...
From $447 per night (USD)Expedia
- From $665 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 $665 per night (USD)VRBO
- From $654 per night (USD)
VRBO
Oceanfront Log Cabin with Dock on Southport Island - 7 acres with westerly views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Log cabin on Love's Cove and looking west over Ebenecook Bay on Southport Island. Built and furnished in 1909 by the sa ...
From $654 per night (USD)VRBO
- From $816 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 $816 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 $155 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 $155 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- Click For Pricing
VRBO
An enchanting Maine cottage, where timeless charm meets modern luxury!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
This charming Maine cottage offers the best of both worlds – classic charm and modern amenities! Perfectly located on th ...
Click For PricingVRBO
- From $436 per night (USD)
Expedia
Cozy Waterfront Cottage with Dock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Step into the charm of coastal Maine at The Lilly Pad, a lovingly restored 1940s cottage nestled on the tranquil shores ...
From $436 per night (USD)Expedia
- From $1537 per night (USD)
VRBO
LEDGEMERE ON SOUTHPORT ISLAND | 3 Bed, 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
THIS PROPERTY RENTS WEEKLY, SATURDAY - SATURDAY, JUNE - SEPTEMBER 4 NIGHT STAYS AVAILABLE IN THE SHOULDER SEASON. _____ ...
From $1537 per night (USD)VRBO
- From $501 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 $501 per night (USD)Expedia
- Click For Pricing
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 PricingVRBO
- From $631 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 $631 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $635 per night (USD)
Expedia
THE LEDGE ON SOUTHPORT ISLAND | 3 Bed, 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
THIS PROPERTY RENTS SATURDAY - SATURDAY, TWO WEEKS MINIMUM _____________________________________________________________ ...
From $635 per night (USD)Expedia
- From $405 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 $405 per night (USD)VRBO
- From $4974 per night (USD)
Expedia
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 ...
From $4974 per night (USD)Expedia
- From $556 per night (USD)
VRBO
Remodeled for 2024! Immaculate Southport Island home. 5 minutes to Boothbay!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Newly remodeled for the 2024 season, this charming and bright cottage features 5 bedrooms and will house 7 to 8 people. ...
From $556 per night (USD)VRBO
- From $189 per night (USD)
Expedia
The Ticket Office - Just the ticket for a Private & Romantic Getaway!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Why pay more per night for a noisy hotel room, when you can enjoy the privacy and charm of this one room cottage? Locat ...
From $189 per night (USD)Expedia
- From $625 per night (USD)
VRBO
PINE CLIFF DWELLER | 2 Bed, 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
THIS PROPERTY RENTS WEEKLY, SATURDAY - SATURDAY, JUNE - SEPTEMBER 4 NIGHT STAYS AVAILABLE IN THE SHOULDER SEASON. FALL ...
From $625 per night (USD)VRBO
- From $1121 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 $1121 per night (USD)VRBO
- From $547 per night (USD)
VRBO
Oceanfront home
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Beautiful oceanfront home with large outdoor deck facing the water for dining and relaxing, Great sunsets. Private sand ...
From $547 per night (USD)VRBO
- From $490 per night (USD)
VRBO
Waterfront cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Beautiful Cottage on Southport Island with access to dock and kayaks. Cozy, the perfect getaway. Gorgeous sunsets. Priv ...
From $490 per night (USD)VRBO
- From $179 per night (USD)
VRBO
Boothbay Open Plan 1- Bedroom Apt. Woods & Water. Southport.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located on Southport Island, we are near the water, and adjacent to Capitol Island. This detached garage apartment is sp ...
From $179 per night (USD)VRBO
- From $370 per night (USD)
VRBO
Waterfront Cottage Sitting On The Water's Edge Of Townsend Gut
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This 2 bedroom, 2 bath cottage sits waterfront on Townsend Gut. Sit out on the wrap-around porch and enjoy the abundant ...
From $370 per night (USD)VRBO
- From $433 per night (USD)
VRBO
Newly Renovated 3 B\/2.5B Suite in 1790's Sea Captains House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Coveside – This newly renovated 3 bedroom, 3 bath main floor suite in a Sea Captain’s style home sits directly across th ...
From $433 per night (USD)VRBO
- From $297 per night (USD)
VRBO
Waterfront Cottage with a dock & float on Townsend Gut w\/one floor living
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This charming 2 bedroom, 1 bath cottage sits right at the water's edge of Townsend Gut. Boats galore can be seen from th ...
From $297 per night (USD)VRBO
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $361 per night (USD)
VRBO
Pratts Island Get Away
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Enjoy an island living getaway with this three bedroom two two-bathroom home located across a wooden bridge from Southpo ...
From $361 per night (USD)VRBO
- Click For Pricing
VRBO
Spectacular Ocean Front Estate on Southport
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Prepare to be captivated by this extraordinary oceanfront retreat, boasting breathtaking panoramic views of the open oce ...
Click For PricingVRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $1567 per night (USD)
VRBO
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 $1567 per night (USD)VRBO
- From $398 per night (USD)
Expedia
TERRAPIN COTTAGE | 2 Bed, 1 Bath
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
THIS HOME RENTS WEEKLY, SATURDAY-SATURDAY, JUNE-SEPTEMBER 4 NIGHT MINIMUM IN THE FALL THE HOUSE (pictures are after the ...
From $398 per night (USD)Expedia
- From $637 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 _______________________________________ ...
From $637 per night (USD)VRBO
- From $1119 per night (USD)
Expedia
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 $1119 per night (USD)Expedia
- From $2725 per night (USD)
VRBO
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)VRBO
- From $377 per night (USD)
Expedia
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 $377 per night (USD)Expedia
- From $475 per night (USD)
VRBO
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 $475 per night (USD)VRBO
- From $326 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 $326 per night (USD)Expedia
- From $888 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 $888 per night (USD)VRBO
- From $323 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 $323 per night (USD)Expedia
- From $702 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 $702 per night (USD)VRBO
- From $556 per night (USD)
Expedia
Boothbay - Ocean Point home w\/ screened porch, amazing view & water access
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
Best View in ME Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $556 per night (USD)Expedia
- From $448 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 $448 per night (USD)VRBO
- From $335 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 $335 per night (USD)Expedia
- From $268 per night (USD)
VRBO
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 $268 per night (USD)VRBO
- Click For Pricing
Expedia
Luxury Cabin on Linekin Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This quant cabin sits on Linekin Bay nestled amongst the spruce trees and is the perfect couples getaway. Enjoy the spec ...
Click For PricingExpedia
- From $559 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 $559 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $164 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 $164 per night (USD)Expedia
- From $212 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 $212 per night (USD)VRBO
- From $239 per night (USD)
Expedia
'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 $239 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 $487 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 $487 per night (USD)Expedia
- From $355 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 $355 per night (USD)VRBO
- From $569 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 $569 per night (USD)Expedia
- From $380 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 $380 per night (USD)VRBO
- From $104 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 $104 per night (USD)VRBO
- From $531 per night (USD)
VRBO
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 $531 per night (USD)VRBO
- From $330 per night (USD)
VRBO
Rustic Chic Cottage in Ocean Point! Water Views, Fireplace and Great Linens!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Ship's Wheel in Ocean Point! An awesome place to chill! Combine an authentic Maine camp with great amenities ...
From $330 per night (USD)VRBO
- 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 $408 per night (USD)
Expedia
Wiggleswick Cottage; New Years availability!
- 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 $408 per night (USD)Expedia
- 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 $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 $322 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 $322 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 $165 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 $165 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
- From $340 per night (USD)
VRBO
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 $340 per night (USD)VRBO
- From $977 per night (USD)
VRBO
The ultimate vacation spot, 4 BR waterfront cottage overlooking the open ocean
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 13
The ultimate Maine vacation spot! Enjoy the open ocean and boating activity from this 4 bedroom, 2 bath waterfront cotta ...
From $977 per night (USD)VRBO
- From $417 per night (USD)
VRBO
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 $417 per night (USD)VRBO
- From $907 per night (USD)
Expedia
Beautiful Ocean Point Escape
- 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 $907 per night (USD)Expedia
- From $597 per night (USD)
VRBO
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 $597 per night (USD)VRBO
- From $672 per night (USD)
Expedia
3-bedroom house- Sprucewold Boothbay Harbor. GARDENS AGLOW
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Discover this 3-bedroom gem in the highly desired Sprucewold area of Boothbay Harbor. This newly built house features ...
From $672 per night (USD)Expedia
- From $572 per night (USD)
VRBO
4 Bedroom House in Ocean Point
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $572 per night (USD)VRBO
- From $288 per night (USD)
Expedia
Charming 3-Bedroom Cabin with Beach Access and Forest Views in Boothbay Harbor
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Cabin Getaway by Sea Maine is a charming 3-bedroom, 2-bathroom retreat located in the peaceful Sprucewold neighborhood o ...
From $288 per night (USD)Expedia