Boothbay Rentals
- From $298 per night (USD)
VRBO
Modern Log Cabin with 100 years History ~~
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Attractive Modernized Maine Log Cabin Historic Cedar Log Cabin in Boothbay Harbor's serene Sprucewold community. Our cha ...
From $298 per night (USD)VRBO
- From $349 per night (USD)
VRBO
Enjoy spectacular views of Lobster Cove in a historic home in Boothbay Harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Unwind, connect, and create lifelong memories with a stay at our historic home in Boothbay Harbor. Originally built in 1 ...
From $349 per night (USD)VRBO
- From $2143 per night (USD)
VRBO
Oceanfront Serenity: Exclusive Waterfront Estate with Private Dock
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Introducing a magnificent waterfront getaway presented by Legacy Properties Sotheby’s International Realty, set against ...
From $2143 per night (USD)VRBO
- From $337 per night (USD)
Expedia
Dog-friendly 2-story home near downtown with large deck, fast WiFi, washer\/dryer
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Donovan's BBH Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $337 per night (USD)Expedia
- From $169 per night (USD)
VRBO
Boothbay Harbor Woodland Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Nestled in the woods just a walk away from downtown and waterfront of lovely Boothbay Harbor. The space in includes a la ...
From $169 per night (USD)VRBO
- From $329 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 $329 per night (USD)VRBO
- From $210 per night (USD)
VRBO
Exceptional waterfront cottage in Boothbay Harbour
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This sunny updated cottage will make a wonderful home for your next vacation! Perfect for families or couples, it offers ...
From $210 per night (USD)VRBO
- Click For Pricing
VRBO
Like New Cottage \/ Spectacular Panoramic Ocean\/Island Views \/ Sleeps Eight
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 9
Welcome to "Tip Top"! You'll love this like new, spacious cottage in picturesque South Bristol / Christmas Cove. Enjoy ...
Click For PricingVRBO
- From $289 per night (USD)
VRBO
Great Cottage Walk To Town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Great cottage in town Boothbay Harbor. 2 bedrooms, one bath, full kitchen with new appliances. Gas fireplace for those c ...
From $289 per night (USD)VRBO
- From $290 per night (USD)
VRBO
Oceanfront Cottage For 2! Quiet, kayaking, and enjoy the natural beauty!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located on the shores of Linekin Bay is the cottage you have been searching for. It's a romantic cottage built for one o ...
From $290 per night (USD)VRBO
- From $199 per night (USD)
VRBO
Cozy 3 bedroom house with large covered porch and walking distance to downtown.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Montgomery Road! This three bedroom house has all the necessities needed to enjoy a fabulous stay in Boothba ...
From $199 per night (USD)VRBO
- From $170 per night (USD)
VRBO
Coveside Waterfront Secluded Cottage on Seal Cove
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
NOTE: we will refund one hundred dollars (in cash when you arrive) if you bring your own towels and linens. People who ...
From $170 per night (USD)VRBO
- Click For Pricing
VRBO
With stunning, panoramic river views, this is more than mere waterfront.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This simple, charmingly rustic cottage sits right over the Damariscotta River, affording serene waterfront seclusion; at ...
Click For PricingVRBO
- From $1000 per night (USD)
VRBO
Discover a Family Tradition on Linekin Bay
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
At the head of Linekin Bay, "The Mooring" is an eighteen-nineties shingle-style masterpiece overlooking a private dock a ...
From $1000 per night (USD)VRBO
- From $1137 per night (USD)
VRBO
SPECTACULAR VIEWS! Private DEEPWATER Dock, 3 acres in DESIRABLE Mid Coast Maine
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Book a MAINE VACATION that you will never forget!!!….188 East Shore Road is a Vintage Summer Cottage that sits up high o ...
From $1137 per night (USD)VRBO
- From $286 per night (USD)
VRBO
Spectacular View from Christmas Cove, Maine... New dates available!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This home is located on an acre of land located on the tip of Rutherford Island, looking out at Pemaquid Point, Crows Is ...
From $286 per night (USD)VRBO
- From $355 per night (USD)
VRBO
South Bristol, Updated Christmas Cove Cottage
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 5
This South Bristol 19th c. Cape in picturesque Christmas Cove on Rutherford Island has new amenities yet retains its cha ...
From $355 per night (USD)VRBO
- From $360 per night (USD)
VRBO
Charming Log Cabin - Yamagoya in the Spruce Trees and near the Ocean.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
It is based on an authentic 100 years old Log Cabin, yet it has been modernized almost 90% of the old structure to today ...
From $360 per night (USD)VRBO
- From $142 per night (USD)
VRBO
Waterfront tiny house cottage! Nautical, kayaks to use! REDUCED RATES.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The oceanfront cottage, overlooking Barrett's Park, has 2 twin beds, a complete bathroom with a shower and all utilities ...
From $142 per night (USD)VRBO
- From $199 per night (USD)
VRBO
Lovely house with water view
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Sweet cottage with a lovely water view and nice private back yard. Downstairs has living room, kitchen, sunroom and two ...
From $199 per night (USD)VRBO
- From $670 per night (USD)
VRBO
Historic Boathouse over Water, Stunning View, Private Pier + Dock + Mooring
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Cozy renovated boathouse cottage, 3 bedrooms, 1 bath and wharf situated on 0.75 quiet, private acres on Westport Island ...
From $670 per night (USD)VRBO
- From $1117 per night (USD)
VRBO
SEASIDE COTTAGE
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
This cottage, located at 188 East Shore Road on Westport Island, can be booked as a vacation rental for up to 12 guests… ...
From $1117 per night (USD)VRBO
- From $340 per night (USD)
VRBO
Exquisitely Peaceful Property with Commanding Views of the Ocean
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Built from the very trees that surrounded it almost a century ago, the Fairbanks is nestled in a lush forested area know ...
From $340 per night (USD)VRBO
- From $725 per night (USD)
VRBO
' The Castle House' of Rutherfords Island, Christmas Cove
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy a vacation on one of Maine's quintessential islands with breathtaking views of John's Bay from the widows deck in ...
From $725 per night (USD)VRBO
- From $530 per night (USD)
VRBO
Waterfront Cabin with Inground Pool, Dock, Tennis
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Located on the water, at the tip of Linekin Bay, this property is surrounded by nearly 100 acres of woods with maintaine ...
From $530 per night (USD)VRBO
- From $385 per night (USD)
VRBO
Waterfront Cottage w\/Dock on South Bristol Harbor
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Stay in our waterfront cottage and enjoy the best of Coastal Maine. Located in the town of South Bristol and situated di ...
From $385 per night (USD)VRBO
- From $279 per night (USD)
VRBO
Clean, Bright, Airy Home - Walking distance to EVERYTHING!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Very cute, two story home in great location. Cool breeze off the harbor in the afternoon. Front deck, side deck off ...
From $279 per night (USD)VRBO
- From $368 per night (USD)
Expedia
Waterfront Home at Head of Boothbay Harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
East Side Cove is a retro-style ranch home with lots to offer! Get cozy with a book in the sunroom, have lunch at the pi ...
From $368 per night (USD)Expedia
- Click For Pricing
VRBO
Classic Cottage with Ocean View on beautiful Spruce Pt - access to Pools & more!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Three (3) bedroom Maine Cottage situated on Spruce Point, just 1.6 miles from the Boothbay Harbor footbridge along the s ...
Click For PricingVRBO
- From $330 per night (USD)
VRBO
3 Bedroom Oceanfront Cottage with private dock and Linekin Bay Resort Amenities.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Compass Rose is a 100 Year Old Quintessential Maine 3 Bedroom cottage with thoughtful modern updates, spectacular ocean ...
From $330 per night (USD)VRBO
- From $210 per night (USD)
VRBO
Cozy Boothbay Harbor Cottage
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Delightful, modern, comfortable cottage (two blocks from the Harbor) in the middle of everything yet secluded on a quiet ...
From $210 per night (USD)VRBO
- From $230 per night (USD)
VRBO
Waterfront Cottage! 2 Bedroom, 2 Bath **Walk to Town* 1\/2 Mile to the Harbor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This two story year round cottage is on a quiet lot at the tip of Lobster Cove in Boothbay Harbor with tidal frontage! ...
From $230 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Waterfront Cottage in South Bristol w\/ private dock and lobster boat views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
This is a charming, light filled historic cottage on the "Gut" in South Bristol. Minutes from the summer community of C ...
From $350 per night (USD)VRBO
- From $460 per night (USD)
VRBO
Two separate dog-friendly homes with water views & Linekin Bay Resort access
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Sea View & Overlook Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $460 per night (USD)VRBO
- From $331 per night (USD)
VRBO
Ocean Views, Association Dock, Tennis, and amazing Porch spaces.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Newly renovated 4 bedroom, 2.5 bathrooms, sleeps 8. At the head of Linekin Bay, in a small community called Bayville, s ...
From $331 per night (USD)VRBO
- From $125 per night (USD)
VRBO
Waterfront Cottage with Sunsets, Hot Tub and Dock access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
(Clarification on cancellation policy: We will fully refund your $$ if we can still find a renter and we will try to do ...
From $125 per night (USD)VRBO
- From $186 per night (USD)
VRBO
Clasic Maine Coast Cottage
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
WEEKLY RENTAL SATURDAY TO SATURDAY -- This property has a long history of welcoming vacationers to the Christmas Cove ar ...
From $186 per night (USD)VRBO
- From $125 per night (USD)
VRBO
Open Plan Shorefront Home With Dock And Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
(Clarification on cancellation policy: We will fully refund your $$ if we can still find a renter and we will try to do ...
From $125 per night (USD)VRBO
- From $292 per night (USD)
VRBO
Cozy Home Downtown Boothbay Harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
East Side Retreat has been completely renovated and is ready for your coastal Maine vacation. It's a cozy open kitchen/l ...
From $292 per night (USD)VRBO
- Click For Pricing
Expedia
Waterfront gem with dock on Lewis Cove\/Linekin Bay, Boothbay Harbor
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Fall in love with Maine the way it used to be in this authentic historic log home on Linekin Bay. Wake up to a beautifu ...
Click For PricingExpedia
- From $439 per night (USD)
VRBO
3 bedroom House with ocean views and private beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Beautiful ledge outcroppings and plantings surround this 3 bedroom cottage with plenty of sunshine and water views of Li ...
From $439 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Local Charm \/ Panoramic Harbor Views \/ Cozy Maine Cottage \/ 10 Min Walk Downtown
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Quintessential Maine Harbor Cottage with local charm and plenty of cozy nooks to relax and unwind. The home is decorated ...
From $500 per night (USD)Expedia
- From $455 per night (USD)
VRBO
MORNING SUN | COUPLE`S RETREAT | WATERFRONT | PRIVATE BEACH
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
THIS PROPERTY RENTS WEEKLY, FRIDAY - FRIDAY, JUNE - SEPTEMBER 4 NIGHT STAYS AVAILABLE IN THE SHOULDER SEASON. The House ...
From $455 per night (USD)VRBO
- From $452 per night (USD)
VRBO
SALTAIRE | OCEANFRONT | 3 Bed, 1 Bath
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
THIS PROPERTY RENTS WEEKLY, SATURDAY - SATURDAY, JUNE - SEPTEMBER 4 NIGHT STAYS AVAILABLE IN THE FALL _________________ ...
From $452 per night (USD)VRBO
- From $91 per night (USD)
VRBO
Standard King Room - 1 King Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
this room is room with 1 King bed, front porch with main street view, 32" LED Tv, mini fridge, microwave, hair dryer, ba ...
From $91 per night (USD)VRBO
- From $91 per night (USD)
Expedia
Superior Double Room - 2 Double Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
this room is room with two double beds, front porch with main street view, 32" LED Tv, mini fridge, microwave, hair drye ...
From $91 per night (USD)Expedia
- From $102 per night (USD)
VRBO
Superior Double Room - 2 Double Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is Newly renovated, this room is room with two double beds, front porch with main street view, 32" LED Tv, mini fri ...
From $102 per night (USD)VRBO
- From $148 per night (USD)
Expedia
Superior King Room - 1 King Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is Newly renovated room, this room is room with 1 King bed, front porch with main street view, 32" LED Tv, mini fri ...
From $148 per night (USD)Expedia
- From $102 per night (USD)
VRBO
Superior King Room - 1 King Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
this room is room with 1 King bed, front porch with main street view, 32" LED Tv, mini fridge, microwave, hair dryer, ba ...
From $102 per night (USD)VRBO
- From $148 per night (USD)
Expedia
Superior Double Room - 2 Double Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is Newly renovated, This is Newly renovated, this room is room with two double beds, front porch with main street v ...
From $148 per night (USD)Expedia
- From $396 per night (USD)
VRBO
Charming 3 bedroom, 2 bath home walking distance to downtown Boothbay Harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Walk to downtown Boothbay Harbor from this charming 3 bedroom, 2 bath home. Sit out on the covered porch and enjoy your ...
From $396 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Boothbay Harbor Maine Summer Cottage Rental
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy cottage in Boothbay Harbor with first floor bedroom, two bathrooms, Kitchen, living room, sunporch and deck. Secon ...
From $300 per night (USD)Expedia
- From $484 per night (USD)
VRBO
Jordan Cottage by Sea Maine
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Don't miss the chance to make our Maine cottage your home base for exploring the coastal wonders of Boothbay Harbor. Whe ...
From $484 per night (USD)VRBO
- From $391 per night (USD)
VRBO
Southern Cross - Beautiful, New Cottage on Appalachee Pond. Only 2 miles to BBH!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Southern Cross! This upscale cottage was built in 2023 and features loads of modern conveniences, beautiful w ...
From $391 per night (USD)VRBO
- From $443 per night (USD)
VRBO
Year Round Ocean Front Home In Christmas Cove
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Modern/traditional home with 20 foot ceilings, architectural features, all amenities, select maple floors, 17foot tall f ...
From $443 per night (USD)VRBO
- From $165 per night (USD)
Expedia
WINDSONG | 3 Bed, 1.5 Bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
THIS PROPERTY RENTS WITH A 3-NIGHT MINIMUM, JUNE - SEPTEMBER Cottage Connection is proud to offer one of the most uniqu ...
From $165 per night (USD)Expedia
- From $357 per night (USD)
VRBO
Gorgeous, Upscale Cottage with Ocean Views, Pond Beach, Bay Access & Kayaks!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Appalachee Ocean View! Set between the ocean and a pond beach. this gorgeous cottage has beautiful bay views, ...
From $357 per night (USD)VRBO
- From $265 per night (USD)
VRBO
3 BR, 1.5 BA home is perfect for your visit to 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 ...
From $265 per night (USD)VRBO
- From $140 per night (USD)
VRBO
Romantic Studio with Shore Access
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
This large studio space is located on a private road in South Bristol. High ceilings with many windows and skylights, t ...
From $140 per night (USD)VRBO
- From $122 per night (USD)
Expedia
Charming Boothbay Harbor cottage with partial AC, full kitchen, and sun room
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Lobster Cove Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $122 per night (USD)Expedia
- From $351 per night (USD)
VRBO
Charming Cottage Room with Porch | Hot Tub + Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Spend a relaxing stay in our Cottage Room in Boothbay Harbor! Whether you're traveling with friends or family, our space ...
From $351 per night (USD)VRBO
- From $342 per night (USD)
Expedia
Woodlandview Lodge with Fireplace + Spa Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Our relaxing ADA Lodge Room in Boothbay Harbor is the perfect getaway for you! Enjoy relaxing days lounging by the outdo ...
From $342 per night (USD)Expedia
- From $442 per night (USD)
VRBO
Bright Cottage Close to Waterfront! Private Porch
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
We can't wait to host you in our tranquil 2 Bedroom Cottage in Boothbay Harbor! Enjoy a relaxing stay with friends and f ...
From $442 per night (USD)VRBO
- From $336 per night (USD)
Expedia
Spa + Pool Access! Bright Woodland View Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Escape to Boothbay Harbor for a relaxing and tranquil escape! Enjoy days kayaking, whale watching, or paddle boarding on ...
From $336 per night (USD)Expedia
- From $391 per night (USD)
VRBO
Lodge Room with Partial Ocean View | Pool + Spa
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the rich heritage and peaceful atmosphere in Boothbay Harbor when you book a stay in our charming Lodge Room! I ...
From $391 per night (USD)VRBO
- From $392 per night (USD)
Expedia
Partial Ocean Views! ADA Room with Fireplace+Porch
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the charm and picturesque atmosphere of Boothbay Harbor when you stay in our lovely ADA Lodge Room. Spend memor ...
From $392 per night (USD)Expedia
- From $377 per night (USD)
VRBO
Bright ADA Lodge Room with Partial Ocean Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Book a relaxing stay in our lovely ADA Lodge Room in Boothbay Harbor! Enjoy unforgettable days whale watching, kayaking, ...
From $377 per night (USD)VRBO
- From $413 per night (USD)
Expedia
Relaxing Escape! Partial Oceanview Lodge Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ideally located between the ocean and the forest, our quiet escape is the perfect retreat for your group! Enjoy relaxing ...
From $413 per night (USD)Expedia
- From $455 per night (USD)
VRBO
Bright Oceanview Lodge Room | Private Porch + Spa
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Whether you're traveling with friends or family, our lovely Lodge Room in Boothbay Harbor is the perfect getaway for you ...
From $455 per night (USD)VRBO
- From $435 per night (USD)
Expedia
Beautiful Room + Porch | Shared Pool + Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Spend a relaxing stay in our bright Lodge Room in Boothbay Harbor! Whether you're traveling with friends or family, our ...
From $435 per night (USD)Expedia
- From $343 per night (USD)
VRBO
Chic, updated log cabin nestled in the pine trees of Sprucewold!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This chic, updated cabin is nestled in the pine trees of Sprucewold, a 100-year-old, summer, log cabin community and is ...
From $343 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Cozy waterfront log cottage with huge outdoor living area.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Completely escape to this100 year old oceanfront log cottage. Astonishingly cozy with a classic rustic feel but updated ...
From $275 per night (USD)Expedia
- From $189 per night (USD)
VRBO
Prickly Hollow · Charming cottage in the woods easy walk into town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This pretty, shingled cottage is only minutes away from downtown Boothbay Harbor, yet so peaceful you can enjoy the soun ...
From $189 per night (USD)VRBO
- From $182 per night (USD)
Expedia
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Barrett's Watch Apartment Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $182 per night (USD)Expedia
- From $276 per night (USD)
VRBO
Oceanfront home on Lobster Cove with deck & shared firepit - walk to town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Barrett's Watch Main House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $276 per night (USD)VRBO
- From $308 per night (USD)
Expedia
Oceanfront property with 2 homes, firepit & decks - walk to Barrett Park & town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Barretts Watch Main House and Apartment Our calendar is updated in real-time & our nightly rates are accurately display ...
From $308 per night (USD)Expedia
- Click For Pricing
VRBO
Seaside Cottage on a wharf in a fishing village
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Think..ocean, tides, lobster, fishermen, boats, two marinas, magnificent sunrise and sunsets, gateway to Rutherford Isla ...
Click For PricingVRBO
- Click For Pricing
Expedia
2 bedroom Penthouse with private deck on the Harbor
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Master bedroom suite consists of king size bed and a closet. The smaller bedroom has a queen size bed and also has ...
Click For PricingExpedia
- From $464 per night (USD)
VRBO
Adirondack Feel With Ocean Appeal ... Yes Please!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Adirondack style cabin with large logs and original art will excite you when you open the front door, but wont you be su ...
From $464 per night (USD)VRBO
- From $2786 per night (USD)
Expedia
Secluded and Majestic Waterfront Family Compound
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 18
Legacy Properties Sotheby’s International Realty invites you to discover Highfields on Mill Road, a majestic 39-acre est ...
From $2786 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Beautiful Condo on Ocean Cove - Easy walk to harbor-side town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This spacious condo on the ocean has lovely views of Mill Cove. 2 bedrooms and a loft with a pullout sofa. 2 full bathro ...
From $230 per night (USD)VRBO
- From $198 per night (USD)
Expedia
Stunning log cabin with fireplace & nature views - near shopping & dining
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Hammond Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $198 per night (USD)Expedia
- From $293 per night (USD)
VRBO
Cozy & Pet-Friendly Log Cabin with Access to a Private Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Deer Creek Cabin is the best of both worlds - the cabin is close to Boothbay Harbor's wonderful restaurants and shopping ...
From $293 per night (USD)VRBO
- From $179 per night (USD)
Expedia
Well-located, dog-friendly home - walk to footbridge & Barrett Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Lobster Trap Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $179 per night (USD)Expedia
- From $476 per night (USD)
VRBO
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Whale's Tale Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $476 per night (USD)VRBO
- From $420 per night (USD)
Expedia
Oceanfront with private dock and float. Three bedroom, two bathroom cottage on Linekin Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The perfect waterfront retreat, Linekin Lodge offers a cozy and inviting atmosphere that will make you feel right at hom ...
From $420 per night (USD)Expedia
- From $219 per night (USD)
VRBO
New cottage in an established vacation spot on Linekin Bay Boothbay Harbor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to historic Bayville Village in Boothbay Harbor, a restful community founded in 1911 and stay in our charming ne ...
From $219 per night (USD)VRBO
- From $598 per night (USD)
Expedia
Lovely 3BR Oceanfront - Views, Own Dock, Chefs Kit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Perched at the intersection of 4 tidal bodies of water, this serene, waterfront home with mature gardens is a secluded h ...
From $598 per night (USD)Expedia
- From $159 per night (USD)
VRBO
Dog-friendly forest cottage with HOA beach on Linekin Bay, walk to dining\/spa
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Cooper Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $159 per night (USD)VRBO
- From $278 per night (USD)
Expedia
Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Steps away from the ocean, across the street from the Spruce Point Inn and alongside an acre of wooded land, smell the s ...
From $278 per night (USD)Expedia
- From $322 per night (USD)
VRBO
Charming waterfront cottage with a dock, furnished deck, & fast WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Lakefront Landing Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $322 per night (USD)VRBO
- From $698 per night (USD)
Expedia
Waterfront Log cabin private community beach. CLOSEST TO TOWN less 10 min walk!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
One of the closest rentals to town a 5-10-minute walk to the town's best restaurants from family to upscale. Ocean tours ...
From $698 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Antique Charm and Modern Comfort on Maine Waterfront - new listing for 2024
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Relax, play, or work in this sunny New England Cape located within 15 minutes of the walkable coastal towns of Boothbay ...
From $250 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Hidden gem nestled on a peaceful side street in Boothbay Harbor
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to the idyllic charm of Bay Cottage, a hidden gem nestled on a peaceful side street in Boothbay Harbor. This ench ...
From $236 per night (USD)Expedia
- From $296 per night (USD)
VRBO
Beautifully updated cabin near town & Barrett's Park with deck, BBQ, & W\/D
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bay Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $296 per night (USD)VRBO
- From $410 per night (USD)
VRBO
Group getaway near town\/Barrett's Park with 2 kitchens, 2 W\/Ds
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Bay Cabin & Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $410 per night (USD)VRBO
- From $343 per night (USD)
VRBO
Coastal charmer with screened-in porch, grill, & AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Bay Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $343 per night (USD)VRBO
- From $247 per night (USD)
VRBO
Beautiful, rustic cabin overlooking Lewis Cove with porch, deck & fireplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cabin in the Pines Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $247 per night (USD)VRBO
- From $520 per night (USD)
VRBO
Oasis on Linekin Bay
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Nestled along the northwestern cove of Lewis Cove, sits a beautiful five-bedroom, four-bathroom ocean front retreat. Out ...
From $520 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Topside by Sea Maine
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This charming Maine vacation spot is nestled between Appalachee Pond and Linekin Bay. It is a quintessential retreat for ...
From $500 per night (USD)Expedia