Boothbay Harbor Rentals
From $996 per night (USD)VRBO
Vacation by the Sea with Exclusive Rooftop Deck with 1st Floor Deck in Downtown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Nestled directly in the heart of downtown Boothbay Harbor, The Helm House (Instagram: @TheHelmHouseBBH) offers an escape ...
From $996 per night (USD)VRBO
From $403 per night (USD)VRBO
Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Portside is a luxury condo with the charm of a cottage on the ground floor of the 3-unit Back Bay Cottage, built in 2006 ...
From $403 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 $256 per night (USD)Expedia
Downtown Boothbay Harbor Vintage Summer Camp Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the heart of downtown Boothbay Harbor, you’ll be entranced by views of lobster fisherman returning to the wha ...
From $256 per night (USD)Expedia
From $247 per night (USD)VRBO
Waterfront Cottage! 2 Bedroom, 2 Bath **Walk to Town* 1\/2 Mile to the Harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $247 per night (USD)VRBO
From $358 per night (USD)VRBO
Scenic water view II 🌅walking distance to restaurants shopping and boat excursions ! No car necessary !
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Charming ranch style 1 bedroom home, overlooking Boothbay Harbor ! Easy access for handicap or elderly couple. Walk to ...
From $358 per night (USD)VRBO
From $343 per night (USD)VRBO
Charming Cottage w\/ Patio, Walk to Boothbay Harbor
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Soak up the natural beauty of Maine's harbor from this restored coastal cottage! Built in the 1800s, the 3-bedroom, 1-ba ...
From $343 per night (USD)VRBO
From $393 per night (USD)Expedia
Downtown Boothbay Harbor, The Francis Greene House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming and spacious 2-story, 3-bedroom house located at 40 Oak Street in Boothbay Harbor (you can google map the addre ...
From $393 per night (USD)Expedia
Click For PricingVRBO
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 PricingVRBO
From $198 per night (USD)Expedia
Ocean Harbor Apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This 2 bedroom apartment, located just one street behind Main Street, a 4 minute walk to the footbridge, restaurants, sh ...
From $198 per night (USD)Expedia
From $671 per night (USD)VRBO
Walking Distance To Shops, Restaurants And Footbridge
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This is a newly renovated historic building with the convenience of downtown living and enough distance from the rowdy b ...
From $671 per night (USD)VRBO
From $400 per night (USD)VRBO
The Farmhouse - Boothbay Harbor
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
New to VRBO. Situated at the entrance of downtown Boothbay Harbor, The Farmhouse boasts beauty of a New England style ...
From $400 per night (USD)VRBO
From $585 per night (USD)VRBO
Discover Boothbay Harbor Marine just steps away
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
The Boat House is a home with a gallery feel, the space has soaring ceilings and a wall of windows overlooking the Booth ...
From $585 per night (USD)VRBO
From $327 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 $327 per night (USD)VRBO
From $618 per night (USD)VRBO
Enjoy Secluded Privacy at this Cottage on the Water
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Water's Edge is a charming Maine cottage situated on the edge of Linekin Bay, and we do mean the edge... just steps from ...
From $618 per night (USD)VRBO
From $530 per night (USD)Expedia
Beautiful Harbor Home with Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our Dock View vacation home is the perfect place to enjoy a true Maine experience. Across the street from the historic B ...
From $530 per night (USD)Expedia
From $272 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 $272 per night (USD)VRBO
From $492 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 $492 per night (USD)Expedia
From $332 per night (USD)VRBO
Dreamy Wooded Cabin W\/ Spacious Deck, Free WiFi, Secluded Location & More
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Sasanoa Retreat at Sprucewold Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $332 per night (USD)VRBO
From $455 per night (USD)VRBO
Classic Maine Waterfront Cottage w Deepwater Dock
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Classic Maine summer cottage with big porch and lawn perfect for watching the boats go by. Been in family for almost 30 ...
From $455 per night (USD)VRBO
From $534 per night (USD)VRBO
3 Bedroom Oceanfront Cottage, private dock Linekin Bay Resort Amenities Included
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
2025 WINDJAMMER DAYS JUNE 22 to June 28th ARE AVAILABLE, DON’T MISS OUT AND BOOK NOW!! Compass Rose is a 100 Year Old Qu ...
From $534 per night (USD)VRBO
From $616 per night (USD)Expedia
Mighty Red Oak - A in town Retreat by Rocky Coast Rentals
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
After a busy day exploring the harbor's restaurants, boutiques and galleries; settle in and enjoy the fresh ocean air fr ...
From $616 per night (USD)Expedia
From $240 per night (USD)VRBO
Cozy Boothbay Harbor Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Delightful, modern, comfortable cottage (two blocks from the Harbor) in the middle of everything yet secluded on a quiet ...
From $240 per night (USD)VRBO
From $319 per night (USD)Expedia
Boothbay Harbor Cottage Overlooking Mill Cove
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Cove Cottage, a charming retreat nestled in the heart of Boothbay Harbor, Maine. This recently renovated cott ...
From $319 per night (USD)Expedia
From $462 per night (USD)VRBO
Porchside Boothbay Harbor | 4 Bed, 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Porchside – A Classic Coastal Retreat in Boothbay Harbor Availability: May to Mid-June: 3-night minimum Mid- ...
From $462 per night (USD)VRBO
From $331 per night (USD)VRBO
Best view in East Boothbay , Maine - 4 Bedroom Oceanfront Cottage
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Minimum Stay: 5 nights Internet: Yes Sleeps: 8 ...
From $331 per night (USD)VRBO
From $316 per night (USD)VRBO
1890 Captain's House N.E. Charm w\/Water Views over Mill Cove 5mins walk to town.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A Cozy New England 1890's New England Captain's House located in beautiful Boothbay Harbor, Maine. This Delightful Cond ...
From $316 per night (USD)VRBO
From $343 per night (USD)Expedia
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 $343 per night (USD)Expedia
From $234 per night (USD)VRBO
Downtown Boothbay Harbor, walk to the Opera House, shops, restaurants and piers
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Mackerel Sky Suites are located on the edge of downtown Boothbay Harbor. Sidewalks will lead you to the center of o ...
From $234 per night (USD)VRBO
From $243 per night (USD)VRBO
Best location and harbor views!.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Often booked with returns this 1860's second floor (USA, First floor Europe) flat is popular with people looking to be i ...
From $243 per night (USD)VRBO
From $242 per night (USD)VRBO
Boothbay Apt w\/ Furnished Deck ~ 1 Mi to Bay
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Book this Boothbay Harbor vacation rental and experience the stunning coastline of MidCoast Maine from an ideal home bas ...
From $242 per night (USD)VRBO
From $583 per night (USD)Expedia
Historic Home with Large Deck, Free WiFi, Washer\/Dryer - Near Beach and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 7
- Sleeps:
- 14
The 1909 Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $583 per night (USD)Expedia
From $398 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 $398 per night (USD)VRBO
From $377 per night (USD)Expedia
Bayfront cottage with fantastic views & minutes to downtown - dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The Beach House at Wall Point Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $377 per night (USD)Expedia
From $628 per night (USD)VRBO
Two separate dog-friendly homes with water views & Linekin Bay Resort access
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Sea View & Overlook Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $628 per night (USD)VRBO
From $378 per night (USD)Expedia
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 $378 per night (USD)Expedia
From $251 per night (USD)VRBO
Best Location and above it all. Updated & Refreshed.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy and quiet and yet perfect downtown location. Walk to restaurants and boats and popular with many returns - this th ...
From $251 per night (USD)VRBO
From $211 per night (USD)Expedia
Charming Boothbay Harbor cottage with partial AC, full kitchen, and sun room
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Lobster Cove Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $211 per night (USD)Expedia
From $1075 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 $1075 per night (USD)VRBO
From $204 per night (USD)Expedia
Dog-friendly home with deck, pool table, & firepit - walk to downtown Boothbay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Mabel's Maine Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $204 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
From $1183 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 $1183 per night (USD)VRBO
From $278 per night (USD)VRBO
Classic Maine Cottage with ocean views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This renovated classic 1940’s shingled Maine summer cottage is bright and cheerful throughout--like a page from 'House a ...
From $278 per night (USD)VRBO
From $559 per night (USD)Expedia
Boothbay Harbor penthouse in the heart of downtown with harbor views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Admiral's Quarters Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $559 per night (USD)Expedia
From $294 per night (USD)VRBO
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 $294 per night (USD)VRBO
From $508 per night (USD)Expedia
Buddy's Barrel House: Dog-Friendly Apartment in Downtown Boothbay Harbor
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Buddy's Barrel House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $508 per night (USD)Expedia
From $264 per night (USD)VRBO
The Coal Shack: Dog-Friendly Harborfront Studio in Downtown Boothbay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
The Coal Shack Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $264 per night (USD)VRBO
From $351 per night (USD)Expedia
Stunning & Spacious Log Cabin in the Woods
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 15
Beaver Run Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $351 per night (USD)Expedia
From $583 per night (USD)VRBO
All-suite Boothbay Harbor home with deck, ocean views, and fireplaces
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Boothbay Lookout Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $583 per night (USD)VRBO
From $225 per night (USD)Expedia
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Sprucewold Beach House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $225 per night (USD)Expedia
From $352 per night (USD)VRBO
Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sea View Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $352 per night (USD)VRBO
From $316 per night (USD)Expedia
Renovated home with water views, dock access, Linekin Bay Resort fun - dogs okay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Overlook Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $316 per night (USD)Expedia
From $352 per night (USD)VRBO
Coastal home with new, full kitchen, walkable downtown location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Boothbay Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $352 per night (USD)VRBO
From $414 per night (USD)Expedia
Amazing All-Season Sprucewold Cabin w\/ Private Beach Club Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sprucewold Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $414 per night (USD)Expedia
From $430 per night (USD)VRBO
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Appalachee Pond Waterfront Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. S ...
From $430 per night (USD)VRBO
From $428 per night (USD)Expedia
Nautical vacation rental in in walkable downtown with harbor view, grill & deck
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Snug Harbor Grande Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $428 per night (USD)Expedia
From $176 per night (USD)VRBO
Historic Boothbay Harbor cottage with antique decor, washer\/dryer & deck
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Snug Harbor I Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $176 per night (USD)VRBO
From $299 per night (USD)Expedia
Charming, historic cottage with modern upgrades - stroll to dining & attractions
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Snug Harbor II Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $299 per night (USD)Expedia
From $292 per night (USD)VRBO
Oceanfront house with dock, kayaks, deck, and gas grill
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
Atlantic Gardens II Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $292 per night (USD)VRBO
From $582 per night (USD)Expedia
Multi-unit with oar & boat house with private dock & kayaks
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
Atlantic Gardens I Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $582 per night (USD)Expedia
From $522 per night (USD)VRBO
Oceanfront Cottage & Studio on Mill Cove w\/ Water Views, Deck - Walk Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sweet Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $522 per night (USD)VRBO
From $377 per night (USD)Expedia
Newly Renovated Haven w\/ Deck, Near Downtown: Walk to Shops, Dining & Marina
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Boothbay Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $377 per night (USD)Expedia
From $336 per night (USD)VRBO
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Fisher Hill Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $336 per night (USD)VRBO
From $296 per night (USD)Expedia
Iconic downtown retreat with firepit & fireplace- walk to Harbor Footbridge
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Bayside Barn Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $296 per night (USD)Expedia
From $512 per night (USD)VRBO
Incredible Maine home with ocean views, walk to Boothbay Harbor
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Historic Harrington House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $512 per night (USD)VRBO
From $274 per night (USD)Expedia
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Barrett's Watch Apartment Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $274 per night (USD)Expedia
From $371 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 $371 per night (USD)VRBO
From $573 per night (USD)Expedia
Oceanfront property with 2 homes, firepit & decks - walk to Barrett Park & town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Barretts Watch Main House and Apartment Our calendar is updated in real-time & our nightly rates are accurately display ...
From $573 per night (USD)Expedia
From $284 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 $284 per night (USD)VRBO
From $577 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 $577 per night (USD)VRBO
From $273 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 $273 per night (USD)VRBO
From $210 per night (USD)VRBO
Three Schooners, an oasis just steps from downtown Boothbay Harbor
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Named after the three shipwrecks whose watery resting places lie just outside the front door of this charming waterfront ...
From $210 per night (USD)VRBO
From $398 per night (USD)VRBO
Prickly Hollow by Rocky Coast Rentals
- 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 $398 per night (USD)VRBO
From $218 per night (USD)VRBO
Waterfront tiny house cottage! Nautical, kayaks to use!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The tiny house cottage, overlooking Barrett's Park, has 2 twin beds, a complete bathroom with a shower and all utilities ...
From $218 per night (USD)VRBO
From $292 per night (USD)VRBO
Coastal cabin with WiFi, furnished deck, & private beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Mavooshen Coastal Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $292 per night (USD)VRBO
From $343 per night (USD)VRBO
Right on the Water! Beautifully remodeled for 2018.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Note: You MUST include your phone # when sending an inquiry in order for us to reply. Enjoy your very own little cotta ...
From $343 per night (USD)VRBO
From $339 per night (USD)VRBO
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Maine Stay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $339 per night (USD)VRBO
From $576 per night (USD)VRBO
Beautiful saltbox style home with water views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Immaculate newly renovated home overlooking the harbor. Each of the rooms have it's own scenic view. The terrace outside ...
From $576 per night (USD)VRBO
From $726 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 $726 per night (USD)VRBO
From $448 per night (USD)Expedia
Landings East...Classic Waterfront Coastal Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Note: You MUST include your phone # when sending an inquiry for us to reply in a timely manner. Early 20th century coa ...
From $448 per night (USD)Expedia
Click For PricingVRBO
Spacious cabin in a secluded spot within pine woods - close to restaurants
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bon Abri Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
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From $426 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 $426 per night (USD)VRBO
From $1139 per night (USD)VRBO
Boothbay Harbor, ME 3 Bed Luxury Apartment With Roof Deck, Hot Tub, Shower Sauna
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is a high-end luxury 3 bedroom apartment with roof deck and hot tub that is fully furnished. The roof deck has amaz ...
From $1139 per night (USD)VRBO
From $667 per night (USD)VRBO
Waterfront & Easy Access to Town-accepting monthly reservations for 2024
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming coastal, direct waterfront home situated on a dead end street on Mill Point with incredible views of the harbor ...
From $667 per night (USD)VRBO
From $262 per night (USD)VRBO
Just a short walk to shops, restaurants, and the town dock.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Mackerel Sky Suites are located on the edge of downtown Boothbay Harbor. Sidewalks will lead you to the center of o ...
From $262 per night (USD)VRBO
From $152 per night (USD)Expedia
Quaint Coastal Cottage w\/ Deck, Gas Grill, & High-Speed WiFi - Walk to Town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Harbor View Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $152 per night (USD)Expedia
From $600 per night (USD)VRBO
LUXURY OCEAN FRONT BOOTHBAY HARBOR HOME- 3 BED, 2 BATH, SLEEPS 10- PETS OK
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
ONLY TWO WEEKS AVAILABLE FOR 2025. SEPT 27-OCT 11, 2025. 3 NIGHT MINIMUM. 2026 IS BOOKING QUICKLY. LUXURY 3 BEDROOM, 2 ...
From $600 per night (USD)VRBO
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
From $311 per night (USD)VRBO
Spacious and Comfortable Home Next to all the Action!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Comfortable, spacious, warm and inviting well-stocked New England home with room for eight. Three (3) bedrooms, 5 beds, ...
From $311 per night (USD)VRBO
From $305 per night (USD)Expedia
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 $305 per night (USD)Expedia
From $390 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 $390 per night (USD)VRBO
From $409 per night (USD)Expedia
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)Expedia
From $290 per night (USD)VRBO
Quaint carriage house apartment with ocean views & charming deck
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Carriage House Apartment Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $290 per night (USD)VRBO
From $793 per night (USD)Expedia
Fantastic cottage and apartment with fast WiFi, firepit, & furnished deck
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
The Historic Harrington House and Apartment Our calendar is updated in real-time & our nightly rates are accurately dis ...
From $793 per night (USD)Expedia
From $232 per night (USD)VRBO
Beautifully renovated home w\/ prime location - walk to the footbridge & downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Lisa Jean's Lookout Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $232 per night (USD)VRBO
From $297 per night (USD)Expedia
Charming coastal cottage with high-speed WiFi, furnished deck, gas grill, & dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Blue Shutters Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $297 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 $406 per night (USD)Expedia
Adorable 2-story home by the harbor with fast WiFi, washer\/dryer & full kitchen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Blue Buoy House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $406 per night (USD)Expedia
From $643 per night (USD)VRBO
Bayfront Cottage on Mill Cove w\/ Private Dock & Furnished Deck - Walk Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Portside Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $643 per night (USD)VRBO
From $314 per night (USD)Expedia
Convenient Downtown Location w\/Harbor View
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Comfortable 2 bedroom unit located in the heart of downtown Boothbay Harbor provides an easy walk to restaurants, whale ...
From $314 per night (USD)Expedia