Exceptional Boothbay Harbor, ME Vacation Rentals | TurnKey

EXCEPTIONAL

BOOTHBAY HARBOR

VACATION RENTALS

DATES

Your safety is our priority.

At TurnKey, we continue to closely monitor updates regarding COVID-19, taking direction from both local health departments and national agencies in order to keep employees, guests, and homeowners safe.

Top Boothbay Harbor vacation rentals for large groups

Multi-Unit Harborfront Beauty | Private Dock, Kayaks

7 BR

5.5 BA

Sleeps 14

16

|

#2200530

From $400/night

Waterfront Estate with Bunk House & Loft

6 BR

3.5 BA

Sleeps 14

93

|

#1157068

From $695/night

Renovated Haven Near Downtown: 900 Yards to Marina

5 BR

2 BA

Sleeps 10

78

|

#1629450

From $175/night

Classic Cabin in the Pines | Linekin Bay Views

5 BR

2 BA

Sleeps 9

46

|

#1422756

From $200/night

Harborfront Beauty | Private Dock, Kayaks Included

5 BR

3.5 BA

Sleeps 9

11

|

#2080036

From $250/night

Top Boothbay Harbor vacation rentals for large groups

Top Boothbay Harbor vacation rentals for large groups

Guest-favorite Boothbay Harbor vacation homes

The Coal Shack: Harborfront Studio

Studio

1 BA

Sleeps 2

343

|

#878957

From $109/night

Romantic Crow’s Nest Hideaway

1 BR

1 BA

Sleeps 2

240

|

#920927

From $75/night

Downtown Waterfront Cottage with Lovely Views

3 BR

2 BA

Sleeps 6

200

|

#1074599

From $180/night

Downtown Boothbay Harbor Apartment

1 BR

1 BA

Sleeps 4

136

|

#1005615

From $175/night

Historic Boothbay Harbor Cottage

1 BR

1 BA

Sleeps 4

71

|

#1017071

From $125/night

View all top-rated Boothbay Harbor homes

View all top-rated Boothbay Harbor homes

Pet-friendly Boothbay Harbor rentals

The Coal Shack: Harborfront Studio

Studio

1 BA

Sleeps 2

343

|

#878957

From $109/night

Buddy's Barrel House: Newly Renovated Downtown Gem

3 BR

2.5 BA

Sleeps 8

136

|

#1116380

From $189/night

Waterfront Estate with Bunk House & Loft

6 BR

3.5 BA

Sleeps 14

93

|

#1157068

From $695/night

Waterside Cottage with Kayaks & Boat Launch Access

3 BR

2 BA

Sleeps 6

84

|

#1113006

From $110/night

Renovated Haven Near Downtown: 900 Yards to Marina

5 BR

2 BA

Sleeps 10

78

|

#1629450

From $175/night

View all pet-friendly Boothbay Harbor homes

View all pet-friendly Boothbay Harbor homes

New TurnKey homes in Boothbay Harbor

Appalachee Pond Waterfront Cottage | Kayaks, Decks

3 BR

1.5 BA

Sleeps 6

9

|

#2355300

From $185/night

Waterfront Retreat with Private Dock & Kayaks

4 BR

3 BA

Sleeps 8

22

|

#2302543

From $225/night

Alfresco Lifestyle | Water-View Porch & Yard, Kayaks

4 BR

3 BA

Sleeps 10

8

|

#2203529

From $170/night

Multi-Unit Harborfront Beauty | Private Dock, Kayaks

7 BR

5.5 BA

Sleeps 14

16

|

#2200530

From $400/night

Dazzling Ocean Views | Custom-Built Cottage

2 BR

2 BA

Sleeps 4

55

|

#2153823

From $160/night

View the newest Boothbay Harbor TurnKey homes

View the newest Boothbay Harbor TurnKey homes

Boothbay Harbor Monthly Rentals & Extended Stays

Appalachee Pond Waterfront Cottage | Kayaks, Decks

3 BR

1.5 BA

Sleeps 6

9

|

#2355300

From $185/night

Waterfront Retreat with Private Dock & Kayaks

4 BR

3 BA

Sleeps 8

22

|

#2302543

From $225/night

Alfresco Lifestyle | Water-View Porch & Yard, Kayaks

4 BR

3 BA

Sleeps 10

8

|

#2203529

From $170/night

Multi-Unit Harborfront Beauty | Private Dock, Kayaks

7 BR

5.5 BA

Sleeps 14

16

|

#2200530

From $400/night

Dazzling Ocean Views | Custom-Built Cottage

2 BR

2 BA

Sleeps 4

55

|

#2153823

From $160/night

View all Boothbay Harbor Monthly Rentals

View all Boothbay Harbor Monthly Rentals

Vacation homes near Boothbay Harbor attractions

Back River
Barters Island
Bayville
Boothbay Harbor Footbridge
Boothbay Harbor Yacht Club
Boothbay Region Historical
Christmas Cove
Coastal Maine Botanical Gardens
East Boothbay
Hendricks Harbor
Linekin
Maine State Aquarium
Mill Cove
Mt Pisgah
Newagen
Ocean Point Marina
Penny Lake Preserve
Signal Point Marina Association
South Bristol
Southport
Spruce Shores
Spruceworld
West Boothbay Harbor
All Boothbay Harbor Rentals

How to pick the perfect vacation rental in Boothbay Harbor

Boothbay Harbor, Maine has long been a prime destination for fishers, and it’s easy to see why. Most of the town’s tourism industry revolves around sport fishing, with several charter fishing companies such as Saltwater Maine and Breakaway Sportfishing offering excursions on the bay. You don’t have to like fishing to have fun in Boothbay Harbor, though; you can also go on a whale watching excursion, or bypass the water entirely and take a scenic hike.

Follow these tips to help you pick the perfect Boothbay Harbor vacation rental for your travel plans.

  • Where to stay to go sport fishing:Several companies provide charter fishing excursions in Boothbay Harbor. Book a vacation rental near Brown’s Wharf Inn & Marina on the east side of the harbor to go fishing with Saltwater Maine, which ventures into Cape Small, Casco Bay, and the Damariscotta River, providing all of the necessary gear for customers who climb aboard. Alternately, you can book a vacation rental near Fisherman’s Wharf to hit the water with Breakaway Sportfishing, which offers inshore, offshore, and bottom fish excursions.
  • Where to stay for the Boothbay Harbor Fest:Boothbay Harbor Fest is a three-day, multi-sensory celebration over Labor Day Weekend. Attendees get to enjoy live music, taste food from more than a dozen local restaurants, and participate in a Cold River Cocktail Competition. More athletically inclined attendees can participate in a scenic 5k trail run or half marathon. For direct access to the festival, book a vacation rental right on the waterfront.
  • Where to stay to go whale watching:Cap’n Fish’s Whale Watch has been taking visitors out to spot their favorite ocean mammals for more than 80 years. Book a vacation rental on Commercial Street, just a few minutes off the water to easily reach Cap’n Fish’s Whale Watch. These three-hour excursions come with a guarantee—if you don’t see any whales, you can come back for another cruise, free of charge.
  • Where to stay to go hiking:The Boothbay Region Land Trust at Oak Point Farm boasts 30 miles of hiking trails at all skill levels. Hikers can take in the natural beauty of the surrounding meadows, forests, and wetlands. Landlubbers who don’t have a taste for fishing can book a vacation rental just five minutes west of the Harbor and enjoy the vast expanse of the Boothbay Region Land Trust.
  • How to choose your Boothbay Harbor rental experience:Since the majority of attractions in Boothbay Harbor involve going on the water, your best bet is to find a waterfront condo or house to rent. From there, it’s a quick, easy drive over to the Boothbay Region Land Trust, where you can spend an afternoon hiking up and down its picturesque trails. Cap your day with a nice, hot shower back at your rental home, and then make your way to dinner, where you can dine on the delicious seafood you just spent the afternoon catching.

Featured Boothbay Harbor Vacation Rental Articles

5 Vacation Homes With Impressive Gardens

The third floor has a widow’s walk with a view of the gardens and the ocean. After taking in the stunning views or picking fresh vegetables and herbs in the garden, take a short drive to the Boothbay Harbor Country Club or the Coastal Maine Botanical Gardens.

READ MORE
5 Vacation Homes With Impressive Gardens

Head to South Bristol, Maine to stay in this 4 bedroom/2 bathroom home with sprawling, flower-filled gardens. History buffs will love the fact that this property was built in 1879 by Captain Elliot Gamage.

READ MORE
7 Vacation Rentals for Prime Whale Watching

This 2-bedroom, 1-bath log cabin is located just minutes from Boothbay Harbor, Maine, the launching point for many of the state’s best whale-watching tours. Don’t let the word “cabin” confuse you.

READ MORE

Boothbay Harbor Vacation Rentals Frequently Asked Questions

Companies like Airbnb and Vrbo operate listing websites that enable guests to research and book a vacation rental anywhere in the world. However, once a guest books the property, they need to work directly with either the homeowner, host or property manager any time they have questions or need assistance with booking or during their stay. This can be a challenge for some homeowners, particularly those who live far away from their vacation rental. TurnKey offers a consistent and reliable high-end experience, resulting in strong reviews, repeat bookings and more. TurnKey also has a local Boothbay Harbor team, 24/7 support and in-home technology to ensure an amazing vacation experience in every home, every stay, every time.

In response to the COVID-19 outbreak, TurnKey has enhanced its already extensive home cleaning standards and processes to further sanitize homes between each stay for our guests and owners. All TurnKey properties are equipped with our patented GuestWorks® cleaning system and verification technology, requiring professional housekeepers to follow a stringent set of cleaning standards, customized for each home, and confirm their use of COVID-19 fighting products, as identified by the Center for Biocide Chemistries. We have also emphasized effective hygiene practices and safety recommendations for our employees and housekeeping network in line with CDC guidelines. In addition, we have initiated the TurnKey Cares Relief Housing Program, offering thousands of homes for medical personnel and first-responders at complimentary or significantly discounted rates while they perform critical services to fight COVID-19.

Yes. Many TurnKey homes allow for special rates for extended stays, monthly stays or long-term stays. All our booking calendars are accurate and up-to-date, and will automatically reflect these discounted rates when you enter your desired check-in and checkout dates.

Yes! TurnKey has established the best network of professional house cleaners in Boothbay Harbor to ensure that our guests always arrive at an exceptionally clean home. Expect to find beds made with hotel-grade linens and bathrooms stocked with fresh towels and a complimentary starter set of toiletries.

Unlike many vacation rentals in the area, our local team and network of Boothbay Harbor house cleaners guarantee that you’ll never need to clean up at the end of your stay. Sometimes, especially during busy seasons, starting a load of towels or linens can help our house cleaners finish their clean more quickly. We certainly appreciate it when guests do this, but we do not require it.

TurnKey offers 24/7 guest support that you can contact at any time to make your stay more enjoyable. Paired with our local Boothbay Harbor team, we can respond quickly to any in-home help you might need.

All of TurnKey’s Boothbay Harbor vacation rentals are equipped with complimentary, reliable, high-speed WiFi so you can always stay connected.

Every TurnKey Boothbay Harbor vacation rental includes a fully-equipped kitchen where you can cook and prepare meals with your friends and family.

We’ve installed our proprietary digital locks on all Boothbay Harbor vacation rentals to offer our guests secure, keyless entry. Each code is time-sensitive, so you don’t have to worry about anyone else having access to the home while you’re there. Prior to check-in, you’ll receive arrival instructions with your custom code for easy, seamless access.

TurnKey carefully vets all of our homes, so you can be sure you’ll always stay in a premium vacation rental. We offer some of the most distinctive, unique vacation homes in all of Boothbay Harbor, backed by our exceptional home care and 24/7 guest service.

All Boothbay Harbor Vacation Rentals

Stunning, Spacious Log Cabin in the Woods

4 BR

3 BA

Sleeps 15

Multi-Unit Harborfront Beauty | Private Dock, Kayaks

7 BR

5.5 BA

Sleeps 14

Expansive Modern Home with Ocean View & Garden

4 BR

3.5 BA

Sleeps 14

Waterfront Estate with Bunk House & Loft

6 BR

3.5 BA

Sleeps 14

Alfresco Lifestyle | Water-View Porch & Yard, Kayaks

4 BR

3 BA

Sleeps 10

Private Woodland Hideaway Lake Access Knickerbocker

4 BR

3 BA

Sleeps 10

Renovated Haven Near Downtown: 900 Yards to Marina

5 BR

2 BA

Sleeps 10

Boothbay Harbor Home with Water Views

3 BR

2 BA

Sleeps 10

Green Landing Lodge -East Boothbay Oceanfront Home

4 BR

3.5 BA

Sleeps 10

Classic Cabin in the Pines | Linekin Bay Views

5 BR

2 BA

Sleeps 9

Ocean Point Colony Home with Sunroom & Ocean Views

4 BR

2 BA

Sleeps 9

Waterfront Retreat with Private Dock & Kayaks

4 BR

3 BA

Sleeps 8

All-Suite Harbor-View Home w/ Deck

4 BR

4 BA

Sleeps 8

Waterfront Gem at Capitol Island with Views to Monhegan

4 BR

2 BA

Sleeps 8

2 Waterfront Cottages w/ Dock, Minutes to Town

3 BR

2 BA

Sleeps 8

Gordon’s Waterfront Retreat | Big Lake-View Deck

3 BR

2.5 BA

Sleeps 8

Secluded Family-Friendly House with Ocean Views

4 BR

3.5 BA

Sleeps 8

The Historic Harrington House with Ocean Views

3 BR

2 BA

Sleeps 8

Buddy's Barrel House: Newly Renovated Downtown Gem

3 BR

2.5 BA

Sleeps 8

Private Oceanfront Gem on 10 Acres with Fireplaces

4 BR

4 BA

Sleeps 8

Ocean Point Owl House with Screened Porch

3 BR

2.5 BA

Sleeps 7

Appalachee Pond Waterfront Cottage | Kayaks, Decks

3 BR

1.5 BA

Sleeps 6

Stunning 18-Acre Country Home on Sheepscot River

3 BR

1 BA

Sleeps 6

Gorgeous Waterfront Home on Westport Island

3 BR

2 BA

Sleeps 6

Tranquil Waterfront Hideaway on Muscongus Sound

2 BR

2.5 BA

Sleeps 6

Firehouse Cottage | Historic New England Retreat

3 BR

1.5 BA

Sleeps 6

Charming Cottage w/ Dock & Bay Views, Near Village

2 BR

1 BA

Sleeps 6

Charming Cottage Near Beach, Walk to General Store

3 BR

2 BA

Sleeps 6

Upgraded Juniper Point Gem | Wraparound Deck

3 BR

2 BA

Sleeps 6

Southport Island Cottage | Deck & Chef's Kitchen

2 BR

2 BA

Sleeps 6

Hilltop Harbor Cottage with Fireplace & Bay Views

3 BR

2.5 BA

Sleeps 6

Stylish Resort Condo with Balcony & River Views

2 BR

1 BA

Sleeps 6

Waterside Cottage with Kayaks & Boat Launch Access

3 BR

2 BA

Sleeps 6

Downtown Waterfront Cottage with Lovely Views

3 BR

2 BA

Sleeps 6

Classic New England Farmhouse

3 BR

2 BA

Sleeps 6

Spacious Downtown Boothbay Apartment

2 BR

2 BA

Sleeps 6

Lakefront Gem - 350’ of Private Lake & 2 Kayaks

3 BR

1 BA

Sleeps 6

Historic Landmark Home w/ Museum Tour

3 BR

1 BA

Sleeps 5

Dazzling Ocean Views | Custom-Built Cottage

2 BR

2 BA

Sleeps 4

New Listing! “The Aft Deck” - Walk Downtown

2 BR

1 BA

Sleeps 4

Capitol Island Retreat | Superb Oceanfront Views

2 BR

2 BA

Sleeps 4

New Condo on Sheepscot River with Water-View Deck

1 BR

1 BA

Sleeps 4

New Condo with Water-View Deck

1 BR

1 BA

Sleeps 4

New Condo at Sheepscot Harbor Resort

1 BR

1 BA

Sleeps 4

Vintage Sprucewold Cabin with Forest Views

2 BR

1 BA

Sleeps 4

Historic Boothbay Harbor Cottage

1 BR

1 BA

Sleeps 4

Downtown Boothbay Harbor Apartment

1 BR

1 BA

Sleeps 4

Waterfront Paradise w/ Dock, Sundeck & Bay Views

1 BR

1 BA

Sleeps 2

Romantic Crow’s Nest Hideaway

1 BR

1 BA

Sleeps 2

Chic Boothbay Harbor Studio Cabin

Studio

1 BA

Sleeps 2

The Coal Shack: Harborfront Studio

Studio

1 BA

Sleeps 2

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