Exceptional Boothbay Harbor, ME Vacation Rentals | TurnKey

Exceptional Boothbay Harbor Vacation Rentals

Every Home. Every Stay. Every Time.℠

Professionally cleaned before every stay
24/7 local in-market support
100% up-to-date booking calendars
Automated secure home access

Why Boothbay Harbor guests love staying with TurnKey...

"The ocean point “Owl House” is a wonderful, relaxing getaway. The house was extremely clean, open, and spacious for 3 adults - it could have easily accommodated more. With 3 bedrooms, 2 full and 1 half bathrooms (half with washer/dryer) there was more than enough room to spread out. The kitchen had most everything needed to cook and serve meals. If you’re a soup lover you might wish to bring a ladle. Thoughtful touches abounded from kids toys and books to puzzles and games for all ages to starter/travel size soaps, shampoos & conditioners, and laundry detergent. We brought some of these and found that they just weren’t needed. Great location with easy walks to and around the water and beaches along ocean point. Great community and friendly neighbors. **Traveler tips - the DVD player is part of the television itself - look on the right side towards the back of the screen. If you enjoy sleeping with a couple pillows on the bed you might want to bring one of your own."..."
Boothbay Harbor TurnKey Guest 23 days ago
New Ocean Point 3BR Owl House – 100 Yards to Shore
"Absolutely loved this beautiful little place. Beautifully designed and absolutely perfect for a weekend. The only tricky part is the lock and door despite very good instructions. The high ceilings make this beautiful space feel even roomier. Fully stocked with everything you could possibly need making it even more homey. We walked everywhere and thoroughly enjoyed our stay. Thank you for everything. Highly recommend."..."
Boothbay Harbor TurnKey Guest 24 days ago
The Coal Shack: Harborfront Studio
"Beautiful home, just as described online. We'd be happy to stay there again!"..."
Boothbay Harbor TurnKey Guest 29 days ago
New Ocean Point 3BR Owl House – 100 Yards to Shore
"Lovely stay. Great location. Beautiful reno. Charming. Room with gas fireplace my favorite for hanging out."..."
marcia d. 29 days ago
New Listing! New England “Firehouse Cottage”

Top Boothbay Harbor vacation rentals for large groups

6BR Waterfront on Pratt’s Island
6 BR 3.5 BA Sleeps 14
60|#1157068
The beautifully renovated 1927 Ocean's Edge Cottage affords 270-degree ocean views on Pratt's Island.
From $600/night
Spacious 5BR w/ Island View - Near Boothbay Harbor
5 BR 4.5 BA Sleeps 10
22|#1260027
Catch sunrises over the water and spectacular views of Squirrel Island and Spruce Point from your 5BR/4.5BA Southport Island retreat. Br...
From $400/night
Brand-New 5BR w/ Porch, Near Water
5 BR 2.5 BA Sleeps 10
36|#1373972
Tranquility and relaxation await at this brand-new 5BR/2.5BA home.
From $199/night

Guest-favorite Boothbay Harbor vacation homes

The Coal Shack: Harborfront Studio
Studio 1 BA Sleeps 2
220|#878957
Situated in the heart downtown of Boothbay Harbor, our 1-bed studio harborfront apartment - The Coal Shack - is walking distance to indep...
From $60/night
Romantic Crow’s Nest Hideaway
1 BR 1 BA Sleeps 2
150|#920927
The perfect retreat for couples—and full of New England charm—this crow’s nest hideaway has just enough room for 2, plus a private, roman...
From $60/night
Historic Boothbay Harbor Cottage
1 BR 1 BA Sleeps 4
137|#1017071
Retreat into the romance of coastal Maine: This exquisite 1800s Boothbay Harbor cottage (1BR/1BA) bursts with vintage character and antiq...
From $60/night

Pet-friendly Boothbay Harbor rentals

Stunning, Spacious Log Cabin in the Woods
4 BR 3 BA Sleeps 10
New13|#1139749
Escape to a new and secluded cabin in the woods in charming Boothbay.
From $125/night
New Listing! Private Seaside Sanctuary w/ Elevator
4 BR 3.5 BA Sleeps 10
5|#1706725
** This home is professionally managed by TurnKey Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Ren...
From $275/night
Renovated Haven Near Downtown: 900 Yards to Marina
5 BR 2 BA Sleeps 10
14|#1629450
This home is professionally managed by TurnKey Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Rental...
From $150/night

New TurnKey homes in Boothbay Harbor

New Listing! Charming “Bayside Barn” w/ Fire Pit
2 BR 1 BA Sleeps 3
New#1852356
** This home is professionally managed by TurnKey Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Ren...
From $115/night
Stunning, Spacious Log Cabin in the Woods
4 BR 3 BA Sleeps 10
New13|#1139749
Escape to a new and secluded cabin in the woods in charming Boothbay.
From $125/night
New Listing! 3500 Square Foot Bayfront Getaway
4 BR 3 BA Sleeps 8
New#1799521
** This home is professionally managed by TurnKey Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Ren...
From $375/night

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

Every Home. Every Stay. Every Time.

Professional Cleaning
Hotel quality linens
Starter set of toiletries
Complimentary Wi-Fi
Secure, keyless entry
24/7 local support

Local Boothbay Harbor Support Team

With support from our local, Boothbay Harbor team, you can relax and focus on creating one-of-a-kind vacation memories. We’re standing by 24/7 to make sure you experience the smarter way to vacation rental.

24/7 guest support

The TurnKey Promise

Every Home. Every Stay. Every Time.℠ That’s the TurnKey promise. With TurnKey Vacation Rentals, you’ll always find unique vacation rental properties with a consistent, fine-hotel experience.

We guarantee all listing information is accurate and up to date. Upon booking, you’ll be provided timely and helpful communications regarding your trip. If you need anything before, during, or after your stay, our 24/7 local team is ready to help!

At TurnKey properties, 90% of guest reviews are 4-5 stars, and we maintain a 93% guest satisfaction rating of cleanliness upon check in. And don’t worry … you’ll never have to clean up after your stay.

Selecting a TurnKey property, you can truly relax and know you’ve made the right vacation rental decision for your travel needs. TurnKey is truly the smarter way to vacation rental.℠

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.
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