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Boothbay Harbor Maine Vacation Rentals - Home
1 / 35

Boothbay Harbor Home
3 BR / 2.5 BA / Sleeps 6 3 6 Min stay varies
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2.5 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Secluded, year- around, contemporary vacation home featuring breathtaking views and 300' of shoreline access is now available for short- term spring, summer, fall, and winter rentals. Merry Island Cottage is located...
(33) Excellent (33 reviews)
Boothbay Harbor Maine Vacation Rentals - Home
1 / 49

Boothbay Harbor Home
3 BR / 2.5 BA / Sleeps 6 3 6 7 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2.5 bathrooms Sleeps 6
High Speed Internet • Microwave • Washer/Dryer
Relax and recharge in this beautiful, spacious and private home rental on the northwest side of Westport Island. Our property is named Rock Ledge Point, located 45 miles north of Portland, Maine. Westport Islan...
(2) Excellent (2 reviews)
Boothbay Harbor Maine Vacation Rentals - Cottage
1 / 18

Boothbay Harbor Cottage
1 BR / 1 BA / Sleeps 2 1 2 4 night min stay
Cottage / 1 Bedroom / Sleeps 2
1 bedrooms 1 bathroom Sleeps 2
High Speed Internet • Microwave • Air Conditioning
Located on the shores of Linekin Bay is the cottage you have been searching for. It's a romantic cottage built for two with breathtaking views of the natural beauty that surrounds it. The views from your cottage include ...
(19) Excellent (19 reviews)
Boothbay Harbor Maine Vacation Rentals - Cottage
1 / 13

Boothbay Harbor Cottage
2 BR / 1 BA / Sleeps 6 2 6 No min stay
Cottage / 2 Bedrooms / Sleeps 6
2 bedrooms 1 bathroom Sleeps 6
High Speed Internet • Microwave • Washer/Dryer
Located on a private 5 acre property, this 2 Bedroom vacation home with 700 feet of shore frontage overlooks the Damariscotta River. Perfect location for family and friends to enjoy Maine. The Tonry Cottage include...
(3) Excellent (3 reviews)
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 0.2 mi away
4 BR / 2 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Perched hillside on a dead end street, it is just a short walk to Boothbay Harbors many restaurants, shops, art galleries, and boat excursions that is for the offering without any parking worries. A Walk to Town'...
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 0.5 mi away
2 BR / 1 BA / Sleeps 4 2 4 4 night min stay
Home / 2 Bedrooms / Sleeps 4
2 bedrooms 1 bathroom Sleeps 4
Dishwasher • Microwave • Washer/Dryer
BAY STREET COTTAGEThis home schedules arrivals during the busy summer months of June, July and August. The owners of this cottage wanted a quiet get- a- way spot that would still be close to activities. They found it in...
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 0.5 mi away
2 BR / 1 BA / Sleeps 6 2 6 4 night min stay
Home / 2 Bedrooms / Sleeps 6
2 bedrooms 1 bathroom Sleeps 6
Microwave • TV (Cable/Satellite) • Gas Grill
HARBOR WATCHThis one- floor log home is sequestered among whispering pines and offers privacy and tranquility, yet is only a short walk from town. Enjoy views of Mill Cove and the outer Harbor from the screened porch an...
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 0.6 mi away
3 BR / 1 BA / Sleeps 6 3 6 Min stay varies
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 1 bathroom Sleeps 6
High Speed Internet • Microwave • Washer/Dryer
New to Program in 2016: Enjoy walking among the Spruce Trees and Pines in this quiet summer community that is part of Boothbay Harbor. This pretty log cabin schedules its arrivals for Saturdays during the summer months. ...
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 0.8 mi away
3 BR / 2 BA / Sleeps 6 3 6 7 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
Dishwasher • Microwave • Washer/Dryer
LAKE’ S EDGEWarm and welcoming on the edge of West Harbor Pond. Two decks and a lakeside terrace. Enjoy. West Harbor Pond has great freshwater swimming, fishing, kayaking and canoeing. The pond is perfect for a ...
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 1.0 mi away
2 BR / 1 BA / Sleeps 4 2 4 7 night min stay
Home / 2 Bedrooms / Sleeps 4
2 bedrooms 1 bathroom Sleeps 4
Microwave • Washer/Dryer • DVD Player
THREE SEASPerfectly located on McKown’ s Point and part of the Juniper Point Association this beautifully quaint little two bedroom cottage is the perfect family retreat for your summer vacation! Enjoy views of M...
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 1.0 mi away
5 BR / 2 BA / Sleeps 10 5 10 Min stay varies
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
JOHN’ S COTTAGEFloor to ceiling widows with views of Mouse and Squirrel Islands and a wrap- around porch with sections that are screened, glassed and open air! Beautifully tended grounds. 100 feet of shoreline. ...
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 1.1 mi away
7 BR / 4 BA / Sleeps 12 7 12 Min stay varies
Home / 7 Bedrooms / Sleeps 12
7 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
ATLANTIC SUNSETThis home schedules arrivals during the busy summer months of July and August. Atlantic Sunset is all about the views! Sunsets, lobster boats, sea birds, Outer Harbor Island, the rocky coast and south...
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 1.1 mi away
3 BR / 2 BA / Sleeps 6 3 6 Min stay varies
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
Dishwasher • Microwave • Gas Grill
SALTAIREHead down to the ocean from your front porch and enjoy your private dock and float right on Linekin Bay. Or, head to the end of your driveway and enjoy a shared sandy beach at the freshwater Appalachee Lake! Sa...
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 1.1 mi away
4 BR / 2 BA / Sleeps 7 4 7 7 night min stay
Home / 4 Bedrooms / Sleeps 7
4 bedrooms 2 bathrooms Sleeps 7
Microwave • Washer/Dryer • TV (Cable/Satellite)
LAZY DAYSGreat place for kayakers! Lazy Days is the perfect spot to watch the ‘ commuters’ (i. e. boat traffic) come and go into Boothbay Harbor and out to the Atlantic. From your private water- side deck,...
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 1.2 mi away
3 BR / 1 BA / Sleeps 6 3 6 Min stay varies
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 1 bathroom Sleeps 6
Microwave • Washer/Dryer • Deck
This `Little Cabin` is nestled among the spruces, pines and hardwood trees that is often the image evoked when people are dreaming of a Maine vacation. The open concept living/dining/kitchen allows for everyone to parti...
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 1.2 mi away
5 BR / 4 BA / Sleeps 10 5 10 Min stay varies
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 4 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Washer/Dryer
SPRUCE POINT ESTATEWow! This house has it all! The perfect location, right on the ocean, beautiful gardens surrounding the newly renovated estate. Professional kitchen, master bed & en suite bath on the main level a...
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 1.3 mi away
4 BR / 2 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
Dishwasher • Microwave • Washer/Dryer
GARRAVALEGarravale is situated at the head of one- mile- long West Harbor Pond, a fresh water lake next to the sea. This garrison style cottage has plenty of room for the family with four bedrooms and two baths, eat in...
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 1.6 mi away
3 BR / 2 BA / Sleeps 6 3 6 7 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
Dishwasher • Washer/Dryer • DVD Player
MOLLY’ S CAPEMolly’ s Cape is perfect for an active family wanting to swim and kayak as well as anyone looking for a quiet, beautiful place to soak up the sunshine and listen to the ocean! Located on the ...
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 1.6 mi away
2 BR / 1 BA / Sleeps 4 2 4 Min stay varies
Home / 2 Bedrooms / Sleeps 4
2 bedrooms 1 bathroom Sleeps 4
Dishwasher • Microwave • DVD Player
Come unwind in this wooded and private hideaway surrounded by tall trees. This is a prefect place to relax and lose yourself in nature`s beauty. Take the time to have a simple and uncomplicated approach to easy living. T...
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 1.7 mi away
3 BR / 2 BA / Sleeps 6 3 6 Min stay varies
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
Dishwasher • Microwave • Washer/Dryer
WHITELEY’ S WHARFWhiteley’ s Wharf; come on in, relax, unwind and enjoy the water views! Barter’ s Island moves at a different pace, and the owners of this newly constructed home have captured t...
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 1.7 mi away
3 BR / 2 BA / Sleeps 6 3 6 Min stay varies
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
QUAHOG BAY COTTAGELocated in Harpswell, Maine just south of Brunswick, this oceanfront contemporary cottage is all about the water. From the large waterside outdoor living space, to the dock and float (bring or rent a...
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 1.7 mi away
1 BR / 1 BA / Sleeps 2 1 2 2 night min stay
Home / 1 Bedroom / Sleeps 2
1 bedrooms 1 bathroom Sleeps 2
Microwave • Toaster
Our Maine GetawayCome by yourself or with your spouse/partner and enjoy this comfortable studio waterfront unit. Enjoy the spectacular sunsets over Linekin Bay. Rent a kayak and explore the Bay, or enjoy a walk through ...
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 1.7 mi away
3 BR / 3 BA / Sleeps 6 3 6 7 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
Dishwasher • Microwave • Washer/Dryer
TARBOX COTTAGEEnjoy the ambience of this gem of a Greek Revival farmhouse perched on a hillside overlooking an historic stone wharf and granite- clad waterfront; breathtaking sea and field views on all sides. Experience...
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 1.8 mi away
2 BR / 2 BA / Sleeps 4 2 4 4 night min stay
Home / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
Microwave • Washer/Dryer • Air Conditioning
PINE CLIFF DWELLERPine Cliff Dweller is perched on the edge of a cliff overlooking Burnt and Squirrel Islands and the entrance to Boothbay Harbor and the open Atlantic! The owners of this magnificent property have maxim...
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 1.8 mi away
5 BR / 3 BA / Sleeps 10 5 10 7 night min stay
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
PIFFI BIFFPiffi Biff is a beautiful cottage located on the historic Southport Island on the Boothbay peninsula. With incredible views of the Atlantic Ocean, Squirrel Island, Boothbay Harbor, Burnt Island, you will al...
Boothbay Maine Vacation Rentals - Cottage
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Boothbay Cottage - 1.9 mi away
3 BR / 2 BA / Sleeps 6 3 6 Min stay varies
Cottage / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
LABOR DAY WEEKEND SPECIAL: The three nights of September 3, 4, and 5 are now available at Seanook. Normally we would not rent the weekend separately, but it has worked out on the calendar to do so this year. We are of...
(6) Excellent (6 reviews)
Boothbay Maine Vacation Rentals - Cottage
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Boothbay Cottage - 1.9 mi away
2 BR / 2 BA / Sleeps 4 2 4 Min stay varies
Cottage / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • Dishwasher • Microwave
Paradise Cottage is set in lush perennial gardens with woods behind and overlooking Linekin Bay on the ocean in Mid- Coast Maine with your own private beach on a small cove, shared only between our three properties. We ...
(2) Excellent (2 reviews)
Boothbay Maine Vacation Rentals - Home
1 / 35

Boothbay Home - 1.9 mi away
8 BR / 3 BA / Sleeps 16 8 16 4 night min stay
Home / 8 Bedrooms / Sleeps 16
8 bedrooms 3 bathrooms Sleeps 16
Dishwasher • Microwave • Washer/Dryer
NOTE: For groups of 12 and under, see Note Tab for special pricing.. CAPTAIN’ S QUARTERS ON LINEKIN BAYCheck out our Special Page! Sailing, swimming, kayaking, fishing, boating – right from your own d...
Boothbay Maine Vacation Rentals - Home
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Boothbay Home - 2.0 mi away
4 BR / 2 BA / Sleeps 7 4 7 Min stay varies
Home / 4 Bedrooms / Sleeps 7
4 bedrooms 2 bathrooms Sleeps 7
Dishwasher • Microwave • Washer/Dryer
LINEKIN BREEZESpectacular sunsets are yours for free as you relax outside on the main deck, the upstairs balcony or from inside as you relax in the sitting area facing the water. This four bedroom, two bath cottage has...
Boothbay Maine Vacation Rentals - Cottage
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Boothbay Cottage - 2.0 mi away
2 BR / 1 BA / Sleeps 4 2 4 7 night min stay
Cottage / 2 Bedrooms / Sleeps 4
2 bedrooms 1 bathroom Sleeps 4
High Speed Internet • Microwave • Air Conditioning
We take online bookings at chillvacationrentals, and accept payment via American Express, Visa, MasterCard and Discovery. We do NOT charge any booking or service fees. Turnovers are on Saturday. We require a...
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About Boothbay Harbor

Boothbay Harbor, Maine is a quaint town with a rich coastal heritage. It's been a tourist town since the mid-1880s and once you visit you'll understand way. The crystal clear (albeit cold) waters provide a bounty of activity including the very popular yachting and sailing the area is known for. Boothbay Harbor vacation rentals are the best way to enjoy the "down east" casual lifestyle.

Things to Do

For a small town, Boothbay Harbor offers plenty to do. In addition to popular activities on the water, visitors enjoy ferry trips to Burnt Island Lighthouse. The Maine State Aquarium is also in Boothbay Harbor. There you can see lobsters of all sizes and colors and dip your fingers into the touch tank (Don't worry. No lobsters there.) Boothbay Railway Village offers guests the opportunity to take a trip on a vintage steam locomotive. The museum houses a variety of exhibits including hundreds of salt & pepper shakers. As wonderful as these attractions are, they're only open during the summer so plan accordingly.

A small town, Boothbay Harbor also provides lots of family-friendly entertainment and fun. Boothbay Harbor offers whale watching, boating, yachting, fishing excursions, and an abundance of outdoor activities. After spending time on the water, head to Ocean Point to enjoy the scenic views, and pack a picnic to dine while overlooking the water. 

Transit

The most enjoyable way to see this town is from the water. The harbor marina is the place to catch one of the sightseeing boats, a Windjammer cruise, or rent a kayak. Landlubbers will enjoy the pedestrian-friendly downtown or biking on the windy ribbons of back roads. Coastal Maine is dotted with beautiful towns and villages. Unless you're a distance biker, the best way to visit them is by car.

Climate

Boothbay Harbor's location on the Atlantic Ocean means cool ocean air and dramatic cloud formations. Winters are long and cold, but summers are glorious in the low 70s with cooler temps at night. Since many of the attractions close during the winter through Memorial Day, staying at a Boothbay vacation rental in the off-season means you'll experience the type of undisturbed quiet where you can hear the snow fall.

Shopping

Downtown Boothbay Harbor is home to many quaint shops. From pottery to unique down east souvenirs, there is a wealth of local treasure to find. If you're looking for a traditional Maine coastal town of classic buildings with wooden shutters, painted signs, and flower pots brimming with rainbows of flora, Boothbay Harbor doesn't disappoint.

Events

The biggest event of the year is the annual Windjammer Days held in late June through early July. The week-long event is held to welcome the Windjammers, which sail into Linekin Bay midweek and then into Boothbay Harbor during the parade of sail. This tall ships celebration pays tribute to Boothbay Harbor's significant contribution to the ship-building industry. The local chamber runs Windjammer Days and it brings a significant amount of traffic and visitors into the area. You'll want to plan ahead if you're vacationing during this time.

Those who want to experience Maine culture may want to check out Cabbage Island Clambakes. The event includes a scenic boat tour of Cabbage Island followed by a clambake. You’ll experience Maine lobsters and steamed clams cooked by traditional methods. 

Boothbay Harbor vacation rentals provide a lovely escape to the sea. Stroll the rocky shoreline and discover the quaint town. Explore the area's rich history and take in the invigorating salt air while you leave your worries behind.