20 Best Boothbay Harbor Vacation rentals on Holiday Lettings - Cottages

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20 Vacation rentals

12

Vacation condo in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
Townhouse condominium in a fantastic location, a beautiful relaxing and very spacious home for you to enjoy. Year-round accommodation with easy door-front parking. Waterside location, with an easy stroll to the town wharfs, restaurants and stores. Local amenities ga …see more

from $208 / night

$950 - $1750 / week

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from $208 / night

(21) Excellent 

33

Vacation log cabin in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.25 mi
  • Child friendly
Our log cabin is nestled in the Sprucewold Community, about a 5 minute walk to a beautiful beach and a 10 minute walk to downtown Boothbay Harbor. It is a spacious 2 bedroom + loft cedar log cabin that was recently redone with brand new floors, a screened in porch, and …see more

from $175 / night

$1100 - $1800 / week

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from $175 / night

(6) Excellent 

15

Vacation cottage in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
QUICK HIGHLIGHTS: 3 Bedrooms 3 Full Bathrooms TV in Family Room and Each Bedroom Cable & WIFI Large Deck Screen Porch BBQ Grill New Kitchen Appliances including Dishwasher Full Size Washer and Dryer Large Dock Central Heat Kayak Rentals Available Private and Quiet Loc …see more

from $350 / night

$1100 - $2750 / week

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from $350 / night

(2) Excellent 

15

Apartment rental in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 8 mi
A Cozy New England Boothbay Harbor, Maine Retreat, with water part views and 5 minute walk to town. These Delightful 1 Bedroom Condo is comprised of a Comfortable Living room, comfy large sofa, swivel armchairs, electric fireplace with flat screen TV. Dining Room has t …see more

from $100 / night

$695 - $795 / week

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from $100 / night

5

Vacation apartment in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
On the quiet East Side, perched on a hill overlooking the harbor this stand alone apartment brings the world of boating in Maine right before your eyes. In addition to enjoying views from inside, you have two decks to enjoy outside. Everything is included in the w …see more

from $158 / night

$1100 / week

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from $158 / night

(2) Excellent 

14

Vacation cottage in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Nestled up on a hill peeking over Boothbay Harbor you will find this cozy two bedroom cottage. The two bedrooms have twin and full size beds. The living room has a sleeper sofa, gas fireplace, tv, DVD and wifi. The Kitchen is fully equipped with a 4 burner gas stove …see more

from $140 / night

$875 / week

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from $140 / night

20

Home rental in Boothbay Harbor with golf nearby

Mid Coast Maine / Boothbay Harbor

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
Our Maine Home is located on a beautiful stretch of Maine's mid-coast area. Conveniently located in Boothbay minutes from Boothbay Horbor , the house is set in a very private area,on a dirt waterfront road. The custom built Post and Beam home is an ideal vacation home f …see more

from $400 / night

$2900 / week

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from $400 / night

(4) Excellent 

15

Vacation home in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
This 1800s schoolhouse is full of charm! Gleaming wide pine floors and beamed ceilings add to the appeal. The home's location is truly what makes it exceptional. Walk 1 minute to the harbor or to our favorite breakfast spot. A 4 minute walk takes you to all Boothbay Har …see more

from $175 / night

$1200 / week

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from $175 / night

28

Vacation home in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Pet friendly
THANKFULNEST Here is the Family history of Ocean Point and Thankfulnest: My great grandfather and grandfather built a small cottage near the casino in the early 1900's. My mother and 3 brothers grew up there during the summers from then on. As she married and had 3 chil …see more

from $225 / night

$1175 - $1575 / week

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from $225 / night

19

Home rental in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Pet friendly
The owners ofBAY STREET COTTAGEwanted a quiet get-a-way spot that would still be close to local activities. They found it in this adorable two bedroom, one bath cottage, with a fenced yard and nice size deck on a quiet side street in Boothbay Harbor. Just a seven minute …see more

from $243 / night

$1205 - $1335 / week

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from $243 / night

18

Vacation home rental

Mid Coast Maine / Boothbay Harbor

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Pet friendly
SPRUCE POINT ESTATE Wow! 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 along with another bedroom with en suite off the kitche …see more

from $909 / night

$4975 - $6065 / week

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from $909 / night

(2) Excellent 

26

Vacation home in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
SALTAIRE Head 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! Saltaire is the perfect location for the best of both …see more

from $356 / night

$1807 - $2320 / week

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from $356 / night

9

Boothbay Harbor Vacation home rental

Mid Coast Maine / Boothbay Harbor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
LA CABINITA, or "Little Cabin," is nestled among the spruces, pines and hardwood trees in a picturesque setting that is often the image evoked when dreaming of a Maine vacation. The open floor plan living/dining/kitchen allows for everyone to participate in conversation …see more

from $183 / night

$905 - $1162 / week

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from $183 / night

(1) Very Good 

26

Boothbay Harbor Vacation home rental

Mid Coast Maine / Boothbay Harbor

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Ask about children
  • Pet friendly
LAZY DAYS Great 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, you have one of the best views around. Relax with your beverage of …see more

from $358 / night

$1799 - $2205 / week

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from $358 / night

26

Vacation home in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

7 12 Min stay varies

  • 7 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Pet friendly
THIS PROPERTY RENTS SATURDAYS-SATURDAYS JUNE - SEPTEMBER. 7-NIGHT MINIMUM REQUIRED. A classic seaside family home on the Atlantic Ocean is ready for you to settle in for a memorable Maine Vacation. This four bedroom, three bath cottage is well equipped and comfortably f …see more

from $747 / night

$3975 - $4995 / week

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from $747 / night

14

Vacation home in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Child friendly
This house is a 2 floor, open floor plan with a full walk out basement. It has a living room, dining room and full kitchen. The very large porch and open deck are a bonus. Both are great for reading cocktails breakfast and relaxation. we have a small association beach …see more

from $400 / night

$2900 / week

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from $400 / night

31

Boothbay Harbor Vacation home rental

Mid Coast Maine / Boothbay Harbor

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
Classic updated saltwater farmhouse on Southport Island, with 1 acre of private lovely grounds, gardens, stone walls, and a child's playhouse, all surrounded by trees. Waterfront on Decker Cove. Private dock with a double kayak provided. Large back deck with gas grill, …see more

from $400 / night

$2800 / week

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from $400 / night

(3) Good 

27

Vacation apartment in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
Beautiful oceanfront property at the head of the harbor. Bright open concept kitchen/living/dining room with abundant natural light. Two cheery bedrooms, with nautical themes and one convertible sofa sleep up to six. One and a half baths include a new stackable washer …see more

from $229 / night

$1800 - $3200 / week

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from $229 / night

17

Boothbay Harbor Vacation farmhouse rental

Mid Coast Maine / Boothbay Harbor

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
A classic 1800's saltwater farmhouse with dock on a tidal cove in Southport, Maine. Beautiful gardens and a private 1 acre yard surrounded by trees. Stone walls, a child's playhouse, and adironndack chairs by the water. Bright and cheery updated home with well equippe …see more

from $358 / night

$2500 - $2800 / week

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from $358 / night

9

Boothbay Harbor Vacation apartment rental

Mid Coast Maine / Boothbay Harbor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Air conditioning
Mackerel Sky Suite is located on the outskirts of beautiful downtown Boothbay Harbor. It's a studio apartment with all of the comforts of home including an outside deck, air conditioning, and a fully applianced kitchen. Wood floors, skylights, local artwork, and cotto …see more

from $110 / night

$660 / week

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from $110 / night

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