35 Best Boothbay Harbor Vacation rentals on Holiday Lettings - Cottages

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234 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 $136 / night

$950 / week

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from $136 / 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 $114 / night

$795 / week

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from $114 / night

26

Vacation home rental

Mid Coast Maine / Boothbay Harbor

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Pet friendly
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 picnic table on the outdoor deck, enjoy cocktails down on the dock, play games on the lawn, or take a kayak out into the cove. This house has three bedr …see more

from $258 / night

$1,800 / week

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from $258 / night

(1) Excellent 

30

Boothbay Harbor Vacation home rental

Mid Coast Maine / Boothbay Harbor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
It's all about the views at this rustic three-bedroom summer cottage. Gaze across the scenic waters of Lewis Cove and Linekin Bay and out to the open ocean, and enjoy this tranquil retreat with an incredible waterfront location, 280 feet of private shorefront, its own b …see more

from $250 / night

$1,750 / week

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avg. 1 hour 10 minutes

from $250 / night

25

Boothbay Harbor Vacation home rental

Mid Coast Maine / Boothbay Harbor

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Plan your escape to this Boothbay Harbor home! With sweeping views and a unique charm throughout, this is a wonderful spot for a family getaway. Less than a quarter of a mile to Railway Point and one mile to the heart of Boothbay Harbor, this home gives you the chance …see more

from $89 / night

$623 / week

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avg. 1 hour 10 minutes

from $89 / night

29

Vacation home in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Suitable for children age 5+
Pack your bags for an unforgettable northeastern retreat to Boothbay Harbor at this immaculate 4-bedroom, 2.5-bathroom vacation rental home! Built on the hillside, this coastal getaway boasts terrific amenities, sleeping arrangements for 8, and a prime location within w …see more

from $375 / night

$2,625 / week

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avg. 27 minutes

from $375 / night

(1) Excellent 

29

Boothbay Harbor Vacation home rental

Mid Coast Maine / Boothbay Harbor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Enjoy a relaxing getaway overlooking the water at this cozy bungalow close to town. You'll be within walking distance to local restaurants and more along Commercial Street, plus you'll have all the comforts of home with a large deck and a gas grill for outdoor entertain …see more

from $83 / night

$581 / week

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avg. 1 hour 27 minutes

from $83 / 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

$2,900 / week

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from $400 / night

(8) Excellent 

15

Vacation cottage in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • 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 $260 / night

$1,250 - $2,750 / week

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avg. 10 minutes

from $260 / night

(4) Excellent 

16

Vacation home in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 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

$1,200 / week

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avg. 2 hours 11 minutes

from $175 / night

(25) Excellent 

30

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 $180 / night

$1,250 - $2,450 / week

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avg. 1 hour 9 minutes

from $180 / night

(1) Excellent 

37

Vacation home rental

Mid Coast Maine / Boothbay Harbor

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
Planning a vacation with another family or for your own small family reunion? If so, this beautiful New England home is for you. Enjoy the outdoor firepit and immediate beach access with this lovely property that offers two separate homes for one price. Located on the …see more

from $147 / night

$1,029 / week

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avg. 1 hour 10 minutes

from $147 / night

(2) Excellent 

26

Vacation home in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Ask about children
  • Pet friendly
SALTAIRE Relax and feel renewed energy while smelling the "salt air" and enjoying a bird's eye view of Linekin Bay. With that new energy, head down the stairs to your dock and float to dangle your feet in the water, swim, drop a line to catch tinker mackerel or wave to …see more

from $521 / night

$1,807 - $2,320 / week

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from $521 / 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

$1,100 / week

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from $158 / night

9

Boothbay Harbor Vacation home rental

Mid Coast Maine / Boothbay Harbor

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • 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 the conversa …see more

from $183 / night

$905 - $1,162 / week

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from $183 / night

41

Vacation home in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

4 7 2 nights min

  • 4 bedrooms
  • Sleeps 7
  • 2 nights min
  • Child friendly
Double wrap-around decks, views of the water, and lovely features inside and outside are all a part of this wonderful Boothbay Harbor vacation home. No matter the season, this beautiful, plantation-style manor in Boothbay Harbor is the perfect place to escape with your …see more

from $120 / night

$840 / week

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avg. 1 hour 27 minutes

from $120 / night

22

Vacation home rental

Mid Coast Maine / Boothbay Harbor

5 10 4 nights min

  • 5 bedrooms
  • Sleeps 10
  • 4 nights min
  • 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

$4,975 - $6,065 / week

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from $909 / night

17

Home rental in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
THIS PROPERTY RENTS SATURDAY-SATURDAY, JUNE -SEPTEMBER. 7-NIGHT MINIMUM REQUIRED.Off-Season Arrival and Departure dates may be flexible. The owners of BAY STREET COTTAGE wanted a quiet get-a-way spot that would still be close to local activities. They found it in this a …see more

from $306 / night

$1,205 - $1,335 / week

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from $306 / night

31

Boothbay Harbor Vacation home rental

Mid Coast Maine / Boothbay Harbor

4 5 7 nights min

  • 4 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Private garden
Classic updated saltwater farmhouse on Southport Island, with 1.4 acres 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 gril …see more

from $500 / night

$3,500 / week

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from $500 / night

23

Home rental in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
Find a relaxing woodland retreat at this Boothbay Harbor home, a tranquil, dog-friendly escape with a beautiful deck and balcony, peek-a-boo views of West Harbor Pond, and easy access to one of the Midcoast's most beloved towns. This two-level home sits in a quiet grov …see more

from $130 / night

$910 / week

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avg. 1 hour 10 minutes

from $130 / night

29

Vacation home in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
This charming cottage in downtown Boothbay Harbor is perfect for your next getaway complete with a private hot tub, bay views, easy access to downtown, and parking for two cars. When it's time to get out and explore, take a quick walk to browse unique shops and dine at …see more

from $161 / night

$1,127 / week

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avg. 1 hour 10 minutes

from $161 / night

21

Vacation home in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
MINIMUM REQUIRED. Off-Season Arrival and Departure dates may be flexible.7-NIGHT THIS PROPERTY RENTS SATURDAY-SATURDAY JUNE - SEPTEMBER. A treasured family home nestled at the end of Grimes Cove is waiting for you to settle in for a Memorable Maine Vacation! This Ocean …see more

from $237 / night

$1,175 - $1,575 / week

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from $237 / night

42

Vacation cottage in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
If you are looking for a picture perfect Maine getaway for a large number of people, you have found the place. At the head of Linekin Bay sits the little village of Bayville. Founded in 1911, the mostly summer community is a step back in time with its own post office, …see more

from $743 / night

$5,200 / week

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from $743 / night

25

Boothbay Harbor Vacation cottage rental

Mid Coast Maine / Boothbay Harbor

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
The rocky shorelines, beautiful parks, and unique waterfront attractions of coastal Maine await up to 8 guests at this private vacation rental cabin in Boothbay Harbor. Boasting a great deck, huge backyard, and separate gazebo-like outbuilding for entertaining, this 3-b …see more

from $190 / night

$1,330 / week

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avg. 27 minutes

from $190 / night

22

Vacation home in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

7 11 4 nights min

  • 7 bedrooms
  • Sleeps 11
  • 4 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
THIS PROPERTY RENTS SATURDAYS-SATURDAYS JUNE - SEPTEMBER. 7-NIGHT MINIMUM REQUIRED. Off-Season Arrival & Departure dates may be flexible. A classic seaside family home on the Atlantic Ocean is ready for you to settle in for a memorable Maine Vacation. This four bedroom, …see more

from $747 / night

$3,975 - $4,995 / 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

$2,900 / week

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from $400 / night

21

Home rental in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Pet friendly
Fulfill your fantasies of a summer in Midcoast Maine at this four-bedroom Boothbay Harbor retreat, a century-old home with a wrap-around porch, a dog-friendly living space, and a glorious oceanfront location within walking distance of downtown. Built at the turn of the …see more

from $155 / night

$1,085 / week

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avg. 1 hour 16 minutes

from $155 / 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

$1,800 - $3,200 / week

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from $229 / night

(1) Very Good 

26

Boothbay Harbor Vacation home rental

Mid Coast Maine / Boothbay Harbor

4 7 4 nights min

  • 4 bedrooms
  • Sleeps 7
  • 4 nights min
  • 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

$1,799 - $2,205 / week

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from $358 / night

17

Boothbay Harbor Vacation farmhouse rental

Mid Coast Maine / Boothbay Harbor

4 5 7 nights min

  • 4 bedrooms
  • Sleeps 5
  • 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 1.4 acre yard surrounded by trees. Stone walls, a child's playhouse, and adironndack chairs by the water. Bright and cheery updated home with well equip …see more

from $500 / night

$3,500 / week

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from $500 / night

29

Vacation home in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Newly listed! Located at the entrance to downtown Boothbay Harbor, this house has been completely updated. Featuring beautiful hardwood floors and attractive decor throughout, The Red House is a perfect place from which to explore the harbor. An old fashioned front porc …see more

from $230 / night

$1,800 / week

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from $230 / night

(1) Excellent 

35

Boothbay Harbor Vacation home rental

Mid Coast Maine / Boothbay Harbor

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
With ocean views, a wonderful harbor-facing location, and space for five guests and one dog, this three-bedroom Boothbay Harbor home is a perfect escape for families, couples, and vacationers who want to experience one of Maine's most popular coastal towns. Built in 1 …see more

from $130 / night

$910 / week

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avg. 1 hour 10 minutes

from $130 / night

44

Vacation home rental

Mid Coast Maine / Boothbay Harbor

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
Newly Listed! This charming one floor cottage sits on McKown Point in Boothbay Harbor. Located only 2 1/2 miles from the center of town, the Caboose Cottage is a perfect vacation spot. The living/dining room has a cathedral ceiling, fireplace and french doors. Enjoy the …see more

from $250 / night

$1,950 / week

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from $250 / night

30

Vacation studio in Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

Studio 2 7 nights min

  • Studio
  • Sleeps 2
  • 7 nights min
  • Private garden
Newly listed! Hawk's Nest is a beautiful in town studio apartment with a gourmet kitchen and views of Mill Cove. A separate entrance allows for privacy. This bright and airy studio located on the second floor offers an American Leather sleeper sofa designed without bars …see more

from $129 / night

$900 / week

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from $129 / night

7

Boothbay Harbor Vacation barn rental

Mid Coast Maine / Boothbay Harbor

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Pet friendly
Walk to Mama D's Breakfast & Coffee shop and many lobster docks and restaurants. Private , renovated 900 sq ft Barn with unique rustic decor and finishings. Pets under 15 lbs accepted on a case by case basis. Email for more info.The barn has one Master bedroom with a qu …see more

from $150 / night

$1,050 / week

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from $150 / night

(1)  

35

Boothbay Harbor Vacation home rental

Mid Coast Maine / Boothbay Harbor

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
Step back in time when you stay at this historic Boothbay Harbor home, a seven-bedroom cottage with a large front porch, a wonderful location, and an abundance of atmospheric Maine charm. Built in 1909, this two-level home sits at the highest point in Boothbay, just a …see more

from $124 / night

$868 / week

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avg. 1 hour 27 minutes

from $124 / night

45

Vacation home rental

Mid Coast Maine / Boothbay Harbor

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
There's no shortage of charm and comfort at this three-bedroom log cabin, an inviting Boothbay Harbor home with an expansive wrap-around porch, an atmospheric living space, and a wonderful location just a short distance from the harbor, shops, and restaurants. Tucked …see more

from $90 / night

$630 / week

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avg. 1 hour 10 minutes

from $90 / night