25 Best Boothbay Cottages on Holiday Lettings - Vacation rentals

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East Boothbay
17 properties

Boothbay

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28 Vacation rentals

(8) Very Good 

13

Vacation cottage in East Boothbay

Boothbay / East Boothbay

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
Oceanfront 2-bedroom cottage in East Boothbay with large deck overlooking water. This quintessential Maine cottage features a panoramic view of the water, of sunrises, and of the moon reflecting on the water. Built in the 1950s, this 2 bedroom cottage sleeps 6 (queen be …see more

from $158 / night

$1100 / week

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from $158 / night

(4) Excellent 

17

Vacation cottage rental

Boothbay / East Boothbay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
This historic home embodies the charm of "Old Maine!" Nooks & crannies abound; lots of character & original details mixed with modern amenities.There is a queen bedroom downstairs, as well as a queen bedroom upstairs, making this home perfect for two couples sharing who …see more

from $150 / night

$1050 / week

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from $150 / night

11

Vacation home in East Boothbay

Boothbay / East Boothbay

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Ask about children
Our Maine Getaway Come 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 Linekin Preserve and the Burley Loop located just …see more

from $195 / night

$980 / week

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from $195 / night

17

Vacation cottage in East Boothbay

Boothbay / East Boothbay

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
This Cotttage is located on Ocean Point, Maine. It is near Grimes Cove Beach where you can swim, sail, kayak or just enjoy the view. In the evenings, take a walk, enjoy the stars and the cozy up to a fire. It's up to you ! Great place for a family getaway or couples re …see more

from $172 / night

$1200 - $2000 / week

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from $172 / night

21

Vacation home in East Boothbay

Boothbay / East Boothbay

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
QUIET SPOT Quiet Spot is all about the views. Looking west across Linekin Bay to Spruce Point, the sunsets are simply spectacular. Osprey, loons, eider ducks, heron, eagles and seals are all frequent visitors to this beautiful stretch of water. The craggy rocks and seaw …see more

from $246 / night

$1270 - $1640 / week

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from $246 / night

17

Vacation home in Boothbay

Mid Coast Maine / Boothbay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask about children
  • Pet friendly
SUNRISE The perfect romantic retreat, Sunrise will make you fall in love all over again! Incredible breath stealing views of the tidal river near the Ovens’ Mouth Preserve is just full of aquatic wildlife like seals, sturgeon, osprey and eagles. This property is on a po …see more

from $185 / night

$925 - $1335 / week

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from $185 / night

14

Vacation home in East Boothbay

Boothbay / East Boothbay

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Pet friendly
This classic log cabin, with its new private deep water dock and float great for putting in the 2 kayaks that come with this rental, faces west and overlooks Linekin Bay. The cabin welcomes you with patches of day lilies and other wild flowers. Enjoy the views while din …see more

from $405 / night

$1620 - $1995 / week

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from $405 / night

23

Boothbay Vacation home rental

Mid Coast Maine / Boothbay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Pet friendly
THIS PROPERTY RENTS SATURDAY TO SATURDAY LATE JUNE-SEPTEMBER WITH A 7 NIGHT MINIMUM REQUIRED. SHORTER STAYS ARE WELCOME AT OTHER TIMES. Welcome to the perfect home-base to your vacation adventures - Whiteley’s Wharf - come on in, relax, unwind and enjoy the water views! …see more

from $387 / night

$1976 - $2175 / week

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from $387 / night

27

Vacation home in Boothbay

Mid Coast Maine / Boothbay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Pet friendly
JUST AROUND THE BEND Stressed out from work? Need to getaway and relax. This stylish bungalow cottage is waiting for you! Clean, bright, comfortable, and pet friendly. Just a short walk to the boat launching ramp on Linekin Bay, and steps away from the East Boothbay Gen …see more

from $310 / night

$1200 - $1340 / week

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from $310 / night

(1) Excellent 

15

Home rental in East Boothbay

Boothbay / East Boothbay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
Guests arrivals and departures are scheduled for Saturdays during the summer months but there is some flexibility in the shoulder seasons. This is a newer constructed 2 bedroom cottage on the ocean. This cottage has a private setting with its own sandy/pebbly beach, as …see more

from $490 / night

$1960 - $2365 / week

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from $490 / night

(1) Excellent 

14

East Boothbay Vacation home rental

Boothbay / East Boothbay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Pet friendly
EDGE OF THE SEA As the name implies this three bedroom cottage sits at the edge of sea and provides spectacular views of the Atlantic Ocean, Ram Island Lighthouse and islands. Enjoy swimming at Grimes Cove Beach, just a brief walk around the corner. This cottage is loca …see more

from $423 / night

$1820 - $2290 / week

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from $423 / night

13

East Boothbay Vacation home rental

Boothbay / East Boothbay

4 12 4 nights min

  • 4 bedrooms
  • Sleeps 12
  • 4 nights min
  • Ask about children
Looking for a great spot for a family get together but have some space? These two cozy cottages provide the together time, but the private space as well. Take a short walk to the water and enjoy the dock and float and views of the Damariscotta River. Sit out on the open …see more

from $433 / night

$2212 / week

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from $433 / night

13

Vacation home in East Boothbay

Boothbay / East Boothbay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Air conditioning
PINE CLIFF DWELLER Pine 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 maximized the view with tons of windows, covered and un …see more

from $394 / night

$2011 - $2320 / week

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from $394 / night

33

Vacation home rental

Boothbay / East Boothbay

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Ask about children
  • Pet friendly
LINEKIN BREEZE Spectacular 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 been recently renovated in a nautical decor to ens …see more

from $287 / night

$1475 - $1775 / week

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from $287 / night

(3) Excellent 

27

Vacation home in Boothbay

Mid Coast Maine / Boothbay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Pet friendly
A FAIRVIEWis all about its amazing location. Close to the water with a gorgeous, unobstructed westerly view, this cottage is in a peaceful out-of-town spot on Barter’s Island. Only 2.5 miles from the Coastal Maine Botanical Garden, closer still to Porter Preserve, Fairv …see more

from $316 / night

$1675 - $2175 / week

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from $316 / night

(2) Excellent 

15

Vacation home rental

Boothbay / East Boothbay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
DASH INN is a beautiful salt-water cove is fed by the tides and Little River. This is a magical spot that will steal your heart and keep you coming back year after year. You won`t want to "dash" anywhere after you arrive at this incredible cove-side retreat. The wall of …see more

from $351 / night

$1785 - $2215 / week

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from $351 / night

16

Vacation home in Boothbay

Mid Coast Maine / Boothbay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
JOHN’S COTTAGE Floor 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. Access to Association Clubhouse, Tennis Courts, Beach, and D …see more

from $287 / night

$2009 - $2660 / week

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from $287 / night

(1) Very Good 

21

Vacation home in Boothbay

Mid Coast Maine / Boothbay

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Pet friendly
CAPTAIN KENT’S PLACE Step back in time on this secluded piece of land, water and sky! Take a nap in the bottom of a canoe as the gentle water rocks you. Watch the sun slip into the Atlantic from the boat house –you can almost hear the sizzle! Spin on the hand-hewn woode …see more

from $358 / night

$1860 - $2100 / week

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from $358 / night

29

Vacation home in Boothbay

Mid Coast Maine / Boothbay

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Pet friendly
This is an exclusive Cottage Connection of Maine Vacation Rental. This Cottage Connection home is a special offering unlike any other. It is a private home, lovingly decorated and well-stocked. It is NOT a "cookie cutter, sparsely furnished bare bones rental property". …see more

from $556 / night

$2950 / week

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from $556 / night

12

Vacation home in Boothbay

Mid Coast Maine / Boothbay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Pet friendly
New to the program for 2016. Looking for the quiet, tranquil getaway spot? Then Seaside Hideaway is for you. Nestled among the trees, and at the edge of the water, you are invited to sit on the porch in one of the rockers and just relax and enjoy the view. Love Kayaking …see more

from $308 / night

$1525 - $2030 / week

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from $308 / night

(1) Excellent 

35

Vacation home in East Boothbay

Boothbay / East Boothbay

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Ask about children
  • Pet friendly
NOTE: For groups of 12 and under, see Note Tab for special pricing. . CAPTAIN’S QUARTERS ON LINEKIN BAY Sailing, swimming, kayaking, fishing, boating –right from your own dock & float. Captain’s Quarters is for anyone who loves the ocean! Located on the east side of Lin …see more

from $1052 / night

$5786 - $6800 / week

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from $1052 / night

19

Boothbay Vacation home rental

Mid Coast Maine / Boothbay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Pet friendly
SUNSET Stunning views of the river, walk or kayak to Oven’s Mouth Preserve, this vintage cabin in the woods has to be seen to be appreciated! Sitting atop a hill, the open deck sticks out almost to the water. You are high up with unimpeded views of the tidal salt-water …see more

from $208 / night

$1021 - $1428 / week

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from $208 / night

15

Vacation cottage in East Boothbay

Boothbay / East Boothbay

2 3 7 nights min

  • 2 bedrooms
  • Sleeps 3
  • 7 nights min
  • Child friendly
  • Pet friendly
Rustic and comfortable summer cottage, minutes from the Ocean Point Inn and Card Cove dock. One bedroom w/two twin beds, sleeping porch w/one twin bed, full bath, fully equipped kitchen, fireplace in LR w/gas insert, color TV w/DVD, WiFi, enclosed front porch + large d …see more

from $143 / night

$1000 / week

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from $143 / night

30

Vacation home rental

Boothbay / East Boothbay

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Ask about children
  • Pet friendly
CLEARVIEW COTTAGEis designed to take full advantage of the spectacular westerly views of open ocean and Fisherman's Island. Clearview is located just an easy walk along the Shore Road to Grimes Cove Beach for swimming, sunning on the large rocks or just enjoy walking al …see more

from $347 / night

$1795 - $2275 / week

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from $347 / night

16

Cottage rental in East Boothbay

Boothbay / East Boothbay

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
Rustic and charming 1920's vintage summer cottage, minutes from the Ocean Point Inn and Card Cove dock. One bedroom w/double bed, one bedroom w/bunk beds, sleeping nook on front porch w/3/4 futon, bath with shower (no tub), fully equipped kitchen with separate dinette, …see more

from $143 / night

$1000 - $2050 / week

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from $143 / night

26

Vacation home with golf nearby in Boothbay

Mid Coast Maine / Boothbay

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
PERFECT for a family or group of friends to enjoy a vacation that gives you the peace and quiet and yet only minutes away from town. Enjoy the lake with it's tranquil morning peace and quiet as you enjoy that first cup of coffee or the call of the loons during sunsets a …see more

from $172 / night

$1200 - $1450 / week

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from $172 / night

(4) Very Good 

21

Home rental in Boothbay

Mid Coast Maine / Boothbay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Pet friendly
THE VILLA Views, views and more views are what make this summer home so popular and memorable. Everywhere you look you can see the ocean, islands and big blue sky. This quintessential Maine summer home is classic, timeless, and a vacationer's dream. Water access is avai …see more

from $405 / night

$2050 - $3101 / week

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from $405 / night

9

Vacation cottage in East Boothbay

Boothbay / East Boothbay

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Private garden
A beautiful Ocean Point Cottage! This charming cottage, rarely rented, is privately located at the end of a long driveway, yet is walking distance to the activity center and tennis courts. It has a beautiful ocean view from its wrap-around deck as well as from the livin …see more

from $244 / night

$1708 / week

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from $244 / night

1