35 Best Boothbay Cottages on Holiday Lettings - Vacation rentals

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East Boothbay
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Boothbay

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39 Vacation rentals

(3) Excellent 

15

Vacation home in East Boothbay

Boothbay / East Boothbay

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Private garden
Classic oversized log home is stocked and ready for your large group to enjoy all of the serenity of the Maine woods. Launch your kayak or canoe from the edge of the property on Meadow Pond or into the Damariscotta River. Close to shops and restaurants in Boothbay Harbo …see more

from $235 / night

$1500 - $3000 / week

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Responds fast!
avg. 1 hour 19 minutes

from $235 / night

24

Vacation home in East Boothbay

Boothbay / East Boothbay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Gaze at Linekin Bay and the Atlantic Ocean from this three-bedroom cottage, a secluded East Boothbay home with a private deck and an ideal location close to walking trails, beaches, and the iconic shores of Midcoast Maine. This two-level home sits on the East Boothbay p …see more

from $80 / night

$560 / week

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from $80 / 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
**Special pricing for July 5-9. 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 pe …see more

from $150 / night

$1050 / week

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from $150 / night

(9) Very Good 

14

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

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
THIS PROPERTY RENTS FRIDAY-FRIDAY JUNE - SEPTEMBER. 7-NIGHT MINIMUM REQUIRED. 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 aqua …see more

from $185 / night

$925 - $1335 / week

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from $185 / 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

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

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

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

37

Home rental in Boothbay

Mid Coast Maine / Boothbay

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Pet friendly
Looking for a dog-friendly rental in Boothbay, Maine? Then look no further than this lovely three-bedroom cottage on the cove. You're smack dab in the middle of a bird-watcher's paradise here, complete with gorgeous cove views. Situated on just over two acres, you'll be …see more

from $150 / night

$1050 / week

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from $150 / 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

$1786 - $2215 / week

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from $351 / night

24

Vacation home in Boothbay

Mid Coast Maine / Boothbay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Water views abound at this gorgeous Boothbay home. An open floor plan, a welcoming back deck, and four bedrooms make this an ideal retreat for a family wanting refuge from the everyday grind. You're on the banks of the Back River on Barters Island, just five miles from …see more

from $99 / night

$693 / week

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from $99 / night

29

Vacation home in East Boothbay

Boothbay / East Boothbay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
A retreat at this rustic, clapboard New England cottage makes for the perfect, relaxing waterfront family vacation for up to eight guests. Perched in the quiet community of Ocean Point, just steps from the rocky shore and within walking distance to the community center …see more

from $309 / night

$2163 / week

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from $309 / 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. 7 NIGHT MINIMUM REQUIRED. Welcome to the perfect home-base to your vacation adventures - Whiteley’s Wharf - come on in, relax, unwind and enjoy the water views! Barter’s Island moves at a different pace, and …see more

from $387 / night

$1975 - $2175 / week

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from $387 / night

37

Home rental in Boothbay

Mid Coast Maine / Boothbay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
With a private outdoor deck and a wonderful location close to trails and waterways, this two-bedroom Boothbay home is an ideal destination for your next family vacation to Midcoast Maine. Beautifully secluded just one mile south of East Boothbay, this two-level home sit …see more

from $70 / night

$490 / week

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from $70 / 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

31

Trevett Vacation home rental

Boothbay / Trevett

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
In this charming Maine getaway, the only thing you have to worry about is if the curtains are drawn wide enough for you to enjoy the sweeping water views. Complete with a large deck and close to awesome activities, this home is the perfect package. This home is secluded …see more

from $139 / night

$973 / week

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from $139 / 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

$1020 - $1428 / week

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from $208 / 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

$1819 - $2290 / week

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from $423 / 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

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 PROPERTY RENTS FRIDAY-FRIDAY JUNE - SEPTEMBER. 7-NIGHT MINIMUM REQUIRED. Arrival & Departure Days in Non-Peak Seasons may be flexible. A treasured family cabin on Linekin Bay is ready for you to settle in for a memorable Maine Vacation. This four bedroom, one bath …see more

from $405 / night

$1620 - $1995 / week

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from $405 / 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

35

Home rental in East Boothbay

Boothbay / East Boothbay

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
It’s time for a East Boothbay getaway! This rental is secluded, surrounded by trees, and great for a lovely, romantic trip away from home. It's also perfect for nature lovers! Just 60 miles from Portland and 50 miles from Lewiston, you’ll be able to get to your destinat …see more

from $80 / night

$560 / week

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from $80 / 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

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 $393 / night

$2010 - $2320 / week

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from $393 / 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 in the Off Seasons.. . 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 …see more

from $1052 / night

$5786 - $6800 / week

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from $1052 / night

(1) Excellent 

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
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, want to be able to enjoy it …see more

from $308 / night

$1525 - $2030 / week

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from $308 / 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 - $3100 / week

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from $405 / night

30

Vacation home in East Boothbay

Boothbay / East Boothbay

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
You'll be just a few hundred feet from Linekin Bay at this East Boothbay home, a quiet and scenic Midcoast Maine getaway with lovely views of the water, a dog-friendly interior, and a wonderful location close to downtown Boothbay Harbor. Beautifully situated just 300 fe …see more

from $70 / night

$490 / week

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from $70 / 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

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

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

24

Home rental in East Boothbay

Boothbay / East Boothbay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Enjoy the charming cabin atmosphere of this two-bedroom East Boothbay retreat. It's a quaint Maine home featuring a deck with bay views, a porch swing, and a wonderful location right on the water. This single-level cabin sits on an inlet of Ocean Harbor, just a short di …see more

from $70 / night

$490 / week

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from $70 / 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

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 $432 / night

$2212 / week

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from $432 / 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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Responds fast!
avg. 2 hours 14 minutes

from $143 / night

24

Home rental in Boothbay

Mid Coast Maine / Boothbay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Walk to the water's edge from this three-bedroom Boothbay home, a quiet Maine escape with a private deck among the trees, a tranquil coveside location, and wonderful access to charming towns, rocky shores, and world-class seafood. This two-level home sits in a lush grov …see more

from $107 / night

$743 / week

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from $107 / night

(2) Excellent 

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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Responds fast!
avg. 2 hours 14 minutes

from $143 / night

27

Vacation home in Boothbay

Mid Coast Maine / Boothbay

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
Soak in gorgeous views of the Damariscotta River from nearly every room of this Boothbay home, a three-bedroom waterfront retreat that offers a deepwater dock, an expansive and partially screened deck, and a stunning location in the heart of Midcoast Maine. Beautifully …see more

from $114 / night

$798 / week

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from $114 / night