35 Best Boothbay Cottages on Holiday Lettings - Vacation rentals

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186 Vacation rentals

24

Boothbay Vacation home rental

Mid Coast Maine / Boothbay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Discover an architectural wonder on the shores of the Back River at this two-bedroom Boothbay home, a geodesic dome house with a dog-friendly interior, a shared dock nearby, and a beautiful deck that overlooks the water. The Dome House is perfectly secluded on two acre …see more

from $64 / night

$448 / week

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avg. 24 minutes

from $64 / 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 - $1,335 / week

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from $185 / night

(10) Very Good 

Certificate of Excellence

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. Close to shops and restaurants in Boothbay Harbor. Open living and dining area with sliders to a large wrap around deck. Private master king bedroom w …see more

Certificate of Excellence

from $175 / night

$1,000 - $3,000 / week

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avg. 1 hour 12 minutes

from $175 / 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 si …see more

from $64 / night

$448 / week

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avg. 24 minutes

from $64 / 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

$1,795 - $2,275 / week

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from $347 / 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
  • Pet friendly
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

$1,270 - $1,640 / week

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from $246 / 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

$1,675 - $2,175 / week

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from $316 / 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

$1,020 - $1,428 / week

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from $208 / 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
  • Pet friendly
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

$2,010 - $2,655 / week

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from $287 / 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

$2,010 - $2,320 / week

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from $393 / night

12

Vacation cottage in East Boothbay

Boothbay / East Boothbay

5 9 5 nights min

  • 5 bedrooms
  • Sleeps 9
  • 5 nights min
  • Child friendly
Spacous ocean front cottage in a stunning New England setting on Linekin Bay. Sloped lawn offers stairs that go directly into the ocean. Tidal pools within a few steps, and public dock 300' away. Great area for sailing, fishing, kayaking, and snorkling. Gorgeous views a …see more

from $243 / night

$1,699 - $1,904 / week

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from $243 / night

13

East Boothbay Vacation home rental

Boothbay / East Boothbay

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Pet friendly
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

$2,212 - $2,219 / week

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from $432 / 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

$1,785 - $2,215 / week

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from $351 / night

(2) 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

$1,860 - $2,100 / week

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from $358 / 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 $286 / night

$2,000 / week

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from $286 / night

33

Vacation home rental

Boothbay / East Boothbay

4 7 4 nights min

  • 4 bedrooms
  • Sleeps 7
  • 4 nights min
  • Ask about children
  • Pet friendly
This four bedroom, two bath cottage has been recently renovated in a nautical decor to ensure visitors have a great vacation. Spectacular sunsets are yours for free as you relax outside on the main deck, the upstairs balcony or from the indoor sitting area facing the wa …see more

from $287 / night

$1,475 / week

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from $287 / night

27

Vacation home in Boothbay

Mid Coast Maine / Boothbay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 6 mi
  • Ask about children
  • Pet friendly
Need a relaxing getaway? This stylish two bed, two bath cottage is waiting for you! Clean, bright and comfortable, the cottage is just a short walk to the boat launching ramp on Linekin Bay and steps away from the East Boothbay General Store. Lobsterman's Wharf Restaura …see more

from $280 / night

$1,175 - $1,325 / week

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from $280 / 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

$1,819 - $2,290 / week

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from $423 / 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

$1,000 / week

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avg. 1 hour 39 minutes

from $143 / 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

$2,050 - $3,100 / week

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from $405 / 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

$1,525 - $2,155 / week

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from $308 / 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

$1,620 - $1,995 / week

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from $405 / 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 $1,052 / night

$5,786 - $6,800 / week

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from $1,052 / 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

$1,000 - $2,050 / week

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avg. 1 hour 39 minutes

from $143 / 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

$1,708 / week

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from $244 / 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 …see more

from $148 / night

$1,036 / week

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avg. 24 minutes

from $148 / night

28

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 $351 / night

$2,457 / week

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from $351 / 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 $165 / night

$1,150 - $1,450 / week

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from $165 / night

32

Trevett Vacation home accommodation

Boothbay / Trevett

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Newly Listed! Located at the end of a private road on Barter's Island with the ocean on three sides sits this oasis of a retreat. To the south the Sheepscot River is waiting to greet you, to the east you will find a delightful tidal cove, and to west you will find the d …see more

from $225 / night

$2,400 / week

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from $225 / night

35

Home rental in East Boothbay

Boothbay / East Boothbay

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • 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 desti …see more

from $89 / night

$623 / week

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avg. 24 minutes

from $89 / 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 seclud …see more

from $89 / night

$623 / week

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avg. 24 minutes

from $89 / night

27

Vacation home in Boothbay

Mid Coast Maine / Boothbay

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 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. Beautifull …see more

from $89 / night

$623 / week

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avg. 24 minutes

from $89 / night

24

Home rental in East Boothbay

Boothbay / East Boothbay

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • 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 d …see more

from $64 / night

$448 / week

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avg. 24 minutes

from $64 / night

21

Vacation home rental

Mid Coast Maine / Boothbay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
2 Bedroom, 2 Bath, Master Suite, Pet friendly Tuckaway Cottage is located in the heart of Midcoast Maine, with easy access to Boothbay Harbor, Damariscotta, Wiscasset, and the Route 1 corridor. This 2 bedroom home sleeps 6, and features a master suite with a sitting ar …see more

from $130 / night

$1,120 - $1,325 / week

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from $130 / night

30

Vacation home in Trevett

Boothbay / Trevett

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Newly Listed! If you are looking for a place to get away from it all, and enjoy the beauty of a rocky coast, the smell of salt mixed with pine, you have found your oasis here. Upon entering Bord de l'eau Cottage, you will find an open living, dining, and kitchen area. A …see more

from $243 / night

$1,900 / week

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from $243 / night