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$134

2 BR / 2 BA / Sleeps 4

MAINELY PLEASANT | BOOTHBAY HARBOR | IN-TOWN GET-A-WAY | COUPLE`S RETREAT | WALK TO TOWN - Boothbay Harbor vacation rentals
1 / 18

$134

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MAINELY PLEASANT | BOOTHBAY HARBOR | IN-TOWN GET-A-WAY | COUPLE`S RETREAT | WALK TO TOWN

2 BR / 2 BA / Sleeps 4 | Quick view

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Mainely Pleasant The name connects this adorable cottage in Maine, to the owner's home in the South. You are but a short walk into Boothbay Harbor or to Barrett Park for kayaking, swimming or having a picnic. Picture yourself sitting on the deck enjoying the peace and quiet (except for the birds) of a small town …
  • Internet Access
  • Fireplace
  • Deck
  • Grill
  • Microwave
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$173

4 BR / 2 BA / Sleeps 8

THANKFULNEST | EAST BOOTHBAY MAINE | OCEAN POINT|GRIMES COVE | OPEN OCEAN| PUBLIC BEACH & BOAT LAUNCH NEARBY | Dog FRIENDLY - Boothbay Harbor vacation rentals
1 / 13

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THANKFULNEST Grime’s Cove Avenue is a pine tree lined street on the Eastern most tip of the coastal community of the Ocean Point Colony Trust. The ocean is seen and the salt air smelled from the front windows of the cottage. The rock-bound coast is 200 yards from the front door, easily accessible and great for …
  • Fireplace
  • Grill
  • Stove or Oven
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$236

3 BR / 3 BA / Sleeps 6

1 Reviews

$236

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FAIRVIEW | BOOTHBAY MAINE | SALT WATER RIVER | DOCK & FLOAT | SLEEPS SIX

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

A FAIRVIEW Location, location, location! Close to the water with an amazing, unobstructed westerly view, the 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, Fairview is an easy drive to grocery stores and the …
  • Internet Access
  • Grill
  • Linens Provided
  • Dishwasher
  • Microwave
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Perfect escape

Left on Sep 20, 2014 for a stay in June 2014

We rented this wonderful cottage at the very last minute when another rental fell through. And to be honest, I'm so glad the other rental fell through! This home was perfect for us and we thank the folks at Cottage Connection for saving our vacation by finding this rental for us. A lovely large home in a quiet location with gorgeous views of the tidal river. The large open living area was very …

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$171

4 BR / 2 BA / Sleeps 8

WITH-THEE BY THE SEA - Town of Southport - Boothbay Harbor vacation rentals
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$171

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WITH-THEE BY THE SEA - Town of Southport

4 BR / 2 BA / Sleeps 8 | Quick view

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LOCATION: Southport Island, Boothbay Harbor, Great Views of Boothbay Harbor and Dock Access ROOM LAYOUT 1st Floor- Kitchen, Dining Room, Living Room, Front Covered Deck, Side Open Deck 1st Floor- (half-way up)- Queen Bedroom with en suite tub-shower bathroom 2nd Floor- Full Bedroom, Bedroom with 2 Twins, Bedroom with …
  • Fireplace
  • Grill
  • Dishwasher
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$143

2 BR / 1 BA / Sleeps 6

5 Reviews

$143

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Boothbay, Maine, Waterfront Cottage

2 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 5 Reviews

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Reviews

(5)

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 bed, full bed and pull-out sofa), has a well-…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(5)

Fantastic

Left on Mar 12, 2014 for a stay in July 2013

My friend and I stayed for a few days last summer and found the cottage cozy, with new furniture and immaculately clean, the large deck was great for eating and hanging out and the water view especially of the sun setting was fantastic. Check in was hassle free. It was a fun filled experience, I highly recommend it.

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$271

4 BR / 2 BA / Sleeps 7

1 Reviews

Details

Reviews

(1)

LAZY DAYS For boaters, Spruce Point is the entrance to Boothbay Harbor. Lazy Days is the perfect spot to watch the ‘commuters’ come and go! From your private water-side deck, you have one of the best views around. Relax with a cocktail as the sun goes down for spectacular sunsets, swim from the shared, …
  • Internet Access
  • Grill
  • Linens Provided
  • Microwave
  • Satellite or cable TV
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Great location and view!

Left on Aug 10, 2013 for a stay in July 2013

This was our second stay at this house? It is a great house for our family with four children and a dog. They loved being able to swim right outside at the small cove. They swam, played with the dog (he swam too), and searched for sea glass.

We really didn't ever to leave our little spot, though we did go to the beach for serious waves.

It is a quick drive to town, though the distance would …

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$135

3 BR / 1 BA / Sleeps 6

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$135

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THE GULLS COTTAGE - Town of Boothbay

3 BR / 1 BA / Sleeps 6 | Quick view

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LOCATION: Boothbay, Back River - Great waterfront location near the Coastal Maine Botanical Gardens and downtown Boothbay Harbor ROOM LAYOUT: Main Level- Living Area, Kitchen, Dining Area, Tub/Shower Bathroom, Queen Bedroom, Two-Twin Bedroom, Two-Twin Bedroom, Covered Deck DOGS PERMITTED? Dogs are considered at this …
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$172

3 BR / 1 BA / Sleeps 6

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$172

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GRIFFIN COTTAGE - Town of Southport

3 BR / 1 BA / Sleeps 6 | Quick view

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LOCATION: Southport Island, Boothbay Harbor - Traditional Maine Cottage with Fantastic Ocean Views ROOM LAYOUT: 1st Floor: Kitchen, Dining Room, Living Room, Stall shower bathroom, Laundry, Enclosed Sunporch, Deck 2nd Floor: Queen bedroom, Full bedroom, Bedroom with 2 twins, Half bathroom DOGS PERMITTED? No, dogs are …
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$283

3 BR / 2 BA / Sleeps 6

1 / 15

$283

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QUAHOG BAY COTTAGE | HARPSWELL | OCEANFRONT | BOATING | FISHING | KAYAKING

3 BR / 2 BA / Sleeps 6 | Quick view

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QUAHOG BAY COTTAGE Located in Harpswell, Maine just south of Brunswick, this oceanfront contemporary cottage is all about the water. From the large waterside outdoor living space, to the dock and float (bring or rent a boat) to the beautiful views afforded you from almost every window in the cottage. Sunrises are …
  • Internet Access
  • Fireplace
  • A/C or climate control
  • Balcony or terrace
  • Grill
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$125

3 BR / 1 BA / Sleeps 6

1 / 14

$125

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18 School Street Boothbay Harbor, ME

3 BR / 1 BA / Sleeps 6 | Quick view

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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 Harbor has to offer--shops, restaurants, bars, deep …
  • Wireless Internet
  • Central heating
  • Balcony or terrace
  • Parking
  • Grill
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

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$147

3 BR / 1 BA / Sleeps 5

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$147

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CAPE MCKAY - Town of Boothbay Harbor

3 BR / 1 BA / Sleeps 5 | Quick view

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LOCATION: Boothbay Harbor, West Boothbay Harbor - A Perfect Spot to Kickback and Overlook the Harbor ROOM LAYOUT: 1st Floor: Kitchen with Eating Area, Sitting Room, Tub-shower bathroom, Queen Bedroom, Mudroom with Laundry, Spiral staircase to the upstairs Family room 2nd Floor: Bedroom with 2 Twin beds with separate …
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$250

3 BR / 2 BA / Sleeps 6

1 Reviews

$250

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Waterfront Rental Home near Boothbay Harbor Maine

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

The Bayville Cottage is a furnished 3 bedroom, 1.5 bath vacation rental home on the shores of the quiet and picturesque Linekin Bay in Bayville, Maine, just minutes from the buzzing little downtown of Boothbay Harbor, where you can take in Lobster, drinks at McSeagull's, stroll through several art galleries Our …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

The Most Perfect

Left on Sep 24, 2014 for a stay in August 2014

It's not often you find a perfect vacation home. There's always something missing, a less than perfect view, noisy neighbors or an inconvenient location. NOT HERE! There are 3 bedrooms, 2 full baths, washer and dryer, WIFI, flat-screen TV (one in the master suite also), nice assortment of cooking utensils, cozy, clean and comfortable and the most fabulous screened-in porch with an unobstructed…

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$207

3 BR / 1 BA / Sleeps 6

1 Reviews

Details

Reviews

(1)

THE HAVEN Once owned by local author Dr. A. Power Davies, this Classic Maine vacation cottage is where another noted author, Thomas Wolfe, edited “Look Homeward Angel”. In the collection of his personal writings he mentions his stay here in Ocean Point in letters to his mother. Facing Negro Island (which …
  • Outdoor Dining Area
  • Deck
  • Grill
  • Microwave
  • Stereo or CD player
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Cozy family spot

Left on Feb 14, 2013 for a stay in August 2012

We have stayed at the Haven several times and always enjoyed our time there. Our grown children insist we stay there and we all love the privacy yet the ability to walk through Ocean Point and the beautiful scenery. The evening sunsets on the rocky coastal meeting point are second to none. We love The Haven and it will always hold a special place in our hearts.

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$195

3 BR / 2 BA / Sleeps 5

15 Reviews

$195

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Cedar Log Cabin in Boothbay Harbor, Maine

3 BR / 2 BA / Sleeps 5 | Quick view
“ Excellent ” 15 Reviews

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Reviews

(15)

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 bathroom. We have a fully equipped kitchen with …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children - ask

Details

Reviews

(15)

Fantastic Log Cabin that had unique style and a great location

Left on May 15, 2012 for a stay in June 2011

I fortunately decided to spend a week here in the summer with my family, and I can't wait to go back again. The cabin is clean, cute, and has lots of open space. Decor is fantastic, reminding you that you are in the true Maine outdoors. It is located in the woods, and is a 2 minute walk to the beach. Great for families, and really enjoyed the fire pit with the screened in porch!

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$214

4 BR / 2 BA / Sleeps 7

1 Reviews

$214

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JONES COTTAGE - Town of Boothbay Harbor

4 BR / 2 BA / Sleeps 7 | Quick view
“ Very Good ” 1 Reviews

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Reviews

(1)

LOCATION: Juniper Point, West Boothbay Harbor, Atlantic Ocean - Bright and Airy Maine Cottage with Beautiful Ocean Views! ROOM LAYOUT: 1st Floor: Kitchen (Completely renovated in 2014), Dining Room, Living Room, Bathroom with claw foot tub, Laundry room, Covered Deck 2nd Floor: Bedroom with one Twin room, Bedroom with…
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Very nice relaxing placed to unwind.

Left on Aug 15, 2014 for a stay in July 2014

Nice cabin feel with plenty of room inside and a nice big fenced in porch. The building was built in the early 1900's and still retains the old visible knob and tube wiring which has been safely upgraded. Two large Queen bed rooms (one with a view of the Bay). One child's bedroom with twin beds, and one small kids "Princess" bedroom. The porch is great. It's fenced so our granddaughters could …

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$282

2 BR / 2 BA / Sleeps 4

1 / 18

$282

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Barnacles Cottage_ Southport Island Maine

2 BR / 2 BA / Sleeps 4 | Quick view

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A dream that has been repeating but now seems to be coming true has often been used to characterize past guests experiences after staying at Barnacles. What one will often describe when asked what they envision their Maine vacation on the rocky coast of Maine would look like. This classic Maine summer cottage has the …
  • Private Beach
  • Deck
  • Microwave
  • Satellite or cable TV
  • DVD Player
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$200

4 BR / 2 BA / Sleeps 9

1 / 6

$200

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Island Property

4 BR / 2 BA / Sleeps 9 | Quick view

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Want to get away? No cars and a five minute ferry ride get you away from the hustle and bustle. This island property boasts 4 bedrooms and comfortably sleeps up to nine people. The ocean is a short walk away and the northern 2/3 of the island provide a nature conservancy with walking trails for exploration and close …
  • Ocean or water views
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$100

1 BR / 1 BA / Sleeps 2

2 Reviews

$100

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New England 1890 House with part water view

1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

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 table with 4 chairs, fully equipped Kitchen with …
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for the elderly

Details

Reviews

(2)

Great place to stay

Left on Oct 20, 2013 for a stay in October 2013

My husband and I stayed in unit B for 3 nights this past week. We had originally rented unit D, but the owner had family in town and asked if we would mind switching to B, which we did not mind at all. It is a very nice apartment, bright and airy, on the second floor with your own private deck. There is a full kitchen and bath, a queen bed in one room, and 2 twins in another. There is a …

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$128

2 BR / 2 BA / Sleeps 4

1 / 23

$128

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CAPTAINS CATCH - Town of Boothbay Harbor

2 BR / 2 BA / Sleeps 4 | Quick view

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LOCATION: Boothbay Harbor, At the head of the harbor, Delightful cottage with nice updates just steps from downtown Boothbay Harbor NEW PROPERTY FOR 2015 !!! ROOM LAYOUT: 1st Floor: Kitchen, Living Room, Dining Room, Sun porch, Stall Shower Bathroom, Deck 2nd Floor: Queen bedroom with balcony and harbor views, Laundry…
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$250

2 BR / 2 BA / Sleeps 4

4 Reviews

$250

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Harbor Sunset Cottage

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 4 Reviews

Details

Reviews

(4)

Ever wonder what it would be like to live on the edge of a true working waterfront? To watch a thriving harbor community go about everyday life and feel like you're a part of it? You can – by spending your vacation in the heart of Boothbay Harbor, Maine! Wake to the rising sun on the front porch with the sounds …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask

Details

Reviews

(4)

Boothbay Harbor Visit

Left on May 07, 2011 for a stay in June 2010

We were extremely pleased with the accomodations. The house was clean, cozy, fully accommodating and local to all of the sights. The lovely decor added to the cozy feel and overall Maine experience. Very nice. I highly recommend this rental.

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$137

2 BR / 1 BA / Sleeps 3

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$137

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The Seahorse Boothbay Harbor

2 BR / 1 BA / Sleeps 3 | Quick view

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In town but with an out of town feel. It's just a short walk to the shops and restaurants from this intown duplex townhouse. Leave the car at home and walk down the hill to the shops, restaurants and waterfront activities. The Seahorse is located on Fisher Hill intown Boothbay Harbor. This cottage was built in Canada …
  • Porch
  • Microwave
  • Satellite or cable TV
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$186

5 BR / 2 BA / Sleeps 9

5 Reviews

$186

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5 bedroom house in Maine coast fishing village

5 BR / 2 BA / Sleeps 9 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

Sea captain's house on harbor in South Bristol.Maine, 75 feet from the water complete with porches, gardens, and chickens. The house is ideal for multi-generational groups with its first floor bedroom and bath, separate from the main part of the house. Private yard with vegetable and ornamental gardens, greenhouse, …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(5)

great family vacation

Left on Jun 14, 2012 for a stay in July 2010

Thank you for everything. We so enjoyed our stay in South Bristol and your house and gardens are beautiful and the chickens were a big hit with the girls. What a treat to have fresh eggs.

The Marcaluso family, Atlanta, Ga, 2010

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$200

3 BR / 3 BA / Sleeps 6

1 / 20

$200

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Christmas Cove/So. Bristol Cottage

3 BR / 3 BA / Sleeps 6 | Quick view

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South Bristol/Christmas Cove Cottage Classic cottage in picturesque Christmas Cove on Rutherford Island has new amenities yet retains its charm as a shipbuilding captain's home built in the 1840's. The home has recently been remodeled and updated with a large eat-in gourmet kitchen and comfortable furnishings with …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children

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$130

2 BR / 1 BA / Sleeps 4

2 Reviews

$130

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2 Bedroom Cozy Cottage in Boothbay Harbor, Maine

2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

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 and dishwasher. In addition a barbaque grill is …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

This cottage is idyllic!

Left on Jul 22, 2014 for a stay in July 2014

There is no better place on this earth to be than Boothbay Harbor in the summertime. The Cozy Cottage was ideal. Comfortable, charming, and so inviting. The front porch was a beautiful spot to enjoy morning coffee and watch the boats go out. It was an easy walk to the center of town over a charming footbridge. The owner provided us with excellent recommendations for boat rides and …

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$164

3 BR / 2 BA / Sleeps 6

11 Reviews

$164

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Back Bay Cottage - Portside: Luxury Condo on Water

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 11 Reviews

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Reviews

(11)

Portside is a year-round luxury condo with the charm of a cottage in the heart of historic Boothbay Harbor, Maine. The cottage is in the town center and yet you will find tranquility and privacy inside. We share a dock and float with the other two Back Bay Cottage units and have our own deck on the water’s edge. …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(11)

Can't wait to come back to Back Bay Cottage!

Left on Apr 25, 2012 for a stay in February 2012

My wife and I have been to Back Bay Cottage in both February and May and love it in the off-season! The place is warm, cozy and beautiful inside and out. The views from the living room, dining room, kitchen and den - and from the deck and dock - are spectacular from this location right on the harbor. Or we should say right over the harbor; you feel like you are floating on the water here. It's …

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$171

5 BR / 2 BA / Sleeps 9

1 / 33

$171

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RIPS VIEW - Town of East Boothbay

5 BR / 2 BA / Sleeps 9 | Quick view

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LOCATION: East Boothbay, Little River, Water View Property with Private Dock ROOM LAYOUT: 1st Floor- Living Room, Dining Area, Kitchen, Queen Bedroom, Twin Bedroom with Laundry Closet, Shared Tub-Shower Bathroom 2nd Floor- TV Area at Top of Stairs with Twin Day bed, Bedroom with 1 Twin bed, Bedroom with 2 Two Twin …
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$134

2 BR / 1 BA / Sleeps 4

1 / 15

$134

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BAY STREET COTTAGE | BOOTHBAY HARBOR MAINE | WALK TO DOWNTOWN SHOPS AND RESTAURANTS

2 BR / 1 BA / Sleeps 4 | Quick view

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BAY STREET COTTAGE The owners of this cottage wanted a quiet get-a-way spot that would still be close to activities. They found it in this adorable two bedroom one bath cottage with a fenced yard, nice size deck on a quiet side street in Boothbay Harbor. Just a seven minute walk across the footbridge will have you …
  • Internet Access
  • Deck
  • Grill
  • Dishwasher
  • Microwave
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$249

3 BR / 3 BA / Sleeps 6

1 / 21

Details

Spend your Maine vacation at this great family cottage on Barter's Island in Boothbay, Maine. Not far to the Coastal Maine Botanical Gardens, this family home offers lots of space, both inside and out, for your family to enjoy. Great fishing right from the dock or to launch your kayaks to enjoy the inlets and islands …
  • Dishwasher
  • Microwave
  • Satellite or cable TV
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$324

2 BR / 1 BA / Sleeps 4

1 / 12

$324

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Contemporary Cottage at edge of the Linekin Bay

2 BR / 1 BA / Sleeps 4 | Quick view

Details

Check out this stylish cottage on Linekin Bay in East Boothbay overlooking scenic Perch Cove. Seventy-Five (very steep) strides from parking area to cottage door. This sunny and bright bungalow boasts cathedral ceilings and skylight. Open pine walls and ceilings, naturals pine beadboard wainscotting throughout. …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$114

3 BR / 1 BA / Sleeps 6

5 Reviews

$114

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Ladybug House

3 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

Are you visiting the Coastal Maine Botanical Gardens or the Mid Coast of Maine? If so rent this beautiful, 100 year old New England Farmhouse. It is one mile from the Coastal Maine Botanical Gardens, the largest botanical garden on the east coast and a must see while visiting the Boothbay area. TripAdvisor calls the …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Central heating
  • Pet friendly - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

Reviews

(5)

Comfortable, Quiet and Convenient

Left on May 23, 2014 for a stay in June 2013

We stayed at the Lady Bug house when the lilacs and lupines were in full bloom. The short walk to the Barter Island preserve was a delight for the eyes and nose. Walking around the conservation area was awesome! Resting spots along the way to enjoy the beautiful ocean views. Charming Boothbay Harbor was just a short drive away. After an afternoon of shopping and eating it was nice to come home …

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$93

3 BR / 2 BA / Sleeps 6

1 / 9

$93

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Newer home near everything AND the use of a lake

3 BR / 2 BA / Sleeps 6 | Quick view

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House was professionally built in the year 2005 and is highly maintained. Additionally the house is weekly rental, it also include convenient access to slip of the lake front land abuts the West Harbor Pond. Guests can take short walk ( ½ mile or so ) to lake and swimming, fishing, kayaking else simply enjoying the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$189

4 BR / 2 BA / Sleeps 8

2 Reviews

$189

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A WALK TO TOWN | BOOTHBAY HARBOR MAINE| RELAX | SHOPPING | CLOSE TO TOWN

4 BR / 2 BA / Sleeps 8 | Quick view
“ Poor ” 2 Reviews

Details

Reviews

(2)

Perched hillside, this updated older two story home is just a short walk to downtown Boothbay Harbor, with all of its restaurants, shops, and activities. Rent a kayak to explore the Harbor or go on a Whale Watch. Go deep sea fishing or sail on one of the windjammers, all accessible by foot! No parking worries. Sit on …
  • Internet Access
  • Porch
  • Grill
  • Dishwasher
  • Microwave
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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(2)

Disappointing at best

Left on Sep 13, 2013 for a stay in August 2013

As timeshare owners, my husband and I travel often and stay at many beautiful resorts. Our trip to Maine was a family affair and we did not have a timeshare in Boothbay, Maine so we decided to rent a home. My husband, parents, brother and brother's girlfriend rented this house in August 2013. I did extensive research and selected the house because of its ideal location. The location was …

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$264

3 BR / 2 BA / Sleeps 6

1 / 16

$264

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Waterfront Home in Boothbay Harbor

3 BR / 2 BA / Sleeps 6 | Quick view

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This picturesque property features a rolling lawn to the waters edge with a spacious dock for sunning, swimming and kayaking from and a waterside patio with a fire pit to relax by and enjoy the exquisite water view and sunsets over the Ebenecook Bay. Walk along the water' edge on the country road 1 1/2 miles to …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$129

2 BR / 1 BA / Sleeps 4

1 / 12

$129

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southport waterfront cottage

2 BR / 1 BA / Sleeps 4 | Quick view

Details

the cottage is on a 50 foot bluff, western exposure facing the atlantic ocean. it has a low water beach. its a comfortable cottage with all the amenties 2 bedrooms - 4 twin beds, 2 beds per room kitchen stove, refrigerator, microwave dining room living room fireplace, tv, radio bathroom, tub, shower…
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$286

4 BR / 2 BA / Sleeps 8

1 / 4

$286

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ALL ABOARD

4 BR / 2 BA / Sleeps 8 | Quick view

Details

This Cotttage is located on Ocean Point, Mane. It is near Grimes Cove Beach where you can swim, sail, kayak or just enjoy the view. It's up to you if you want to launch or just kick back. Great place for a family getaway or couples retreat, just bring yourself and your imagination.
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly

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$353

3 BR / 2 BA / Sleeps 6

1 Reviews

Details

Reviews

(1)

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 worlds. With all that water, you can swim, float…
  • Internet Access
  • Fireplace
  • Deck
  • Grill
  • Dishwasher
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Wonderful week

Left on Jul 27, 2014 for a stay in July 2014

This was our 2nd time here at Saltaire - and loved it again!! We were here 2 yrs ago with our 11 month old, and this time traveled with our 1yr and 3yr old children. A wonderful place to stay. The views of the ocean/harbor are perfect - beautiful and fun to watch the lobster boats, kayakers, ospreys, and even an occasional porpoise! The dock is excellent - great for fishing (including squid …

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$189

3 BR / 2 BA / Sleeps 6

1 / 11

Details

Located in much sought after Five Islands section of Georgetown, this three bedroom, two bath cottage offers the perfect Maine get-a-way location for vacation. Furnishings and decor (Maine Country Furniture) are done with comfort and ease of maintenance in mind for a carefree vacation. Walk to Five Island Lobster …
  • Fireplace
  • Dishwasher
  • Microwave
  • Toaster
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$205

3 BR / 2 BA / Sleeps 6

1 / 25

Details

MERWICK COTTAGE On the channel marker in front of Merwick Cottage is an Osprey nest which has been inhabited for the past 20+ years. Much like Merwick’s owners, the family just seems to keep coming back –just like you will! For the past five years, eagles have nested on the island in front of the house. …
  • Internet Access
  • Fireplace
  • Deck
  • Satellite or cable TV
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$130

1 BR / 1 BA / Sleeps 2

1 / 10

$130

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The Knickerbocker Cabin

1 BR / 1 BA / Sleeps 2 | Quick view

Details

This beautiful, rustic cabin sits on a peninsula of Big Knickerbocker Lake and is the perfect choice for those seeking seclusion and privacy. Surrounded by old oak trees and water on three sides, this classic Maine hideaway was built by local craftsmen using reclaimed wood from a nearby antique barn. The cabin …
  • Waterfront
  • Ocean or water views
  • Outdoor Dining Area
  • A/C or climate control
  • Central heating
  • Suitable for children

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$264

4 BR / 2 BA / Sleeps 8

1 Reviews

$264

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GARRAVALE | BOOTHBAY HARBOR | WEST HARBOR POND | FISHING | KAYAK AND CANOE PROVIDED | FAMILY VACATION

4 BR / 2 BA / Sleeps 8 | Quick view
“ Terrible ” 1 Reviews

Details

Reviews

(1)

GARRAVALE Garravale sits at the head of West Harbor Pond in Boothbay Harbor. This garrison style cottage has plenty of room for the family with four bedrooms and two baths, eat in kitchen and open living/dining room; not to mention the large wrap deck just off the kitchen. The large yard is partially fenced and the …
  • Fireplace
  • Deck
  • Canoe
  • Grill
  • Dishwasher
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Mislead from the beginning

Left on Oct 27, 2014 for a stay in October 2014

When I inquired about this rental for two weeks, I was given the price for one week. I stopped looking for rentals at that point , even though I had several other houses I liked but thought this was a great deal. Despite what Cottage Connection says , I did ask about insurance and the same person who gave me the wrong price quote told me the insurance was only for people who wanted to cancel …

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$377

3 BR / 2 BA / Sleeps 6

1 Reviews

$377

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FROSTY GLENN | SOUTHPORT MAINE | OCEAN FRONT | SLEEPS 6

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

FROSTY GLENN Launch your kayak at the nearby town dock or from the cottage seaside shoreline (rocky), then paddle out around Cuckolds Lighthouse and Cape Island. Take an icy dip in the Atlantic from the rocky shore. Walk. Commune with nature. Meet the locals. Enjoy all this beautiful seaside property has to offer. …
  • Internet Access
  • Grill
  • Linens Provided
  • Dishwasher
  • Microwave
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Seaside cottage

Left on Oct 10, 2013 for a stay in October 2013

Very comfortable home. Clean and in excellent condition.
Close to dining and shopping. Quiet with a beautiful view

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$305

5 BR / 3 BA / Sleeps 10

3 Reviews

$305

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THE VILLA | EAST BOOTHBAY, MAINE | OCEAN VIEWS | LINEKIN BAY | ROMANTIC GETAWAY | FAMILY VACATION | OCEAN POINT COLONY TRUST

5 BR / 3 BA / Sleeps 10 | Quick view
“ Very Good ” 3 Reviews

Details

Reviews

(3)

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 available at Grimes Cove Beach just a short drive…
  • Fireplace
  • Deck
  • Grill
  • Dishwasher
  • Microwave
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Best Vacation Evah!

Left on Jun 27, 2012 for a stay in July 2010

The Villa is absolutely the best meeting spot for two families and friends to gather. The openess of the living area is perfect for family style dinners to recap the exciting day's events! The phenominal Ocean Pt. sunsets, ocean views, smells, sounds and convenience of this property compares to none. We will absolutely gather our friends and family there again!

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$155

2 BR / 1 BA / Sleeps 4

1 Reviews

Details

Reviews

(1)

THREE SEAS Perfectly located on McKown’s Point and part of the Juniper Point Association this beautifully quaint little two bedroom cottage is the perfect family retreat for your summer vacation! Enjoy views of Mouse and Squirrel Island from the living room windows and grassy yard. Open the windows to catch the …
  • Porch
  • Microwave
  • Satellite or cable TV
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

a little piece of heaven

Left on Sep 28, 2014 for a stay in September 2014

We love comming to this cottage. It is one of the most relaxing places on earth. It has all the conviences of home with none of the stress. Close enought to loads of attractionsto yet far enough away to get lost in your own time. Sit by the waters and experience a day of pure peace. Heaven on earth!

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$172

2 BR / 1 BA / Sleeps 4

1 Reviews

$172

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Peaceful Days Boothbay

2 BR / 1 BA / Sleeps 4 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Come spend your days enjoying the beautiful water views, while sitting on the deck and watching the activity in the Cove and the birds flying about. A wonderful spot for canoeing/kayaking, as a canoe is included with your rental! This clean, comfortable two bedroom cottage has an eat-in kitchen with stainless steel …
  • Deck
  • Canoe
  • Grill
  • Microwave
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Great cottage in a picture-perfect location

Left on Aug 03, 2014 for a stay in July 2014

My family and I have vacationed in the Boothbay Harbor/Southport area for the past 30 years. When our regular rental spot on Newagen wasn't available, we aggressively began a search for something in same area. Peaceful Days had big shoes to fill! However, when we first walked in, we felt immediately at home. The spacious kitchen, large bedrooms, and very cozy living room were just perfect! The …

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$229

2 BR / 2 BA / Sleeps 6

3 Reviews

$229

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Waterfront Condo in Boothbay Harbor

2 BR / 2 BA / Sleeps 6 | Quick view
“ Very Good ” 3 Reviews

Details

Reviews

(3)

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 and dryer. A balcony off the living area and …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(3)

Unprepared owners, overall bad experience because things weren't ready and they advertised amenities

Left on Jul 03, 2012 for a stay in June 2012

I have stayed in several rental properties year after year and I have never quite had an experience like this one - in fact all my other experiences have been positive. The condo itself is right on the water and is in fair condition. The beds were comfortable.

I think that the main reason the experience was a stressful one was due to the lack of experience of the owners. When we arrived (4 …

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$107

1 BR / 1 BA / Sleeps 2

1 / 18

Details

SECOND MATE Explore Linekin Bay by kayak or canoe. Didn’t bring your own? Rent locally! Have a guide meet you at the association dock & float, pack a lunch and enjoy exploring the ins and outs of this craggy stretch of coastal Maine! Get your land-legs back with a round of golf at the Boothbay Country Club or …
  • Porch
  • Satellite or cable TV
  • DVD Player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$250

10 BR / 9 BA / Sleeps 20

6 Reviews

$250

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Bold Colorful Life Farmhouse and Cape

10 BR / 9 BA / Sleeps 20 | Quick view
“ Excellent ” 6 Reviews

Details

Reviews

(6)

Come away from it all--catch your breath. Six miles from the bustle of Boothbay Harbor is a peaceful 15 acre river-front retreat, set among rolling lawns, meandering stone walls, apple orchards and richly colored perennial gardens. The estate consists of four New England-style buildings: one vacation rental is the …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(6)

Beautiful farmhouse in a gorgeous setting!

Left on Oct 13, 2013 for a stay in October 2013

I recently stayed 3 nights at the farmhouse with 5 friends. The stay was great with lots of room to enjoy time together and still have plenty of privacy. The bedrooms were decorated beautifully, each with its own bathroom. The beds were comfy, too. The grounds are gorgeous with acres of beauty. It really was a wonderful place to stay, and I hope to again!

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$214

5 BR / 3 BA / Sleeps 12

1 / 35

$214

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PINE CLIFF COTTAGE COMPOUND - Town of Southport

5 BR / 3 BA / Sleeps 12 | Quick view

Details

LOCATION: Southport Island, Boothbay Harbor - Great Views On Boothbay Harbor ROOM LAYOUT: Main Cottage: Kitchen, Dining Area that can accommodate 12, Living Room, Sitting Room with TV, Master King Bedroom with NEW en suite shower bathroom, King Bedroom, Bedroom with 2 Twins, Shared NEW Bathroom with shower, Laundry, …
  • Internet Access
  • Fireplace
  • Grill
  • Dishwasher
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$250

1 BR / 1 BA / Sleeps 2

1 / 23

$250

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Oceanfront Cottage On Linekin Bay Boothbay Harbor

1 BR / 1 BA / Sleeps 2 | Quick view

Details

This oceanfront cottage is ideal for one or two people. It is fully self contained having everything you need for a memorable vacation. An amazing sunrise greets you each morning. It is quiet and and peaceful place as you sip your morning coffee on the porch which overlooks world famous Cabbage Island, Lewis Cove, …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area

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$643

6 BR / 4 BA / Sleeps 14

1 / 27

$643

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LEDGELAWN - Town of East Boothbay

6 BR / 4 BA / Sleeps 14 | Quick view

Details

LOCATION: Ocean Point Home with Pool in East Boothbay ROOM LAYOUT: 1st Floor- Mud room with Laundry, Study, Kitchen (with dining table for 4), Dining Room (noteworthy that only about 10 people can sit around dining table), Living Room, Master King bedroom with en suite bath with stall shower. 2nd Floor- Reading nook, …
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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