Boothbay Harbor Cottages, Cabins & more


1 - 38 of 261

View larger map

Areas near Boothbay Harbor

Travelers going to Boothbay Harbor are booking September dates now. Secure your vacation rental today and have the perfect trip.

1 / 12

Back Bay Cottage - Portside: Luxury Condo on Water

  • 3
  • 6
  • Min stay varies

$257

Details

1 / 26

Charming waterfront cottage on Mill Cove w/ a large deck & gas grill - near town

  • 2
  • 4
  • Min stay varies

$99

Details

1 / 24

Mavooshen Retreat at Sprucewold, Private Beach Access, Minutes to Downtown

  • 2
  • 4
  • Min stay varies

$171

Details

1 / 15

Midcoast Waterfront Cottage on Unspoiled Westport Island-3BR/3BA

  • 3
  • 6
  • Min stay varies

$229

Details

1 / 24

Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access

  • 2
  • Min stay varies

$129

Details

1 / 27

Charming, dog-friendly cottage near aquarium - minutes from Boothbay Harbor!

  • 3
  • 6
  • Min stay varies

$99

Details

1 / 24

The Coal Shack: Pet-Friendly Harborfront Studio in Downtown Boothbay

  • 2
  • Min stay varies

$140

Details

1 / 31

Vintage, log cabin w/ beach club access, very close to harbor

  • 2
  • 4
  • Min stay varies

$99

Details

1 / 24

Boothbay Harbor Flat in the heart of Nightlife, Shopping, Boating Excursions

  • 1
  • 4
  • Min stay varies

$135

Details

1 / 37

Stunning water views from two family-friendly cottages!

  • 3
  • 8
  • Min stay varies

$174

Details

1 / 25

Complimentary 1.5 hour sail for 4+ nights from Memorial Day to Labor Day.

  • 1
  • 4
  • Min stay varies

$104

Details

1 / 24

Rustic bayfront cottage w/ private dock & deck - minutes to downtown!

  • 3
  • 6
  • Min stay varies

$150

Details

1 / 24

Boothbay Harbor Penthouse- In Heart of Downtown with Harbor Views

  • 2
  • 6
  • Min stay varies

$241

Details

1 / 35

Dog-friendly, oceanview home overlooking Boothbay Harbor & the footbridge!

  • 3
  • 5
  • Min stay varies

$146

Details

1 / 24

Romantic Crow’s Nest Hideaway with Deck and Treetop Vistas – Walk

  • 1
  • 2
  • Min stay varies

$95

Details

1 / 9

LA CABINITA | BOOTHBAY HARBOR | SPRUCEWOLD COMMUNITY | SECLUDED SETTING | GREAT

  • 3
  • 6
  • Min stay varies

$183

Details

1 / 30

Cedar Log Cabin in Boothbay Harbor, Maine

  • 3
  • 5
  • Min stay varies

$241

Details

1 / 15

18 School Street Boothbay Harbor, ME

  • 3
  • 6
  • 4 nights min

$176

Details

1 / 24

Historic Cape Cod with Harbor View, Featured in Coastal Living Magazine!

  • 3
  • 6
  • Min stay varies

$205

Details

1 / 24

4BR, 2BA House in Downtown Boothbay Harbor w/ Period Decor and Porch

  • 4
  • 6
  • Min stay varies

$191

Details

1 / 5

Capt. Dunton's Apartment

  • 2
  • 6
  • 7 nights min

$157

Details

1 / 26

ATLANTIC SUNSET | SPRUCE POINT | OCEAN FRONT | KAYAKING | PET-FRIENDLY

  • 7
  • 12
  • Min stay varies

$748

Details

1 / 24

2BR Vintage Sprucewold Cabin w/ Crooked Pine Float Access

  • 2
  • 4
  • Min stay varies

$160

Details

1 / 24

2BR Ocean Blue Cottage w/ Water Views – Minutes From Boothbay Amenities

  • 2
  • 6
  • Min stay varies

$254

Details

1 / 24

Classic and dog-friendly house w/grassy yard, near area shopping!

  • 4
  • 8
  • Min stay varies

$176

Details

1 / 41

Elegant and inviting plantation-style home with two levels of wrap-around decks

  • 4
  • 7
  • 2 nights min

$136

Details

1 / 31

SOUTHPORT waterfront historic farmhouse w dock

  • 4
  • 6
  • 7 nights min

$401

Details

1 / 27

Waterfront Condo in Boothbay Harbor

  • 2
  • 6
  • 7 nights min

$229

Details

1 / 19

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

  • 2
  • 4
  • Min stay varies

$243

Details

1 / 35

Historic home w/ large deck, walk to the beach & downtown!

  • 7
  • 14
  • Min stay varies

$143

Details

1 / 27

Boothbay Harbor Pet-Friendly High-Tech House Lake Access Near Ocean

  • 3
  • 6
  • Min stay varies

$160

Details

1 / 26

LAZY DAYS | SPRUCE POINT | BOOTHBAY HARBOR, MAINE | WATER-FRONT| VIEWS INTO

  • 4
  • 7
  • Min stay varies

$358

Details

1 / 25

Enchanting bayview home close to the beach scene and local attractions

  • 3
  • 4
  • Min stay varies

$99

Details

1 / 20

Beautiful Boothbay Vacation home

  • 3
  • 8
  • 4 nights min

$401

Details

1 / 28

THANKFULNEST | EAST BOOTHBAY, MAINE | OCEAN POINT | GRIMES COVE BEACH & BOAT

  • 4
  • 8
  • Min stay varies

$226

Details

1 / 26

SALTAIRE | BOOTHBAY HARBOR | LINEKIN BAY | APPALACHEE LAKE | PRIVATE DOCK

  • 3
  • 6
  • Min stay varies

$357

Details

1 / 15

New England 1890 House with part water view

  • 1
  • 2
  • 7 nights min

$114

Details

1 / 24

Charming Log Cabin w/ Deeded Beach Access

  • 3
  • 5
  • Min stay varies

$191

Details

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more
See only the properties that can be booked online with Payment Protection.
Learn more