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Chamberlain Rentals

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Chamberlain Rentals

159 apartments

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

Boothbay Harbor studio

Studio / 1 bathroom / Sleeps 2

$119

1 / 24

New England 1890 House with part water view

Boothbay Harbor apartment

1 bedroom / 1 bathroom / Sleeps 2

$114

1 / 15

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

Boothbay Harbor apartment

1 bedroom / 1 bathroom / Sleeps 2

$84

1 / 24

Snug Harbor: Historic 1BR, 1BA Boothbay Harbor Cottage w/Antique Decor

Boothbay Harbor apartment

1 bedroom / 1 bathroom / Sleeps 4

$97

1 / 24

Back Bay Cottage - Portside: Luxury Condo on Water

Boothbay Harbor apartment

3 bedrooms / 2 bathrooms / Sleeps 6

“Waterfront Condo in the Heart of Boothbay!” My family recently spent the week in the Portside condo and had such a fabulous time. The condo is beautifully furnished and maintained and right on the water. It is within steps of all of the restaurants

$255

1 / 12

Cozy Year-Round Home With Fireplace And Central Heat

Boothbay house

3 bedrooms / 1 bathroom / Sleeps 6

$117

1 / 24

Capt. Dunton's Apartment

Boothbay Harbor apartment

2 bedrooms / 1 bathroom / Sleeps 6

$156

1 / 5

3BR Waterfront Home w/ Backyard Kayak Launch – 5 Mins to Botanical Gardens

Boothbay Harbor house

3 bedrooms / 1 bathroom / Sleeps 6

$260

1 / 24

Oceanfront 2BR Cottage on Wooded Half Acre w/ Ocean View

East Boothbay cottage

2 bedrooms / 1 bathroom / Sleeps 4

$113

1 / 24

Peaceful Lakeside Cabin on Shores of Biscay

Bremen log cabin

2 bedrooms / 1 bathroom / Sleeps 4

$125

1 / 16

South Bristol Boathouse

South Bristol house

2 bedrooms / 2 bathrooms / Sleeps 4

$269

1 / 21

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

Boothbay Harbor house

3 bedrooms / 2 bathrooms / Sleeps 6

$183

1 / 24

Dog-friendly cottage w/ deck, ocean & bay views - walk to trails & beaches!

East Boothbay house

3 bedrooms / 3 bathrooms / Sleeps 6

$173

1 / 26

Stunning Post and Beam, offering waterfront privacy

Cushing house

1 bedroom / 3 bathrooms / Sleeps 8

$254

1 / 14

5BR, 2.5BA Introducing Sage Cottage- Classic New England Ocean Point House

East Boothbay house

5 bedrooms / 2 bathrooms / Sleeps 12

$467

1 / 24

Family home with a deck, close to Boothbay attractions!

Boothbay house

2 bedrooms / 3 bathrooms / Sleeps 6

$99

1 / 37

Private Oceanfront 4BR on 10 Acres w/ 2 Fireplaces, 4 Decks & Grill

East Boothbay house

4 bedrooms / 4 bathrooms / Sleeps 8

$242

1 / 24

18 School Street Boothbay Harbor, ME

Boothbay Harbor house

3 bedrooms / 1 bathroom / Sleeps 6

$174

1 / 16

Laughton House & Cottages - High Tide Cabin

New Harbor cottage

1 bedroom / 1 bathroom / Sleeps 2

$105

1 / 10

3BR in Downtown Boothbay Harbor, On the Shore of Mill Cove

Boothbay Harbor house

3 bedrooms / 2 bathrooms / Sleeps 6

$157

1 / 24

Boothbay Harbor Penthouse- In Heart of Downtown with Harbor Views

Boothbay Harbor apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$332

1 / 24

Discover a Family Tradition on Linekin Bay

Bayville house

6 bedrooms / 3 bathrooms / Sleeps 16

$781

1 / 4

$89

1 / 45

Oar Island

Bremen cottage

3 bedrooms / 1 bathroom / Sleeps 8

“Relaxing Family Vacation” We had a wonderful stay at Oar Island. We enjoyed hiking around the island and hanging out on the rocks, watching the lobster boats go by. The Wesson's were easy to deal with and we enjoyed visiting with them while we were on

$213

1 / 15

Perfect for Large Gatherings - Two Waterfront Cottages with Private Dock, Pool

Boothbay Harbor cottage

7 bedrooms / 4 bathrooms / Sleeps 14

$738

1 / 42

Cedar Log Cabin in Boothbay Harbor, Maine

Boothbay Harbor log cabin

3 bedrooms / 2 bathrooms / Sleeps 5

“Was the most enjoyable vacation ever!!” The cabin was located in a secluded, wooded area, and very close to the water. There were many things to do in Boothbay Harbor including boat rides to an island, kayak group trips, hiking, Acadia National Park,

$209

1 / 30

Waterfront on Westport Island

Wiscasset house

3 bedrooms / 2 bathrooms / Sleeps 6

$125

1 / 16

Maine Cottage

South Bristol cottage

2 bedrooms / 1 bathroom / Sleeps 4

“a wonderful experience!!” My wife and I have rented the Mills Cottage for two consecutive years and each time has been a wonderful experience. The cottage, though small, is perfect for two to four people and leaves nothing for want. The living room an

$128

1 / 27

Classic cape on Cushing Harbor with dock

Port Clyde house

3 bedrooms / 2 bathrooms / Sleeps 7

$185

1 / 30

Wonderful 1855 farmhouse on John's Bay

Pemaquid house

4 bedrooms / 2 bathrooms / Sleeps 8

$213

1 / 9

Charming oceanfront cottage

Cape Neddick cottage

2 bedrooms / 1 bathroom / Sleeps 4

$249

1 / 24

LINEKIN LOG CABIN | EAST BOOTHBAY | PRIVATE DOCK & FLOAT | SCREENED PORCH

East Boothbay house

4 bedrooms / 1 bathroom / Sleeps 6

$283

1 / 14

"Top of The World Vista" Edgecomb Cottage!

Edgecomb studio

Studio / 1 bathroom / Sleeps 4

$199

1 / 24

Laughton House & Cottages - Cottage

New Harbor cottage

2 bedrooms / 1 bathroom / Sleeps 5

$120

1 / 8

Charming Log Cabin w/ Deeded Beach Access

Boothbay Harbor cottage

3 bedrooms / 1 bathroom / Sleeps 5

$163

1 / 24

Waterfront Home at Head of Boothbay Harbor, Walk to Footbridge and Attractions

Boothbay Harbor house

3 bedrooms / 1 bathroom / Sleeps 6

$257

1 / 26

EBB AND FLOW | WATERFRONT | EAST BOOTHBAY | RELAXING | KAYAKING | BOATING

East Boothbay house

4 bedrooms / 3 bathrooms / Sleeps 12

$315

1 / 13

LOG HOME | SECLUDED | SLEEPS 10+ | MEADOW COVE

East Boothbay house

4 bedrooms / 3 bathrooms / Sleeps 12

$174

1 / 15
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