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Boothbay Harbor Holiday Apartments

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70 rentals in Boothbay Harbor.
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Waterfront Cottage!  2 Bedroom, 2 Bath  **Walk to Town*  1/2 Mile to the Harbor, holiday rental in Boothbay Harbor

Waterfront Cottage! 2 Bedroom, 2 Bath **Walk to Town* 1/2 Mile to the Harbor

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Snug Harbor | Historic Boothbay Harbor Cottage with Antique Decor, holiday rental in Boothbay Harbor

Snug Harbor | Historic Boothbay Harbor Cottage with Antique Decor

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Peaceful Lake Waterfront with Swim Dock  &Kayaks! Full Kitchen! Heat & air!, holiday rental in Boothbay Harbor

Peaceful Lake Waterfront with Swim Dock &Kayaks! Full Kitchen! Heat & air!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor, holiday rental in Boothbay Harbor

Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lobster Cove Lookout, holiday rental in Boothbay Harbor

Lobster Cove Lookout

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Boothbay Harbor Waterfront Cottage with private dock, holiday rental in Boothbay Harbor

Beautiful Boothbay Harbor Waterfront Cottage with private dock

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cedar Log Cabin in Boothbay Harbor, Maine, holiday rental in Boothbay Harbor

Cedar Log Cabin in Boothbay Harbor, Maine

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Oceanfront Cottage On Linekin Bay Boothbay Harbor, holiday rental in Boothbay Harbor

Oceanfront Cottage On Linekin Bay Boothbay Harbor

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Boothbay Harbor Cottage, holiday rental in Boothbay Harbor

Cozy Boothbay Harbor Cottage

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Classic Maine Waterfront Cottage w/ Deepwater Dock, holiday rental in Boothbay Harbor

Classic Maine Waterfront Cottage w/ Deepwater Dock

4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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New rental in Boothbay Harbor, try our 'Authentic 'Log Cabin in Maine, holiday rental in Boothbay Harbor

New rental in Boothbay Harbor, try our 'Authentic 'Log Cabin in Maine

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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In-town, cottage nestled in the woods, short walk to all harbor activities, holiday rental in Boothbay Harbor

In-town, cottage nestled in the woods, short walk to all harbor activities

2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Charming water view home overlooking Mill Cove w/ a large deck - near town, holiday rental in Boothbay Harbor

Charming water view home overlooking Mill Cove w/ a large deck - near town

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Walking Distance To Shops, Restaurants And  Footbridge, holiday rental in Boothbay Harbor

Walking Distance To Shops, Restaurants And Footbridge

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Landings East...Classic Waterfront Coastal Home, holiday rental in Boothbay Harbor

Landings East...Classic Waterfront Coastal Home

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Inviting & rustic cabin w/wood-burning fireplace & grill- Enjoy a private beach!, holiday rental in Boothbay Harbor

Inviting & rustic cabin w/wood-burning fireplace & grill- Enjoy a private beach!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Enjoy the beautiful scenery., holiday rental in Boothbay Harbor

Enjoy the beautiful scenery.

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New listing! Beautiful, dog-friendly home w/ water views, deck, & gas fireplace, holiday rental in Boothbay Harbor

New listing! Beautiful, dog-friendly home w/ water views, deck, & gas fireplace

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Lakeside 3 BR Cabin in Boothbay Harbor, holiday rental in Boothbay Harbor

Lakeside 3 BR Cabin in Boothbay Harbor

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Rustic bayfront cottage with fantastic views - just minutes to downtown!, holiday rental in Boothbay Harbor

Rustic bayfront cottage with fantastic views - just minutes to downtown!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Woodland home w/ deck, balcony & lake view - dogs OK, close to downtown!, holiday rental in Boothbay Harbor

Woodland home w/ deck, balcony & lake view - dogs OK, close to downtown!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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3 BR, 1.5 BA home waterfront on Sheepscot River with a private dock & float, holiday rental in Boothbay Harbor

3 BR, 1.5 BA home waterfront on Sheepscot River with a private dock & float

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Romantic Crow's Nest Hideaway with Deck and Treetop Vistas – Walk to Downtown, holiday rental in Boothbay Harbor

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

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Boothbay Harbor Beach House by Park & Restaurants!, holiday rental in Boothbay Harbor

Boothbay Harbor Beach House by Park & Restaurants!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lovely waterfront home, harbour-side setting, holiday rental in Boothbay Harbor

Lovely waterfront home, harbour-side setting

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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East Side Cove - At the Head of the Harbor with Dock, Walk to Town, holiday rental in Boothbay Harbor

East Side Cove - At the Head of the Harbor with Dock, Walk to Town

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spectacular Boothbay Harbor Cabin, Outdoor Shower, Beach & Dock Access, Mooring, holiday rental in Boothbay Harbor

Spectacular Boothbay Harbor Cabin, Outdoor Shower, Beach & Dock Access, Mooring

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Buddy's Barrel House: Pet-Friendly Apartment in Downtown Boothbay Harbor, holiday rental in Boothbay Harbor

Buddy's Barrel House: Pet-Friendly Apartment in Downtown Boothbay Harbor

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Walk to town from Hawk's Nest - An Elegant Studio in Boothbay Harbor, holiday rental in Boothbay Harbor

Walk to town from Hawk's Nest - An Elegant Studio in Boothbay Harbor

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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A Regal House in Downtown Boothbay Harbor - The Red House, holiday rental in Boothbay Harbor

A Regal House in Downtown Boothbay Harbor - The Red House

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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M&M Cottage - Walk to Town from this Roomy Boothbay Harbor House, Pet Friendly, holiday rental in Boothbay Harbor

M&M Cottage - Walk to Town from this Roomy Boothbay Harbor House, Pet Friendly

2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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East Side Retreat - Walking Distance to Downtown Boothbay Harbor Renovated, holiday rental in Boothbay Harbor

East Side Retreat - Walking Distance to Downtown Boothbay Harbor Renovated

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining &  Marina, holiday rental in Boothbay Harbor

Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Classic Maine Cottage with Ocean Views and Beach, holiday rental in Boothbay Harbor

Classic Maine Cottage with Ocean Views and Beach

5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Port Cabin - New Inground Pool overlooking the Ocean on Beautiful Linekin Bay, holiday rental in Boothbay Harbor

Port Cabin - New Inground Pool overlooking the Ocean on Beautiful Linekin Bay

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Coal Shack: Pet-Friendly Harborfront Studio in Downtown Boothbay, holiday rental in Boothbay Harbor

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

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Vintage Sprucewold Cabin w/ Forest Views - Walk to Barrett Park, holiday rental in Boothbay Harbor

Vintage Sprucewold Cabin w/ Forest Views - Walk to Barrett Park

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access, holiday rental in Boothbay Harbor

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

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Tiny House Cottage, holiday rental in Boothbay Harbor

Tiny House Cottage

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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NEW! ‘Sprucewold’: Boothbay Harbor Cottage w/Deck, holiday rental in Boothbay Harbor

NEW! ‘Sprucewold’: Boothbay Harbor Cottage w/Deck

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Fisher Hill Cottage | Patio with Grill, Wood Stove | Walk 6 Minutes to Harbor, holiday rental in Boothbay Harbor

Fisher Hill Cottage | Patio with Grill, Wood Stove | Walk 6 Minutes to Harbor

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views, holiday rental in Boothbay Harbor

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Boothbay Harbor Penthouse In Heart of Downtown with Harbor Views, holiday rental in Boothbay Harbor

Boothbay Harbor Penthouse In Heart of Downtown with Harbor Views

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Harborfront Beauty | Private Dock & Provided Kayaks | Bonus Oar & Boathouses, holiday rental in Boothbay Harbor

Harborfront Beauty | Private Dock & Provided Kayaks | Bonus Oar & Boathouses

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Harborfront Beauty | Multi-Unit with Oar & Boat House | Private Dock, Kayaks, holiday rental in Boothbay Harbor

Harborfront Beauty | Multi-Unit with Oar & Boat House | Private Dock, Kayaks

7 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Gathering Point Cottage, Water View, Walk to Aquarium, Beach Access, holiday rental in Boothbay Harbor

Gathering Point Cottage, Water View, Walk to Aquarium, Beach Access

4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Stunning Views of Linekin Bay | Classic Sprucewold Cabin in the Pines, holiday rental in Boothbay Harbor

Stunning Views of Linekin Bay | Classic Sprucewold Cabin in the Pines

5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Beautiful waterfront home, holiday rental in Boothbay Harbor

Beautiful waterfront home

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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New Listing! All-Suite Boothbay Harbor Home w/ Deck, Water Views & Fireplaces, holiday rental in Boothbay Harbor

New Listing! All-Suite Boothbay Harbor Home w/ Deck, Water Views & Fireplaces

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Deck, Shared Dock, Linekin Bay Cottage & Apartment, holiday rental in Boothbay Harbor

Spacious Deck, Shared Dock, Linekin Bay Cottage & Apartment

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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