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Capitol Island Holiday Rentals

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50 rentals in Capitol Island.
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Barnacle - Spectacular Sunrises and Sunsets Perched on the Ocean, holiday rental in Capitol Island

Barnacle - Spectacular Sunrises and Sunsets Perched on the Ocean

4 bedrooms
3 bathrooms
Sleeps 6
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NEW! Scenic Oceanfront Cottage w/ Deck & Near Town, holiday rental in Capitol Island

NEW! Scenic Oceanfront Cottage w/ Deck & Near Town

5 bedrooms
2 bathrooms
Sleeps 10
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New listing! Luxury oceanfront home & carriage house w/ amazing views!, holiday rental in Capitol Island

New listing! Luxury oceanfront home & carriage house w/ amazing views!

6 bedrooms
6 bathrooms
Sleeps 12
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Upgraded Juniper Point Gem w/ Custom Kitchen & Wraparound Deck, holiday rental in Capitol Island

Upgraded Juniper Point Gem w/ Custom Kitchen & Wraparound Deck

3 bedrooms
2 bathrooms
Sleeps 6
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New listing! Luxury oceanfront home w/ sunrise views, decks & game room!, holiday rental in Capitol Island

New listing! Luxury oceanfront home w/ sunrise views, decks & game room!

5 bedrooms
5 bathrooms
Sleeps 10
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New listing! Light-filled carriage house w/ woodland views - close to town!, holiday rental in Capitol Island

New listing! Light-filled carriage house w/ woodland views - close to town!

1 bedroom
1 bathroom
Sleeps 2
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Stunning Renovated Waterfront Home with Private Deepwater Dock; Windows Galore!, holiday rental in Capitol Island

Stunning Renovated Waterfront Home with Private Deepwater Dock; Windows Galore!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cedar Log Cabin in Boothbay Harbor, Maine, holiday rental in Capitol Island

Cedar Log Cabin in Boothbay Harbor, Maine

3 bedrooms
2 bathrooms
Sleeps 5
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Updated Cottage on Water’s Edge with Deepwater Boat Dock!, holiday rental in Capitol Island

Updated Cottage on Water’s Edge with Deepwater Boat Dock!

1 bedroom
1 bathroom
Sleeps 2
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Historic House Featured in March 2015 House Beautiful Magazine!, holiday rental in Capitol Island

Historic House Featured in March 2015 House Beautiful Magazine!

5 bedrooms
3 bathrooms
Sleeps 13
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Cozy, dog-friendly cabin w/ a wood burning fireplace & a full kitchen, holiday rental in Capitol Island

Cozy, dog-friendly cabin w/ a wood burning fireplace & a full kitchen

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Landings East...Classic Waterfront Coastal Home, holiday rental in Capitol Island

Landings East...Classic Waterfront Coastal Home

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

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

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Decker Cove Southport Paradise with Central Air Conditioning, holiday rental in Capitol Island

Decker Cove Southport Paradise with Central Air Conditioning

3 bedrooms
3 bathrooms
Sleeps 6
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New listing! Beautiful, dog-friendly home w/ water views, deck, & gas fireplace, holiday rental in Capitol Island

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

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Open Plan 1- Bedroom Apt. Woods & Water. Southport., holiday rental in Capitol Island

Open Plan 1- Bedroom Apt. Woods & Water. Southport.

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

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 Capitol Island

Lovely waterfront home, harbour-side setting

2 bedrooms
2 bathrooms
Sleeps 4
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New listing! Luxury oceanfront home w/ sunrise views, decks & game room!, holiday rental in Capitol Island

New listing! Luxury oceanfront home w/ sunrise views, decks & game room!

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Buddy's Barrel House: Pet-Friendly Apartment in Downtown Boothbay Harbor, holiday rental in Capitol Island

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

3 bedrooms
2 bathrooms
Sleeps 8
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Periwinkle Cottage - A  Cozy Retreat on Southport Island, Maine, holiday rental in Capitol Island

Periwinkle Cottage - A Cozy Retreat on Southport Island, Maine

2 bedrooms
1 bathroom
Sleeps 4
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Spectacular Boothbay Harbor Cabin, Outdoor Shower, Beach & Dock Access, Mooring, holiday rental in Capitol Island

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

2 bedrooms
1 bathroom
Sleeps 4
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Mavooshen Retreat at Sprucewold, Private Beach Access, Minutes to Downtown, holiday rental in Capitol Island

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

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 Capitol Island

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

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful waterfront home, holiday rental in Capitol Island

Beautiful waterfront home

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

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

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Destination estate with exclusive views, privacy, and convenience, holiday rental in Capitol Island

Destination estate with exclusive views, privacy, and convenience

6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views, holiday rental in Capitol Island

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

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Vintage Sprucewold Cabin w/ Forest Views - Walk to Barrett Park, holiday rental in Capitol Island

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

2 bedrooms
1 bathroom
Sleeps 4
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Cozy Lobstermen's Cottage w/ Large Deck & Grill - Walk to Beach & Village, holiday rental in Capitol Island

Cozy Lobstermen's Cottage w/ Large Deck & Grill - Walk to Beach & Village

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Charming Getaway w/ Wraparound Deck Overlooking Lake - Near Boothbay Harbor, holiday rental in Capitol Island

Charming Getaway w/ Wraparound Deck Overlooking Lake - Near Boothbay Harbor

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Estate on Pratt's Island w/ Bunk House & Loft - Near Dining, holiday rental in Capitol Island

Waterfront Estate on Pratt's Island w/ Bunk House & Loft - Near Dining

6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Gathering Point Cottage, Water View, Walk to Aquarium, Beach Access, holiday rental in Capitol Island

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

4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Boothbay Harbor Cabin w/Spacious Deck & Yard!, holiday rental in Capitol Island

Boothbay Harbor Cabin w/Spacious Deck & Yard!

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Classic Waterfront Sprucewold Cabin - Overlooking Linekin Bay, holiday rental in Capitol Island

Classic Waterfront Sprucewold Cabin - Overlooking Linekin Bay

5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Southport Island Cottage w/ Deck & New Luxe Kitchen - Near Boothbay Harbor, holiday rental in Capitol Island

Southport Island Cottage w/ Deck & New Luxe Kitchen - Near Boothbay Harbor

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Spacious cabin in a secluded spot within pine woods! Close to restaurants!, holiday rental in Capitol Island

Spacious cabin in a secluded spot within pine woods! Close to restaurants!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Little Nick - A Sweet Little Haven with a Peak of the Ocean, holiday rental in Capitol Island

Little Nick - A Sweet Little Haven with a Peak of the Ocean

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Inviting & rustic cabin w/wood-burning fireplace & grill- Enjoy a private beach!, holiday rental in Capitol Island

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

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy, dog-friendly cabin w/ a wood burning fireplace & a full kitchen, holiday rental in Capitol Island

Cozy, dog-friendly cabin w/ a wood burning fireplace & a full kitchen

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Classic Maine Cottage with Ocean Views and Beach, holiday rental in Capitol Island

Classic Maine Cottage with Ocean Views and Beach

5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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New listing! Beautiful, dog-friendly home w/ water views, deck, & gas fireplace, holiday rental in Capitol Island

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

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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NEW! ‘Sprucewold’: Boothbay Harbor Cottage w/Deck, holiday rental in Capitol Island

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

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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New listing! Coastal bungalow w/ large yard, beautiful kitchen, & great location, holiday rental in Capitol Island

New listing! Coastal bungalow w/ large yard, beautiful kitchen, & great location

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New Listing! All-Suite Boothbay Harbor Home w/ Deck, Water Views & Fireplaces, holiday rental in Capitol Island

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

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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New Listing! Bucolic Bungalow on Island Enclave w/ Ocean Views & Marina, holiday rental in Capitol Island

New Listing! Bucolic Bungalow on Island Enclave w/ Ocean Views & Marina

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Classic Home on Hogdon Cove | Water-View Deck | Near Boat Ramp & Downtown, holiday rental in Capitol Island

Classic Home on Hogdon Cove | Water-View Deck | Near Boat Ramp & Downtown

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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New Listing! 3500 Sq. Ft. Bayfront Getaway w/ Incredible Views & Private Dock, holiday rental in Capitol Island

New Listing! 3500 Sq. Ft. Bayfront Getaway w/ Incredible Views & Private Dock

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Gem at Capitol Island with Screened Porch, Balcony & Clubhouse, holiday rental in Capitol Island

Waterfront Gem at Capitol Island with Screened Porch, Balcony & Clubhouse

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautifully updated log cabin w/lovely garden & beach access - minutes to town!, holiday rental in Capitol Island

Beautifully updated log cabin w/lovely garden & beach access - minutes to town!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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