Owls Head, Maine

Vacation Rentals in Owls Head, Maine

Discover 38 vacation rental properties in Owls Head. From 1 to 6 bedrooms. Average $356/night. 100% have pools.

38 verified listings Book securely on VRBO Prices updated March 2026

38 properties available

Breathtaking views, total relaxation, do as much or as little as you choose

Breathtaking views, total relaxation, do as much or as little as you choose

1 bed 1 bath
PoolA/CWiFiBalcony
$237/night
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Dog-friendly cottage with amazing bay views & deck - snowbirds welcome

Dog-friendly cottage with amazing bay views & deck - snowbirds welcome

2 beds 1 bath
PoolA/CWiFiBalcony
$154/night
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Owls Head Village Post Office

Owls Head Village Post Office

2 beds 1 bath
PoolA/CWiFiBalcony
$220/night
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Lovely Waterfront Owls Head Home w/ Own Beach

Lovely Waterfront Owls Head Home w/ Own Beach

3 beds 2 baths
PoolA/CWiFiBalcony
$380/night
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Oceanfront with Spectacular Views of Penobscot Bay

Oceanfront with Spectacular Views of Penobscot Bay

1 bed 1 bath
PoolA/CWiFiBalcony
$173/night
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West unit in Ocean View Duplex with Walk to Crescent Beach

West unit in Ocean View Duplex with Walk to Crescent Beach

3 beds 2 baths
PoolA/CWiFiBalcony
$296/night
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East unit in Ocean View Duplex with Walk to Crescent Beach

East unit in Ocean View Duplex with Walk to Crescent Beach

3 beds 2 baths
PoolA/CWiFiBalcony
$319/night
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Harbor/🦞 Pound Access & Views from Large Deck

Harbor/🦞 Pound Access & Views from Large Deck

3 beds 1 bath
PoolA/CWiFiBalcony
$215/night
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Oceanfront and Pet Friendly Cottage

Oceanfront and Pet Friendly Cottage

1 bed 2 baths
PoolA/CWiFiBalcony
$304/night
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Owls Head Village Home, Water view, The Real Maine

Owls Head Village Home, Water view, The Real Maine

3 beds 1 bath
PoolA/CWiFiBalcony
$221/night
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Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.

3 beds 1 bath
PoolA/CWiFiBalcony
$226/night
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Harbor Views and frontage, 5 minute drive to Rockland

Harbor Views and frontage, 5 minute drive to Rockland

3 beds 1 bath
PoolA/CWiFiBalcony
$380/night
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The Gem of the Mid-Coast Oceanfront Cottage on Private Beach

The Gem of the Mid-Coast Oceanfront Cottage on Private Beach

2 beds 1 bath
PoolA/CWiFiBalcony
$542/night
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Charming Owls Head Retreat: 2 Mi to Rockland Coast

Charming Owls Head Retreat: 2 Mi to Rockland Coast

3 beds 2 baths
PoolA/CWiFiBalcony
$191/night
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Spectacular views, close to down town Rockland

Spectacular views, close to down town Rockland

1 bed 1 bath
PoolA/CWiFiBalcony
$326/night
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Beautiful Private beach house on 2 acres Located in Owls Head❤️

Beautiful Private beach house on 2 acres Located in Owls Head❤️

3 beds 2 baths
PoolA/CWiFiBalcony
$465/night
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Owl's Head Maine Beachfront Cottage with wonderful sand beach & stunning views

Owl's Head Maine Beachfront Cottage with wonderful sand beach & stunning views

3 beds 2 baths
PoolA/CWiFiBalcony
$301/night
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Charming Sapphire Blue Owls Head Waterfront Cottage

Charming Sapphire Blue Owls Head Waterfront Cottage

4 beds 2 baths
PoolA/CWiFiBalcony
$458/night
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Private Beach, ideal water's edge beach house, best wraparound views!

Private Beach, ideal water's edge beach house, best wraparound views!

3 beds 1 bath
PoolA/CWiFiBalcony
$621/night
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Waterfront home with beautiful bay views - near shops & dining

Waterfront home with beautiful bay views - near shops & dining

3 beds 2 baths
PoolA/CWiFiBalcony
$326/night
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Wide ocean views from almost every room.

Wide ocean views from almost every room.

4 beds 1 bath
PoolA/CWiFiBalcony
$429/night
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Country Coastal Bungalow

Country Coastal Bungalow

3 beds 2 baths
PoolA/CWiFiBalcony
$377/night
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Dog-friendly oceanfront house with deck and gas grill - snowbird-friendly

Dog-friendly oceanfront house with deck and gas grill - snowbird-friendly

4 beds 1 bath
PoolA/CWiFiBalcony
$513/night
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Estate Coastal Vacation Home

Estate Coastal Vacation Home

3 beds 3 baths
PoolA/CWiFiBalcony
$513/night
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Luxury Oceanfront Home Overlooking Rockland Harbor and Lighthouse

Luxury Oceanfront Home Overlooking Rockland Harbor and Lighthouse

4 beds 3 baths
PoolA/CWiFiBalcony
$602/night
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Beautiful Home with Oceanview & Game Room

Beautiful Home with Oceanview & Game Room

3 beds 3 baths
PoolA/CWiFiBalcony
$420/night
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Rustic Maine Camps In Owls Head, ME!

Rustic Maine Camps In Owls Head, ME!

5 beds 1 bath
PoolA/CWiFiBalcony
$215/night
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Ocean Avenue Beach House - Steps to Sandy Beach - Close to Rockland's Main St.

Ocean Avenue Beach House - Steps to Sandy Beach - Close to Rockland's Main St.

2 beds 2 baths
PoolA/CWiFiBalcony
$311/night
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Ocean View Duplex with Walk to Beach for Large Families

Ocean View Duplex with Walk to Beach for Large Families

6 beds 4 baths
PoolA/CWiFiBalcony
$573/night
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Dynamite Beach Cottage

Dynamite Beach Cottage

3 beds 1 bath
PoolA/CWiFiBalcony
$311/night
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Schooners Landing - Luxury Oceanfront Home with Spectacular Lighthouse Views

Schooners Landing - Luxury Oceanfront Home with Spectacular Lighthouse Views

4 beds 6 baths
PoolA/CWiFiBalcony
$1,096/night
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3 bedroom, Walk to beach!

3 bedroom, Walk to beach!

3 beds 2 baths
PoolA/CWiFiBalcony
$300/night
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Cozy Owl’s Head village home

Cozy Owl’s Head village home

3 beds 2 baths
PoolA/CWiFiBalcony
$301/night
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Owls Head Ocean Beachfront Cottage

Owls Head Ocean Beachfront Cottage

3 beds 1 bath
PoolA/CWiFiBalcony
$201/night
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2-story home near the water with deck, jetted tub, grill, streaming, & fast WiFi

2-story home near the water with deck, jetted tub, grill, streaming, & fast WiFi

3 beds 2 baths
PoolA/CWiFiBalcony
$286/night
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Maine Waterfront- Rustic-Modern Scandinavian Style Cottage. Private & Secluded.

Maine Waterfront- Rustic-Modern Scandinavian Style Cottage. Private & Secluded.

3 beds 2 baths
PoolA/CWiFiBalcony
$478/night
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Owls Head Studio - Walk to Beach & Lighthouse!

Owls Head Studio - Walk to Beach & Lighthouse!

1 bath
PoolA/CWiFiBalcony
$108/night
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'Ebb and Flow' a light and airy seaside get-away at Crescent Beach

'Ebb and Flow' a light and airy seaside get-away at Crescent Beach

3 beds 2 baths
PoolA/CWiFiBalcony
$126/night
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