Harpswell, Maine

Vacation Rentals in Harpswell, Maine

Discover 97 vacation rental properties in Harpswell. From 1 to 7 bedrooms. Average $371/night. 100% have pools.

97 verified listings Book securely on VRBO Prices updated March 2026

97 properties available

Quaint cottage intimately set on the rocky coast overlooking Casco Bay

Quaint cottage intimately set on the rocky coast overlooking Casco Bay

2 beds 1 bath
PoolA/CWiFiBalcony
$182/night
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The Beach House Bailey Island Maine

The Beach House Bailey Island Maine

2 beds 1 bath
PoolA/CWiFiBalcony
$300/night
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Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.

Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.

1 bed 1 bath
PoolA/CWiFiBalcony
$284/night
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Waterfront Family Bungalow on Beautiful Potts Harbor

Waterfront Family Bungalow on Beautiful Potts Harbor

2 beds 1 bath
PoolA/CWiFiBalcony
$165/night
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Cozy cottage

Cozy cottage

1 bed 1 bath
PoolA/CWiFiBalcony
$274/night
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Sunny Cottage on Private Oceanfront Point

Sunny Cottage on Private Oceanfront Point

1 bed 1 bath
PoolA/CWiFiBalcony
$325/night
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Spectacular waterfront home with panoramic views on 4 private acres !

Spectacular waterfront home with panoramic views on 4 private acres !

3 beds 2 baths
PoolA/CWiFiBalcony
$424/night
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1 room luxury ocean front studio cottage

1 room luxury ocean front studio cottage

1 bath
PoolA/CWiFiBalcony
$175/night
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Quaint Guest Cottage Overlooking Potts Harbor

Quaint Guest Cottage Overlooking Potts Harbor

1 bed 1 bath
PoolA/CWiFiBalcony
$126/night
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Full sized home

Full sized home

3 beds 2 baths
PoolA/CWiFiBalcony
$251/night
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Bay-View. Waterfront Log cabin on the bay. Pet Friendly.

Bay-View. Waterfront Log cabin on the bay. Pet Friendly.

2 beds 1 bath
PoolA/CWiFiBalcony
$404/night
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Beaches, Boating, Cool Ocean Breezes, Trails & Incredible Views! Max 2 people.

Beaches, Boating, Cool Ocean Breezes, Trails & Incredible Views! Max 2 people.

2 beds 1 bath
PoolA/CWiFiBalcony
$183/night
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Cozy Cottage with stunning views of Stover's Cove.

Cozy Cottage with stunning views of Stover's Cove.

1 bed 1 bath
PoolA/CWiFiBalcony
$166/night
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Large beautiful ocean front studio with private dock

Large beautiful ocean front studio with private dock

1 bed 1 bath
PoolA/CWiFiBalcony
$301/night
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Spectacular 8 Acre Oceanfront Property with Beautiful Sunsets

Spectacular 8 Acre Oceanfront Property with Beautiful Sunsets

2 beds 1 bath
PoolA/CWiFiBalcony
$241/night
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Waterfront cottage situated at the mouth of Mackerel Cove. Amazing sunset views!

Waterfront cottage situated at the mouth of Mackerel Cove. Amazing sunset views!

2 beds 1 bath
PoolA/CWiFiBalcony
$271/night
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Nautical themed Oceanfront Cottage located at the Mouth of picturesque Mackerel Cove!

Nautical themed Oceanfront Cottage located at the Mouth of picturesque Mackerel Cove!

2 beds 1 bath
PoolA/CWiFiBalcony
$248/night
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Lowell's Getaway. Enjoy kayaking, beaches, and dining from this water view home.

Lowell's Getaway. Enjoy kayaking, beaches, and dining from this water view home.

3 beds 2 baths
PoolA/CWiFiBalcony
$293/night
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On the Rocks - One-of-a-kind setting on the Reversing Falls of Basin Point!

On the Rocks - One-of-a-kind setting on the Reversing Falls of Basin Point!

1 bed 1 bath
PoolA/CWiFiBalcony
$201/night
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Charming 3BR, 1.5BA beachfront cottage with multi-level decks

Charming 3BR, 1.5BA beachfront cottage with multi-level decks

3 beds 1 bath
PoolA/CWiFiBalcony
$204/night
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Ocean View, a 2 BR cottage on Bailey Island

Ocean View, a 2 BR cottage on Bailey Island

2 beds 1 bath
PoolA/CWiFiBalcony
$253/night
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Shady Potts Point Cottage Cooled by Ocean Breezes

Shady Potts Point Cottage Cooled by Ocean Breezes

3 beds 1 bath
PoolA/CWiFiBalcony
$194/night
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Sunset Hideaway on Bailey Island

Sunset Hideaway on Bailey Island

1 bed 1 bath
PoolA/CWiFiBalcony
$189/night
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Rose Cottage Oceanfront with Private Dock

Rose Cottage Oceanfront with Private Dock

3 beds 1 bath
PoolA/CWiFiBalcony
$427/night
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Tidal Cove- Informal Charming Cottage Rebuilt to Passive Cozy

Tidal Cove- Informal Charming Cottage Rebuilt to Passive Cozy

2 beds 2 baths
PoolA/CWiFiBalcony
$244/night
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Henry's HideaWay Harpswell 2 Person Saturday to Saturday

Henry's HideaWay Harpswell 2 Person Saturday to Saturday

1 bed 1 bath
PoolA/CWiFiBalcony
$126/night
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Summer Cottage

Summer Cottage

4 beds 2 baths
PoolA/CWiFiBalcony
$287/night
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Ocean Front House with large wharf and dock

Ocean Front House with large wharf and dock

3 beds 2 baths
PoolA/CWiFiBalcony
$502/night
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THIS IS THE PLACE - Intimate luxury cottage w massive oceanfront steam room

THIS IS THE PLACE - Intimate luxury cottage w massive oceanfront steam room

2 beds 1 bath
PoolA/CWiFiBalcony
$618/night
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PRIVATE OCEANFRONT RETREAT - enjoy the peace and quiet of an historic Maine home

PRIVATE OCEANFRONT RETREAT - enjoy the peace and quiet of an historic Maine home

3 beds 2 baths
PoolA/CWiFiBalcony
$417/night
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Unique Waterfront Experience

Unique Waterfront Experience

4 beds 2 baths
PoolA/CWiFiBalcony
$276/night
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Sand Dollar - Capture stunning sunsets from this beautiful ocean view home

Sand Dollar - Capture stunning sunsets from this beautiful ocean view home

3 beds 2 baths
PoolA/CWiFiBalcony
$342/night
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Windward - Enjoy privacy, comfortable living spaces, and easy water access

Windward - Enjoy privacy, comfortable living spaces, and easy water access

3 beds 2 baths
PoolA/CWiFiBalcony
$326/night
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Charming cottage on Basin Cove just a short drive to the Dolphin Marina

Charming cottage on Basin Cove just a short drive to the Dolphin Marina

2 beds 1 bath
PoolA/CWiFiBalcony
$165/night
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Grace's Place, a Real Maine Cottage

Grace's Place, a Real Maine Cottage

4 beds 1 bath
PoolA/CWiFiBalcony
$221/night
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Thorburn - Experience a classic ME vacation at this beautiful summer cottage

Thorburn - Experience a classic ME vacation at this beautiful summer cottage

3 beds 1 bath
PoolA/CWiFiBalcony
$208/night
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Brand new year-round oceanfront home with beach.

Brand new year-round oceanfront home with beach.

3 beds 2 baths
PoolA/CWiFiBalcony
$1,469/night
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Quaint antique island home

Quaint antique island home

3 beds 2 baths
PoolA/CWiFiBalcony
$226/night
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Water-view retreat with beach access, deck, grill, EV charger & lawn games

Water-view retreat with beach access, deck, grill, EV charger & lawn games

2 beds 2 baths
PoolA/CWiFiBalcony
$179/night
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Beautiful ocean views and spectacular sunsets at this modern beachfront home

Beautiful ocean views and spectacular sunsets at this modern beachfront home

3 beds 1 bath
PoolA/CWiFiBalcony
$264/night
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On Top of the Sea North Harpswell House

On Top of the Sea North Harpswell House

4 beds 3 baths
PoolA/CWiFiBalcony
$386/night
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~Maine Glamping at its Finest~

~Maine Glamping at its Finest~

2 beds
PoolA/CWiFiBalcony
$199/night
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Quaint Retro Ash Cove Cottage

Quaint Retro Ash Cove Cottage

1 bed 1 bath
PoolA/CWiFiBalcony
$151/night
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Morse Shore. This 3BR water view home has beach access to swim and kayak.

Morse Shore. This 3BR water view home has beach access to swim and kayak.

3 beds 2 baths
PoolA/CWiFiBalcony
$321/night
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Oceanfront home with dock, beautiful deck & firepit - steps to the beach

Oceanfront home with dock, beautiful deck & firepit - steps to the beach

3 beds 2 baths
PoolA/CWiFiBalcony
$263/night
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Beautiful house on the Harpswell Peninsula over looking Casco Bay

Beautiful house on the Harpswell Peninsula over looking Casco Bay

7 beds 3 baths
PoolA/CWiFiBalcony
$507/night
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Oceanfront 4 bed, 3 bath colonial beach home, right on Casco Bay!

Oceanfront 4 bed, 3 bath colonial beach home, right on Casco Bay!

4 beds 3 baths
PoolA/CWiFiBalcony
$683/night
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Classic 3 bedroom cape on the stunning coast of Maine, sleeps 8 people

Classic 3 bedroom cape on the stunning coast of Maine, sleeps 8 people

3 beds 2 baths
PoolA/CWiFiBalcony
$251/night
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Showing 48 of 97 properties

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