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Harpswell Vacation Rentals

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83 rentals in Harpswell.
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Sunny Cottage on Private Oceanfront Point, vacation rental in Harpswell
Sunny Cottage on Private Oceanfront Point, vacation rental in Harpswell
Sunny Cottage on Private Oceanfront Point, vacation rental in Harpswell

Sunny Cottage on Private Oceanfront Point

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Spectacular waterfront home with panoramic views on 4 private acres !, vacation rental in Harpswell
Spectacular waterfront home with panoramic views on 4 private acres !, vacation rental in Harpswell
Spectacular waterfront home with panoramic views on 4 private acres !, vacation rental in Harpswell

Spectacular waterfront home with panoramic views on 4 private acres !

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 3
Match: Sleeps
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Spectacular 8 Acre Oceanfront Property with Beautiful Sunsets, vacation rental in Harpswell
Spectacular 8 Acre Oceanfront Property with Beautiful Sunsets, vacation rental in Harpswell
Spectacular 8 Acre Oceanfront Property with Beautiful Sunsets, vacation rental in Harpswell

Spectacular 8 Acre Oceanfront Property with Beautiful Sunsets

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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700' OCEANFRONT RETREAT, 8 KAYAKS, SAILBOAT, 2 PADDLE BOARDS, FIRE PIT, PRIVATE

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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'Camp Card Cove' the Way Life Should Be, vacation rental in Harpswell
'Camp Card Cove' the Way Life Should Be, vacation rental in Harpswell
'Camp Card Cove' the Way Life Should Be, vacation rental in Harpswell

'Camp Card Cove' the Way Life Should Be

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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1 room luxury ocean front studio cottage, vacation rental in Harpswell
1 room luxury ocean front studio cottage, vacation rental in Harpswell
1 room luxury ocean front studio cottage, vacation rental in Harpswell

1 room luxury ocean front studio cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Quaint antique island home, vacation rental in Harpswell
Quaint antique island home, vacation rental in Harpswell
Quaint antique island home, vacation rental in Harpswell

Quaint antique island home

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
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Ocean  Front  House with large wharf and dock, vacation rental in Harpswell
Ocean  Front  House with large wharf and dock, vacation rental in Harpswell
Ocean  Front  House with large wharf and dock, vacation rental in Harpswell

Ocean Front House with large wharf and dock

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 3
Match: Sleeps
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180 Degree Oceanfront Paradise, Deep Water Dock, Mooring, Private, Close to town, vacation rental in Harpswell
180 Degree Oceanfront Paradise, Deep Water Dock, Mooring, Private, Close to town, vacation rental in Harpswell
180 Degree Oceanfront Paradise, Deep Water Dock, Mooring, Private, Close to town, vacation rental in Harpswell

180 Degree Oceanfront Paradise, Deep Water Dock, Mooring, Private, Close to town

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Maine Oceanfront Home, vacation rental in Harpswell
Maine Oceanfront Home, vacation rental in Harpswell
Maine Oceanfront Home, vacation rental in Harpswell

Maine Oceanfront Home

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
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Watch The Sun Set, The Tide Change On A Beautiful And Peaceful Salt Water Inlet, vacation rental in Harpswell
Watch The Sun Set, The Tide Change On A Beautiful And Peaceful Salt Water Inlet, vacation rental in Harpswell
Watch The Sun Set, The Tide Change On A Beautiful And Peaceful Salt Water Inlet, vacation rental in Harpswell

Watch The Sun Set, The Tide Change On A Beautiful And Peaceful Salt Water Inlet

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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OFF-SEASON SPECIAL 25% OFF A Spectacular View For Your Peaceful, Private Retreat, vacation rental in Harpswell
OFF-SEASON SPECIAL 25% OFF A Spectacular View For Your Peaceful, Private Retreat, vacation rental in Harpswell
OFF-SEASON SPECIAL 25% OFF A Spectacular View For Your Peaceful, Private Retreat, vacation rental in Harpswell

OFF-SEASON SPECIAL 25% OFF A Spectacular View For Your Peaceful, Private Retreat

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Charming summer cottage with all the comforts of home. Fabulous covered porch ov, vacation rental in Harpswell
Charming summer cottage with all the comforts of home. Fabulous covered porch ov, vacation rental in Harpswell
Charming summer cottage with all the comforts of home. Fabulous covered porch ov, vacation rental in Harpswell

Charming summer cottage with all the comforts of home. Fabulous covered porch ov

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spectacular Views, Peaceful & Private, vacation rental in Harpswell
Spectacular Views, Peaceful & Private, vacation rental in Harpswell
Spectacular Views, Peaceful & Private, vacation rental in Harpswell

Spectacular Views, Peaceful & Private

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Shady Potts Point Cottage Cooled by Ocean Breezes, vacation rental in Harpswell
Shady Potts Point Cottage Cooled by Ocean Breezes, vacation rental in Harpswell
Shady Potts Point Cottage Cooled by Ocean Breezes, vacation rental in Harpswell

Shady Potts Point Cottage Cooled by Ocean Breezes

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Getaway weekends are available for this FALL along with HOLIDAYS, vacation rental in Harpswell
Getaway weekends are available for this FALL along with HOLIDAYS, vacation rental in Harpswell
Getaway weekends are available for this FALL along with HOLIDAYS, vacation rental in Harpswell

Getaway weekends are available for this FALL along with HOLIDAYS

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Private Estate Located On 5-Acre Peninsula With Dock And Mooring, vacation rental in Harpswell
Waterfront Private Estate Located On 5-Acre Peninsula With Dock And Mooring, vacation rental in Harpswell
Waterfront Private Estate Located On 5-Acre Peninsula With Dock And Mooring, vacation rental in Harpswell

Waterfront Private Estate Located On 5-Acre Peninsula With Dock And Mooring

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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Charming ocean front cottage in Harpswell, vacation rental in Harpswell
Charming ocean front cottage in Harpswell, vacation rental in Harpswell
Charming ocean front cottage in Harpswell, vacation rental in Harpswell

Charming ocean front cottage in Harpswell

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Unique Waterfront Experience, vacation rental in Harpswell
Unique Waterfront Experience, vacation rental in Harpswell
Unique Waterfront Experience, vacation rental in Harpswell

Unique Waterfront Experience

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Cottage near Bath Maine, vacation rental in Harpswell
Waterfront Cottage near Bath Maine, vacation rental in Harpswell
Waterfront Cottage near Bath Maine, vacation rental in Harpswell

Waterfront Cottage near Bath Maine

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 4
Match: Sleeps
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Spectacular Oceanfront Estate with Beautiful Sunsets on 8 acres, vacation rental in Harpswell
Spectacular Oceanfront Estate with Beautiful Sunsets on 8 acres, vacation rental in Harpswell
Spectacular Oceanfront Estate with Beautiful Sunsets on 8 acres, vacation rental in Harpswell

Spectacular Oceanfront Estate with Beautiful Sunsets on 8 acres

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Spectacular 270 Degree View of Bustling Ocean Front, vacation rental in Harpswell
Spectacular 270 Degree View of Bustling Ocean Front, vacation rental in Harpswell
Spectacular 270 Degree View of Bustling Ocean Front, vacation rental in Harpswell

Spectacular 270 Degree View of Bustling Ocean Front

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Camp Forever, vacation rental in Harpswell
Camp Forever, vacation rental in Harpswell
Camp Forever, vacation rental in Harpswell

Camp Forever

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Relax, renew. oceanfront panoramic views, explore the backyard tidal pools., vacation rental in Harpswell
Relax, renew. oceanfront panoramic views, explore the backyard tidal pools., vacation rental in Harpswell
Relax, renew. oceanfront panoramic views, explore the backyard tidal pools., vacation rental in Harpswell

Relax, renew. oceanfront panoramic views, explore the backyard tidal pools.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Waterfront home w/ gorgeous views, river access, firepit & large backyard!, vacation rental in Harpswell
Waterfront home w/ gorgeous views, river access, firepit & large backyard!, vacation rental in Harpswell
Waterfront home w/ gorgeous views, river access, firepit & large backyard!, vacation rental in Harpswell

Waterfront home w/ gorgeous views, river access, firepit & large backyard!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Sea Forever! Waterfront getaway. Fall dates & Bowdoin Parent’s weekend available, vacation rental in Harpswell
Sea Forever! Waterfront getaway. Fall dates & Bowdoin Parent’s weekend available, vacation rental in Harpswell
Sea Forever! Waterfront getaway. Fall dates & Bowdoin Parent’s weekend available, vacation rental in Harpswell

Sea Forever! Waterfront getaway. Fall dates & Bowdoin Parent’s weekend available

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Amazing Oceanfront Private Cottage Deep H2O Dock, vacation rental in Harpswell
Amazing Oceanfront Private Cottage Deep H2O Dock, vacation rental in Harpswell
Amazing Oceanfront Private Cottage Deep H2O Dock, vacation rental in Harpswell

Amazing Oceanfront Private Cottage Deep H2O Dock

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
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Ocean Front Cottage, Harpswell, ME, vacation rental in Harpswell
Ocean Front Cottage, Harpswell, ME, vacation rental in Harpswell
Ocean Front Cottage, Harpswell, ME, vacation rental in Harpswell

Ocean Front Cottage, Harpswell, ME

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy Efficiency with Beautiful Ocean Views, vacation rental in Harpswell
Cozy Efficiency with Beautiful Ocean Views, vacation rental in Harpswell
Cozy Efficiency with Beautiful Ocean Views, vacation rental in Harpswell

Cozy Efficiency with Beautiful Ocean Views

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private Shoreline Getaway, Summer availability and Fall 3day weekend getaways, vacation rental in Harpswell
Private Shoreline Getaway, Summer availability and Fall 3day weekend getaways, vacation rental in Harpswell
Private Shoreline Getaway, Summer availability and Fall 3day weekend getaways, vacation rental in Harpswell

Private Shoreline Getaway, Summer availability and Fall 3day weekend getaways

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private Ocean Front property with bathing cove and deep water swimming, vacation rental in Harpswell
Private Ocean Front property with bathing cove and deep water swimming, vacation rental in Harpswell
Private Ocean Front property with bathing cove and deep water swimming, vacation rental in Harpswell

Private Ocean Front property with bathing cove and deep water swimming

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Summer weeks available, access to beach for swimming & kayaking, vacation rental in Harpswell
Summer weeks available, access to beach for swimming & kayaking, vacation rental in Harpswell
Summer weeks available, access to beach for swimming & kayaking, vacation rental in Harpswell

Summer weeks available, access to beach for swimming & kayaking

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Amazing riverfront family home w/private deck/free WiFi/water views/private dock, vacation rental in Harpswell
Amazing riverfront family home w/private deck/free WiFi/water views/private dock, vacation rental in Harpswell
Amazing riverfront family home w/private deck/free WiFi/water views/private dock, vacation rental in Harpswell

Amazing riverfront family home w/private deck/free WiFi/water views/private dock

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Waterfront home on scenic cove., vacation rental in Harpswell
Waterfront home on scenic cove., vacation rental in Harpswell
Waterfront home on scenic cove., vacation rental in Harpswell

Waterfront home on scenic cove.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Beautiful waterfront home, multiple decks, expansive views, private dock, large, vacation rental in Harpswell
Beautiful waterfront home, multiple decks, expansive views, private dock, large, vacation rental in Harpswell
Beautiful waterfront home, multiple decks, expansive views, private dock, large, vacation rental in Harpswell

Beautiful waterfront home, multiple decks, expansive views, private dock, large

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Beautiful house on the Harpswell Peninsula over looking Casco Bay, vacation rental in Harpswell
Beautiful house on the Harpswell Peninsula over looking Casco Bay, vacation rental in Harpswell
Beautiful house on the Harpswell Peninsula over looking Casco Bay, vacation rental in Harpswell

Beautiful house on the Harpswell Peninsula over looking Casco Bay

Holiday Rental House
8 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Spacious single-story cottage with ocean views, large screen porch, and a quiet, vacation rental in Harpswell
Spacious single-story cottage with ocean views, large screen porch, and a quiet, vacation rental in Harpswell
Spacious single-story cottage with ocean views, large screen porch, and a quiet, vacation rental in Harpswell

Spacious single-story cottage with ocean views, large screen porch, and a quiet

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Harpswell, Maine, Seascape, Honeymoon Retreat, Writer's Paradise, On the Water, vacation rental in Harpswell
Harpswell, Maine, Seascape, Honeymoon Retreat, Writer's Paradise, On the Water, vacation rental in Harpswell
Harpswell, Maine, Seascape, Honeymoon Retreat, Writer's Paradise, On the Water, vacation rental in Harpswell

Harpswell, Maine, Seascape, Honeymoon Retreat, Writer's Paradise, On the Water

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Oceanfront Property, vacation rental in Harpswell
Oceanfront Property, vacation rental in Harpswell
Oceanfront Property, vacation rental in Harpswell

Oceanfront Property

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Charming Oceanfront Cottage with Spectacular Sunset Views, vacation rental in Harpswell
Charming Oceanfront Cottage with Spectacular Sunset Views, vacation rental in Harpswell
Charming Oceanfront Cottage with Spectacular Sunset Views, vacation rental in Harpswell

Charming Oceanfront Cottage with Spectacular Sunset Views

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming bayview cottage with wood stove, deck, garden, 200 feet from the water!, vacation rental in Harpswell
Charming bayview cottage with wood stove, deck, garden, 200 feet from the water!, vacation rental in Harpswell
Charming bayview cottage with wood stove, deck, garden, 200 feet from the water!, vacation rental in Harpswell

Charming bayview cottage with wood stove, deck, garden, 200 feet from the water!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming Maine cottage overlooking the working waterfront., vacation rental in Harpswell
Charming Maine cottage overlooking the working waterfront., vacation rental in Harpswell
Charming Maine cottage overlooking the working waterfront., vacation rental in Harpswell

Charming Maine cottage overlooking the working waterfront.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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~Maine Glamping at its Finest~, vacation rental in Harpswell
~Maine Glamping at its Finest~, vacation rental in Harpswell
~Maine Glamping at its Finest~, vacation rental in Harpswell

~Maine Glamping at its Finest~

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 2
Match: Sleeps
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It's All About The Panoramic View!, vacation rental in Harpswell
It's All About The Panoramic View!, vacation rental in Harpswell
It's All About The Panoramic View!, vacation rental in Harpswell

It's All About The Panoramic View!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Family Friendly, On The Ocean, Close To Outlets, Fresh Seafood, & So Much More !, vacation rental in Harpswell
Family Friendly, On The Ocean, Close To Outlets, Fresh Seafood, & So Much More !, vacation rental in Harpswell
Family Friendly, On The Ocean, Close To Outlets, Fresh Seafood, & So Much More !, vacation rental in Harpswell

Family Friendly, On The Ocean, Close To Outlets, Fresh Seafood, & So Much More !

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront apartment, vacation rental in Harpswell
Waterfront apartment, vacation rental in Harpswell
Waterfront apartment, vacation rental in Harpswell

Waterfront apartment

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Orr's Island Home with Rooftop Deck and Stunning Ocean Views, vacation rental in Harpswell
Beautiful Orr's Island Home with Rooftop Deck and Stunning Ocean Views, vacation rental in Harpswell
Beautiful Orr's Island Home with Rooftop Deck and Stunning Ocean Views, vacation rental in Harpswell

Beautiful Orr's Island Home with Rooftop Deck and Stunning Ocean Views

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Classic cottage and cabin on beautiful 8 acres with sunset water views, vacation rental in Harpswell
Classic cottage and cabin on beautiful 8 acres with sunset water views, vacation rental in Harpswell
Classic cottage and cabin on beautiful 8 acres with sunset water views, vacation rental in Harpswell

Classic cottage and cabin on beautiful 8 acres with sunset water views

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Tentrr Signature Site - Widgeon Cove, vacation rental in Harpswell
Tentrr Signature Site - Widgeon Cove, vacation rental in Harpswell
Tentrr Signature Site - Widgeon Cove, vacation rental in Harpswell

Tentrr Signature Site - Widgeon Cove

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Sunsets over Quahog Bay  - rustic setting, peace and quiet, vacation rental in Harpswell
Sunsets over Quahog Bay  - rustic setting, peace and quiet, vacation rental in Harpswell
Sunsets over Quahog Bay  - rustic setting, peace and quiet, vacation rental in Harpswell

Sunsets over Quahog Bay - rustic setting, peace and quiet

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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