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Harpswell Vacation Rentals

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Bedrooms

Bathrooms

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5 km
91 rentals in Harpswell.
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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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
7 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Private Shoreline Getaway, Summer availability & 3day weekends, Pets welcome, vacation rental in Harpswell
Private Shoreline Getaway, Summer availability & 3day weekends, Pets welcome, vacation rental in Harpswell
Private Shoreline Getaway, Summer availability & 3day weekends, Pets welcome, vacation rental in Harpswell

Private Shoreline Getaway, Summer availability & 3day weekends, Pets welcome

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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NEW RENTAL Waterfront rental, kayaking, swimming, birds, boating, pets allowed., vacation rental in Harpswell
NEW RENTAL Waterfront rental, kayaking, swimming, birds, boating, pets allowed., vacation rental in Harpswell
NEW RENTAL Waterfront rental, kayaking, swimming, birds, boating, pets allowed., vacation rental in Harpswell

NEW RENTAL Waterfront rental, kayaking, swimming, birds, boating, pets allowed.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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On Top of the Sea North Harpswell House, vacation rental in Harpswell
On Top of the Sea North Harpswell House, vacation rental in Harpswell
On Top of the Sea North Harpswell House, vacation rental in Harpswell

On Top of the Sea North Harpswell House

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Centerview cottage, vacation rental in Harpswell
Centerview cottage, vacation rental in Harpswell
Centerview cottage, vacation rental in Harpswell

Centerview cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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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Dog-friendly home with high-speed WiFi, washer/dryer, & private dock, vacation rental in Harpswell
Dog-friendly home with high-speed WiFi, washer/dryer, & private dock, vacation rental in Harpswell
Dog-friendly home with high-speed WiFi, washer/dryer, & private dock, vacation rental in Harpswell

Dog-friendly home with high-speed WiFi, washer/dryer, & private dock

Holiday Rental House
2 bedrooms
2 bathrooms
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
2 bathrooms
Sleeps 6
Match: Sleeps
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Sea Forever! Waterfront getaway, pets allowed, 15 mins from Bowdoin & Brunswick, vacation rental in Harpswell
Sea Forever! Waterfront getaway, pets allowed, 15 mins from Bowdoin & Brunswick, vacation rental in Harpswell
Sea Forever! Waterfront getaway, pets allowed, 15 mins from Bowdoin & Brunswick, vacation rental in Harpswell

Sea Forever! Waterfront getaway, pets allowed, 15 mins from Bowdoin & Brunswick

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront with dock and float, kayaking, fishing, boating, swimming pet welcome, vacation rental in Harpswell
Waterfront with dock and float, kayaking, fishing, boating, swimming pet welcome, vacation rental in Harpswell
Waterfront with dock and float, kayaking, fishing, boating, swimming pet welcome, vacation rental in Harpswell

Waterfront with dock and float, kayaking, fishing, boating, swimming pet welcome

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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WATERFRONT, NEW Multiple summer weeks available privacy, serenity , pets allowed, vacation rental in Harpswell
WATERFRONT, NEW Multiple summer weeks available privacy, serenity , pets allowed, vacation rental in Harpswell
WATERFRONT, NEW Multiple summer weeks available privacy, serenity , pets allowed, vacation rental in Harpswell

WATERFRONT, NEW Multiple summer weeks available privacy, serenity , pets allowed

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Commanding Oceanfront Views  -  Brand-New Listing  - 1st Year Discounts!, vacation rental in Harpswell
Commanding Oceanfront Views  -  Brand-New Listing  - 1st Year Discounts!, vacation rental in Harpswell
Commanding Oceanfront Views  -  Brand-New Listing  - 1st Year Discounts!, vacation rental in Harpswell

Commanding Oceanfront Views - Brand-New Listing - 1st Year Discounts!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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
2 bathrooms
Sleeps 5
Match: Sleeps
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Large beautiful ocean front studio with private dock, vacation rental in Harpswell
Large beautiful ocean front studio with private dock, vacation rental in Harpswell
Large beautiful ocean front studio with private dock, vacation rental in Harpswell

Large beautiful ocean front studio with private dock

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Lofty cottage, vacation rental in Harpswell
Lofty cottage, vacation rental in Harpswell
Lofty cottage, vacation rental in Harpswell

Lofty cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
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
2 bathrooms
Sleeps 5
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
5 bathrooms
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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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
1 bathroom
Sleeps 4
Match: Sleeps
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Quintessential oceanfront Maine cottage on the shore of picturesque Cundy`s, vacation rental in Harpswell
Quintessential oceanfront Maine cottage on the shore of picturesque Cundy`s, vacation rental in Harpswell
Quintessential oceanfront Maine cottage on the shore of picturesque Cundy`s, vacation rental in Harpswell

Quintessential oceanfront Maine cottage on the shore of picturesque Cundy`s

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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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Cozy cottage, vacation rental in Harpswell
Cozy cottage, vacation rental in Harpswell
Cozy cottage, vacation rental in Harpswell

Cozy cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Waterfront Bungalow on Casco Bay, vacation rental in Harpswell
Charming Waterfront Bungalow on Casco Bay, vacation rental in Harpswell
Charming Waterfront Bungalow on Casco Bay, vacation rental in Harpswell

Charming Waterfront Bungalow on Casco Bay

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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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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Cozy Waterfront Cottage in Harpswell, Maine, vacation rental in Harpswell
Cozy Waterfront Cottage in Harpswell, Maine, vacation rental in Harpswell
Cozy Waterfront Cottage in Harpswell, Maine, vacation rental in Harpswell

Cozy Waterfront Cottage in Harpswell, Maine

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Camp Forever cottage, vacation rental in Harpswell
Camp Forever cottage, vacation rental in Harpswell
Camp Forever cottage, vacation rental in Harpswell

Camp Forever cottage

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Centerview, deep water, tie up your boat to the dock, fish, swim or just relax, vacation rental in Harpswell
Centerview, deep water, tie up your boat to the dock, fish, swim or just relax, vacation rental in Harpswell
Centerview, deep water, tie up your boat to the dock, fish, swim or just relax, vacation rental in Harpswell

Centerview, deep water, tie up your boat to the dock, fish, swim or just relax

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Oceanfront cottage with dock and float on beautiful Quahog Bay, vacation rental in Harpswell
Oceanfront cottage with dock and float on beautiful Quahog Bay, vacation rental in Harpswell
Oceanfront cottage with dock and float on beautiful Quahog Bay, vacation rental in Harpswell

Oceanfront cottage with dock and float on beautiful Quahog Bay

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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"Old Town Cabin" Super cozy, 2 BR,  ocean views, quiet location!, vacation rental in Harpswell
"Old Town Cabin" Super cozy, 2 BR,  ocean views, quiet location!, vacation rental in Harpswell
"Old Town Cabin" Super cozy, 2 BR,  ocean views, quiet location!, vacation rental in Harpswell

"Old Town Cabin" Super cozy, 2 BR, ocean views, quiet location!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Cozy waterfront rental, kayak, swimming, fishing, nature all around pets allowed, vacation rental in Harpswell
Cozy waterfront rental, kayak, swimming, fishing, nature all around pets allowed, vacation rental in Harpswell
Cozy waterfront rental, kayak, swimming, fishing, nature all around pets allowed, vacation rental in Harpswell

Cozy waterfront rental, kayak, swimming, fishing, nature all around pets allowed

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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ON the Water in Harpswell Maine, vacation rental in Harpswell
ON the Water in Harpswell Maine, vacation rental in Harpswell
ON the Water in Harpswell Maine, vacation rental in Harpswell

ON the Water in Harpswell Maine

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
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Stylish, modern one-bedroom with ocean views, vacation rental in Harpswell
Stylish, modern one-bedroom with ocean views, vacation rental in Harpswell
Stylish, modern one-bedroom with ocean views, vacation rental in Harpswell

Stylish, modern one-bedroom with ocean views

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Delightful seaside cottage, vacation rental in Harpswell
Delightful seaside cottage, vacation rental in Harpswell
Delightful seaside cottage, vacation rental in Harpswell

Delightful seaside cottage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy oceanfront cottage on Orr's Island, vacation rental in Harpswell
Cozy oceanfront cottage on Orr's Island, vacation rental in Harpswell
Cozy oceanfront cottage on Orr's Island, vacation rental in Harpswell

Cozy oceanfront cottage on Orr's Island

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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
1 bathroom
Sleeps 2
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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Dockside Cottage ~ A Quiet Coastal Waterfront Setting With Breathtaking Sunsets, vacation rental in Harpswell
Dockside Cottage ~ A Quiet Coastal Waterfront Setting With Breathtaking Sunsets, vacation rental in Harpswell
Dockside Cottage ~ A Quiet Coastal Waterfront Setting With Breathtaking Sunsets, vacation rental in Harpswell

Dockside Cottage ~ A Quiet Coastal Waterfront Setting With Breathtaking Sunsets

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy Waterfront Home, vacation rental in Harpswell
Cozy Waterfront Home, vacation rental in Harpswell
Cozy Waterfront Home, vacation rental in Harpswell

Cozy Waterfront Home

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Lovely 3BR home perched above the gentle shore of Beal's Cove, vacation rental in Harpswell
Lovely 3BR home perched above the gentle shore of Beal's Cove, vacation rental in Harpswell
Lovely 3BR home perched above the gentle shore of Beal's Cove, vacation rental in Harpswell

Lovely 3BR home perched above the gentle shore of Beal's Cove

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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 4
Match: Sleeps
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New Modern Cottage with Ocean Views & Wildlife, vacation rental in Harpswell
New Modern Cottage with Ocean Views & Wildlife, vacation rental in Harpswell
New Modern Cottage with Ocean Views & Wildlife, vacation rental in Harpswell

New Modern Cottage with Ocean Views & Wildlife

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Luxury Waterfront Tiny House, vacation rental in Harpswell
Luxury Waterfront Tiny House, vacation rental in Harpswell
Luxury Waterfront Tiny House, vacation rental in Harpswell

Luxury Waterfront Tiny House

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Charming Bayview Cottage with Wood Stove, Deck, Garden - 200' from the Water, vacation rental in Harpswell
Charming Bayview Cottage with Wood Stove, Deck, Garden - 200' from the Water, vacation rental in Harpswell
Charming Bayview Cottage with Wood Stove, Deck, Garden - 200' from the Water, vacation rental in Harpswell

Charming Bayview Cottage with Wood Stove, Deck, Garden - 200' from the Water

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Private cottage in Cundy's Harbor, walk to ocean - discount for month-long stays, vacation rental in Harpswell
Private cottage in Cundy's Harbor, walk to ocean - discount for month-long stays, vacation rental in Harpswell
Private cottage in Cundy's Harbor, walk to ocean - discount for month-long stays, vacation rental in Harpswell

Private cottage in Cundy's Harbor, walk to ocean - discount for month-long stays

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Classic Maine House, wrap around deck,  water activity a walk away., vacation rental in Harpswell
Classic Maine House, wrap around deck,  water activity a walk away., vacation rental in Harpswell
Classic Maine House, wrap around deck,  water activity a walk away., vacation rental in Harpswell

Classic Maine House, wrap around deck, water activity a walk away.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
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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Waterfront log cabin nestled in the woods providing unparalleled privacy, vacation rental in Harpswell
Waterfront log cabin nestled in the woods providing unparalleled privacy, vacation rental in Harpswell
Waterfront log cabin nestled in the woods providing unparalleled privacy, vacation rental in Harpswell

Waterfront log cabin nestled in the woods providing unparalleled privacy

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Charming summer cottage with all the comforts of home. Fabulous covered porch, vacation rental in Harpswell
Charming summer cottage with all the comforts of home. Fabulous covered porch, vacation rental in Harpswell
Charming summer cottage with all the comforts of home. Fabulous covered porch, vacation rental in Harpswell

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-50 of 91
Frequently Asked Questions about Harpswell