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Walpole Holiday Rentals

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50 rentals in Walpole.
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Cozy Cottage with Freshwater Frontage & Saltwater View, holiday rental in Walpole

Cozy Cottage with Freshwater Frontage & Saltwater View

2 bedrooms
1 bathroom
Sleeps 4
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Westport Island Cabin on the river with private dock. Drive, boat or fly in., holiday rental in Walpole

Westport Island Cabin on the river with private dock. Drive, boat or fly in.

2 bedrooms
2 bathrooms
Sleeps 4
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Cozy Waterfront Cottage in Mid-coast Maine, holiday rental in Walpole

Cozy Waterfront Cottage in Mid-coast Maine

1 bedroom
1 bathroom
Sleeps 2
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Classic Waterfront Cottage with Private Cove and Gardens - Boothbay Harbor, holiday rental in Walpole

Classic Waterfront Cottage with Private Cove and Gardens - Boothbay Harbor

3 bedrooms
2 bathrooms
Sleeps 6
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Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You, holiday rental in Walpole

Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You

2 bedrooms
1 bathroom
Sleeps 5
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Beautiful Antique Waterfront Property On Round Pond Harbor - Sleeps 7, holiday rental in Walpole

Beautiful Antique Waterfront Property On Round Pond Harbor - Sleeps 7

2 bedrooms
2 bathrooms
Sleeps 7
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Stunning Property, Ocean Views, Beautifully Decorated, Fireplace, Chef's Kitchen, holiday rental in Walpole

Stunning Property, Ocean Views, Beautifully Decorated, Fireplace, Chef's Kitchen

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Authentic Log Cabin on Damariscotta River W/ Dock and Moorings, holiday rental in Walpole

Authentic Log Cabin on Damariscotta River W/ Dock and Moorings

2 bedrooms
1 bathroom
Sleeps 4
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Bright, family friendly, newly built, modern and in the perfect location!, holiday rental in Walpole

Bright, family friendly, newly built, modern and in the perfect location!

3 bedrooms
3 bathrooms
Sleeps 6
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The Barn at Round Pond, holiday rental in Walpole

The Barn at Round Pond

1 bedroom
1 bathroom
Sleeps 2
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Secluded Lakefront Cottage on 5 acres. Very private, family friendly., holiday rental in Walpole

Secluded Lakefront Cottage on 5 acres. Very private, family friendly.

3 bedrooms
2 bathrooms
Sleeps 6
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Your Windows To The Ocean, Lobstering Village, And Private Floating Dock!, holiday rental in Walpole

Your Windows To The Ocean, Lobstering Village, And Private Floating Dock!

2 bedrooms
1 bathroom
Sleeps 6
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Motel room ' like' without the motel noise., holiday rental in Walpole

Motel room ' like' without the motel noise.

1 bedroom
1 bathroom
Sleeps 2
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Best View of Scenic Sheepscot River & Quaint Wiscasset Village, holiday rental in Walpole

Best View of Scenic Sheepscot River & Quaint Wiscasset Village

2 bedrooms
2 bathrooms
Sleeps 4
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The Rangley at Sheepscot Harbour, Gateway to Boothbay Harbor, holiday rental in Walpole

The Rangley at Sheepscot Harbour, Gateway to Boothbay Harbor

1 bedroom
1 bathroom
Sleeps 4
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The Gallery Apartment in Damariscotta, Maine for stays of 3 or more nights, holiday rental in Walpole

The Gallery Apartment in Damariscotta, Maine for stays of 3 or more nights

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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26 Acre Saltwater Farm With Swimming Pool And Dock, holiday rental in Walpole

26 Acre Saltwater Farm With Swimming Pool And Dock

4 bedrooms
3 bathrooms
Sleeps 8
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Seaworthy- A Perfect Maine Coast Location, holiday rental in Walpole

Seaworthy- A Perfect Maine Coast Location

3 bedrooms
2 bathrooms
Sleeps 6
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Coastal Home on Muscongus Bay, holiday rental in Walpole

Coastal Home on Muscongus Bay

3 bedrooms
3 bathrooms
Sleeps 10
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Spend the Coming Summer in a Private Home in Round Pond, Maine, holiday rental in Walpole

Spend the Coming Summer in a Private Home in Round Pond, Maine

2 bedrooms
2 bathrooms
Sleeps 4
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Contemporary Cottage With Spectacular Ocean Views And Access, holiday rental in Walpole

Contemporary Cottage With Spectacular Ocean Views And Access

2 bedrooms
2 bathrooms
Sleeps 5
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Charming Woodsy Cottage - Ocean View with Monhegan Island, holiday rental in Walpole

Charming Woodsy Cottage - Ocean View with Monhegan Island

3 bedrooms
1 bathroom
Sleeps 5
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Maine Coast House with Spectacular Ocean Views and Sandy Beach for Swimming, holiday rental in Walpole

Maine Coast House with Spectacular Ocean Views and Sandy Beach for Swimming

3 bedrooms
2 bathrooms
Sleeps 6
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Shearwater a uniquely charming Maine cottage near the rocky coast, holiday rental in Walpole

Shearwater a uniquely charming Maine cottage near the rocky coast

4 bedrooms
4 bathrooms
Sleeps 8
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Lovely Shipbuilder Victorian home peaceful w/ view of Damariscotta River, holiday rental in Walpole

Lovely Shipbuilder Victorian home peaceful w/ view of Damariscotta River

4 bedrooms
3 bathrooms
Sleeps 6
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Quiet and dog-friendly studio, walking distance to the harbor!, holiday rental in Walpole

Quiet and dog-friendly studio, walking distance to the harbor!

0 bedrooms
1 bathroom
Sleeps 4
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Large, Private Family Home Recently Renovated, holiday rental in Walpole

Large, Private Family Home Recently Renovated

3 bedrooms
2 bathrooms
Sleeps 6
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Mossy Glen Lodge  'Log Cabin' with a brook and hammock, holiday rental in Walpole

Mossy Glen Lodge 'Log Cabin' with a brook and hammock

3 bedrooms
1 bathroom
Sleeps 6
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Dog-friendly riverfront home w/ private dock & gas grill!, holiday rental in Walpole

Dog-friendly riverfront home w/ private dock & gas grill!

3 bedrooms
2 bathrooms
Sleeps 6
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Finch Cottage, holiday rental in Walpole

Finch Cottage

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Your Maine Dream Vacation Awaits, holiday rental in Walpole

Your Maine Dream Vacation Awaits

2 bedrooms
2 bathrooms
Sleeps 6
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Maine Bed & Boat, MAZU, holiday rental in Walpole

Maine Bed & Boat, MAZU

2 bedrooms
2 bathrooms
Sleeps 5
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South Bristol Boathouse, holiday rental in Walpole

South Bristol Boathouse

2 bedrooms
2 bathrooms
Sleeps 4
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Walk to coffee shops/restaurants and much more!, holiday rental in Walpole

Walk to coffee shops/restaurants and much more!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Maine Bed & Boat, NEBI, holiday rental in Walpole

Maine Bed & Boat, NEBI

2 bedrooms
2 bathrooms
Sleeps 4
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Lakefront cottage w/dock & island in Biscay Pond, screened porch, holiday rental in Walpole

Lakefront cottage w/dock & island in Biscay Pond, screened porch

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Open Floor-plan Home near Harbor, Beach and Lighthouse, holiday rental in Walpole

Open Floor-plan Home near Harbor, Beach and Lighthouse

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Former B&B - now the whole home is available as a weekly rental, holiday rental in Walpole

Former B&B - now the whole home is available as a weekly rental

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Nebi, the floating cottage on the Damariscotta River, holiday rental in Walpole

Nebi, the floating cottage on the Damariscotta River

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful Boothbay Vacation home, holiday rental in Walpole

Beautiful Boothbay Vacation home

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Immaculate And Very Private Boothbay Region Waterfront Home, holiday rental in Walpole

Immaculate And Very Private Boothbay Region Waterfront Home

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lobster Haven, holiday rental in Walpole

Lobster Haven

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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OceanView BonnieView, holiday rental in Walpole

OceanView BonnieView

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Damariscotta waterfront home, holiday rental in Walpole

Damariscotta waterfront home

4 bedrooms
2 bathrooms
Sleeps 7
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5 Bedroom Riverfront Antique Home, holiday rental in Walpole

5 Bedroom Riverfront Antique Home

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Sea breeze and summer flowers out on the deck, holiday rental in Walpole

Sea breeze and summer flowers out on the deck

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Private Family compound in the Mid-Coast Region! Secluded and gracious, yet cent, holiday rental in Walpole

Private Family compound in the Mid-Coast Region! Secluded and gracious, yet cent

7 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps
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Charming Cottage just a short walk to Pemaquid Beach!, holiday rental in Walpole

Charming Cottage just a short walk to Pemaquid Beach!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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NEW! Riverfront Coastal Escape w/ Deep Water Dock!, holiday rental in Walpole

NEW! Riverfront Coastal Escape w/ Deep Water Dock!

6 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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NEW! Spacious Bristol House w/ Deck & Harbor Views, holiday rental in Walpole

NEW! Spacious Bristol House w/ Deck & Harbor Views

5 bedrooms
5 bathrooms
Sleeps 10
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