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Holiday Homes in Wiscasset

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51 rentals in Wiscasset.
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Westport Island Cabin on the river with private dock. Drive, boat or fly in., holiday rental in Wiscasset

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

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Boathouse cottage on water's edge, stunning view and your own pier, holiday rental in Wiscasset

Boathouse cottage on water's edge, stunning view and your own pier

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Bright, family friendly, newly built, modern and in the perfect location!, holiday rental in Wiscasset

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

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Motel room ' like' without the motel noise., holiday rental in Wiscasset

Motel room ' like' without the motel noise.

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Dog-friendly riverfront home w/ private dock & gas grill!, holiday rental in Wiscasset

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

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous Waterfront Home on Westport Island with 2 Sunrooms, holiday rental in Wiscasset

Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Riverfront Coastal Escape w/ Deep Water Dock!, holiday rental in Wiscasset

NEW! Riverfront Coastal Escape w/ Deep Water Dock!

6 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Maine Village Properties, holiday rental in Wiscasset

Maine Village Properties

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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National Historic Landmark Home in Wiscasset Village w/ Complimentary Tour, holiday rental in Wiscasset

National Historic Landmark Home in Wiscasset Village w/ Complimentary Tour

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Sea breeze and summer flowers out on the deck, holiday rental in Wiscasset

Sea breeze and summer flowers out on the deck

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy Waterfront Cottage in Mid-coast Maine, holiday rental in Wiscasset

Cozy Waterfront Cottage in Mid-coast Maine

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Chandler, Desirable Cottage On The Banks Of Sheepscot Harbour, holiday rental in Wiscasset

The Chandler, Desirable Cottage On The Banks Of Sheepscot Harbour

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Best View of Scenic Sheepscot River & Quaint Wiscasset Village, holiday rental in Wiscasset

Best View of Scenic Sheepscot River & Quaint Wiscasset Village

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cozy Cottage with Freshwater Frontage & Saltwater View, holiday rental in Wiscasset

Cozy Cottage with Freshwater Frontage & Saltwater View

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Gallery Apartment in Damariscotta, Maine for stays of 3 or more nights, holiday rental in Wiscasset

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 Wiscasset

26 Acre Saltwater Farm With Swimming Pool And Dock

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Saltwater Farm on Phipps Point, Woolwich, Maine, holiday rental in Wiscasset

Saltwater Farm on Phipps Point, Woolwich, Maine

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Rangley at Sheepscot Harbour, Gateway to Boothbay Harbor, holiday rental in Wiscasset

The Rangley at Sheepscot Harbour, Gateway to Boothbay Harbor

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Mossy Glen Lodge  'Log Cabin' with a brook and hammock, holiday rental in Wiscasset

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

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lovely Shipbuilder Victorian home peaceful w/ view of Damariscotta River, holiday rental in Wiscasset

Lovely Shipbuilder Victorian home peaceful w/ view of Damariscotta River

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Geodesic dome w/ riverfront deck, lovely views & shared dock - dogs welcome!, holiday rental in Wiscasset

Geodesic dome w/ riverfront deck, lovely views & shared dock - dogs welcome!

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

Maine Bed & Boat, MAZU

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Maine Bed & Boat, NEBI, holiday rental in Wiscasset

Maine Bed & Boat, NEBI

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Riverfront condo w/ deck - minutes to shops & restaurants!, holiday rental in Wiscasset

Riverfront condo w/ deck - minutes to shops & restaurants!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Walk to coffee shops/restaurants and much more!, holiday rental in Wiscasset

Walk to coffee shops/restaurants and much more!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Your Maine Dream Vacation Awaits, holiday rental in Wiscasset

Your Maine Dream Vacation Awaits

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stylish Condo at Sheepscot Harbor Resort w/ River Views & Balcony, holiday rental in Wiscasset

Stylish Condo at Sheepscot Harbor Resort w/ River Views & Balcony

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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High Head - Spectacular Expansive Water Views on the Boothbay Peninsula, holiday rental in Wiscasset

High Head - Spectacular Expansive Water Views on the Boothbay Peninsula

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Wild Acres Yurt on 36 acres bordering 800 acres of perserve with a 300 acre pond, holiday rental in Wiscasset

Wild Acres Yurt on 36 acres bordering 800 acres of perserve with a 300 acre pond

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Dramatic waterfront location overlooking the Sheepscot River Harbor, holiday rental in Wiscasset

Dramatic waterfront location overlooking the Sheepscot River Harbor

3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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New Riverfront Condo in Sheepscot Harbour - Walk to Famed Seafood Eatery, holiday rental in Wiscasset

New Riverfront Condo in Sheepscot Harbour - Walk to Famed Seafood Eatery

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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The Barn, holiday rental in Wiscasset

The Barn

3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Immaculate And Very Private Boothbay Region Waterfront Home, holiday rental in Wiscasset

Immaculate And Very Private Boothbay Region Waterfront Home

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lakefront Gem - 350' of Private Lake & 2 Acres, 2 Kayaks Provided!, holiday rental in Wiscasset

Lakefront Gem - 350' of Private Lake & 2 Acres, 2 Kayaks Provided!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful New Condo w/ River Views at Sheepscot Harbour Resort, holiday rental in Wiscasset

Beautiful New Condo w/ River Views at Sheepscot Harbour Resort

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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New Condo w/ Water-View Deck in Edgecomb's Sheepscot Harbour Resort, holiday rental in Wiscasset

New Condo w/ Water-View Deck in Edgecomb's Sheepscot Harbour Resort

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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A Writer's Home at the Edge of the Forest on the Boothbay Peninsula, holiday rental in Wiscasset

A Writer's Home at the Edge of the Forest on the Boothbay Peninsula

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Coastal Getaway w/ Partial Ocean View & Screened Porch - Walk to Wiscasset, holiday rental in Wiscasset

Coastal Getaway w/ Partial Ocean View & Screened Porch - Walk to Wiscasset

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Hilltop Harbor Cottage w/ Views of the Bay & Wiscasset Village, holiday rental in Wiscasset

Hilltop Harbor Cottage w/ Views of the Bay & Wiscasset Village

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Trick's End - A Beautiful Get Away on the Coast of Barter's Island, holiday rental in Wiscasset

Trick's End - A Beautiful Get Away on the Coast of Barter's Island

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Damariscotta waterfront home, holiday rental in Wiscasset

Damariscotta waterfront home

4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Waterfront Tidal Cove Cottage-Kayak & Views!, holiday rental in Wiscasset

Waterfront Tidal Cove Cottage-Kayak & Views!

4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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5 Bedroom Riverfront Antique Home, holiday rental in Wiscasset

5 Bedroom Riverfront Antique Home

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Private Family compound in the Mid-Coast Region! Secluded and gracious, yet cent, holiday rental in Wiscasset

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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Nebi, the floating cottage on the Damariscotta River, holiday rental in Wiscasset

Nebi, the floating cottage on the Damariscotta River

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Woodland Hideaway on the Lake with Game Room, Fireplace & Luxe Kitchen, holiday rental in Wiscasset

Woodland Hideaway on the Lake with Game Room, Fireplace & Luxe Kitchen

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Stunning 18-Acre Country Home with Screened Porch - On the Sheepscot River, holiday rental in Wiscasset

Stunning 18-Acre Country Home with Screened Porch - On the Sheepscot River

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spacious Lakefront Home on Lush 5-Acre Lot with Sunny Deck & Private Dock, holiday rental in Wiscasset

Spacious Lakefront Home on Lush 5-Acre Lot with Sunny Deck & Private Dock

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Spacious home on the river w/ outdoor firepit & views of the water!, holiday rental in Wiscasset

Spacious home on the river w/ outdoor firepit & views of the water!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Peaceful Home | Large Yard & Screened Sunroom | Walk to Black River, holiday rental in Wiscasset

Peaceful Home | Large Yard & Screened Sunroom | Walk to Black River

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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