Wiscasset Holiday Rentals, Maine: Private House Rentals

A calm harbor with several boats anchored, a forested shoreline, and a clear sky.

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Our top choices for Wiscasset hotels

A large house with multiple sections, surrounded by lush greenery and trees.

A bedroom with a wooden ceiling, a bed, a chair, a shelf with books, and a window.

A goat standing in a barn with wooden beams and a metal gate.

A room with hardwood flooring, a white armchair, a floor lamp, and a framed picture on the wall.

1. The Squire Tarbox Inn

Wiscasset

Oona

฿10,180

฿12,114 total

includes taxes & fees

14 Oct - 15 Oct

A hotel with a large driveway, well-maintained lawn, and a sign indicating the name.

A deck with wicker furniture overlooking a well-maintained lawn and a distant body of water.

A modern dining area with tables and chairs, a kitchen area with appliances, and a TV screen.

2. Cod Cove Inn, BW Signature Collection

Edgecomb

Kathleen

฿3,990

฿4,350 total

includes taxes & fees

1 Nov - 2 Nov

A lobby with a fireplace, seating area, and a welcome sign.

A reception desk with a "Welcome to the Lobster State" sign, a phone, and a "Hilton Honors" badge.

A hotel lobby with a sofa, chairs, a TV, and a dining area.

A gym with exercise equipment, a mirror, and a rack of dumbbells.

3. Hampton Inn Bath (Brunswick Area)

Bath

Susan

฿4,207

฿4,585 total

includes taxes & fees

12 Nov - 13 Nov

A stone fire pit surrounded by chairs, a stone wall, and a windowed area with a bench.

A spacious hotel lobby with a fireplace, seating area, and a reception desk.

An indoor swimming pool with clear glass walls, green chairs, and a tiled floor.

A multi-story hotel with a central entrance, stone facade, and a parking lot with handicapped accessibility.

4. Residence Inn Bath Brunswick Area

Bath

Jerome

฿4,247

฿4,629 total

includes taxes & fees

8 Nov - 9 Nov

A house with a wooden front door, a small porch, and potted plants.

A sign for Hawks House Inn with a contact number and website.

A wooden door with a circular window, a red bench with a lamp, and two framed pictures on the wall.

A covered porch with wooden chairs and a sofa, a wooden railing, and a view of a green landscape.

5. Hawks House Inn

Walpole

Lynn

฿4,357

฿4,749 total

includes taxes & fees

13 Oct - 14 Oct

A bedroom with a bed, two windows with shutters, a lamp, a chair, and a wall-mounted light fixture.

A bedroom with a bed, a chair, a window, and a door.

A dining table with a cake, cookies, and a vase of flowers.

A covered porch with hanging flower baskets and outdoor seating.

6. Five Gables Inn

East Boothbay

Maja

฿7,377

฿8,040 total

includes taxes & fees

13 Oct - 14 Oct

A modern bathroom with a red bathtub, a fireplace, and a flat-screen TV mounted on the wall.

A modern hotel room with a sofa, ottomans, a refrigerator stocked with snacks, and a view of the street.

7. Best Western Plus Brunswick Bath

Brunswick

harvey

฿3,107

฿3,386 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel room with a large bed, a desk, a chair, and a small table.

A balcony with two wooden chairs and a small table, overlooking a body of water with houses in the background.

A marina with various boats docked and a pier extending into the water.

A waterfront dock with chairs, a stone wall, and a building labeled "Harborage Inn" in the background.

8. Harborage Inn on the Oceanfront

Boothbay Harbor

Kacey

฿7,097

฿7,736 total

includes taxes & fees

13 Oct - 14 Oct

A lakeside deck with seating and a covered area, overlooking a body of water and a forested area.

A dock with kayaks and a building with a deck overlooking the water.

A cozy room with a bed, a blue sofa, a wicker chair, a small table, and a red refrigerator.

9. Linekin Bay Resort

Boothbay Harbor

William

฿9,928

฿11,904 total

includes taxes & fees

13 Oct - 14 Oct

A wooden bridge leading to a building with a sign that reads "CAROUSEL MUSIC THEATER".

The exterior of Flagship Inn with a prominent sign, a large window, and a blue awning.

A buffet setup with various food items and beverages, including a fruit bowl, yogurt containers, and a juice dispenser.

Three white Adirondack chairs in a grassy field with trees in the background.

10. Flagship Inn and Suites

Boothbay Harbor

Bill

฿5,387

฿7,284 total

includes taxes & fees

13 Oct - 14 Oct

A hotel room with two beds, a nightstand, a lamp, and a chair.

A breakfast area with tables and chairs, a counter with a coffee machine, and a sign for Daybreak Breakfast.

A hotel lobby with a reception desk, two patterned armchairs, a small table with a vase of flowers, and wall art.

11. Days Inn by Wyndham Brunswick Bath Area

Brunswick

Debra

฿3,655

฿3,984 total

includes taxes & fees

1 Nov - 2 Nov

A waterfront dining area with a fire feature, boats, and a sunset view.

A grassy area with a flagpole and American flag, a building with a white facade, and a clear sky.

A room with a bed, a chair, a TV, an air conditioning unit, and a sliding glass door leading to an outdoor area with chairs and tables.

A waterfront hotel with a white exterior, multiple balconies with red flower boxes, and a clear view of the water.

12. Boothbay Harbor Inn

Boothbay Harbor

Robert

฿6,370

฿6,944 total

includes taxes & fees

13 Oct - 14 Oct

An outdoor patio with a covered seating area, a brick pathway, and potted plants.

A rocky shoreline with large boulders and waves crashing against them.

A white building with black shutters, an American flag, and a sign that reads "Pickard House."

A stone retaining wall with a water feature, surrounded by lush greenery and flowering plants.

13. Benjamin F. Packard House

Bath

Tina

฿7,678

฿8,369 total

includes taxes & fees

1 Nov - 2 Nov

A waterfront property with a dock, a boat, and a multi-story building with balconies.

An aerial view of a coastal town with a marina, docked boats, and residential buildings.

A room with two blue armchairs, a small wooden table, and a TV on the wall.

A harbor with a sailboat, buildings, and a church.

14. Tugboat Inn

Boothbay Harbor

Cynthia

฿6,035

฿6,578 total

includes taxes & fees

25 Oct - 26 Oct

A bedroom with a large bed, white walls, wooden ceiling, and a view of the water.

A waterfront property with a large house featuring a front porch, a driveway, and a lawn.

A room with a wooden parquet floor, white wainscoting, large windows with a view, and a glass table with chairs.

15. Topside Inn

Boothbay Harbor

Brian

฿7,280

฿7,935 total

includes taxes & fees

22 Oct - 23 Oct

A large, two-story house with a prominent turret and multiple windows, surrounded by lush greenery.

A room with a white wicker sofa, two white armchairs, a small table with a plant, and a radiator.

A lakeside house with a dock extending over the water, surrounded by lush greenery and flowering plants.

A well-lit room with a wicker sofa, a white coffee table with magazines, and a view of greenery outside.

16. Harbour Towne Inn on the Waterfront

Boothbay Harbor

Floyd

฿8,607

฿9,382 total

includes taxes & fees

20 Oct - 21 Oct

An outdoor patio with seating, a fire feature, and string lights.

A modern living room with a fireplace, a round wooden table, a chair, and a vase with flowers.

A restaurant interior with wooden tables, chairs, and a high ceiling with exposed beams.

A hotel room with two beds, a desk, a chair, and a large window with curtains.

17. The Brunswick Hotel

Brunswick

Nancy

฿4,036

฿4,400 total

includes taxes & fees

9 Nov - 10 Nov

A wooden deck with white chairs overlooking a marina with boats.

An aerial view of a coastal town with a marina, boats, and a bridge connecting to a peninsula.

A room with two blue armchairs, a small wooden table, and large windows offering a marina view.

A waterfront building with multiple balconies, a dock, and a sailboat.

18. Fishermans Wharf Inn

Boothbay Harbor

Sherry

฿7,209

฿7,857 total

includes taxes & fees

13 Oct - 14 Oct

A restaurant with long tables, chairs, and hanging plants.

A spacious living area with a curved staircase, a round glass coffee table, and a seating arrangement.

A modern interior with a curved reception desk, a wooden shelving unit with various decorative items, and a large window providing natural light.

A wooden table with wine bottles and a framed certificate, surrounded by chairs and hanging light fixtures in a modern interior with large windows and plant decorations.

19. The Federal

Brunswick

Kira

฿4,247

฿4,629 total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a bed, a desk, a chair, a TV, and a large window with curtains.

A hotel room with a sofa, a TV, a bed, a desk, and a bathroom visible through an open door.

A swimming pool with lounge chairs and tables, surrounded by walls with wooden panels and windows.

A building with a sign for 'L.L. Bean Hunting & Fishing' and 'Summer Across Maine'.

20. Fairfield Inn & Suites by Marriott Brunswick Freeport

Brunswick

Ann Parker

฿3,677

฿4,007 total

includes taxes & fees

1 Nov - 2 Nov

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Stay near popular Wiscasset attractions

Brooks Point

10.0/10 (2 reviews)

This tranquil Maine cape offers stunning coastal views where land meets the Atlantic. Explore the natural terrain during summer months when the weather is most favourable for photography and quiet contemplation.

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Wiscasset Historic District

Wander through Wiscasset's Federal-style architecture and maritime heritage in this preserved 18th-century seaport. Explore historic mansions or savour a famous lobster roll along the picturesque harbour.

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Castle Tucker

10.0/10 (2 reviews)

Step inside Castle Tucker's Victorian elegance, where three generations of family history unfold in original furnishings and decor. The piazza offers breathtaking views of the Sheepscot River and Wiscasset.

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Monkey C Monkey Do

6.0/10 (2 reviews)

Challenge yourself on Maine's premier aerial adventure park with over 60 obstacles and eight zip lines. Navigate courses up to 50 feet high for a thrilling outdoor experience among the trees.

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Lincoln County Jail Museum

8.8/10 (3 reviews)

Step inside one of New England's oldest jails, where 19th-century prisoner graffiti tells forgotten stories. Guided tours reveal historical crimes and punishments in original cells with authentic locks and shackles.

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Learn more about Wiscasset

Stroll along the waterfront to find Maine's most famous lobster roll at Red's Eats, where locals and visitors line up for hours. The historic village offers charming antique shops and the chance to explore Nickels-Sortwell House, a stunning Federal-style mansion built by a sea captain.

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Top Wiscasset Hotel Reviews

Travelers Inn

10/10 Excellent

"Everything was clean, quiet, and well-maintained, staff was efficient, and breakfast was good. I wouldbe happy to stay here again."

Days Inn by Wyndham Brunswick Bath Area

10/10 Excellent

"The breakfast was not very appealing and there wasn’t even one piece of soap"

Ocean Gate Inn

10/10 Excellent

"Everything was perfect, our room, breakfast, the grounds and everyone we made contact was super. But the view from our room, unbelievable!"

Tugboat Inn

10/10 Excellent

"Charming, felt like the Maine coast. Bed was very comfortable. Even saw a rainbow from our balcony!! Nice restaurant a few steps away from our room."

The Federal

10/10 Excellent

"High marks in all regards, well worth the stay at the Federal. Besides the comfort of the room we also enjoyed a great meal at the restaurant. This hotel is well thought out with a great staff and service to their customers."

Flagship Inn and Suites

10/10 Excellent

"Popular motel with easy access and parking. Only minutes to the Boothbay Harbor."

Senator Inn & Spa

10/10 Excellent

"Great place great price and quiet"

The Harraseeket Inn & Event House Freeport Downtown

8/10 Good

"Very clean and comfortable rooms with some slightly odd aging issues (the tub faucet in our room, for example, was spraying onto the rim instead of into the tub) This"