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 living room with a fireplace, a sofa set, a coffee table, and a lamp.

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.

1. The Squire Tarbox Inn

Wiscasset

Oona

฿10,191

฿12,127 total

includes taxes & fees

22 Oct - 23 Oct

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

A hotel room with a bed, a desk, a television, a minibar, and a view of the outdoors.

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

2. Cod Cove Inn, BW Signature Collection

Edgecomb

Kathleen

฿3,995

฿4,354 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

A Hampton Inn hotel with a brick facade, a covered entrance, and a well-lit entrance area.

3. Hampton Inn Bath (Brunswick Area)

Bath

Susan

฿4,211

฿4,590 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 reception area with two curved reception desks, a tiled floor, and a patterned wall.

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

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

4. Residence Inn Bath Brunswick Area

Bath

Jerome

฿4,251

฿4,634 total

includes taxes & fees

8 Nov - 9 Nov

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

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

A dining area with a round wooden table, chairs, and placemats. There is a sofa and a bookshelf in the background.

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

5. Hawks House Inn

Walpole

Lynn

฿4,362

฿4,754 total

includes taxes & fees

15 Oct - 16 Oct

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

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

6. Best Western Plus Brunswick Bath

Brunswick

harvey

฿3,110

฿3,390 total

includes taxes & fees

1 Nov - 2 Nov

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

A covered porch with hanging flower baskets and outdoor seating.

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

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

7. Five Gables Inn

East Boothbay

Maja

฿7,385

฿8,049 total

includes taxes & fees

15 Oct - 16 Oct

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

A modern kitchen with a wooden panel wall, a built-in TV, and a dining area with patterned chairs.

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

David

฿7,105

฿7,745 total

includes taxes & fees

2 Nov - 3 Nov

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

A hotel room with two beds, a TV, a microwave, a coffee maker, and a chair.

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.

9. Flagship Inn and Suites

Boothbay Harbor

Bill

฿5,393

฿7,292 total

includes taxes & fees

15 Oct - 16 Oct

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

A pool area with a view of the water, lounge chairs, and flags.

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

10. Linekin Bay Resort

Boothbay Harbor

William

฿10,543

฿12,642 total

includes taxes & fees

15 Oct - 16 Oct

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

A brick building with a central entrance labeled "OFFICE," flanked by windows and a small tree.

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

11. Days Inn by Wyndham Brunswick Bath Area

Brunswick

Debra

฿3,659

฿3,988 total

includes taxes & fees

1 Nov - 2 Nov

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

A hallway with a wooden floor, a red patterned rug, and a white railing. There are framed pictures and a small table with a lamp.

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."

12. Benjamin F. Packard House

Bath

Tina

฿7,687

฿8,379 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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 town with a pier, boats, and houses along the river.

13. Boothbay Harbor Inn

Boothbay Harbor

Robert

฿6,377

฿6,951 total

includes taxes & fees

15 Oct - 16 Oct

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

A bright, well-lit room with a glass table, a tufted sofa, patterned armchairs, and large windows offering a view of the outdoors.

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

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

14. Topside Inn

Boothbay Harbor

Brian

฿7,720

฿8,415 total

includes taxes & fees

19 Oct - 20 Oct

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

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

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

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

15. Tugboat Inn

Boothbay Harbor

Cynthia

฿6,042

฿6,586 total

includes taxes & fees

28 Oct - 29 Oct

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

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.

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

16. Harbour Towne Inn on the Waterfront

Boothbay Harbor

Floyd

฿8,617

฿9,392 total

includes taxes & fees

21 Oct - 22 Oct

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

A modern hotel room with a sofa, armchairs, a flat-screen TV, a lamp, and a window with curtains.

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

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

17. The Brunswick Hotel

Brunswick

Nancy

฿4,041

฿4,405 total

includes taxes & fees

9 Nov - 10 Nov

A cozy restaurant with a brick fireplace, wooden tables, and black chairs.

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

A modern living room with a large window, a chandelier, a sofa, two armchairs, a coffee table, and a side table with a lamp.

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

18. The Federal

Brunswick

Kira

฿4,251

฿4,634 total

includes taxes & fees

8 Nov - 9 Nov

A cozy living room with a fireplace, wooden furniture, and a large window with blinds.

A bar area with a long counter, multiple stools, and a TV screen displaying a colorful image.

A modern bar area with a long counter, multiple stools, and a seating area with tables and chairs.

19. Maine Evergreen Hotel, an Ascend Collection Hotel

Augusta

Brian

฿4,358

฿4,750 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

20. Fishermans Wharf Inn

Boothbay Harbor

Sherry

฿8,056

฿8,781 total

includes taxes & fees

15 Oct - 16 Oct

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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.

See all hotels in Wiscasset

Top Wiscasset Hotel Reviews

The Federal

8/10 Good

"The room was very tidy and modern. Great shower. Got a room away from the main road, it was quiet. We didn’t eat at the restaurant, we ate in town - breakfast was an economic and very basic grab and go in a bag. Check in and out very efficient"

Travelers Inn

10/10 Excellent

"Everyone that I met at check in and check out were super nice and helpful. And the bagels for breakfast were delicious."

Tugboat Inn

10/10 Excellent

"Just a lovely situated and comfortable hotel. It was quiet, clean and a large room with balcony overlooking the harbor. Close to restaurants, stores and walking areas. Probably quite busy in summer but perfect in fall."

The Harraseeket Inn & Event House Freeport Downtown

10/10 Excellent

"Very guest friendly. Offered complimentary tea and appetizers from 3-5 pm and also came with breakfast. Restaurant on the premises was very good. Nice sitting room with a fireplace. Would definitely stay again."

Days Inn by Wyndham Brunswick Bath Area

10/10 Excellent

"."

Spark by Hilton Brunswick

10/10 Excellent

"Great service, convenient location, will book again!"

Senator Inn & Spa

8/10 Good

"yes"

Fairfield Inn & Suites by Marriott Brunswick Freeport

10/10 Excellent

"All staff members were incredibly friendly and helpful. Hotel and room well maintained and clean. Great complimentary breakfast."

Flagship Inn and Suites

10/10 Excellent

"The room was updated and everything worked. Decent room."