A historic red brick building with a white facade, a prominent chimney, and a balcony with wrought iron railings.

Holiday Homes in Boothbay Harbor

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Boothbay Harbor holiday homes

A garden with hydrangea flowers, a wooden chair, and a "NO PARKING" sign.

1. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (31 reviews)
"Location, location, location! We stayed for 4 days and didn't have to drive ONCE. David was easy to communicate with and very helpful. House was clean and comfortable. Would definitely stay again!"
United States
Justin T.
Boothbay Harbor, 2-Story Cottage, downtown
A treehouse with a wooden staircase and a small building with a colorful mural.

2. Perfect stopover, getaway, base to explore the area, or to simply stay in town.

Perfect stopover, getaway, base to explore the area, or to simply stay in town.
Bath
8.0 out of 10, Very good, (31 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
United States
Esther
The price is NZ$314
includes taxes & fees
16 Oct - 17 Oct
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A wooden staircase with a wooden railing, surrounded by green foliage.

3. 1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is NZ$300
includes taxes & fees
13 Oct - 14 Oct
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A wooden staircase leading to a stone entrance of a building surrounded by trees.

4. Fully Renovated "Saltbox" Home in Boothbay

Fully Renovated "Saltbox" Home in Boothbay
Boothbay
Fully Renovated "Saltbox" Home in Boothbay
A bedroom with a bed, a window, a dresser, and a ceiling fan.

5. Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly

Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly
Boothbay Harbor
6.0 out of 10, (1 review)
"Ok Beautiful location price was on the high side but very clean and state of the art."
United States
Steve R.
Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly
A wooden deck with a view of a lake and trees.

6. 1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful spot. Make sure to use the hot tub!"
United States
Sam D.
The price is NZ$729
includes taxes & fees
3 Nov - 4 Nov
1920s Riverfront Cottage – Historic Maine Charm
A rocking chair and a small table with a decorative plate, both placed on a wooden deck in front of a red building with a white door.

7. 2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.

2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
Bath
9.0 out of 10, Wonderful, (28 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is NZ$483
includes taxes & fees
18 Oct - 19 Oct
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
A two-story white house with a front porch, green shutters, and a covered patio area with chairs.

8. Charming Historic home steps away from downtown

Charming Historic home steps away from downtown
Bath
9.4 out of 10, Exceptional, (3 reviews)
"The communication was excellent. The location was excellent."
United States
Holly Y.
The price is NZ$1,195
includes taxes & fees
13 Oct - 14 Oct
Charming Historic home steps away from downtown
A modern kitchen with dark blue cabinets, a stainless steel stove, and marble backsplash.

9. Award Winning Luxury Carriage House a short stroll from town!

Award Winning Luxury Carriage House a short stroll from town!
Bath
10.0 out of 10, Exceptional, (14 reviews)
"The house matches exactly what was described online. It's clean and cozy in a quite neighborhood. I'd rate it a five star and highly recommend!"
United States
Shisheng
The price is NZ$874
includes taxes & fees
1 Nov - 2 Nov
Award Winning Luxury Carriage House a short stroll from town!
A modern kitchen with stainless steel appliances, wooden bar stools, and a large window providing natural light.

10. Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!

Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!
Boothbay Harbor
10.0 out of 10, Exceptional, (14 reviews)
"The house is incredible! We loved our stay here. It was the perfect location to explore Boothbay. They had ALL needed amenities, even firewood. The beds were super comfortable and the house is very spacious. We would definitely stay here again."
United States
Allison W.
The price is NZ$2,033
includes taxes & fees
18 Oct - 19 Oct
Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!
A cozy room with wooden flooring, wicker furniture, and a white brick wall.

11. Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Brunswick
10.0 out of 10, Exceptional, (5 reviews)
"Great location"
United States
Ashley W.
The price is NZ$1,285
includes taxes & fees
8 Nov - 9 Nov
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
A living room with a grey sofa, a coffee table, and a dining area with a wooden table and chairs.

12. Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Brunswick
8.8 out of 10, Excellent, (28 reviews)
"Perfect spot for us to spend a weekend up at Bowdoin where "
United States
Michaela M.
The price is NZ$924
includes taxes & fees
19 Oct - 20 Oct
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
A bedroom with a bed, a small table with a yellow mug, and a window with a view of a forest.

13. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Georgetown
10.0 out of 10, Exceptional, (2 reviews)
"Really lovely cabin with all the amenities within a stone’s throw to amazing trails and beaches. Would love to come back!"
United States
Palmer M.
The price is NZ$721
includes taxes & fees
2 Nov - 3 Nov
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

14. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (12 reviews)
"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"
United States
Rebecca
The price is NZ$376
includes taxes & fees
5 Nov - 6 Nov
Mid Coast Getaway w/ water views
A wooden deck with a view of a lake, a small building, and surrounding trees.

15. Joyful Maine Escape: A Three-Bedroom Water View Townhouse

Joyful Maine Escape: A Three-Bedroom Water View Townhouse
Edgecomb
10.0 out of 10, Exceptional, (54 reviews)
"This was a very nice home. Clean, comfortable, and lovely. The water views are great, too."
United States
kathleen m.
The price is NZ$668
includes taxes & fees
25 Oct - 26 Oct
Joyful Maine Escape: A Three-Bedroom Water View Townhouse
A spacious living room with a beige sectional sofa, a round coffee table, and a teal armchair. Large windows with white curtains allow natural light to fill the room.

16. Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home

Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
Pemaquid Beach
10.0 out of 10, Exceptional, (11 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is NZ$1,124
includes taxes & fees
15 Oct - 16 Oct
Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
A spacious room with a wooden floor, a dining area with chairs and a table, a sofa, a TV, and a balcony with a view of the sea.

17. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (5 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
The price is NZ$545
includes taxes & fees
23 Oct - 24 Oct
2 bedroom w/ expansive water views
A deck with white railings overlooking a body of water, boats, and a forested shoreline.

18. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
The price is NZ$382
includes taxes & fees
19 Oct - 20 Oct
Captains Watch: A Coastal Escape
A bedroom with a wooden ceiling, a bed with a white quilt, a green armchair, a small table with a candle, and a painting on the wall.

19. 3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (14 reviews)
"Great property with central location in mid coast Maine. Beautifully decorated with very comfortable beds! Jeff was great with communication throughout to ensure we had everything we needed! Would stay again! "
United States
Decourcey D.
The price is NZ$926
includes taxes & fees
20 Oct - 21 Oct
3 Bedroom Happy Cottage 15
A person fishing from a small boat on calm water.

20. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (71 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is NZ$645
includes taxes & fees
13 Oct - 14 Oct
Camp Forever cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Boothbay Harbor Hotel Reviews

Flagship Inn and Suites

Flagship Inn and Suites

8/10 Good
"Thank you so much"
Sandra 1-night trip
Posted 2 hours ago
Flagship Inn and Suites

Find out more about Boothbay Harbor

Boothbay Harbor Holiday Homes information

Number of reviews
267
Accommodation
330 Holiday Homes
Lowest Price
NZ$300
Highest Price
NZ$2,033

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