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
31 July - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Boothbay Harbor holiday homes

Outdoor dining

Captain's Guest Room. Authenticity. Value. Near everything. No fees.

Captain's Guest Room. Authenticity. Value. Near everything. No fees.
Bath
8.2 out of 10, Very good, (25 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 AU$226
includes taxes & fees
19 July - 20 July
Captain's Guest Room. Authenticity. Value. Near everything. No fees.
Property grounds

Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.

Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.
Bath
7.6 out of 10, Good, (14 reviews)
"We stayed for two nights. Good location."
United States
Maryanne E.
The price is AU$241
includes taxes & fees
19 July - 20 July
Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.
Property grounds

Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (29 reviews)
"Enjoyed the place, great location. "
United States
Erik P.
The price is AU$589
includes taxes & fees
5 Aug - 6 Aug
Boothbay Harbor, 2-Story Cottage, downtown
Interior

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, (3 reviews)
"Great location and super clean house"
United States
Gary R.
The price is AU$1,086
includes taxes & fees
2 Aug - 3 Aug
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Coffee/tea maker, fridge, microwave, oven

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, (11 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 AU$990
includes taxes & fees
23 July - 24 July
Award Winning Luxury Carriage House a short stroll from town!
Property grounds

1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
The price is AU$633
includes taxes & fees
9 Aug - 10 Aug
1920s Riverfront Cottage – Historic Maine Charm
Smart TV

Beautiful 3BR Home with Office in Town of Brunswick with King beds

Beautiful 3BR Home with Office in Town of Brunswick with King beds
Brunswick
9.0 out of 10, Wonderful, (6 reviews)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
The price is AU$654
includes taxes & fees
21 July - 22 July
Beautiful 3BR Home with Office in Town of Brunswick with King beds
Interior

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 AU$793
includes taxes & fees
3 Aug - 4 Aug
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Interior

Walk to town, 200yr-old 4BR house adjacent to Bowdoin campus! #2

Walk to town, 200yr-old 4BR house adjacent to Bowdoin campus! #2
Brunswick
The price is AU$854
includes taxes & fees
11 Aug - 12 Aug
Walk to town, 200yr-old 4BR house adjacent to Bowdoin campus! #2
Coffee/tea maker, fridge, microwave, oven

Boothbay Harbor, The Francis Greene House, downtown

Boothbay Harbor, The Francis Greene House, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (46 reviews)
"We spent three nights at this location, which is just a short walk from the commercial area of Boothbay Harbor. In addition to restaurants in town it is only minutes away from Robinson's Wharf, which had some of the best food we experienced in 14 days of travel - definitely the best lobster. The house was as advertised and suited our needs well."
United States
Terry F.
The price is AU$1,191
includes taxes & fees
10 Aug - 11 Aug
Boothbay Harbor, The Francis Greene House, downtown
Terrace/patio

Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees.

Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees.
Bath
8.8 out of 10, Excellent, (16 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is AU$390
includes taxes & fees
5 Aug - 6 Aug
Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees.
Interior

Classic Maine Waterfront Home on the Back River – Trevett

Classic Maine Waterfront Home on the Back River – Trevett
Boothbay
The price is AU$1,483
includes taxes & fees
10 Aug - 11 Aug
Classic Maine Waterfront Home on the Back River – Trevett
House, 1 Queen Bed, Patio (Beehive Cottage) | Living area

Bee Hive Cottage, Romantic Maine Waterfront Cottag

Bee Hive Cottage, Romantic Maine Waterfront Cottag
2.0 star property
Cushing
The price is AU$1,110
includes taxes & fees
2 Aug - 3 Aug
Bee Hive Cottage, Romantic Maine Waterfront Cottag
Interior

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
9.8 out of 10, Exceptional, (44 reviews)
"We loved our cozy stay everything was clean and tidy, and we had everything that we needed"
United States
Betty Jo O.
The price is AU$567
includes taxes & fees
25 July - 26 July
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Beach nearby

Cozy Family Home w/ Beach Access

Cozy Family Home w/ Beach Access
Raymond
The price is AU$802
includes taxes & fees
20 July - 21 July
Cozy Family Home w/ Beach Access
Living area

Beautifully remodeled first floor of a duplex home, surrounded by privacy fence

Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
Sabattus
The price is AU$406
includes taxes & fees
19 July - 20 July
Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
Coffee/tea maker, fridge, microwave, stovetop

Near Lakes, Bay & Trails! Historic Waldoboro Gem

Near Lakes, Bay & Trails! Historic Waldoboro Gem
Waldoboro
9.8 out of 10, Exceptional, (26 reviews)
"We had a lovely time in Maine and enjoyed the farm house for our downtime and sleeping. It was exactly what we were looking for and would 100% stay here again and recommend it to others. Thank you!"
United States
Carrie Plympton F.
The price is AU$701
includes taxes & fees
9 Aug - 10 Aug
Near Lakes, Bay & Trails! Historic Waldoboro Gem
TV

Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.6 out of 10, Exceptional, (7 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is AU$441
includes taxes & fees
3 Aug - 4 Aug
Mid Coast Getaway w/ water views
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (54 reviews)
"Wonderful stay!"
United States
Erika T.
The price is AU$525
includes taxes & fees
21 July - 22 July
Full sized home
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

10/10 Excellent
"We stay at the Flagship when we visit relatives, several times a year. It is comfortable, and affordable. The breakfast is fresh and had plenty of good regular breakfast items. My husband really liked the scrambled eggs and sausage. This was our first summer visit and I was hoping to be able to swim. I was delighted at the pool. The water was clean and comfortably warm. The hot tub was a great bonus. But the best surprise was the lovely landscaped area around the pool. Blooming flowers, trimmed shrubs, not a weed anywhere. And Butterflies! And a bonus is that a very good ice cream stand is right next door for an evening treat. Thanks again for a pleasant stay."
Patricia 7-night trip
Posted 8 hours ago
Flagship Inn and Suites

Find out more about Boothbay Harbor

Boothbay Harbor Holiday Homes information

Number of reviews
309
Accommodation
283 Holiday Homes
Lowest Price
AU$226
Highest Price
AU$1,483