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

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Our top choices for Boothbay Harbor vacation homes

1. Guest Room + Bath. Private Entrance. Walk to everything, Large yard,

Guest Room + Bath. Private Entrance. Walk to everything, Large yard,
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 ¥19,049
¥28,148 total
includes taxes & fees
Nov 3 - Nov 4
Guest Room + Bath. Private Entrance. Walk to everything, Large yard,

2. 1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.

1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is ¥17,962
¥26,792 total
includes taxes & fees
Nov 3 - Nov 4
1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.

3. 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
8.0 out of 10, Very good, (2 reviews)
"Ok Beautiful location price was on the high side but very clean and state of the art."
United States
Steve R.
The price is ¥49,631
¥109,055 total
includes taxes & fees
Nov 6 - Nov 7
Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly

4. 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 ¥27,258
¥52,953 total
includes taxes & fees
Nov 3 - Nov 4
1920s Riverfront Cottage – Historic Maine Charm

5. 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)
"Another great stay by a great host. The host Jared even provided some activities for our granddaughters to do while we were on vacation. You will not be disappointed with this property. Looking to stay there again in the future. Thank you, Jared!"
United States
Ronald H.
The price is ¥47,110
¥70,757 total
includes taxes & fees
Nov 14 - Nov 15
Award Winning Luxury Carriage House a short stroll from town!

6. 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 ¥126,048
¥177,064 total
includes taxes & fees
Nov 3 - Nov 4
Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!

7. 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 and super clean house"
United States
Gary R.
The price is ¥38,602
¥110,944 total
includes taxes & fees
Nov 8 - Nov 9
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

8. 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 ¥25,997
¥62,857 total
includes taxes & fees
Dec 1 - Dec 2
Private Home w/ Office Year Round in town Brunswick next to Bowdoin

9. 2BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.

2BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.
Bath
8.8 out of 10, Excellent, (29 reviews)
"Nice place for the money spent"
United States
Kevin P.
The price is ¥34,033
¥40,016 total
includes taxes & fees
Nov 3 - Nov 4
2BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.

10. 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 ¥11,581
¥26,502 total
includes taxes & fees
Nov 3 - Nov 4
Mid Coast Getaway w/ water views

11. 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 ¥33,182
¥59,884 total
includes taxes & fees
Nov 4 - Nov 5
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

12. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
10.0 out of 10, Exceptional, (2 reviews)
"Such a beautiful stay!! My whole group wished we could have stayed longer. We plan to come back"
United States
Holly G.
The price is ¥17,332
¥36,008 total
includes taxes & fees
Nov 3 - Nov 4
Captains Watch: A Coastal Escape

13. Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920

Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920
Pemaquid Beach
10.0 out of 10, Exceptional, (11 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is ¥48,056
¥103,560 total
includes taxes & fees
Nov 15 - Nov 16
Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920

14. 3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (14 reviews)
"A great property and easy process."
United States
Dan L.
The price is ¥40,966
¥70,439 total
includes taxes & fees
Nov 3 - Nov 4
3 Bedroom Happy Cottage 15

15. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
9.8 out of 10, Exceptional, (7 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 ¥20,680
¥36,419 total
includes taxes & fees
Nov 8 - Nov 9
2 bedroom w/ expansive water views

16. 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, (56 reviews)
"This was a very nice home. Clean, comfortable, and lovely. The water views are great, too."
United States
kathleen m.
The price is ¥33,891
¥60,470 total
includes taxes & fees
Nov 3 - Nov 4
Joyful Maine Escape: A Three-Bedroom Water View Townhouse

17. Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.4 out of 10, Exceptional, (23 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is ¥19,853
¥38,700 total
includes taxes & fees
Nov 3 - Nov 4
Fantastic Waterfront Views

18. Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
10.0 out of 10, Exceptional, (13 reviews)
"Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again."
United States
Jane D.
The price is ¥27,204
¥64,040 total
includes taxes & fees
Nov 16 - Nov 17
Orchid Harbor, Bailey Island 3BR

19. Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (10 reviews)
"Lovely location "
United States
Michelle S.
The price is ¥21,485
¥57,462 total
includes taxes & fees
Nov 16 - Nov 17
Mere Point Sunrise Views at Eastern Shore!

20. “Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
10.0 out of 10, Exceptional, (52 reviews)
"We loved everything about this place! It’s beautifully decorated and feels like a home away from away. The host was wonderful and made it easy to communicate with her. The view from the deck is so pretty! I loved having a cup of tea out there and looking at the water. It was a perfect spot! We are so grateful!"
United States
Rhiannon A.
The price is ¥35,309
¥60,470 total
includes taxes & fees
Nov 3 - Nov 4
“Otter Getaway” Cozy Damariscotta Lake Year Round 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

Find out more about Boothbay Harbor

Boothbay Harbor Vacation Homes information

Number of reviews
350
Accommodation
328 Vacation Homes
Lowest Price
¥26,502
Highest Price
¥177,064