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Our top choices for Boothbay Harbor vacation homes

1. 1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!

1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!
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 ¥19,046
¥28,199 total
includes taxes & fees
Nov 24 - Nov 25
1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!

2. 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.
Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly

3. 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 ¥20,634
¥29,930 total
includes taxes & fees
Nov 27 - Nov 28
1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.

4. 1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
9.6 out of 10, Exceptional, (5 reviews)
"This cottage is the perfect blend of historic charm and modern upgrades. The view of the river is incredible, and the secluded location is just a short drive from downtown Wiscasset and Edgecomb. The sunroom is already a great place to hang out and enjoy the river view, but the owners are also putting in a lot of work to create an enjoyable outdoor space. Jeffrey is easy to work with and honestly wants you to have a good stay."
United States
Shelly
The price is ¥29,877
¥58,719 total
includes taxes & fees
Nov 15 - Nov 16
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 ¥47,457
¥74,219 total
includes taxes & fees
Dec 13 - Dec 14
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 ¥126,976
¥178,368 total
includes taxes & fees
Nov 13 - Nov 14
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 ¥39,144
¥112,501 total
includes taxes & fees
Nov 15 - Nov 16
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 ¥26,189
¥63,320 total
includes taxes & fees
Dec 7 - Dec 8
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 ¥38,345
¥45,105 total
includes taxes & fees
Nov 26 - Nov 27
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 ¥16,666
¥31,800 total
includes taxes & fees
Nov 18 - Nov 19
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 ¥33,648
¥60,898 total
includes taxes & fees
Nov 17 - Nov 18
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

12. 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 ¥48,410
¥104,322 total
includes taxes & fees
Nov 23 - Nov 24
Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920

13. 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 ¥42,854
¥69,257 total
includes taxes & fees
Nov 17 - Nov 18
3 Bedroom Happy Cottage 15

14. 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 ¥34,284
¥61,071 total
includes taxes & fees
Nov 17 - Nov 18
Joyful Maine Escape: A Three-Bedroom Water View Townhouse

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 ¥20,832
¥36,341 total
includes taxes & fees
Nov 18 - Nov 19
2 bedroom w/ expansive water views

16. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
8.8 out of 10, Excellent, (3 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 ¥24,443
¥43,775 total
includes taxes & fees
Nov 18 - Nov 19
Captains Watch: A Coastal Escape

17. Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.4 out of 10, Exceptional, (24 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is ¥24,998
¥43,292 total
includes taxes & fees
Nov 18 - Nov 19
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 ¥27,586
¥63,545 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)
"This little spot was an ideal getaway for our family’s summer trip to Maine. We very much enjoyed the porch with a view of the water and felt right at home here."
United States
James C.
The price is ¥19,591
¥55,899 total
includes taxes & fees
Nov 16 - Nov 17
Mere Point Sunrise Views at Eastern Shore!

20. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is ¥17,127
¥54,233 total
includes taxes & fees
Nov 14 - Nov 15
Quiet Spot in lovely Freeport neighborhood
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.

Boothbay Harbor and related destinations

Fishing boats bob gently in one of New England's most picturesque harbors, where whale watching tours depart daily from the bustling waterfront. Explore the renowned botanical gardens just outside town, then sample fresh lobster rolls at harborside restaurants where locals will point you to hidden coastal trails.

A lighthouse on a rocky island with waves crashing against it.

Top reviews in Boothbay Harbor