A coastal town with a pier, waterfront houses, and autumn foliage.

Holiday Homes in East Boothbay

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Our top choices for East Boothbay holiday homes

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.
Boothbay Harbor, 2-Story Cottage, downtown

Cozy Coast | Historic Home Steps from the Water

Cozy Coast | Historic Home Steps from the Water
Boothbay Harbor
Cozy Coast | Historic Home Steps from the Water

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.
Boothbay Harbor, The Francis Greene House, downtown

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 €141
includes taxes & fees
21 Jul - 22 Jul
Captain's Guest Room. Authenticity. Value. Near everything. No fees.

1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
The price is €379
includes taxes & fees
9 Aug - 10 Aug
1920s Riverfront Cottage – Historic Maine Charm

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 €150
includes taxes & fees
21 Jul - 22 Jul
Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.

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 €492
includes taxes & fees
12 Aug - 13 Aug
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

Classic Maine Waterfront Home on the Back River – Trevett

Classic Maine Waterfront Home on the Back River – Trevett
Boothbay
The price is €914
includes taxes & fees
10 Aug - 11 Aug
Classic Maine Waterfront Home on the Back River – Trevett

Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub
Walpole
10.0 out of 10, Exceptional, (4 reviews)
"The place was beautiful, with charming and had perfect design choices. Check in was so convenient, and the hosts were quite responsive to any needs. We all felt so comfortable there. It felt private, yet was conveniently located to Damariscotta. I would absolutely rent here again."
United States
Tera P.
The price is €940
includes taxes & fees
27 Jul - 28 Jul
Pemaquid Escape | Curated Comfort + Hot Tub

3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (9 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 €556
includes taxes & fees
23 Jul - 24 Jul
3 Bedroom Happy Cottage 15

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 €280
includes taxes & fees
3 Aug - 4 Aug
Mid Coast Getaway w/ water views

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, (17 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is €227
includes taxes & fees
21 Jul - 22 Jul
Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees.

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 €598
includes taxes & fees
24 Jul - 25 Jul
Award Winning Luxury Carriage House a short stroll from town!

Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
The price is €694
includes taxes & fees
22 Jul - 23 Jul
Luxury Yurt at Seaside Farm in Friendship

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 €679
includes taxes & fees
27 Jul - 28 Jul
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Bee Hive Cottage, romantic Maine waterfront cottag

Bee Hive Cottage, romantic Maine waterfront cottag
Cushing
10.0 out of 10, Exceptional, (1 review)
"we enjoyed sipping coffee in the morning watching the lobster boats go to/from the working harbor next door."
United States
Karen L.
The price is €637
includes taxes & fees
2 Aug - 3 Aug
Bee Hive Cottage, romantic Maine waterfront cottag

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

Fort Popham Ocean Estate

Fort Popham Ocean Estate
Phippsburg
10.0 out of 10, Exceptional, (2 reviews)
"We stayed at the Fort Popham Ocean Estate in March 2026. It is a beautiful house equipped with all the comforts of home. It is a charming and cozy place to stay. The location was outstanding. Right on the water and walking distance to beautiful Popham Beach. Two things to note-the location is pretty remote which we knew and really enjoyed. Also, the lower level was significantly colder than the rest of the home which only matters if you are staying during the cold months.Overall we really...
United States
kathy f.
Fort Popham Ocean Estate

Oceanfront, Dog-friendly, Sunsets, With Boat

Oceanfront, Dog-friendly, Sunsets, With Boat
Friendship
The price is €1,585
includes taxes & fees
22 Jul - 23 Jul
Oceanfront, Dog-friendly, Sunsets, With Boat

Maine Luxury Home On the Sea

Maine Luxury Home On the Sea
Brunswick
The price is €1,182
includes taxes & fees
12 Aug - 13 Aug
Maine Luxury Home On the Sea
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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