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

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Boothbay Harbor vacation homes

A treehouse with a wooden staircase and a small building with a colorful mural.

1. 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 ￥17,491
￥27,777 total
includes taxes & fees
Oct 25 - Oct 26
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.

2. 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 ￥19,356
￥29,641 total
includes taxes & fees
Oct 25 - Oct 26
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A deck with outdoor furniture, a table, and chairs, overlooking a body of water and buildings.

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 ￥49,370
￥114,289 total
includes taxes & fees
Oct 30 - Oct 31
Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly
A wooden deck with a view of a lake and trees.

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 ￥30,092
￥61,972 total
includes taxes & fees
Nov 2 - Nov 3
1920s Riverfront Cottage – Historic Maine Charm
A two-story white house with a front porch, green shutters, and a covered patio area with chairs.

5. 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 ￥20,795
￥102,959 total
includes taxes & fees
Oct 25 - Oct 26
Charming Historic home steps away from downtown
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.

6. 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
8.8 out of 10, Excellent, (29 reviews)
"Nice place for the money spent"
United States
Kevin P.
The price is ￥32,443
￥39,975 total
includes taxes & fees
Oct 25 - Oct 26
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
A spacious living room with large windows, a sofa, a chair, and a small table.

7. 1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.6 out of 10, Exceptional, (13 reviews)
"Quiet, clean, well appointed house close to Maine St Brunswick and convenient to both Portland and points north. "
United States
Kendra G.
The price is ￥17,240
￥51,763 total
includes taxes & fees
Nov 1 - Nov 2
1 Mi to Maine Street! MCM-Style Home in Brunswick
A modern kitchen with dark blue cabinets, a stainless steel stove, and marble backsplash.

8. 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 ￥46,862
￥76,705 total
includes taxes & fees
Nov 14 - Nov 15
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.

9. 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 ￥125,384
￥185,357 total
includes taxes & fees
Nov 1 - Nov 2
Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!
A cozy room with wooden flooring, wicker furniture, and a white brick wall.

10. 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 ￥38,399
￥116,168 total
includes taxes & fees
Nov 8 - Nov 9
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.

11. 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 ￥26,644
￥65,259 total
includes taxes & fees
Nov 1 - Nov 2
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.

12. 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 ￥33,007
￥61,960 total
includes taxes & fees
Oct 25 - Oct 26
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.

13. 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 ￥16,457
￥33,622 total
includes taxes & fees
Nov 1 - Nov 2
Mid Coast Getaway w/ water views
A wooden deck with a view of a lake, a small building, and surrounding trees.

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 ￥28,070
￥58,955 total
includes taxes & fees
Oct 25 - Oct 26
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.

15. 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 ￥47,803
￥108,310 total
includes taxes & fees
Nov 15 - Nov 16
Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
A deck with white railings overlooking a body of water, boats, and a forested shoreline.

16. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
The price is ￥25,860
￥29,277 total
includes taxes & fees
Oct 25 - Oct 26
Captains Watch: A Coastal Escape
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
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 ￥19,748
￥37,722 total
includes taxes & fees
Nov 1 - Nov 2
2 bedroom w/ expansive water views
A spacious living area with a wooden ceiling, a dining table with chairs, and a kitchen area with white cabinets.

18. 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 ￥47,019
￥80,949 total
includes taxes & fees
Nov 2 - Nov 3
3 Bedroom Happy Cottage 15
A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

19. 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 ￥22,293
￥61,668 total
includes taxes & fees
Oct 27 - Oct 28
Orchid Harbor, Bailey Island 3BR
A lakeside property with a deck, picnic table, and barbecue grill.

20. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (72 reviews)
"We had a really nice day in communication and check-in were very easy. Overall, it was a lovely day and we would definitely consider returning."
United States
Len B.
The price is ￥32,913
￥57,400 total
includes taxes & fees
Nov 1 - Nov 2
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

Topside Inn

Topside Inn

10/10 Excellent
"Great location, conscientious owner. Loved the hospitality"
Jason 1-night trip
Posted 2 hours ago
Topside Inn

Find out more about Boothbay Harbor

Boothbay Harbor Vacation Homes information

Number of reviews
279
Accommodation
338 Vacation Homes
Lowest Price
￥27,777
Highest Price
￥185,357