Boothbay Vacation Homes

A lakeside community with houses and autumn foliage.

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Our top choices for Boothbay holiday homes

A garden with hydrangea flowers, a wooden chair, and a "NO PARKING" sign.

1. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor

Erik P.

HK$2,914 total

includes taxes & fees

2 Oct - 3 Oct

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

2. Perfect stopover, getaway & great base to explore Maine or simply stay in town.

Bath

Esther

HK$1,239 total

includes taxes & fees

7 Sept - 8 Sept

A wooden staircase with a wooden railing, surrounded by green foliage.

3. Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.

Bath

michael

HK$1,273 total

includes taxes & fees

7 Sept - 8 Sept

A wooden deck with a view of a lake and trees.

4. 1920s Riverfront Cottage – Historic Maine Charm

Edgecomb

Sam D.

HK$3,251 total

includes taxes & fees

7 Sept - 8 Sept

A bedroom with a bed, a small table with a yellow mug, and a window with a view of a forest.

5. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

Georgetown

Palmer M.

HK$3,273 total

includes taxes & fees

30 Sept - 1 Oct

A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.

6. Boothbay Harbor, The Francis Greene House, downtown

Boothbay Harbor

Terry F.

HK$5,658 total

includes taxes & fees

10 Sept - 11 Sept

A wooden deck with a view of a lake, surrounded by trees and a small brick building.

7. Joyful Maine Escape: A Three-Bedroom Water View Townhouse

Edgecomb

Judith t.

HK$3,334 total

includes taxes & fees

15 Sept - 16 Sept

A cozy room with a window seat by a large window overlooking a body of water. A lamp and a book are placed on the seat.

8. Classic Maine Waterfront Home on the Back River – Trevett

Boothbay

HK$6,836 total

includes taxes & fees

8 Sept - 9 Sept

A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

9. Mid Coast Getaway w/ water views

West Point

Rebecca

HK$2,208 total

includes taxes & fees

13 Sept - 14 Sept

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.

10. 2 bedroom w/ expansive water views

West Point

Gregory M.

HK$2,261 total

includes taxes & fees

7 Sept - 8 Sept

A wooden deck with a railing overlooking a calm body of water, boats, and a distant shoreline.

11. Tide Haven Cottage on Bay Point

Georgetown

HK$3,996 total

includes taxes & fees

20 Sept - 21 Sept

A spacious living area with a wooden ceiling, a dining table with chairs, and a kitchen area with white cabinets.

12. 3 Bedroom Happy Cottage 15

Edgecomb

Decourcey D.

HK$4,144 total

includes taxes & fees

8 Sept - 9 Sept

A lakeside property with a deck, picnic table, and barbecue grill.

13. Camp Forever cottage

Harpswell

Dennis H.

HK$2,837 total

includes taxes & fees

11 Sept - 12 Sept

A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a round rug.

14. Near Lakes, Bay & Trails! Historic Waldoboro Gem

Waldoboro

Tina S.

HK$3,906 total

includes taxes & fees

9 Sept - 10 Sept

A two-story white house with a front porch, green shutters, and a covered patio area with chairs.

15. Charming Historic home steps away from downtown

Bath

Holly Y.

HK$6,589 total

includes taxes & fees

8 Sept - 9 Sept

A wooden deck with two blue Adirondack chairs, surrounded by white flowers and trees.

16. Luxury Yurt at Seaside Farm in Friendship

Friendship

HK$5,145 total

includes taxes & fees

6 Sept - 7 Sept

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.

17. Captain's 2BR. Authenticity. Value, Near everything. Yard. Treehouse. No fees.

Bath

Kathleen

HK$1,900 total

includes taxes & fees

14 Sept - 15 Sept

A beach with people relaxing under umbrellas, a wooden fence in the foreground, and a forested area in the background.

18. Pemaquid Escape | Curated Comfort + Hot Tub

Walpole

Tera P.

HK$7,488 total

includes taxes & fees

7 Sept - 8 Sept

A deck with white railings overlooking a body of water, boats, and a forested shoreline.

19. Captains Watch: A Coastal Escape

West Point

HK$3,224 total

includes taxes & fees

8 Sept - 9 Sept

A spacious bedroom with a large bed, a rocking chair, and a view of a balcony with a white railing.

20. Fantastic Waterfront Views

West Point

Vanessa W.

HK$3,360 total

includes taxes & fees

9 Sept - 10 Sept

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Top Boothbay Hotel Reviews

Tugboat Inn

10/10 Excellent

"Fantastic location. Excellent restaurant. Bed needed replacement."

Topside Inn

10/10 Excellent

"This was by far our best Boothbay experience in over 28 years of vacationing there. Admittedly, this was a splurge we had to save up for, but it was worth every penny. Greg (the general manager) was exceptional in his efforts to welcome every guest and make sure they had what they need to have a wonderful stay. Housekeeping staff were ready to respond with smiles and "hellos." The evening bartender was top notch for her pours and for keeping on top of guests' needs. The morning breakfast crew were beyond compare in their agility in staying on top of clearing dishes and refreshing buffet components. ...And the CHEF! Gourmet breakfasts that are picture-worthy and 5-star in quality and taste. The property itself provides amazing views and comfortable furniture throughout, and it's worth mentioning the hospitality room that provides coffee, tea, sodas and light snacks 24-7. This all sounds too good to be true...but it is. We are already strategizing when/how to get back there. The only "catch" worth mentioning is because this wonderful inn is located on a hill overlooking the harbor, there is (obviously) a hill to drive or walk up to get to it. It is literally a five-minute walk to the downtown harbor area, which is perfect for shopping, sea excursions, and dining options. Getting back up takes a little bit of effort, but it is doable. My husband and I are obese and managed the walk up and down several times daily and have no qualms about returning to do that again"

Bluebird Ocean Point Inn

10/10 Excellent

"This place was idyllic. Our room had an incredible view of the harbor and there were lots of tables and chairs set up along the water. A very off the beaten path but we wanted for nothing. I could have spent our entire week here. Highly recommend. The area also has a large number of preserves for watching wildlife and hiking, it's also close to the coastal botanical gardens."

3-bdrm house in beautiful Boothbay! A perfect location for relaxing getaways!

10/10 Excellent

"We had the honor of being the first guests here. Had some minor issues at check in, to do with being the first guests, which Stanley very quickly responded to. This is a lovely, lovely place. Very quiet and peaceful. Beautiful lake views. A loon family on the lake. Decks and dock are fantastic. 100%would rebook."

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