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Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

The price is HK$1,018
HK$1,560 total
includes taxes & fees
25 Aug - 26 Aug
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Cozy 2-bedroom camper close to boothbay

The price is HK$749
HK$1,199 total
includes taxes & fees
25 Aug - 26 Aug
Cozy 2-bedroom camper close to boothbay

Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

7.6 out of 10, Good, (13)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
The price is HK$702
HK$1,275 total
includes taxes & fees
24 Aug - 25 Aug
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

Captain's Quarters 1BR Apartment. Walk to everything.

7.8 out of 10, Good, (8)
"Very nice cozy place to make home base for a week. Had everything I needed and owner was very responsive with all of my questions. Primary destination was Bath and very convenient to everything I needed. Thank you!"
The price is HK$780
HK$1,360 total
includes taxes & fees
1 Sept - 2 Sept
Captain's Quarters 1BR Apartment. Walk to everything.

Bluebird Ocean Point | Deluxe King | Private Beach + Near Grimes Cove Beach

10.0 out of 10, Exceptional, (1)
"The restaurant at the property is amazing. Loved our bartender and our waitress Emma was amazing. She went above and beyond to make our evening unforgettable. We will definitely be back My only complaint is when booking it looks like you are getting a small cabin. But they are actually normal hotel rooms. "
The price is HK$1,937
HK$2,510 total
includes taxes & fees
21 Sept - 22 Sept
Bluebird Ocean Point | Deluxe King | Private Beach + Near Grimes Cove Beach

Laughton House @ Pemaquid Beach

10.0 out of 10, Exceptional, (7)
"Wonderful, spacious home that has been beautifully decorated and maintained. Francine and Greg were great hosts. Will definitely be back."
The price is HK$4,203
HK$7,166 total
includes taxes & fees
7 Sept - 8 Sept
Laughton House @ Pemaquid Beach

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

9.4 out of 10, Exceptional, (25)
"Perfect base for exploring the mid-coast region. "
The price is HK$2,489
HK$5,034 total
includes taxes & fees
31 Aug - 1 Sept
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Mid Coast Getaway w/ water views

9.0 out of 10, Wonderful, (2)
"You couldn’t ask for a better view, it was everything we had hoped and more."
The price is HK$1,638
HK$2,676 total
includes taxes & fees
24 Aug - 25 Aug
Mid Coast Getaway w/ water views

New! Pemaquid Escape | Curated Comfort + Hot Tub

10.0 out of 10, Exceptional, (1)
"This was a last minute booking for our family as we had a basketball tournament, there were 8 of us including 3 children. This was the most kid friendly house we have stayed in! It was so well stocked for the entire family. The house was meticulously cleaned and the hosts were very responsive to any questions! "
New! Pemaquid Escape | Curated Comfort + Hot Tub

Tiny A-Frame Romantic Getaway

10.0 out of 10, Exceptional, (3)
"Very nice and very quiet "
The price is HK$4,099
HK$6,324 total
includes taxes & fees
25 Aug - 26 Aug
Tiny A-Frame Romantic Getaway

Welcome to Owl House - Your Coastal Retreat in East Boothbay!

10.0 out of 10, Exceptional, (5)
"Spacious and comfortable home with open floor plan. We really enjoyed our walks everyday - two blocks from crashing waves, pine trees and steps from the courts and field. It feels remote uniquely beautiful place, yet it is so convenient to stores and restaurants in Boothbay Harbor."
The price is HK$3,120
HK$5,347 total
includes taxes & fees
23 Aug - 24 Aug
Welcome to Owl House - Your Coastal Retreat in East Boothbay!

Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

9.0 out of 10, Wonderful, (64)
"We stayed in October when the trees were gorgeous and the dome house is nestled in a wooded area. So pretty! Lots of room for everyone. Wish we could have stayed longer."
The price is HK$1,357
HK$3,355 total
includes taxes & fees
15 Sept - 16 Sept
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

Camp Forever cottage

9.6 out of 10, Exceptional, (52)
"Great stay. My husband and I were there for 4 days. Peaceful and quiet. Lovely views. Just perfect for the two of us. Short drive to area sites, businesses and restaurants."
The price is HK$1,164
HK$2,231 total
includes taxes & fees
15 Sept - 16 Sept
Camp Forever cottage

THE NOOK Apartment

The price is HK$1,843
HK$2,411 total
includes taxes & fees
15 Sept - 16 Sept
THE NOOK Apartment

More then a Motel With Garden , Renovated Rooms at heart of Boothbay

2.0 star property
6.8 out of 10, (3)
"clean, affordable accomadations. Manager helpful and responsive"
The price is HK$2,597
HK$3,528 total
includes taxes & fees
24 Aug - 25 Aug
More then a Motel With Garden , Renovated Rooms at heart of Boothbay

Downtown Boothbay Harbor, 2-Story Cottage

9.4 out of 10, Exceptional, (22)
"Loved how walkable this property is! "
The price is HK$1,162
HK$2,414 total
includes taxes & fees
7 Sept - 8 Sept
Downtown Boothbay Harbor, 2-Story Cottage

Boothbay Harbor 2 Room King Suite - Room 2 at Greenleaf Inn - Balcony, Harbor Views, Fireplace

10.0 out of 10, Exceptional, (1)
"Great experience!"
The price is HK$1,949
HK$2,535 total
includes taxes & fees
24 Aug - 25 Aug
Boothbay Harbor 2 Room King Suite - Room 2 at Greenleaf Inn - Balcony, Harbor Views, Fireplace

Boothbay Harbors Ocean View Garden Suite! Admiral's Quarters Room 9 - Jersey's Favorite Room!

10.0 out of 10, Exceptional, (2)
"The greenleaf/admirals quarters was fantasic! John, was an unbelievable host. He made sure to give us a tour of the whole property, as well as made us feel welcome with an abundance of complementary items to include food and drink, as well as a bonfire at dusk with s’mores. All around fantastic experience. The room was extremely clean and comfortable and the whole place seems to have had brand new renovation. 100% recommend."
The price is HK$2,596
HK$3,371 total
includes taxes & fees
3 Sept - 4 Sept
Boothbay Harbors Ocean View Garden Suite! Admiral's Quarters Room 9 - Jersey's Favorite Room!

Escape to Positive Outlook

The price is HK$1,638
HK$2,702 total
includes taxes & fees
8 Sept - 9 Sept
Escape to Positive Outlook

The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

10.0 out of 10, Exceptional, (1)
"We had a fantastic stay at this peaceful oceanside property in Harpswell, Maine. The setup—with a main house, attached apartment, and a charming bunkhouse—was perfect for our two families and adult children. There was plenty of space for everyone to relax and unwind.The backyard is absolutely stunning, filled with beautiful flowers and lush grass, and it opens up to a tranquil ocean inlet. We especially loved the hammock spot, perfect for a good book or an afternoon nap, and the back porch...
The price is HK$5,078
HK$11,674 total
includes taxes & fees
21 Sept - 22 Sept
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury
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 Southport Hotel Reviews