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1 Aug - 3 Aug
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19 Sept - 21 Sept

Featured Cottages in Boothbay Harbor and around

Enjoyable 1-bedroom rustic cottage in Southport.
Guests can sit and enjoy the serene views of the water from this outdoor seating area.

Enjoyable 1-bedroom rustic cottage in Southport.

10.0 out of 10, Exceptional, (4)
"Lovely location, quiet, serene, and the cottage is totally cute and comfortable. "
Enjoyable 1-bedroom rustic cottage in Southport.
Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities
Situated in a lush environment, this traditional house offers a serene setting with a sheltered front porch.

Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great property, great host, just as described."
Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities
Periwinkle Cottage | Sunny cottage in Westport Island overlooking the river
Stroll up the charming porch to this inviting home, surrounded by a lush lawn and a serene natural setting.

Periwinkle Cottage | Sunny cottage in Westport Island overlooking the river

9.8 out of 10, Exceptional, (18)
"We loved it here and will definitely stay again, boyfriend was in love with almost every little detail. It’s just as described and we slept like rocks when we managed to sleep :)"
Periwinkle Cottage | Sunny cottage in Westport Island overlooking the river
Quiet 3-bedroom cottage w/ 2 specious deck with water views in Brunswick w/ WiFi
Outdoor dining

Quiet 3-bedroom cottage w/ 2 specious deck with water views in Brunswick w/ WiFi

8.0 out of 10, Very good, (1)
"House was very clean with the exception of some dust/sand on floors, even though you could not see it walking on the floors in bare feet always felt that that maybe a good washing was needed. We just swept with the broom/vacuum and it was better. But one thing that really stood out when arriving is the cement stairs dug into the hill that you needed to go down to get to the house. So glad that there was a railing to hold onto because the stairs were not level at all. This posed a real threat to...
Quiet 3-bedroom cottage w/ 2 specious deck with water views in Brunswick w/ WiFi
Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown
Relax on the deck with Adirondack chairs and a small table, taking in the views of the surrounding neighborhood.

Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown

9.8 out of 10, Exceptional, (36)
"I highly recommend this place for ocean lovers and only a 10 minute walk to the harbor"
Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown
Charming Cottage: Deepwater Dock, Panoramic Linekin Bay Views, Near Village
Relax on the deck with a view of the lake, surrounded by lounge chairs and a small table.

Charming Cottage: Deepwater Dock, Panoramic Linekin Bay Views, Near Village

9.4 out of 10, Exceptional, (8)
"Incredible views!"
Charming Cottage: Deepwater Dock, Panoramic Linekin Bay Views, Near Village
Classic Maine Cottage with ocean views
Exterior

Classic Maine Cottage with ocean views

9.8 out of 10, Exceptional, (37)
"The house is amazing. Everything you needed and more. Such a serene location. "
Classic Maine Cottage with ocean views
Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access
Enjoy waterfront views and access to the water from this property.

Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access

9.6 out of 10, Exceptional, (67)
"Great spot"
Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access
Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More
Relax in a cozy cabin-style room with a forest view, featuring a seating area with wicker furniture and a large window.

Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More

9.8 out of 10, Exceptional, (19)
"Very nice all the basics covered. Close to the harbor, very quiet."
Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
Relax in the serene outdoor seating area with a clear view of the lake and forested shoreline.

Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

9.6 out of 10, Exceptional, (49)
"Nice peaceful and clean home. We enjoyed our stay!"
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
Beachy Vibes Only !! Updated Oceanfront Gem for 2
Relax on the deck overlooking the water, surrounded by a tree's shade and a kayak nearby.

Beachy Vibes Only !! Updated Oceanfront Gem for 2

9.8 out of 10, Exceptional, (47)
"Absolutely wonderful accommodations. Very relaxing and peaceful surroundings. Everything was top notch."
Beachy Vibes Only !! Updated Oceanfront Gem for 2
Salty Breeze Cottage
Relax on the lakeside deck with three Adirondack chairs, surrounded by lush greenery and serene views.

Salty Breeze Cottage

10.0 out of 10, Exceptional, (8)
"We absolutely loved this peaceful spot by the water! It’s a quiet location with great water access, and the property is very well managed and maintained. We’d love to return!"
Salty Breeze Cottage
'Sprucewold' Boothbay Harbor Cottage w/ Deck
Escape to this serene cabin, nestled in a lush forest, with a cozy porch and charming flower boxes.

'Sprucewold' Boothbay Harbor Cottage w/ Deck

9.8 out of 10, Exceptional, (17)
"The cottage is cozy and inviting- it’s a smaller space but laid out well and was suitable for 4 adults. It was exceptionally clean upon arrival. We look forward to returning!"
'Sprucewold' Boothbay Harbor Cottage w/ Deck
Cottage in Boothbay Harbor - Dock Access, Tennis, Linekin Bay
Relax on the covered deck with a seating area and enjoy the surrounding natural landscape.

Cottage in Boothbay Harbor - Dock Access, Tennis, Linekin Bay

8.8 out of 10, Excellent, (3)
"Great stay here with our dog while we visited our college student doing a local internship. Neighborhood is lovely and quiet. Had most everything we needed, porch was great to sit out on in the evening. Comfortable beds. Very warm sleeping a couple nights because of the no a/c but cross breezes usually kept the house comfortable. Easy five minute drive into Boothbay Harbor. Quick responses whenever we reached out. Overall a great stay - we were very happy with it!"
Cottage in Boothbay Harbor - Dock Access, Tennis, Linekin Bay
Romley House | Deck & New Luxe Kitchen | Near Boothbay Harbor
Enjoy outdoor seating on the deck with a forest view.

Romley House | Deck & New Luxe Kitchen | Near Boothbay Harbor

9.6 out of 10, Exceptional, (45)
"Great spot in Southport Island. Highly recommend."
Romley House | Deck & New Luxe Kitchen | Near Boothbay Harbor
Peaceful Maine Home w/ Patio: Ocean Inlet Getaway!
Stunning two-story home with a central entrance and gabled roof, set amidst a serene, tree-lined lawn.

Peaceful Maine Home w/ Patio: Ocean Inlet Getaway!

3.0 star property
Peaceful Maine Home w/ Patio: Ocean Inlet Getaway!
Cottage at Island Point
Stunning coastal homes surrounded by lush greenery and the ocean.

Cottage at Island Point

2.0 star property
Cottage at Island Point
Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!
Relax on the deck with a view of the surrounding grassy area and trees.

Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!

Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!
Barters Island Cottage on the Rock
Set amidst a wooded area, this home features a gabled roof and a garage, surrounded by a well-manicured lawn and vibrant flowers.

Barters Island Cottage on the Rock

10.0 out of 10, Exceptional, (9)
"It had a camping feel with a real bed and air conditioning. It was a rainy couple days but we were dry and could still enjoy the rain in the woods sounds"
Barters Island Cottage on the Rock
Unique oceanfront home with a deck, tons of natural light, & amazing views
Enjoy serene views of the water from this deck, surrounded by lush greenery and trees.

Unique oceanfront home with a deck, tons of natural light, & amazing views

8.6 out of 10, Excellent, (57)
"Beautiful lcation, private & quiet"
Unique oceanfront home with a deck, tons of natural light, & amazing views
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

Flagship Inn and Suites

Flagship Inn and Suites

10/10 Excellent
"From the front desk to the breakfast, the people were friendly . The place was nice , enjoyed our stay , will tell others about this.place ."
barb 2-night trip
Posted 17 hours ago
Flagship Inn and Suites

Frequently asked questions

How much do cottages in Boothbay Harbour cost?
Prices for cottages in Boothbay Harbour range between and per night. No matter your budget, you'll find the perfect place to get in tune with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Boothbay Harbour?
There are 120 cottages in Boothbay Harbour. Whether you're taking a trip with the family or planning a weekend break with friends, Expedia will help you find the right space to get back to nature.
Are there any family-friendly cottages in Boothbay Harbour?
Many visitors needing a family-friendly cottage in Boothbay Harbour choose Pine Cliff Dweller Southport - 2 Bedroom Cottage. With a 2.5-star rating and amenities including a fireplace and a barbecue grill, you'll get a good night's rest here. Another excellent option for travelling families is Piffi Biff Southport - 5 Bedroom Cottage. A fireplace and a barbecue grill help make this 2-star cottage a great base for your Boothbay Harbour getaway. Boothbay Harbour has lots of family-friendly attractions to check out that'll keep the kids entertained. Boothbay Railway Village and Boothbay Railway Village promise a fun-fuelled day for travellers young and old.