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Check prices for these dates

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22 Aug - 24 Aug
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12 Sept - 14 Sept
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Featured Cottages in Chamberlain

Modern woodland privacy with ocean, trails, and lobster all in walking distance.
Outdoor dining

Modern woodland privacy with ocean, trails, and lobster all in walking distance.

10.0 out of 10, Exceptional, (48)
"My friend and I felt very relaxed at this house. The beds were comfortable and the kitchen was stocked with most every cooking equipment needed. The host answered any question I had very quickly and supplied information about the surrounding area. It was a great place to unwind!"
Modern woodland privacy with ocean, trails, and lobster all in walking distance.
A Charming Waterfront Cottage with Touches of Elegance
Dining

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (113)
"My husband and our 1 year old daughter had a wonderful stay. The home is close to everything and has everything you may need. Would love to stay again. "
A Charming Waterfront Cottage with Touches of Elegance
Waterfront Cottage in South Bristol w/ private dock and lobster boat views
Exterior

Waterfront Cottage in South Bristol w/ private dock and lobster boat views

10.0 out of 10, Exceptional, (105)
"We stayed at the property for two nights for a family getaway after the holidays. The house was in a great location, beautiful views, spotlessly clean, and very well equipped. We loved waking up to the light hitting the water and being able to explore the beautiful peninsula. Great hikes a short drive away. We would gladly stay again! "
Waterfront Cottage in South Bristol w/ private dock and lobster boat views
Boothbay Harbor Cottage Overlooking Mill Cove
Marina

Boothbay Harbor Cottage Overlooking Mill Cove

9.8 out of 10, Exceptional, (22)
"Clean, close to downtown."
Boothbay Harbor Cottage Overlooking Mill Cove
Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream
Exterior

Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream

10.0 out of 10, Exceptional, (68)
"The cottage was perfect for a post Christmas relaxing week of downtime."
Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream
Cheerful Cottage Close to Everything 12
Marina

Cheerful Cottage Close to Everything 12

9.4 out of 10, Exceptional, (12)
"Well appointed and comfortable cabin. Loved the retro fridge and microwave and sitting on the deck with a morning coffee. We awoke to a woodsy view every morning. The location was perfect for us; convenient to Wiscasset, Damariscotta and Pemaquid Point. Our host was fabulous with his timely communication and down east hospitality. If we pass through this way again, we will be sure to stay here again."
Cheerful Cottage Close to Everything 12
Enjoyable 1-bedroom rustic cottage in Southport.
Terrace/patio

Enjoyable 1-bedroom rustic cottage in Southport.

10.0 out of 10, Exceptional, (10)
Enjoyable 1-bedroom rustic cottage in Southport.
Dog-friendly oceanfront cottage with views
Marina

Dog-friendly oceanfront cottage with views

9.2 out of 10, Wonderful, (27)
"On the ocean. Great view. Secluded property. Clean"
Dog-friendly oceanfront cottage with views
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Terrace/patio

‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore

9.6 out of 10, Exceptional, (44)
"Tenants Harbor 🎉"
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Spacious 1 Bedroom Close to Everything 4
Marina

Spacious 1 Bedroom Close to Everything 4

10.0 out of 10, Exceptional, (18)
"This was a lovely little cabin. Everything was as described and my husband and I really enjoyed our stay."
Spacious 1 Bedroom Close to Everything 4
Peaceful, Oceanfront Retreat, Sleeps 8, Semi-Private Sandy Swim Area
Property grounds

Peaceful, Oceanfront Retreat, Sleeps 8, Semi-Private Sandy Swim Area

10.0 out of 10, Exceptional, (45)
"Beautiful property & so clean & well appointed, great location! Had everything we wanted for a wonderful vacation week!"
Peaceful, Oceanfront Retreat, Sleeps 8, Semi-Private Sandy Swim Area
Charming Cottage on the Great Pond in Boothbay Harbor, Maine
Terrace/patio

Charming Cottage on the Great Pond in Boothbay Harbor, Maine

10.0 out of 10, Exceptional, (7)
Charming Cottage on the Great Pond in Boothbay Harbor, Maine
Newly updated cottage directly on Maple Juice Cove
Dining

Newly updated cottage directly on Maple Juice Cove

9.6 out of 10, Exceptional, (38)
"The property was clean and updated. Cabins are much smaller than I expected with no storage for our suitcases or clothing. I wish fresh towels were easier to obtain. Pool and hot tub was nice. It is right off of a noisy road, the trucks going by at night made it quite loud. The air conditioner had a musty odor. Friendly relaxed atmosphere overall. "
Newly updated cottage directly on Maple Juice Cove
Happy Cottage Near Everything 11
Outdoor dining

Happy Cottage Near Everything 11

8.0 out of 10, Very good, (1)
"Very comfortable, clean small cottage. We slept great in the bed that was provided and it had a futon in the living area . We recommend that only 2 people stay there. They had a toaster oven , a full refrigerator and a coffee maker. It is very close to Route 1, Boothbay Harbor and Damariscotta. "
Happy Cottage Near Everything 11
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Fridge, microwave, oven, stovetop

Cozy Cottage with spectacular salt water view / 3 Kayaks available/

9.8 out of 10, Exceptional, (45)
"This rustic cottage is a slice of true Maine. Lobster boats outside the window. Friendly people and lobster rolls. We would come again and again. John and Melanee are wonderful, as is the entire family."
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Lilac Cottage - Near Georgetown Island - Midcoast Maine
Interior

Lilac Cottage - Near Georgetown Island - Midcoast Maine

10.0 out of 10, Exceptional, (23)
"We had a wonderful stay at this property. Our dogs loved being able to chase eachother around the yard"
Lilac Cottage - Near Georgetown Island - Midcoast Maine
Contemporary Cottage With Spectacular Ocean Views And Access
Marina

Contemporary Cottage With Spectacular Ocean Views And Access

9.8 out of 10, Exceptional, (45)
"The house is well equipped and has a gorgeous view. "
Contemporary Cottage With Spectacular Ocean Views And Access
The Moonlight Cottage: At The Water's Edge With Beaches And Atlantic Views
Smart TV, fireplace, DVD player, books

The Moonlight Cottage: At The Water's Edge With Beaches And Atlantic Views

10.0 out of 10, Exceptional, (96)
"Great place on the water a lovely area Went to Camden several days you have to try McLoons lobster Shack"
The Moonlight Cottage: At The Water's Edge With Beaches And Atlantic Views
"The Cottage " is Perfect couples retreat!
Property grounds

"The Cottage " is Perfect couples retreat!

9.6 out of 10, Exceptional, (29)
"Lovely, quiet retreat. Would definitely stay again."
"The Cottage " is Perfect couples retreat!
Spacious 1 Bedroom Cottage Close to Everything 2
Marina

Spacious 1 Bedroom Cottage Close to Everything 2

9.2 out of 10, Wonderful, (15)
"Nice small older cottage that has been updated nicely. The location was perfect for exploring local State Parks and the marine area."
Spacious 1 Bedroom Cottage Close to Everything 2
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 Chamberlain Hotel Reviews

Boothbay Harbor Inn

Boothbay Harbor Inn

10/10 Excellent
"Enjoyed our Boothbay Harbor stay. Comfortable beds, beautiful harbor views, you can park the car and walk everywhere. Walk over the Footbridge for dining and shops."
Judy 2-night trip
Posted 2 days ago
Boothbay Harbor Inn

Frequently asked questions

How much do cottages in Chamberlain cost?
You can expect to pay between and per night for cottages in Chamberlain. Whatever your budget, a wonderful stay is just a click or two away on Expedia. This price was 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 Chamberlain?
Lock in your holiday dates and then pick from 227 cottages in Chamberlain. Imagining a place where you can relax and connect with nature? Expedia can help you find the ideal escape in only a click or two.
What is there to do in Chamberlain near my cottage?
Whatever you're into, Chamberlain has loads to keep you busy. Maine State Aquarium, Grimes Cove Beach and Carousel Music Theatre are on many visitors' itineraries. You shouldn't miss Boothbay Region Historical Society Museum, Dodge Point Public Reserved Land and Coastal Maine Botanical Gardens either. With Expedia's Chamberlain hotel deals, you can discover even more fabulous attractions like these with the cash you save.