Search Chamberlain Cottage Accommodations

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Cottages in Chamberlain

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, (7)
Enjoyable 1-bedroom rustic cottage in Southport.
A Charming Waterfront Cottage with Touches of Elegance
Relax on the deck with a serene view of the lake and surrounding trees, surrounded by comfortable wicker chairs and a small table.

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (111)
"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
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
Waterfront Cottage in South Bristol w/ private dock and lobster boat views
Guests can enjoy serene lakeside views from the balcony of this house, which features a staircase leading to the water's edge.

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
Olde Post Office Cottage at Pemaquid Point
Surrounded by a lush garden, this charming house offers a serene retreat.

Olde Post Office Cottage at Pemaquid Point

9.6 out of 10, Exceptional, (140)
"This is our second time staying here, and as before, it was delightful. Obvious that the owner puts a lot of care and thought into the place."
Olde Post Office Cottage at Pemaquid Point
Cheerful Cottage Close to Everything 12
Enjoy a tranquil moment on this deck surrounded by lush foliage.

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
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
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Relax on the covered porch with Adirondack chairs and a barbecue grill.

‘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
Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
Escape to a secluded cabin surrounded by a dense forest and a babbling stream.

Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!

10.0 out of 10, Exceptional, (12)
"Wonderful stay! comfortable cozy and cute, tidy cottage. Hosts are responsive and welcoming. Cottage is very well thought out and location is great. Would love to stay again!"
Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
Spacious 1 Bedroom Close to Everything 4
Guests can enjoy meals and relaxation on the deck surrounded by lush greenery.

Spacious 1 Bedroom Close to Everything 4

10.0 out of 10, Exceptional, (17)
"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
Newly updated cottage directly on Maple Juice Cove
Relax on the deck overlooking the serene water, surrounded by comfortable seating and a wooden railing.

Newly updated cottage directly on Maple Juice Cove

9.8 out of 10, Exceptional, (35)
"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
Peaceful, Oceanfront Retreat, Sleeps 8, Semi-Private Sandy Swim Area
Situated on a rocky ledge, two Adirondack chairs offer a serene lakeside view.

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

10.0 out of 10, Exceptional, (44)
"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
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
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Enjoy serene lake views from a deck, surrounded by autumn foliage and rustic charm.

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
Step outside to a serene, outdoor space surrounded by lush greenery and a beautiful tree with white blossoms.

Lilac Cottage - Near Georgetown Island - Midcoast Maine

10.0 out of 10, Exceptional, (22)
"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
The Moonlight Cottage: At The Water's Edge With Beaches And Atlantic Views
Enjoy outdoor dining on the deck with a scenic view of the water and shoreline.

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!
Escape to a serene retreat surrounded by lush greenery and dense trees.

"The Cottage " is Perfect couples retreat!

9.6 out of 10, Exceptional, (28)
"Lovely, quiet retreat. Would definitely stay again."
"The Cottage " is Perfect couples retreat!
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, (9)
"Incredible views!"
Charming Cottage: Deepwater Dock, Panoramic Linekin Bay Views, Near Village
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
Stunning two-story home with a charming front porch and covered entryway, set amidst a beautifully manicured lawn and a natural tree-lined backdrop.

Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room

10.0 out of 10, Exceptional, (52)
"Cozy spot on a beautiful beach - hard to beat!"
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
Charming Cottage with Ocean Views, Wifi, and Washer and Dryer
Exterior

Charming Cottage with Ocean Views, Wifi, and Washer and Dryer

Charming Cottage with Ocean Views, Wifi, and Washer and Dryer
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.