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Compare 149 Cottages in Chamberlain with updated reviews, rates, and availability.

A Charming Waterfront Cottage with Touches of Elegance
This 44 foot porch runs the width of the house with panoramic views of the water

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (98)
"We were having a delightful stay until we noticed that there was no heat but from the fire place. Unfortunately, we had to leave in the middle of our stay. Vrbo gave us a refund. I would stay there again. Lovely and sunny. Excellent Property Manager."
A Charming Waterfront Cottage with Touches of Elegance
Olde Post Office Cottage at Pemaquid Point
Spring

Olde Post Office Cottage at Pemaquid Point

9.6 out of 10, Exceptional, (135)
"We stayed at the cottage for Christmas holiday. It was perfect. Beautifully decorated. Bed is super comfy. Kitchen had everything we needed. Special treat was the Maine maple syrupand a jar of blueberry jam we were given along with a beautiful Christmas card which I will be placing in a frame. We walked the Pemaquid loop every morning and enjoyed the beautiful ocean views. A total gem of a small cottage for two."
Olde Post Office Cottage at Pemaquid Point
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

9.4 out of 10, Exceptional, (32)
"Very cozy house in an absolutely lovely spot. We really enjoyed the outdoor space and the peace and quiet. "
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

9.4 out of 10, Exceptional, (43)
"Lovely home. Rooms modern and large, lots of toiletries provided. One small issue would be that the hot water takes a very long time to heat up. Loved the doggie poop station!!"
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
Two separate dog-friendly homes with water views & Linekin Bay Resort access

Two separate dog-friendly homes with water views & Linekin Bay Resort access

8.0 out of 10, Very Good, (5)
"This was a beautiful place to stay and had more parking than we expected. The only hiccups we had was that the check in code we were given was one digit off from what it actually was so we had a little trouble getting into the house. Also there is an outlet that was uncovered in the bedroom and we had a child touch it. Luckily the child wasn’t harmed but this should definitely be addressed if there’s any little ones staying on the property. The houses were very clean and the only reason I gave...
Two separate dog-friendly homes with water views & Linekin Bay Resort access
Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME
Marina

Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME

10.0 out of 10, Exceptional, (27)
"My sisters and I enjoyed our stay at this home, which is very comfortable, clean, and well stocked. Loved the rocking chairs looking out onto the water. Would definitely love to return some day."
Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME
Sheepscot Overlook Cottage
Exterior

Sheepscot Overlook Cottage

10.0 out of 10, Exceptional, (4)
"Very convenient location for mid-Maine. Didn't know the unit was three levels from description. Kitchen fairly well stocked. TV in every room. Good internet. Checkout procedure was a little strict, stripping sheets, putting away all dishes, garbage delivered to dumpster."
Sheepscot Overlook Cottage
Waterfront Nobleboro Cottage w/ Kayaks & Boat Dock
Nobleboro Vacation Rental | 2BR | 1BA | Steps Required | 1,000 Sq Ft

Waterfront Nobleboro Cottage w/ Kayaks & Boat Dock

7.4 out of 10, Good, (3)
"We had a great stay at Depatsy’s camp with our 10mo old son and pup. The house was cozy, spacious and had everything we needed. The house was in a perfect location with access to the water and kayaks/paddle boards. We spent a lot of time on the patio enjoying the view and using the fire pit. Would definitely return for another trip! "
Waterfront Nobleboro Cottage w/ Kayaks & Boat Dock
Cheerful Cottage Close to Everything 13
Room

Cheerful Cottage Close to Everything 13

9.6 out of 10, Exceptional, (9)
"Cozy, clean, and conveniently located for accessing many peninsulas. Just off Rt 1- noise not a problem."
Cheerful Cottage Close to Everything 13
A Cozy Retreat on Southport Island
Periwinkle Cottage with a porch facing the ocean

A Cozy Retreat on Southport Island

9.8 out of 10, Exceptional, (25)
"Adorable spot. Classic and cozy seaside cottage with the amazing boat house as an extra bonus. We walked to Robinson’s Wharf every night. Delish! We wanted to stay longer, oh well, next time! "
A Cozy Retreat on Southport Island
Updated Tiny House: Walk to Wiscasset Village
Edgecomb Vacation Rental | 1BR | 1BA | 265 Sq Ft | Stairs Required

Updated Tiny House: Walk to Wiscasset Village

8.0 out of 10, Very Good, (5)
"Great location, easy to get to lots of coastal regions. Property is clean and cozy."
Updated Tiny House: Walk to Wiscasset Village
Spacious 1 Bedroom Cottage Close to Everything 5
Terrace/patio

Spacious 1 Bedroom Cottage Close to Everything 5

10.0 out of 10, Exceptional, (6)
"Everything was great. We had a minor ‘blip’ when the morning of our arrival, the hot water went out in our cabin. Our host reached out and offered an alternative. No biggie and everything went well. We appreciated Jeff's willingness to find a solution. "
Spacious 1 Bedroom Cottage Close to Everything 5
Lakefront Home w/ Beautiful Water Views Dock and Canoes Available - Dogs OK

Lakefront Home w/ Beautiful Water Views Dock and Canoes Available - Dogs OK

8.0 out of 10, Very Good, (10)
"I wish I could give 5 stars, but I can’t. We arrived on a Tuesday afternoon, at 4:30. We unlocked the door and entered into a powerful smell. Campfire. Black soot up the front of the fireplace and the smell was awful. And of coarse, we are super sensitive to the smell. Looking around, I found the couch to be filthy, every screen had nasty cobwebs, dirt on the floor, bedding filthy, mold on the shower floor, Bathroom faucet was disgusting and obviously not cleaned . I was profoundly disappointed,...
Lakefront Home w/ Beautiful Water Views Dock and Canoes Available - Dogs OK
Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!
Exterior

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

Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!
Boothbay - Ocean Point home w/ screened porch, amazing view & water access

Boothbay - Ocean Point home w/ screened porch, amazing view & water access

9.2 out of 10, Wonderful, (21)
"Peaceful with amazing views!"
Boothbay - Ocean Point home w/ screened porch, amazing view & water access
Cheerful Cottage with Loft 9
Private kitchen

Cheerful Cottage with Loft 9

10.0 out of 10, Exceptional, (2)
"We had a lovely weekend stay at this cozy cabin. Super clean, all the amenities needed for our small family, 2 adults + 3 year old. Convenient location, we would book here again when we are back in the area. "
Cheerful Cottage with Loft 9
Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities
Exterior

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great property, great host, just as described."
Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities
Cozy Ocean Side Cottage with screened in Sun room! 5 minutes from Private beach
Exterior

Cozy Ocean Side Cottage with screened in Sun room! 5 minutes from Private beach

10.0 out of 10, Exceptional, (2)
"I rented the cottage for my son, daughter-in-law, and their two small boys. It is outfitted perfectly and with it being so close to the pier the boys were always entertained. They would definitely stay there again. Thanks for a wonderful few days."
Cozy Ocean Side Cottage with screened in Sun room! 5 minutes from Private beach
Popham Beach Direct Oceanfront Cottage Steps to the sand
Steps to miles of sand

Popham Beach Direct Oceanfront Cottage Steps to the sand

9.8 out of 10, Exceptional, (58)
"Well taken care of and maintained. Comfortable."
Popham Beach Direct Oceanfront Cottage Steps to the sand
Unique oceanfront home with a deck, tons of natural light, & amazing views

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

8.6 out of 10, Excellent, (53)
"Property was great. But we had no water for one of our three days of our stay. We had to call to get someone out to fix it, and they didn’t know how. It set the tone for our stay."
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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Other property types in Chamberlain

East Boothbay Waterfront One room Condo.Waterview from in side this room
View of Pristine Linekin Bay.Common area dock is on the left.

East Boothbay Waterfront One room Condo.Waterview from in side this room

9.8 out of 10, Exceptional, (127)
"perfect love to be back next year"
East Boothbay Waterfront One room Condo.Waterview from in side this room
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
Welcome to the Perch!

The Perch - A cozy cottage minutes from Tenants Harbor, with water access!

10.0 out of 10, Exceptional, (17)
"This property was amazing! Abby was in contact anytime i needed anything. Will definitely contact again if we choose to go back to visit!!"
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
A Charming Waterfront Cottage with Touches of Elegance
This 44 foot porch runs the width of the house with panoramic views of the water

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (98)
"We were having a delightful stay until we noticed that there was no heat but from the fire place. Unfortunately, we had to leave in the middle of our stay. Vrbo gave us a refund. I would stay there again. Lovely and sunny. Excellent Property Manager."
A Charming Waterfront Cottage with Touches of Elegance
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.

Frequently asked questions

How much do cottages in Chamberlain cost?
Cottages in Chamberlain range between and per night. These stays offer a chance to get in tune with nature — at a price you can afford. 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 Chamberlain?
Surround yourself with nature in one of the 149 cottages available in Chamberlain. To help you select a property that’s right for you, make use of our handy filters to search for must-have amenities.
Why book your cottage in Chamberlain with Expedia?
Reserving a cottage in Chamberlain is as simple as deciding on your travel dates and picking your ideal place for a getaway in the outdoors. From ritzy retreats to affordable properties and cottages that come with perks like a hot tub, Expedia has something for all styles. As for epic deals? We’ve have them as well!
How can I find cheap cottages in Chamberlain?
With Expedia’s user-friendly filter tool, booking cheap cottages in Chamberlain couldn’t be simpler. To view accommodations that are very pocket friendly, narrow down your search by star rating, amenities and budget.