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Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

Compare 207 Cottages in Chamberlain with updated reviews, rates, and availability.

Popham Beach Direct Oceanfront Cottage Steps to the sand
Interior

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
Newly updated cottage directly on Maple Juice Cove
Aerial view

Newly updated cottage directly on Maple Juice Cove

10.0 out of 10, Exceptional, (33)
"Really terrific vacation house. Location, furnishings, and attention to detail all excellent. Highly recommend."
Newly updated cottage directly on Maple Juice Cove
A Charming Waterfront Cottage with Touches of Elegance
Miscellaneous

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (107)
"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 Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!
Interior

Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!

10.0 out of 10, Exceptional, (9)
"This is a charming log cabin in an historic log cabin development minutes from town, grocery shopping and within walking distance to a lovely park (Barrett). The "great room" has a wonderful fireplace, high ceilings, and comfortable couches and chairs. The large deck facing the water is beautiful, offering a spectacular view of Lewes Cove in Linekin Bay. You can hear loons, watch cormorants fishing and drying their wings on lobster trap platforms, and see bald eagles fly by and roost in nearby...
Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!
Charming Cottage on the Great Pond in Boothbay Harbor, Maine
Terrace/patio

Charming Cottage on the Great Pond in Boothbay Harbor, Maine

Charming Cottage on the Great Pond in Boothbay Harbor, Maine
Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More
Terrace/patio

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

9.8 out of 10, Exceptional, (18)
"Sasanoa is a beautiful cabin in the woods. The vintage decor is lovely. The living area is very spacious, comfortable and perfect for two couples. Screened-in porch is great for reading and/or games. The location is extremely peaceful and quiet! "
Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More
Pets Stay Free! 3 Modern Cottages, 1st Floor King & Bunk Room + Loft w/Queen
Beach

Pets Stay Free! 3 Modern Cottages, 1st Floor King & Bunk Room + Loft w/Queen

10.0 out of 10, Exceptional, (38)
"This is a beautifully unique place to stay! This cozy cottage is charming and warm. The area is stunning with a gorgeous property, perfect for our pup! So many stunning places to see by the ocean… hikes, restaurants, botanical garden with the huge Trolls! Made memories with our family to hold dear. Thank you! Definitely would stay again! "
Pets Stay Free! 3 Modern Cottages, 1st Floor King & Bunk Room + Loft w/Queen
Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown
TV, books

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

9.8 out of 10, Exceptional, (32)
"Such a cute cottage perfect for two couples. Sunrise and sunset on the deck was awesome. Great location and easy walk into town. We loved it!"
Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown
Boothbay Harbor Cottage Overlooking Mill Cove
TV

Boothbay Harbor Cottage Overlooking Mill Cove

10.0 out of 10, Exceptional, (18)
"We had a wonderful time at Mill Cove. Close to downtown and just the right size for a short getaway for my wife and I. "
Boothbay Harbor Cottage Overlooking Mill Cove
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
Stunning Modern Maine Oceanfront Cottage - newly built in 2019
Outdoor dining

Stunning Modern Maine Oceanfront Cottage - newly built in 2019

10.0 out of 10, Exceptional, (21)
"Amazing, tranquility, absolutely worth planning a return visit."
Stunning Modern Maine Oceanfront Cottage - newly built in 2019
Snowball Hill Cottage - Near Pemaquid Beach & New Harbor Village.
Aerial view

Snowball Hill Cottage - Near Pemaquid Beach & New Harbor Village.

10.0 out of 10, Exceptional, (16)
"I stayed here while visiting family and friends in Nee Harbor. It is a cute little place, and the hosts were very helpful re: parking and checkout process. The property is accurately described on the website, and I would definitely stay again."
Snowball Hill Cottage - Near Pemaquid Beach & New Harbor Village.
"The Cottage " is Perfect couples retreat!
Property grounds

"The Cottage " is Perfect couples retreat!

9.6 out of 10, Exceptional, (26)
"We picked this property because it sounded like just what we needed for a short vacation. It fit the bill. Very cozy. The owner was super nice and responded to questions immediately. We didn't prepare any meals but everything was there to do so. Likewise, the "in case you forgot" selection was quite comprehensive. We would definitely stay here again."
"The Cottage " is Perfect couples retreat!
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Beach

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

9.8 out of 10, Exceptional, (38)
"I had an excellent visit. The kitchen was well stocked with utensils and small appliances. Everything was super clean; magazines and books were available (as well as good WiFi). I never turned the tv on as the view was spectacular. I wasn’t able to have an outdoor fire due to weather but everything was great. I hope to return. I look forward to doing more exploring as the area is beautiful. Also, very responsive with owners live next door. Thanks for offering up this quant little cabin for...
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
TV, fireplace, books, stereo

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

9.4 out of 10, Exceptional, (33)
"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
TV

Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

9.6 out of 10, Exceptional, (44)
"Absolutely beautiful views. Very well appointed and comfortable. "
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
Spring Discount, Full Month 1,650-April through May, 1st Flr King/Loft
Interior

Spring Discount, Full Month 1,650-April through May, 1st Flr King/Loft

10.0 out of 10, Exceptional, (56)
"Just a classic maine cabin and great for our 3yr old lab. Will return!"
Spring Discount, Full Month 1,650-April through May, 1st Flr King/Loft
Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer
Outdoor dining

Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer

9.8 out of 10, Exceptional, (17)
"This is a small backyard apartment a block away from downtown Wiscasset. The house met our needs. The bed was comfortable. The kitchen was small but with enough equipment to prepare simple meals. The house was in walking distance of shops and restaurants in Wiscasset. There was a grill and patio for those who wanted to cook outside. The was a washer and dryer available. "
Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer
Olde Post Office Cottage at Pemaquid Point
Fitness facility

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

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
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

Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
Outdoor dining

Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

8.8 out of 10, Excellent, (35)
"Our party of 8 enjoyed our stay. The house is well equipped and stocked to get you started. Conveniently located to town and the Botanical Gardens. Plenty of outside space for kids to run around and play. It has a beautiful view of the cove but is very rocky. This didn't stop us from hunting hermit crabs and catching fish. The house is old but that gives it the Maine charm. "
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
Enjoyable 1-bedroom rustic cottage in Southport.
Terrace/patio

Enjoyable 1-bedroom rustic cottage in Southport.

Enjoyable 1-bedroom rustic cottage in Southport.
Oceanfront Cabin-Castle in Maine Woods
Interior

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (15)
"The house was exactly what we were hoping for -- right on the ocean, close to long beach walks, with delicious food nearby. Loved using the wood stove! The host was very responsive to our various questions and requests. We'd love to return!"
Oceanfront Cabin-Castle in Maine Woods
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 retreats offer a chance to get reacquainted 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.
What are the best cottages in Chamberlain?
A traveler favorite is Pine Cliff Dweller Southport - 2 Bedroom Cottage. Base yourself at this 2.5-star stay which comes with a fireplace and a barbecue grill. Piffi Biff Southport - 5 Bedroom Cottage is another popular option to check out. Spend your vacation at this 2-star cottage and you’ll have access to amenities like a barbecue grill and a fireplace. There are multiple cottages in Chamberlain with a total average guest review rating of 9.7.
How many cottages are there in Chamberlain?
There are 207 cottages in Chamberlain. Whether you’re traveling with the family or planning a retreat with your friends, Expedia will help you find the ideal space to reconnect with nature.
Why book your cottage in Chamberlain with Expedia?
Reserving a cottage in Chamberlain is as easy as working out your travel dates and picking your ideal place for a getaway in the outdoors. From upmarket retreats to inexpensive properties and cottages that have amenities like laundry facilities, Expedia has something for all styles and tastes. As for terrific deals? We’ve got them as well!
How can I find cheap cottages in Chamberlain?
Expedia can help you easily locate cheap cottages in Chamberlain. To find your perfect stay in a few quick clicks, simply use the filter tool to refine your search by star rating, amenities and budget.