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Compare 203 Cottages in Chamberlain with updated reviews, rates, and availability.

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (102)
"My friend and I are writers, and we came to this cottage to work on our books. It was the perfect location with the sunrise views over the water from the magnificent porch. The cottage was exceptionally clean, cozy, and beautiful. We had one small hiccup with the heat, but the manager, David, showed up immediately and the problem was rectified promptly. I loved it and we would absolutely stay there again."
A Charming Waterfront Cottage with Touches of Elegance

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!

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

Charming Cottage on the Great Pond in Boothbay Harbor, Maine

Charming Cottage on the Great Pond in Boothbay Harbor, Maine

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

10.0 out of 10, Exceptional, (39)
"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

Quiet & cozy ocean-side hideaway. Pet friendly!

10.0 out of 10, Exceptional, (7)
"This beautiful cabin was cozy and modern, spotlessly clean, and thoughtfully well-equipped. Everything we needed was provided. Multiple places inside and outside for gathering and relaxing; a cute kitchen with all the necessities; and the super-efficient wood stove was easy to use. It was a great base for exploring nearby, but also comfortable for just hanging out and enjoying the quiet. Thank you for sharing this amazing place."
Quiet & cozy ocean-side hideaway. Pet friendly!

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

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!

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!

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

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

9.6 out of 10, Exceptional, (44)
"Absolutely beautiful views. Very well appointed and comfortable. "
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

Ocean Point home w/large porch, amazing views, and sunsets with water access

9.2 out of 10, Wonderful, (21)
"Peaceful with amazing views!"
Ocean Point home w/large porch, amazing views, and sunsets with water access

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

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

Historic riverfront home with boathouse & private dock - dogs OK

8.8 out of 10, Excellent, (20)
"Beautiful house with views. We enjoyed it. Be aware that it is antique (stairs and steps are very steep, in case anyone has mobility issues). Listed with 5 bedrooms; we only found 4, but it could easily sleep 10."
Historic riverfront home with boathouse & private dock - dogs OK

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

Raspberry Cottage: Above Port Clyde Village, Ocean Front Cottage, with Views of the Harbor

9.6 out of 10, Exceptional, (69)
"This was our second stay in Port Clyde and with this host. The properties were both impeccable and well kempt. They make check-in and check-out very easy. I'd highlight that if you're traveling to Port Clyde and expect to see the historic General Store, it is no longer there. We were surprised to see it no longer standing, leaving downtown PC without a real restaurant. "
Raspberry Cottage: Above Port Clyde Village, Ocean Front Cottage, with Views of the Harbor

Dew Drop Cottage II: Within Walking Distance Of Port Clyde Village

9.8 out of 10, Exceptional, (59)
"The cottage was exactly what we needed, very well equipped. Would definitely stay here again."
Dew Drop Cottage II: Within Walking Distance Of Port Clyde Village

Down East Gem - The White Cottage, 4 bed 2 bath, beach front and dog friendly

Down East Gem - The White Cottage, 4 bed 2 bath, beach front and dog friendly
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

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (102)
"My friend and I are writers, and we came to this cottage to work on our books. It was the perfect location with the sunrise views over the water from the magnificent porch. The cottage was exceptionally clean, cozy, and beautiful. We had one small hiccup with the heat, but the manager, David, showed up immediately and the problem was rectified promptly. I loved it and we would absolutely stay there again."
A Charming Waterfront Cottage with Touches of Elegance

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

Ocean Point OCEANFRONT with private rugged BEACH

10.0 out of 10, Exceptional, (83)
"Beautiful location, lovely accommodations, and great hosts! Oceanfront bliss for a peaceful sunrise and an evening by the fire pit. "
Ocean Point OCEANFRONT with private rugged BEACH
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 9.6.
How many cottages are there in Chamberlain?
There are 203 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.