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Compare 151 Cottages in Chamberlain with updated reviews, rates, and availability.

Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown
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
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, (95)
"Loved every moment of our relaxful stay. Location is centrally located for exploring the scenic Maine coast. Highly recommend this home. "
A Charming Waterfront Cottage with Touches of Elegance
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, (51)
"Beautiful property. Saw seals from living room catching fish. Front door did not lock but it’s a safe neighborhood but a bit isolated. Kitchen is well equipped for cooking. Laundry facilities were a great help! Gorgeous views of the water and excellent service and communication."
Unique oceanfront home with a deck, tons of natural light, & amazing views
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, (36)
"Exactly as described, but better. Words can’t describe waking up each morning and seeing the great view and watching the activities of a small lobster harbor. Great location, comfortable bed. Everything we needed. "
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
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, (30)
"This house was amazing. It was way better than we expected after looking through the pictures online. The outdoor space and the house itself are beautiful and the pictures do it zero justice. We were worried at first about the lack of AC, but the house cooled right down once we opened the windows let the air in. I highly recommend this place if you’re looking to visit Boothbay. It was so close to the main area, but you couldn’t even tell- it felt like you were immersed in nature."
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Tenants Harbor Vacation Rental | Studio | 1BA | 500 Sq Ft | Steps to Enter
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
9.6 out of 10, Exceptional, (40)
"Everything was as expected or better. Great directions made it easy to find. Place was well stocked, super clean, very comfortable. Neighborhood is great. And when I needed something, the property manager jumped to help at record speed. Will definitely go back. :-)"
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
9.4 out of 10, Exceptional, (42)
"Beautiful location "
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
Olde post office
Spring
Olde post office
9.6 out of 10, Exceptional, (133)
"It looks straight out of a storybook with great amenities and lovely grounds. We were able to have a fire in the fire pit which was so much fun and being close to the lighthouse was a huge perk. The host was kind and accessible. I would definitely composer staying at this property again. "
Olde post office
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
Steps to Your Private 100 Feet of Lake Front -
lake from front patio
Steps to Your Private 100 Feet of Lake Front -
8.4 out of 10, Very Good, (16)
"Bill was so very nice and 100% accommodating. His place was very neat and clean. The property is very well maintained, private and peaceful. His cousin , Darcy, lives 2 doors down and is readily available should there be any questions or concerns.We enjoyed the lions at night and the stars were mesmerizing along with the fireflies. Thank you for a lovely stay and we look forward to returning next year."
Steps to Your Private 100 Feet of Lake Front -
Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
Terrace/patio
Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
10.0 out of 10, Exceptional, (8)
"Location is great, clean cabin with all you need, privacy, access to food and fun. Comfortable feeling as you enter cabin views of waterfront community , with beautiful sunsets on the harbour. "
Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
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
Contemporary Cottage With Spectacular Ocean Views And Access
Property grounds
Contemporary Cottage With Spectacular Ocean Views And Access
9.8 out of 10, Exceptional, (45)
"The property was very comfortable and clean and was well appointed with anything I might need. It was nice having a washer and dryer as well. The view was lovely and it was just so pleasant to wake up and watch the sun rise. Such a great place! Thank you very much for your hospitality!"
Contemporary Cottage With Spectacular Ocean Views And Access
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
Steamboat Landing Cottage
Enjoy watching sailboats drift past
Steamboat Landing Cottage
9.2 out of 10, Wonderful, (7)
"Our family recently stayed at the Steamboat Landing cottage on Southport and loved our stay. It was a very quiet neighborhood and the water views from both levels were so amazing (particularly the master bedroom). The cottage was well stocked and the bedrooms were all good sizes. It was nice having laundry in the unit. We felt the listing was accurate re: amenities and accessibility. We appreciated being close enough to Boothbay Harbor and all it had to offer, but not so close that we had...
Steamboat Landing Cottage
Spacious 1 Bedroom Close to Everything 4
Living area
Spacious 1 Bedroom Close to Everything 4
10.0 out of 10, Exceptional, (15)
"My sister and I stayed for almost a month in this lovely place. We were in Maine on some extended family business. The extended business meant we extended our stay a couple of times. Jeff was always accommodating and very responsive. The cottage was just the perfect “home away from home” for us. It is comfortably furnished. We had everything we needed. Very cozy and relaxing. Thanks Jeff for being there for us. And Mike too!"
Spacious 1 Bedroom Close to Everything 4
Your Windows To The Ocean, Lobstering Village, And Private Floating Dock!
"Briarnook" from the driveway. Bunkhouse for extra sleeping room is on the right
Your Windows To The Ocean, Lobstering Village, And Private Floating Dock!
10.0 out of 10, Exceptional, (48)
"We enjoyed watching the sunrise while having a cup of coffee. The views are fantastic and it is in a very quiet area. It was the perfect spot for our time in the area. "
Your Windows To The Ocean, Lobstering Village, And Private Floating Dock!
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
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
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, (95)
"Loved every moment of our relaxful stay. Location is centrally located for exploring the scenic Maine coast. Highly recommend this home. "
A Charming Waterfront Cottage with Touches of Elegance
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
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, (36)
"Exactly as described, but better. Words can’t describe waking up each morning and seeing the great view and watching the activities of a small lobster harbor. Great location, comfortable bed. Everything we needed. "
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
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.
What are the best cottages in Chamberlain?
Take your pick of multiple cottages in Chamberlain with a total average guest review rating of 9.3. Piffi Biff Southport - 5 Bedroom Cottage is an ideal place to rest and put your feet up between adventures. This 3.5-star cottage also features a barbecue grill and a fireplace. Ebb And Flow East Boothbay - 4 Bedroom Cottage is another top pick with travelers visiting this area. It has a 3.5-star rating and amenities including a barbecue grill and free internet services.
How many cottages are there in Chamberlain?
Surround yourself with nature in one of the 151 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.