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Featured Cottages in Damariscotta and around

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

10.0 out of 10, Exceptional, (96)
"Beautiful cottage with an amazing view of the bay. Great porch where we spent most of our time. Very convenient to Damariscotta. Great setting for two couples. "
A Charming Waterfront Cottage with Touches of Elegance

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

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

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

Lakefront Cozy Cottage

9.8 out of 10, Exceptional, (64)
"Very cosy. Could use a new mattress and a small shelf above the toilet."
Lakefront Cozy Cottage

Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland

9.6 out of 10, Exceptional, (80)
"My husband and I just retired and enjoyed this place immensely! Especially the fireplace and the quiet space."
Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland

Oceanfront and Pet Friendly Cottage

9.6 out of 10, Exceptional, (7)
"The quiet relaxing cottage and area was what I need to escape the AZ heat for a week! Enjoyed taking my dog for walks on the beach and everyone was very friendly. The cottage was very clean and once I was able to get the WiFi connected it was a great place to get some work done while having the ocean view. Would have stayed longer if there was an option to do laundry as other Vrbo’s in the area have."
Oceanfront and Pet Friendly Cottage

‘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

Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range

9.0 out of 10, Wonderful, (17)
"For a small cottage it was spacious, had modern amenities. The listing says harbor view but you have to look thru power lines, power poles and a lobster processing plant. The side stone steps are overgrown with vegetation making it hard to maneuver. All in all a good experience."
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range

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

Breathtaking Oceanfront Private Cottage

10.0 out of 10, Exceptional, (60)
"Stayed for a longweekend in November. The cottage by the sea is literally right on the sea, the views are breathtaking, the sunrise gorgeous and we were lucky to have beautiful weather. The host thought of everything, the cottage has everything you need to make a wonderful stay. Would definitely return. Rockland is about a 15 min drive and a great place to visit."
Breathtaking Oceanfront Private Cottage

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

Dog-friendly cottage with amazing bay views & deck - snowbirds welcome

9.2 out of 10, Wonderful, (25)
"This rental was clean and the perfect size. The view out back is breathtaking. This rental showcases all of the natural beauty that Maine is famous for. The air conditioning was cold and the water in the shower was hot. All linens were crisp and white. The driveway was a challenge to navigate, however it is manageable. We hope to stay here again."
Dog-friendly cottage with amazing bay views & deck - snowbirds welcome

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 -

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 -

Oceanfront with Spectacular Views of Penobscot Bay

9.8 out of 10, Exceptional, (39)
"Great location to all the sites and activities surrounding the area. The cottage is perfect for 2 people. If you don't want a lot of excitement this place is for you. Enjoyed the daily feeding of the seagulls from the owner next door! Wonderful time. "
Oceanfront with Spectacular Views of Penobscot Bay

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

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

Quiet & Lovely Lakefront Cottage for Families!

9.6 out of 10, Exceptional, (13)
"Loved this spot. The lake was beautiful. We had a wonderful time even though the weather was bad a few days. The cabin was so cute and decorated very nice. The kitchen was stocked well. We had everything we needed. Loved hearing the loons at night. It wasn't too far from Camden that we visited frequently. I hope to come back there some day."
Quiet & Lovely Lakefront Cottage for Families!
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 Damariscotta

Trade Winds on the Bay

3.5 star property
8.0 out of 10, Very good, (137)
"Everything was wonderful. We will stay there again"
The price is €111
includes taxes & fees
24 Nov - 25 Nov
Trade Winds on the Bay

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

8.4 out of 10, Very good, (41)
"GORGEOUS house and view! Very spacious and accommodating. Things you should know before booking is that it is about an hour away from anything and everything. House could use some more TV's if you're going with children, pinball machines did not work and neither did "workout equipment" which was an elliptical and treadmill. One of the showers did not work and some of the fans that were provided did not either. I think its a tad over priced for its distance to do things but the views from...
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

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.

Frequently asked questions

How much do cottages in Damariscotta cost?
Cottages in Damariscotta range between and per night. These retreats offer a chance to get in touch 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 Damariscotta?
Choose from 183 cottages in Damariscotta. Whether you’re holidaying with the family or planning a getaway with your besties, Expedia will help you find the ideal space to reconnect with nature.
Are there any family-friendly cottages in Damariscotta?
If you want to slow the pace down a notch in Damariscotta, we recommend Hilltop Harbour 3bedroom 3 Bedroom Cottage. With a 3-star rating and handy amenities like an oven and WiFi, you’ll find it easy to relax at this family-friendly cottage. Damariscotta has tons of family-friendly attractions to check out when you need to keep the kids busy. Frances Perkins Centre and Jan Kilburn Watercolor Studio and Gallery promise a fun-filled day for everyone.
Why book your cottage in Damariscotta with Expedia?
Reserving a cottage in Damariscotta is as easy as clicking on your travel dates and picking an ideal place for a getaway in the outdoors. From upmarket retreats to inexpensive properties and cottages that have perks like a hot tub, Expedia has something for all traveller styles. As for awesome deals? We’ve got your back!
How can I find cheap cottages in Damariscotta?
With Expedia’s convenient filter tool, getting your hands on cheap cottages in Damariscotta has never been easier. To discover accommodation that are friendly on the wallet, narrow your search results by budget, amenities and star rating.
What is there to do in Damariscotta near my cottage?
If you’d like to make the most of your time in Damariscotta, make tracks to Damariscotta Farmer’s Market. It’s a winner among visitors and locals alike.