A calm lake with boats, a bridge, and a town with red and white buildings.

Damariscotta Vacation Rentals

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Our top choices for Damariscotta vacation rentals

1. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (465 reviews)
"Great stay, great location."
United States
Jerold
The price is CA $196
CA $214 total
includes taxes & fees
Aug 31 - Sep 1
Trade Winds on the Bay

2. Near Lakes, Bay & Trails! Historic Waldoboro Gem

Near Lakes, Bay & Trails! Historic Waldoboro Gem
3.0 star property
Waldoboro
10.0 out of 10, Exceptional, (2 reviews)
"This home is such a gem! A historic home that is updated with many modern conveniences. We’ve been to MANY AirB&B’s and this home was probably the best equipped we’ve been in! Convenient to Boothbay and lots of downeast inlets and harbors. Very quiet, but close to groceries, food and farm stands. Our only regret was not staying longer- we would have loved to grill and use the fire pit!"
United States
Deborah
The price is CA $252
CA $682 total
includes taxes & fees
Sep 9 - Sep 10
Near Lakes, Bay & Trails! Historic Waldoboro Gem

3. Rustic Retreat Across From Lake; Family Friendly!

Rustic Retreat Across From Lake; Family Friendly!
3.0 star property
Union
8.0 out of 10, Very good, (3 reviews)
"The cottage is cute with a great view of the lake. Quiet and peaceful yet convenient to town. Plenty to see and do in the area. We had a wonderful time and I highly recommend staying here!"
United States
Lorraine
The price is CA $183
CA $541 total
includes taxes & fees
Aug 30 - Aug 31
Rustic Retreat Across From Lake; Family 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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Top Damariscotta Hotel Reviews

Find out more about Damariscotta

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Damariscotta. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Are there vacation rentals in Damariscotta?

Yes, there are vacation rentals close to the most popular local attractions in Damariscotta, or you can go with a more secluded option if you'd like a relaxing place to stay. Damariscotta is known for its art and museums.

What's the top vacation rental that Damariscotta has to offer?

Captain's 2BR. Authenticity. Value, Near everything. Yard. Treehouse. No fees. : You might want to consider this vacation home rental near Damariscotta, which offers a patio, a garden, and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

How many vacation rentals are there in Damariscotta?

Choose from 17 Expedia vacation rentals in Damariscotta for a memorable vacation.

What’s there to see and do in Damariscotta?

Cultural attractions include Frances Perkins Center and Jan Kilburn Watercolor Studio and Gallery, whereas Biscay Pond and Pemaquid Pond are a couple of picturesque spots to enjoy the outdoors. While here, Whaleback Shell Midden State Historic Site and Damariscotta Farmer's Market are other places worth a visit.

What’s a vacation rental in Damariscotta like?

Vacation rentals are private properties you can stay in for several days or longer in Damariscotta. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for families.