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Damariscotta Holiday Rentals

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Holiday Rentals in Damariscotta

Trade Winds on the Bay
3.0 star property
7.6 out of 10, Good, 44 reviews
"It was very relaxing"
The price is NZ$286
per night
19 Jun - 20 Jun
Trade Winds on the Bay
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
8.8 out of 10, Excellent, 33 reviews
"Great views. House pretty clean & supplies were fine except only 3 coffee cups for 6 adults. VACasa said they would get more cups. They failed, never received. Some lights didn't work & lots of dead bugs in light fixtures."
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Unique oceanfront home with a deck, tons of natural light, & amazing views
8.8 out of 10, Excellent, 43 reviews
"We needed a quiet place to visit with elderly aunt and uncle. This was a great place with all the living space on the same floor with spacious area to visit."
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, 29 reviews
"Cottage is rustic but clean in an amazing location. The view out to the boats moored in the water is one of a kind. We cooked all our meals in the kitchen and it worked well for us -- good sharp knives was a plus. Being able to walk down the dock and get the freshest lobsters possible for an excellent price was the highlight of our stay. Free access to kayaks was another nice amenity -- lots of coast to explore. The house is a little quirky (uneven floors and bathroom door is really a curtain),...
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
A Charming Waterfront Cottage with Touches of Elegance
10.0 out of 10, Exceptional, 79 reviews
"Needed a place to get away and relax. This was the perfect place. Many extras provided and the home was spotless even during this high pollen season! Had a storm come through and saw a spectacular rainbow over the bay🌈"
A Charming Waterfront Cottage with Touches of Elegance
Quaint one-bedroom suite
9.8 out of 10, Exceptional, 39 reviews
"Super convenient in a quiet riverfront neighbor. Easy to connect with owner, check in and out. Private. Good for quiet couple enjoying a restful evening!"
The price is NZ$229
per night
19 Jun - 20 Jun
Quaint one-bedroom suite
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
9.8 out of 10, Exceptional, 55 reviews
"Perfect for my husband and I. Great view on the water."
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
9.4 out of 10, Exceptional, 24 reviews
"What a great stay. Our first time in Maine, and New England and so glad we had this location. Booth bay is the “just right” costal town to stay in. 5 minutes from the harbor, so much to do locally, and the home was great. The property stole the show, though. The water, deck, dock, fire pit, grill, the trees! All so great. The house is large and well equipped, but could use some updating, better humidity control, and AC. Highly recommend."
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
10.0 out of 10, Exceptional, 91 reviews
"This was a perfect location to explore and experience the Maine coast! I wish my stay was longer, and I hope to return again someday. Alex, the host, was so friendly and attentive. He made sure we had what we needed. The beach that you access from the property is wonderful to explore. We had so much fun here! Close to places to eat, what you need if you are preparing your own food and eating in."
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
9.4 out of 10, Exceptional, 72 reviews
"We enjoyed the tranquility of the cottage and we appreciated the antiques connecting the cottage to the past/ history of the area. No issues with our stay. Location was good; the drive to daily activities not tremendous. Loved the village, and the people were so friendly. Great escape from every day life."
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
9.6 out of 10, Exceptional, 32 reviews
"We spent three nights at Pauls Cottage. As a local host for vacation homes on Cape Cod. I pay attention to the details.The home had a three night minimum.The fee for the host was as much as the nightly rate. There for we expected the service to match the rate. Check in for the cottage was 4:00. We had a 4 1/2 hour drive and knew we would be coming in late. However, we did not hear from our host on how to enter the cottage. It wasn't until I made a few attempts to reach her and after 6:00 that we...
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
8.6 out of 10, Excellent, 29 reviews
"The title and description are spot on, this is a vintage home with every amenity we needed for a long weekend exploring Damariscotta and Boothbay Harbor. We only needed 3 bedrooms, so did not use the bunk beds tucked into the first floor alcove, and planned to spend most of our time out & about. It was a perfect location for us."
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
SPRING SALE: Charming 5BR Waterfront Historic Cape on 15 acre estate
10.0 out of 10, Exceptional, 49 reviews
"We had a wonderful stay at Bold Colorful Life! From the moment we arrived to such a warm welcome from Melissa, we felt so relaxed. There is so much attention to detail and the amount of care that Melissa puts into the house and grounds is truly impressive. She gave us great recommendations for places to go and restaurants to eat. The location also can’t be beat. It is close to all of the attractions but in a wonderfully quiet place to relax at the end of a busy day. We enjoyed walking down to...
SPRING SALE: Charming 5BR Waterfront Historic Cape on 15 acre estate
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views
9.8 out of 10, Exceptional, 89 reviews
"Beautiful location and house. Everything was great."
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
8.2 out of 10, Very good, 13 reviews
"The house was big and private and in a great area close to everything in Boothbay."
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
East Boothbay Waterfront One room Condo.Waterview from in side this room
10.0 out of 10, Exceptional, 108 reviews
"The property was super clean right down to the nautical decor, not a speck of dust. April thought of everything to make the stay perfect. The location was perfect and very quiet. We did have a couple of things that needed attention and April was there to get everything right again."
East Boothbay Waterfront One room Condo.Waterview from in side this room
Tiny House on 100 Acres Kayaks/Canoes/Paddleboards
9.8 out of 10, Exceptional, 20 reviews
"I was offered Stella which is a beautiful little apartment due to a mistake I made when applying to stay in Roxie. I didn't realize Roxie was solar and I really needed electricity for this stay. It was a more a business trip not a camping trip.Sherri very graciously let me stay in Stella which was wonderful . Very clean, bright , everything you could need . I would definitely stay there again.."
The price is NZ$294
per night
25 Jun - 26 Jun
Tiny House on 100 Acres Kayaks/Canoes/Paddleboards
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
9.8 out of 10, Exceptional, 7 reviews
"Had the good old field of what we always called a "camp." Kitchen was well stocked with utensils and glassware, etc. The lobster processing facility made for a bit of noise and a pretty steady stream of traffic. A lot of trucks, from pickups to semis coming in and out. Didn't really bother us a whole lot but it might bother other people. Overall the view of the water was pretty nice except for the power lines and there's not much that can be done about that. Have to have electricity after all."
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
Stunning oceanfront cottage w/ private deck and Atlantic views
9.2 out of 10, Wonderful, 37 reviews
"The view was exceptional "
Stunning oceanfront cottage w/ private deck and Atlantic views
Lakefront cottage with dock, screened porch, & Island in Biscay Pond
8.6 out of 10, Excellent, 14 reviews
"This is the perfect Maine camp! Clean, comfortable and cute."
Lakefront cottage with dock, screened porch, & Island in Biscay Pond
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See all available properties in Damariscotta
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.

Other types of properties in Damariscotta you may be interested in

Rockland Harbor Hotel
2.5 star property
9.2 out of 10, Wonderful, 1,000 reviews
"The location was great"
The price is NZ$417
per night
17 Jun - 18 Jun
Rockland Harbor Hotel
Tugboat Inn
3.0 star property
9.0 out of 10, Wonderful, 843 reviews
"Stay here every year but in the late fall when most shops are closed for the season. Nice to be able to walk to al the shops and restaurants "
The price is NZ$353
per night
1 Jul - 2 Jul
Tugboat Inn
Boothbay Harbor Inn
2.5 star property
8.2 out of 10, Very good, 758 reviews
"Great location, rooms needed a little up dating, and some new paint. "
The price is NZ$333
per night
16 Jun - 17 Jun
Boothbay Harbor Inn
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Damariscotta holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Damariscotta. 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 Damariscotta. 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 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 holiday 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 Damariscotta short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Damariscotta?

Yes, there are holiday rentals close to the most popular sights in Damariscotta, or you can select a more secluded option if you're looking for a relaxing stay. Damariscotta is known for its art and museums.

What are some of the best holiday rentals that Damariscotta has to offer?

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces: This holiday home rental outside of Damariscotta is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals are there in Damariscotta?

Choose from 14 Expedia holiday rentals in Damariscotta for a memorable holiday.

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 Whaleback Shell Midden State Historic Site are a couple of picturesque spots to enjoy the outdoors. Damariscotta Farmer's Market and Damariscotta Lake are a couple of places you'll find in the wider area.

What’s a holiday rental in Damariscotta like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Damariscotta. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.

Recent reviews of Damariscotta properties
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