Damariscotta vacation rentals

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Top-rated vacation rentals in Damariscotta

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Guest favorite

Guesthouse in South Bristol

4.98 out of 5 average rating, 345 reviews

Waterfront Guest House on the Maine Coast

Bright open four-season guest house with fantastic view of Jones Cove and the open ocean in beautiful South Bristol, Maine. The guest house offers privacy and independence. The top floor has an open space with kitchen, sleeping area with queen bed, bathroom. The ground floor has a desk, Smart TV, seating area and French doors that open onto a stone patio. Includes Kohler generator, fiber optic wifi, outdoor grill & fire pit. The water is tidal Owner lives on property (150 ft from guest house)

Sep 26 – Oct 3

R3,486 ZAR per night

Guest favorite

Guest suite in Round Pond

4.79 out of 5 average rating, 107 reviews

Round Pond Crows Nest Brand new and ready for you!

Newly renovated efficiency apartment with exterior entrance. Roomy bed/living room, kitchenette, private bathroom w/ shower. Comfy bed, a table for two looking out at the big maple treetop (with a few hints of the ocean beyond), kitchenette has a bar sink, fridge for your leftovers/bevys, and a microwave to heat them up! It’s on the 3rd floor, so you’ll be getting your workout! Red chairs on the front yard are for guest use- enjoy the fresh air and ocean breeze! Very clean, bright space.

Sep 24 – Oct 1

R2,034 ZAR per night

Guest favorite

Apartment in Edgecomb

4.91 out of 5 average rating, 298 reviews

Sunny Apt in Woods 10 Min to 3 Towns- Dog Friendly

Bright, cozy apartment, surrounded by deep woods, completely separate from our home, w/ its own entrance, yet we are available if you need us. Located between Boothbay, Damariscotta, & Wiscasset, 1 mile from Route 1 and 27, on 13 acres, abutting 100s of acres of preserve land - provides the best of both worlds - peaceful woods, but less than 15 minutes from restaurants, shops & activities, plus, dedicated WiFi /2 Smart TVs. While dogs are welcome we can’t host feline guests due to allergies.

Oct 2 – 9

R1,958 ZAR per night

Guest favorite

Apartment in Nobleboro

4.89 out of 5 average rating, 137 reviews

Finding Joy

This lovely apartment is above our garage. You can come and go as you please. We have created a place for peace and solitude. Sit on the deck or look out the dining room window and see the woods and wait for the birds and wildlife that may be wonder through the yard. There is coffee and tea available, along with basic breakfast supplies, if you wish. Keyless entry allows for you to come anytime after check-in. Please note, you have to be comfortable with stairs to access the apartment.

Jul 16 – 23

R2,351 ZAR per night

Guest favorite

Cottage in Boothbay Harbor

4.98 out of 5 average rating, 327 reviews

The Cottage at the McCobb House

Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

Oct 24 – 31

R3,161 ZAR per night

Guest favorite

Apartment in Damariscotta

4.94 out of 5 average rating, 339 reviews

Cottrill House on Damariscotta River # 1

Cottrell House/Studio. Enjoy the mid-coast in down town Damariscotta Maine. Private entrance, off street parking, private bath, living room with mini fridge, microwave and coffee maker. Private back yard with views over the Damariscotta River. Walk to unique restaurants and shops. Rent a kayak or a paddle board right across the street and enjoy the beautiful views of the Damariscotta River. Only, 25 minutes away from Pemaquid Point and Beach. This is non smoking property!

Apr 11 – 18

R2,036 ZAR per night

Guest favorite

Guest suite in Damariscotta

4.93 out of 5 average rating, 149 reviews

Cozy Carriage House in Downtown Damariscotta

Welcome to Damariscotta, Maine! Our carriage house apartment has the rustic, romantic feel of a classic Maine cabin, but is located a short walk from downtown Damariscotta. Guests have a private studio that includes sleeping accommodations, a bathroom, a small kitchen area, and closet space. This is the perfect spot for adventurous travelers who want to explore the Midcoast of Maine like a local or for creative folks to unplug and focus on their craft.

Sep 12 – 19

R2,090 ZAR per night

Guest favorite

Apartment in Damariscotta

4.84 out of 5 average rating, 461 reviews

"Ship Shape": waterfront, cozy studio- downtown

Located in a historic 200 year old building "Ship Shape" is close to downtown but on a quiet tree-lined residential street. It is just one block to the library, bookstore, post office and all the lovely shops. It is on the shore of the Damariscotta River with wonderful views from inside and out.. You’ll love my place because of the neighborhood, the light, the outdoor space, and the comfortable bed. My place is good for couples and solo adventurers.

Aug 21 – 28

R2,648 ZAR per night

Guest favorite

Guesthouse in Georgetown

4.9 out of 5 average rating, 136 reviews

Island Alchemy Cottage

Charming cottage on a beautiful island near marina, beaches, restaurants, and hiking trails. Wonderful mid-coast Maine location for lots of possibilities for outdoor adventures, antiquing, visiting art galleries and shops, and enjoying delicious cuisine. The cottage has everything you need for a peaceful getaway. Decorated with natural elements and local art pieces to get you in the mood for this beautiful location.

Aug 4 – 11

R2,396 ZAR per night

Guest favorite

Apartment in Damariscotta

4.92 out of 5 average rating, 254 reviews

Fernald's Backside

Fernald's Backside is a sunny, comfortable 2nd floor apartment , tucked behind S. Fernald's Country Store in the heart of downtown Damariscotta. It features a deck with views of the Damariscotta River and Harbor. A one bedroom apartment with ample living space and full kitchen, it can sleep 5 with a double and single bed and a sleeper sofa. Fernald's Backside is Pet free.

Dec 11 – 18

R2,258 ZAR per night

Guest favorite

Home in Lisbon

4.94 out of 5 average rating, 332 reviews

Unplug at a Beachy Bolthole with Classic New England Style

Chill on the porch after exploring a scenic local walking trail and soak up the serenity of this breezy blue and white hideaway. Striped oars, starfish, smooth shells, and ocean scenes blend with shades of teal and aqua for a thoroughly calm space. There are EV chargers behind the post office. It’s around a block and a half.

Feb 11 – 18

R1,273 ZAR per night

Guest favorite

Apartment in Boothbay

4.96 out of 5 average rating, 259 reviews

Sunnymeade

Centrally located close to Boothbay Harbor, East Boothbay and Southport Island. Coastal Maine Botanical Gardens, Boothbay Region Land Trust's 26 hiking trails, Boothbay Railroad Village with live steam train rides and much, much more are great spots to visit.

Sep 23 – 30

R1,961 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Damariscotta vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Damariscotta's top sights

King Eider's Pub52 locals recommend

Hannaford Supermarket38 locals recommend

Round Top Ice Cream27 locals recommend

Newcastle Publick House45 locals recommend

Damariscotta River Grill56 locals recommend

Schooner Landing33 locals recommend

Other great vacation rentals in Damariscotta

Guest favorite

Condo in Damariscotta

4.88 out of 5 average rating, 144 reviews

River Escape - Studio Apt. with River Access

Jun 5 – 12

R3,345 ZAR per night

Guest favorite

Cabin in Nobleboro

4.94 out of 5 average rating, 108 reviews

Waterside Cabin the Woods 50 acres-No hidden fees!

Mar 15 – 22

R2,904 ZAR per night

Guest favorite

Home in Newcastle

4.98 out of 5 average rating, 101 reviews

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba

Oct 14 – 21

R6,531 ZAR per night

Guest favorite

Apartment in Damariscotta

5.0 out of 5 average rating, 201 reviews

The Barn Loft Apartment

Mar 1 – 8

R3,863 ZAR per night

Guest favorite

Guesthouse in Orland

4.99 out of 5 average rating, 103 reviews

Cozy cottage in Orland Village-Penobscot Bay area

Dec 7 – 14

R1,982 ZAR per night

Guest favorite

Cabin in Edgecomb

4.87 out of 5 average rating, 860 reviews

The Highland Cottage on Sheepscot

Feb 3 – 10

R2,884 ZAR per night

Guest favorite

Guest suite in Woolwich

4.92 out of 5 average rating, 187 reviews

Private Guest Apartment with separate entrance.

May 27 – Jun 3

R1,806 ZAR per night

Guest favorite

Apartment in Newcastle

4.91 out of 5 average rating, 104 reviews

River Views Centrally Located Downtown

Dec 19 – 26

R3,469 ZAR per night

Show all

Other great vacation rentals in Damariscotta

Guest favorite

Guesthouse in Damariscotta

4.95 out of 5 average rating, 56 reviews

Private tree-top loft 5 minutes from Damariscotta.

Oct 21 – 28

R1,886 ZAR per night

Guest favorite

Guesthouse in Damariscotta

4.95 out of 5 average rating, 21 reviews

The Midcoast Forest Retreat

May 9 – 16

R2,082 ZAR per night

Guest favorite

Home in Waldoboro

4.98 out of 5 average rating, 64 reviews

1830s Cape hosted by George & Paul

Nov 13 – 20

R1,893 ZAR per night

Guest favorite

Apartment in Damariscotta

4.99 out of 5 average rating, 74 reviews

Deluxe Midcoast Maine Retreat

Jan 5 – 12

R3,621 ZAR per night

Guest favorite

Guesthouse in Newcastle

4.97 out of 5 average rating, 64 reviews

Modern Hillside 1 BR near Damariscotta/Newcastle

Feb 23 – Mar 2

R4,357 ZAR per night

Guest favorite

Apartment in Newcastle

5.0 out of 5 average rating, 86 reviews

Historic charm, Modern amenities, Walk downtown

Dec 14 – 21

R3,695 ZAR per night

Guest favorite

Apartment in Bristol

4.99 out of 5 average rating, 81 reviews

The Byre at Piper’s Pond

Dec 9 – 16

R2,798 ZAR per night

Guest favorite

Home in Waldoboro

5.0 out of 5 average rating, 47 reviews

Small But Mighty (Elegant) Rural Retreat

Jun 23 – 30

R2,719 ZAR per night

Show all

Quick stats about vacation rentals in Damariscotta

Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
3.8K reviews
Nightly prices starting at
R962 ZAR before taxes and fees

Frequently Asked Questions

Are there house rentals with a dedicated workspace in Damariscotta?
Yes! Work meets play with ease at over 10 house rentals in Damariscotta featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Damariscotta have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Damariscotta. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Damariscotta?
Four-legged friends are welcome in Damariscotta. Choose from more than 10 house rentals for guests traveling with pets.
Do apartment rentals in Damariscotta have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Damariscotta. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Damariscotta have wifi?
Absolutely! We offer over 20 house rentals with wifi in Damariscotta. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Damariscotta?
Experience the best of Damariscotta with our apartment rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly house rentals in Damariscotta?
Damariscotta has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Damariscotta?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Damariscotta vacation rentals

Top-rated vacation rentals in Damariscotta

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Damariscotta vacation rentals

Stay near Damariscotta's top sights

Other great vacation rentals in Damariscotta

Condo in Damariscotta

Cabin in Nobleboro

Home in Newcastle

Apartment in Damariscotta

Guesthouse in Orland

Cabin in Edgecomb

Guest suite in Woolwich

Apartment in Newcastle

Other great vacation rentals in Damariscotta

Guesthouse in Damariscotta

Guesthouse in Damariscotta

Home in Waldoboro

Apartment in Damariscotta

Guesthouse in Newcastle

Apartment in Newcastle

Apartment in Bristol

Home in Waldoboro

Quick stats about vacation rentals in Damariscotta

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there house rentals with a dedicated workspace in Damariscotta?

Do house rentals in Damariscotta have a bbq area?

Are there pet-friendly house rentals in Damariscotta?

Do apartment rentals in Damariscotta have air conditioning?

Do house rentals in Damariscotta have wifi?

How much does it cost to stay in apartment rentals in Damariscotta?

Are there family-friendly house rentals in Damariscotta?

What are the most popular amenities for Apartment Rentals in Damariscotta?

Destinations to explore