Damariscove Island vacation rentals

We found 698 vacation rentals — enter your dates for availability

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August 2025

September 2025

Scroll through and select from vacation rentals in Damariscove Island to find one that's perfect for your trip. Whether you're staying in a vacation rental with friends, family, or even just your pets, you'll have the best amenities for spending time at your home away from home, which might include WiFi and a pool. You'll be sure to find a rental that has what everyone needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Damariscove Island

Showing deals for:Nov 14 - Nov 21

Exceptional

(5 reviews)

Waterfront. Private. Perfect.

East Boothbay, ME

7% off

includes taxes & fees

Very good

(18 reviews)

Two room condo with ocean view! First floor with a Handicap Bathroom!

East Boothbay, ME

5% off

includes taxes & fees

Exceptional

(111 reviews)

Pet Friendly Secluded Waterfront Home w/ Private Dock & Amazing View

Georgetown, ME

10% off

includes taxes & fees

Gather round, make memories worth remembering in warm, spacious cherry kitchen.

Exceptional

(35 reviews)

Cool 5BR / 2 BA Family Getaway Near Maine's Best Ocean Beaches

Georgetown, ME

10% off

includes taxes & fees

Exceptional

(16 reviews)

New home in Boothbay, downtown Boothbay harbor is located about a mile away.

Boothbay, ME

10% off

includes taxes & fees

Property is on a peninsula. Amazing view of John's bay and a local lobster boat.

Exceptional

(25 reviews)

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

South Bristol, ME

24% off

includes taxes & fees

Welcome to the Boat House sea side deck.

Exceptional

(22 reviews)

Waterfront. Private. Perfect. 3 bedrooms/3 bathrooms. Plus options for kids.

East Boothbay, ME

7% off

includes taxes & fees

Exceptional

(23 reviews)

2 bedroom 1 bath, large deck and dock, on the water in peaceful cove, Year

East Boothbay, ME

19% off

includes taxes & fees

Exceptional

(16 reviews)

New cottage in an established vacation spot on Linekin Bay Boothbay Harbor

Boothbay Harbor, ME

15% off

includes taxes & fees

Sea-air nourishes our flowerbox blossoms all summer--

Exceptional

(78 reviews)

Slow Down & Go Back in Time-Relax Completely in Our Maine Home

New Harbor, ME

10% off

includes taxes & fees

Exceptional

(49 reviews)

Quiet, authentic Maine village overlooking historic harbor in Mid-Coast Maine

South Bristol, ME

10% off

includes taxes & fees

Exceptional

(115 reviews)

Stunning Renovated Waterfront Home with Private Deepwater Dock; Windows Galore!

Southport, ME

10% off

includes taxes & fees

Exceptional

(100 reviews)

Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

Boothbay Harbor, ME

10% off

includes taxes & fees

Find spaces that suit your style

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Condo/Apartment

Find the best place to stay - Damariscove Island

Perfect Maine Cottage Directly on the Coast

Sleeps 4 · 2 bedrooms · 1+ bathroom

Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

Sleeps 10 · 4 bedrooms · 2 bathrooms

Unique oceanfront home with a deck, tons of natural light, & amazing views

Sleeps 4 · 2 bedrooms · 1 bathroom

Top rated rentals - Damariscove Island

Premier Host

Peaceful stay

Exactly like listing. Clean and well kept with million dollar view. Excellent location to explore area. Owner very quick to resolve any issues. Highly recommended.

Rick S.

Stayed Sep 2024

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value

Find out more about Damariscove Island

Book a vacation rental for your Damariscove Island getaway

Learn about the unique charm of Damariscove Island with a stay in a private vacation home. This city has something for everyone. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Damariscove Island

Are you hoping to find attractions to see while you're in town? Venture out of your cozy vacation rental and check out everything that makes Damariscove Island a fun spot to vacation. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

Maine State Aquarium (5.5 mi / 8.8 km)
Boothbay Golf Course (7.7 mi / 12.3 km)
Pemaquid Craft Co-op (9.4 mi / 15.1 km)

Exploring the natural landscape of Damariscove Island

Whether you're looking for adventure or just want to appreciate the scenery, Damariscove Island is a great place to spend some time outside. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

Grimes Cove Beach (3.5 mi / 5.6 km)
Cabbage Island (5.2 mi / 8.4 km)
Pemaquid Point Lighthouse Park (7.2 mi / 11.5 km)
Coastal Maine Botanical Gardens (7.7 mi / 12.4 km)
Pemaquid Beach Park (8.5 mi / 13.8 km)
Popham Beach (8.6 mi / 13.8 km)

Transportation options to and around Damariscove Island

Fly into Wiscasset, ME (ISS), the closest airport, located 14.5 mi (23.3 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Augusta, ME (AUG-Augusta State), which is 39.1 mi (63 km) away.

Frequently asked questions

What is the best area to stay in Damariscove Island when booking a vacation rental?

When considering a vacation rental in Damariscove Island, Maine, the best area to stay is near the island's southern shore. This picturesque location offers stunning views of the Atlantic Ocean and easy access to some of the island's most charming features. Staying here allows you to immerse yourself in the tranquillity of nature while being within reach of the local attractions.

One of the top points of interest nearby is the Damariscove Island Historic District, where you can explore the remnants of an old fishing village and appreciate the rich maritime history of the area. The southern shore also provides convenient access to beautiful beaches, superb for leisurely strolls or relaxing afternoons spent soaking up the sun.

How much does it cost to rent a vacation home in Damariscove Island?

Prices for vacation rentals in Damariscove Island vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Damariscove Island to more spacious homes.

Are there any discounts for Damariscove Island vacation house rentals?

You can find great discounts on house rentals in Damariscove Island on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

Can I find long-stay vacation rentals in Damariscove Island?

A long-stay vacation rental in Damariscove Island is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Are there any Damariscove Island vacation rentals with parking?

Vrbo offers a wide selection of vacation rentals in Damariscove Island with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

How early should I book a Damariscove Island vacation rental?

Book your Damariscove Island vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

Can I change or cancel my Damariscove Island home rental booking on Vrbo?

To find Damariscove Island vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.

Why should I join Vrbo as a host?

Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.

Are all fees included in the Damariscove Island vacation rental prices shown on Vrbo?

Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.