Waldoboro Vacation Rentals

Compare 7 vacation rentals.
USA > Maine > Waldoboro

Make Waldoboro your next getaway

Our Waldoboro vacation rentals are a fantastic way to experience the beauty and culture that Maine is known for. With gorgeous waterfront scenery and small-town charm, this fishing town is ideal for a quiet getaway with loved ones.

Explore Waldoboro house rentals, apartments, cottages, and more


House rentals

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Popular amenities for Waldoboro vacation rentals

Dog-friendly Hot tub Internet
Eyrie on the Cove
2 Bedroom | 1 Bath | Sleeps 5

Eyrie on the Cove - Waldoboro, ME

$204 avg / night
The Eagle's Nest
2 Bedroom | 2.5 Bath | Sleeps 6

The Eagle's Nest - Waldoboro, ME

$415 avg / night
Midcoast Serenity & Tranquility
6 Bedroom | 4.5 Bath | Sleeps 12

Midcoast Serenity & Tranquility - Waldoboro, ME

$421 avg / night
Midcoast Serenity
3 Bedroom | 2 Bath | Sleeps 6

Midcoast Serenity - Waldoboro, ME

$165 avg / night
Sea Heather Cottage
2 Bedroom | 1 Bath | Sleeps 4

Sea Heather Cottage - Waldoboro, ME

$220 avg / night

View 2 more homes

Recent Waldoboro guest reviews

The quietness, the wonderful home.
SHIRLEY S. | Oct 2023
The home was lovely. Great Wi-Fi! Nice tv. Nice location! Great BBQ.
Camille H. | Oct 2023
Great vacation.
PAULA L. | Sep 2023
Waldoboro vacation rental FAQ

Yes, 30 of our Waldoboro homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 65 of our Waldoboro vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >

Some of the most popular amenities in our Waldoboro vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Waldoboro team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Waldoboro, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Where is Waldoboro, ME?

With a population of just over 5,000, Waldoboro is located at the tip of the Medomak River, a 40-mile long river historically known as the Muscongus River. Our Waldoboro vacation rentals are the perfect way to experience Maine, whether you visit in the summer or the winter.

Things to Do in Waldoboro, ME

Housed in a nineteenth-century roadhouse off of Route 1, Fawcett's Antique Toy & Art Museum is unlike anything you've ever seen. This museum, art gallery, and antique toy shop all in one is perfect for adults (some of its toys date back as far as the 1930s). And, of course, the kids will love it too! You can easily spend hours in here, browsing around and reminiscing about your favorite childhood moments, so be sure to carve out plenty of time for a visit.

Order a whoopie pie from Moody's Diner for an afternoon snack. You might even want to stay for dinner. The national icon, in business since 1927, has served more than a million people. You can even head over to its gift shop to grab a few souvenirs to take back home!

Morse's Sauerkraut is another restaurant you'll want to check out. The "Kraut Haus" is known for its old-world cuisine, like spaetzle and schnitzel, and locals can't get enough. They even have a deli with the freshest in-house products. 

On a sunny day, check out the Waldoboro Farmers Market in the historic village of Waldoboro. You'll be able to sightsee and shop - the best combination!

Day Trips from Waldoboro, ME

Located just a little more than 27 miles from Waldoboro lies Boothbay Harbor, a radiant seaside town nestled in the Boothbay region. If you're visiting during the summer, stop by the Maine State Aquarium to pet a shark, or spend your day on a whale watching excursion.

The charming town of Appleton is even closer, less than 17 miles away, and you're sure to get your dose of Maine history here. You can't miss the chance to grab some blueberries from Ridgeberry Farm for the freshest wild blueberries in the state.

This city is full of character, just like our Waldoboro vacation rentals. When Midcoast Maine summons you, be sure to check out this intriguing town.

Photo Credit: Ride to Dine via Flickr