Waldoboro Vacation Rentals

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USA > Maine > Waldoboro

Make Waldoboro your next getaway—choose from 6 great vacation rentals

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.

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House rentals

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Waldoboro vacation rentals for every getaway

Dog-friendly Internet Lake view
The Eagle's Nest
2 Bedroom | 2.5 Bath | Sleeps 6

The Eagle's Nest - Waldoboro, ME

$471 avg / night
Sea Heather Cottage
2 Bedroom | 1 Bath | Sleeps 4

Sea Heather Cottage - Waldoboro, ME

$229 avg / night
MidCoast Tranquility
3 Bedroom | 2.5 Bath | Sleeps 6

MidCoast Tranquility - Waldoboro, ME

$275 avg / night
La Vita Semplice
1 Bedroom | 1 Bath | Sleeps 4

La Vita Semplice - Waldoboro, ME

$271 avg / night
Midcoast Serenity & Tranquility
6 Bedroom | 4.5 Bath | Sleeps 12

Midcoast Serenity & Tranquility - Waldoboro, ME

$435 avg / night

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Recent Waldoboro vacation rental reviews

Sitting on the deck reading with a drink. Watching the river. The early sunrise takes getting used to but otherwise it is a great location.
John S. | Jul 2022
The house is very cozy, with all the utilities we need. In addition to an incredible patio where we can spend time outdoors enjoying nature.
Roberto P. | Jul 2022
Loved the water view. This place is quiet and the sunrise is lovely. Within 2 to 3 hours in either direction to all kinds of beautiful areas.
Shannon C. | Oct 2021
Waldoboro Frequently Asked Questions

Yes, 7 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. 20 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