A calm harbor at sunset with boats docked, a wooden pier, and a clear sky.

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Round Pond cottages

House (3 Bedrooms) | Interior

1. Near Lakes, Bay & Trails! Historic Waldoboro Gem

Near Lakes, Bay & Trails! Historic Waldoboro Gem
3.0 star property
Waldoboro
10.0 out of 10, Exceptional, (2 reviews)
"This home is such a gem! A historic home that is updated with many modern conveniences. We’ve been to MANY AirB&B’s and this home was probably the best equipped we’ve been in! Convenient to Boothbay and lots of downeast inlets and harbors. Very quiet, but close to groceries, food and farm stands. Our only regret was not staying longer- we would have loved to grill and use the fire pit!"
United States
Deborah
The price is CA $252
CA $684 total
includes taxes & fees
Aug 14 - Aug 15
Near Lakes, Bay & Trails! Historic Waldoboro Gem
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.
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Top Round Pond Hotel Reviews

Smuggler's Cove Inn

Smuggler's Cove Inn

8/10 Good
"Loved smugglers cove. Wonderful stay, everyone was very nice. The only thing we didn’t care for was when we went to the restaurant to have a drink and was looking for some snacking food to have with the drinks. Charcuterie board, or nachos or something to munch on while having a drink. And since your a ways from the hustle and bustle it would have saved us from having to go out that night. But is T was a very nice stay and the breakfast was amazing We will be returning."
Patricia 2-night trip
Posted 1 hour ago
Smuggler's Cove Inn

Find out more about Round Pond

Round Pond Cottages information

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Frequently asked questions

How much do cottages in Round Pond cost?
Cottages in Round Pond range between and per night. These properties offer a chance to soak in nature's beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Round Pond?
Stay close to nature in one of the cottages available in Round Pond. To help you find an ideal place, use our filter tool to search for must-have perks or amenities.
Why book your cottage in Round Pond with Expedia?
Reserving a cottage in Round Pond is as simple as entering your travel dates and selecting your ideal place for outdoor recreation and relaxation. From chic retreats to budget-friendly stays and cottages that have amenities like laundry facilities, Expedia has something for all tastes. As for terrific deals? We have them too!
How can I find cheap cottages in Round Pond?
A good way to spot cheap cottages in Round Pond is with Expedia's filter tool. Narrow down your search by amenities, budget and star rating to snag unbeatable prices in a few clicks.
What is there to do in Round Pond near my cottage?
If you'd like to discover the best of Round Pond, be sure to visit La Verna Preserve. It's a winner with locals and visitors alike.

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