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
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Round Pond cottages

House (3 Bedrooms) | Interior

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
$450 nightly
The price is $491
Aug 9 - Aug 10
Total with taxes and fees
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
"It was a nice clean room but I had an obstructed view of the ocean. I sent a message to the Inn in advance asking for a room preferably on the second floor that had a good view of the bay. I did not get a response. There were other rooms of this type that remained empty during the time I was there so I don't understand why I couldn't be moved to a similar priced room with these requests. Unfortunate 😔"
Cindy 2-night trip
Posted less than an hour ago
Smuggler's Cove Inn

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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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