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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23

Cottages in Round Pond

Peaceful.... Lakefront Cottage... Kayakers Paradise....
Exterior

Peaceful.... Lakefront Cottage... Kayakers Paradise....

10.0 out of 10, Exceptional, (56)
"Beautiful, peaceful location. Great fishing. Comfortable, immaculate cabin."
Peaceful.... Lakefront Cottage... Kayakers Paradise....
Boothbay Harbor Cottage Overlooking Mill Cove
Marina

Boothbay Harbor Cottage Overlooking Mill Cove

9.8 out of 10, Exceptional, (22)
"Clean, close to downtown."
Boothbay Harbor Cottage Overlooking Mill Cove
Premier Cottage, #3, w/NEW ADDITION! Now Sleeps 8, Pets Free
Beach

Premier Cottage, #3, w/NEW ADDITION! Now Sleeps 8, Pets Free

10.0 out of 10, Exceptional, (48)
"Loved it on every level. Cottage was super clean and loved the style and the size. There is a pond and a field out back with fireplaces and areas to sit and hang out. Perfect for the morning walk with the dog. The cottages are fairly close to each other but each had their own very private deck so I didn’t mind at all. Communication from the hosts was also perfect whilst leaving you enough privacy. Would come back for sure. "
Premier Cottage, #3, w/NEW ADDITION! Now Sleeps 8, Pets Free
Peaceful, Oceanfront Retreat, Sleeps 8, Semi-Private Sandy Swim Area
Property grounds

Peaceful, Oceanfront Retreat, Sleeps 8, Semi-Private Sandy Swim Area

10.0 out of 10, Exceptional, (47)
"Beautiful property & so clean & well appointed, great location! Had everything we wanted for a wonderful vacation week!"
Peaceful, Oceanfront Retreat, Sleeps 8, Semi-Private Sandy Swim Area
Modern woodland privacy with ocean, trails, and lobster all in walking distance.
Outdoor dining

Modern woodland privacy with ocean, trails, and lobster all in walking distance.

10.0 out of 10, Exceptional, (48)
"My friend and I felt very relaxed at this house. The beds were comfortable and the kitchen was stocked with most every cooking equipment needed. The host answered any question I had very quickly and supplied information about the surrounding area. It was a great place to unwind!"
Modern woodland privacy with ocean, trails, and lobster all in walking distance.
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
TV

Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

9.4 out of 10, Exceptional, (51)
"This home is so wonderful to stay in. My sister and I find this to be the perfect place to meet each other and relax with our family. Beautiful space. "
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
Happy Cottage Near Everything 11
Outdoor dining

Happy Cottage Near Everything 11

5.0 out of 10, (2)
"Very comfortable, clean small cottage. We slept great in the bed that was provided and it had a futon in the living area . We recommend that only 2 people stay there. They had a toaster oven , a full refrigerator and a coffee maker. It is very close to Route 1, Boothbay Harbor and Damariscotta. "
Happy Cottage Near Everything 11
Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace
TV, fireplace, DVD player, books

Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace

9.2 out of 10, Wonderful, (68)
"Wonderful views."
Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Terrace/patio

‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore

9.6 out of 10, Exceptional, (44)
"Tenants Harbor 🎉"
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Updated lake cottage right on Damariscotta Lake.
Property grounds

Updated lake cottage right on Damariscotta Lake.

10.0 out of 10, Exceptional, (144)
"Best location on lake. House was warm and recently updated. Fun time "
Updated lake cottage right on Damariscotta Lake.
Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland
Exterior detail

Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland

9.6 out of 10, Exceptional, (85)
"My husband and I just retired and enjoyed this place immensely! Especially the fireplace and the quiet space."
Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland
Spacious 1 Bedroom Close to Everything 4
Marina

Spacious 1 Bedroom Close to Everything 4

9.8 out of 10, Exceptional, (19)
"This was a lovely little cabin. Everything was as described and my husband and I really enjoyed our stay."
Spacious 1 Bedroom Close to Everything 4
Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More
Terrace/patio

Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More

9.6 out of 10, Exceptional, (24)
"Very nice all the basics covered. Close to the harbor, very quiet."
Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More
Lilac Cottage - Near Georgetown Island - Midcoast Maine
Interior

Lilac Cottage - Near Georgetown Island - Midcoast Maine

10.0 out of 10, Exceptional, (24)
"We had a wonderful stay at this property. Our dogs loved being able to chase eachother around the yard"
Lilac Cottage - Near Georgetown Island - Midcoast Maine
Your own private island! Rustic and close to Nature.
Dining

Your own private island! Rustic and close to Nature.

9.4 out of 10, Exceptional, (33)
"wonderful place, glamping, wildlife all around, you can't but enjoy the beauty of Mid Coast Maine. Thanks for sharing your island with all of us !"
Your own private island! Rustic and close to Nature.
Enjoyable 1-bedroom rustic cottage in Southport.
Terrace/patio

Enjoyable 1-bedroom rustic cottage in Southport.

10.0 out of 10, Exceptional, (12)
Enjoyable 1-bedroom rustic cottage in Southport.
Waterfront Cottage in South Bristol w/ private dock and lobster boat views
Exterior

Waterfront Cottage in South Bristol w/ private dock and lobster boat views

10.0 out of 10, Exceptional, (106)
"We stayed at the property for two nights for a family getaway after the holidays. The house was in a great location, beautiful views, spotlessly clean, and very well equipped. We loved waking up to the light hitting the water and being able to explore the beautiful peninsula. Great hikes a short drive away. We would gladly stay again! "
Waterfront Cottage in South Bristol w/ private dock and lobster boat views
Charming Cottage with Ocean Views, Wifi, and Washer and Dryer
Fridge, microwave, oven, stovetop

Charming Cottage with Ocean Views, Wifi, and Washer and Dryer

10.0 out of 10, Exceptional, (1)
"We had the best week at Sea Breeze in our first trip to Maine! After a long drive, we were stunned to turn the corner to find our home overlooking a gorgeous seaside, situated on a quiet, walkable, friendly street. When we stepped inside, we found the house to be a clean, cozy, and quiet haven that had plenty of space to relax, play board games, and enjoy family breakfasts around the table. There was ample space in the fridge and freezer for all of our locally-purchased groceries, the kitchen...
Charming Cottage with Ocean Views, Wifi, and Washer and Dryer
Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access
Terrace/patio

Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access

9.6 out of 10, Exceptional, (69)
"Great spot"
Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access
Olde Post Office Cottage at Pemaquid Point
Fitness facility

Olde Post Office Cottage at Pemaquid Point

9.6 out of 10, Exceptional, (140)
"This is our second time staying here, and as before, it was delightful. Obvious that the owner puts a lot of care and thought into the place."
Olde Post Office Cottage at Pemaquid Point
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

Ocean Gate Resort

Ocean Gate Resort

10/10 Excellent
"We had a great stay and loved all the facilities. The most beautiful setting and the canoes and campfires were a highlight. Definitely recommend!"
Richard 2-night trip
Posted 19 hours ago
Ocean Gate Resort

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 253 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!