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Compare 227 Cottages in Round Pond with updated reviews, rates, and availability.

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (104)
"My friend and I are writers, and we came to this cottage to work on our books. It was the perfect location with the sunrise views over the water from the magnificent porch. The cottage was exceptionally clean, cozy, and beautiful. We had one small hiccup with the heat, but the manager, David, showed up immediately and the problem was rectified promptly. I loved it and we would absolutely stay there again."
A Charming Waterfront Cottage with Touches of Elegance

Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!

10.0 out of 10, Exceptional, (9)
"This is a charming log cabin in an historic log cabin development minutes from town, grocery shopping and within walking distance to a lovely park (Barrett). The "great room" has a wonderful fireplace, high ceilings, and comfortable couches and chairs. The large deck facing the water is beautiful, offering a spectacular view of Lewes Cove in Linekin Bay. You can hear loons, watch cormorants fishing and drying their wings on lobster trap platforms, and see bald eagles fly by and roost in nearby...
Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!

Newly updated cottage directly on Maple Juice Cove

10.0 out of 10, Exceptional, (33)
"Really terrific vacation house. Location, furnishings, and attention to detail all excellent. Highly recommend."
Newly updated cottage directly on Maple Juice Cove

Charming Cottage on the Great Pond in Boothbay Harbor, Maine

Charming Cottage on the Great Pond in Boothbay Harbor, Maine

Pets Stay Free! 3 Modern Cottages, 1st Floor King & Bunk Room + Loft w/Queen

10.0 out of 10, Exceptional, (39)
"This is a beautifully unique place to stay! This cozy cottage is charming and warm. The area is stunning with a gorgeous property, perfect for our pup! So many stunning places to see by the ocean… hikes, restaurants, botanical garden with the huge Trolls! Made memories with our family to hold dear. Thank you! Definitely would stay again! "
Pets Stay Free! 3 Modern Cottages, 1st Floor King & Bunk Room + Loft w/Queen

Quiet & cozy ocean-side hideaway. Pet friendly!

10.0 out of 10, Exceptional, (7)
"This beautiful cabin was cozy and modern, spotlessly clean, and thoughtfully well-equipped. Everything we needed was provided. Multiple places inside and outside for gathering and relaxing; a cute kitchen with all the necessities; and the super-efficient wood stove was easy to use. It was a great base for exploring nearby, but also comfortable for just hanging out and enjoying the quiet. Thank you for sharing this amazing place."
Quiet & cozy ocean-side hideaway. Pet friendly!

Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown

9.8 out of 10, Exceptional, (32)
"Such a cute cottage perfect for two couples. Sunrise and sunset on the deck was awesome. Great location and easy walk into town. We loved it!"
Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown

Snowball Hill Cottage - Near Pemaquid Beach & New Harbor Village.

10.0 out of 10, Exceptional, (16)
"I stayed here while visiting family and friends in Nee Harbor. It is a cute little place, and the hosts were very helpful re: parking and checkout process. The property is accurately described on the website, and I would definitely stay again."
Snowball Hill Cottage - Near Pemaquid Beach & New Harbor Village.

"The Cottage " is Perfect couples retreat!

9.6 out of 10, Exceptional, (26)
"We picked this property because it sounded like just what we needed for a short vacation. It fit the bill. Very cozy. The owner was super nice and responded to questions immediately. We didn't prepare any meals but everything was there to do so. Likewise, the "in case you forgot" selection was quite comprehensive. We would definitely stay here again."
"The Cottage " is Perfect couples retreat!

Stunning Views on Ocean's Edge. Pebble beach, sunbathing, firepit and grill.

10.0 out of 10, Exceptional, (47)
"My husband & I stayed for a week. Owner was available & even turned some lights in for us since we were arriving after dark. The cottage was clean & comfortable. Nice updated bathroom with a very nice walk-in shower. Kitchen fully stocked. There was never anything that we needed that wasn’t there. It’s set on a beautiful & peaceful, oceanfront private drive. The view from the bed was amazing to wake up to. Location was just wanted we were hoping for as far as convenience to all that we wanted...
Stunning Views on Ocean's Edge. Pebble beach, sunbathing, firepit and grill.

Popham Beach Direct Oceanfront Cottage Steps to the sand

9.8 out of 10, Exceptional, (58)
"Well taken care of and maintained. Comfortable."
Popham Beach Direct Oceanfront Cottage Steps to the sand

Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

9.4 out of 10, Exceptional, (33)
"Very cozy house in an absolutely lovely spot. We really enjoyed the outdoor space and the peace and quiet. "
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

9.6 out of 10, Exceptional, (44)
"Absolutely beautiful views. Very well appointed and comfortable. "
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

Ocean Point home w/large porch, amazing views, and sunsets with water access

9.2 out of 10, Wonderful, (21)
"Peaceful with amazing views!"
Ocean Point home w/large porch, amazing views, and sunsets with water access

Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range

9.0 out of 10, Wonderful, (17)
"We enjoyed our stay here. Cottage was clean and well appointed. Loved the front porch. It was busy with lobster processing traffic going by but not so much that it was a problem. Two issues that were not good: no wifi. Zip .Zero. No internet service n this day and age is not acceptable. (which we were supposed to have according to the website.) Phoned the number provided. Zero response. V bad in my opinion. Second the fire dept was prepping to burn an abandoned house next door so there were...
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range

Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer

9.8 out of 10, Exceptional, (17)
"This is a small backyard apartment a block away from downtown Wiscasset. The house met our needs. The bed was comfortable. The kitchen was small but with enough equipment to prepare simple meals. The house was in walking distance of shops and restaurants in Wiscasset. There was a grill and patio for those who wanted to cook outside. The was a washer and dryer available. "
Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer

Two separate dog-friendly homes with water views & Linekin Bay Resort access

8.0 out of 10, Very Good, (5)
"This was a beautiful place to stay and had more parking than we expected. The only hiccups we had was that the check in code we were given was one digit off from what it actually was so we had a little trouble getting into the house. Also there is an outlet that was uncovered in the bedroom and we had a child touch it. Luckily the child wasn’t harmed but this should definitely be addressed if there’s any little ones staying on the property. The houses were very clean and the only reason I gave...
Two separate dog-friendly homes with water views & Linekin Bay Resort access

Historic riverfront home with boathouse & private dock - dogs OK

8.8 out of 10, Excellent, (20)
"Beautiful house with views. We enjoyed it. Be aware that it is antique (stairs and steps are very steep, in case anyone has mobility issues). Listed with 5 bedrooms; we only found 4, but it could easily sleep 10."
Historic riverfront home with boathouse & private dock - dogs OK

Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME

10.0 out of 10, Exceptional, (27)
"My sisters and I enjoyed our stay at this home, which is very comfortable, clean, and well stocked. Loved the rocking chairs looking out onto the water. Would definitely love to return some day."
Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME

Raspberry Cottage: Above Port Clyde Village, Ocean Front Cottage, with Views of the Harbor

9.6 out of 10, Exceptional, (69)
"This was our second stay in Port Clyde and with this host. The properties were both impeccable and well kempt. They make check-in and check-out very easy. I'd highlight that if you're traveling to Port Clyde and expect to see the historic General Store, it is no longer there. We were surprised to see it no longer standing, leaving downtown PC without a real restaurant. "
Raspberry Cottage: Above Port Clyde Village, Ocean Front Cottage, with Views of the Harbor
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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Other property types in Round Pond

Spring Discount, Full Month 1,650-April through May, 1st Flr King/Loft

10.0 out of 10, Exceptional, (56)
"Just a classic maine cabin and great for our 3yr old lab. Will return!"
Spring Discount, Full Month 1,650-April through May, 1st Flr King/Loft

2 Bedroom Close to Town Home

9.0 out of 10, Wonderful, (26)
"Our primary objective was a clean cost-effective one night stay for a road trip through New England. This was right on the road, which was convenient but a little bit noisy at night."
The price is AED 386
AED 917 total
includes taxes & fees
28 Mar - 29 Mar
2 Bedroom Close to Town Home

Popham Beach Direct Oceanfront Cottage Steps to the sand

9.8 out of 10, Exceptional, (58)
"Well taken care of and maintained. Comfortable."
Popham Beach Direct Oceanfront Cottage Steps to the sand
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.

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 227 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?
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