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Compare 357 Vacation Homes in Round Pond with updated reviews, rates, and availability.

Charming Remodeled Home with Deck overlooking Land Trust Nature - Dog Friendly!
Charming Remodeled Home with Deck overlooking Land Trust Nature - Dog Friendly!
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
8.8 out of 10, Excellent, (13)
"My family and I loved this place so much that we definitely want to come back and stay again. Beach combing was fun looking for interesting rocks and seaglass. It was also nice sitting out the huge rocks and admiring the water. Driving around the town of Boothbay was amazing. The people were so friendly and the town has alot of charm. The house was another part of the trip that made it memorable. It had plenty of windows to be able to get a view of the water. The house was well equipped and the...
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
Downtown Boothbay Harbor, 2-story house.
10.0 out of 10, Exceptional, (3)
"Very pleasant place. We attended a concert at the Opera House, only a block away."
Downtown Boothbay Harbor, 2-story house.
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Coastal home with new, full kitchen, walkable downtown location
9.2 out of 10, Wonderful, (20)
"Very nice house. Was clean, well stocked and check-in was a breeze. Great location being just a short stroll to town and very quiet neighborhood. Would stay here again."
Coastal home with new, full kitchen, walkable downtown location
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
8.8 out of 10, Excellent, (33)
"Great views. House pretty clean & supplies were fine except only 3 coffee cups for 6 adults. VACasa said they would get more cups. They failed, never received. Some lights didn't work & lots of dead bugs in light fixtures."
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Quaint Coastal Cottage w/ Deck, Gas Grill, & High-Speed WiFi - Walk to Town
8.6 out of 10, Excellent, (17)
"Wonderful stay!"
Quaint Coastal Cottage w/ Deck, Gas Grill, & High-Speed WiFi - Walk to Town
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
9.4 out of 10, Exceptional, (19)
"Great location!"
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
Historic Friendship Boat House Near Back River!
Historic Friendship Boat House Near Back River!
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
9.4 out of 10, Exceptional, (71)
"We enjoyed the tranquility of the cottage and we appreciated the antiques connecting the cottage to the past/ history of the area. No issues with our stay. Location was good; the drive to daily activities not tremendous. Loved the village, and the people were so friendly. Great escape from every day life."
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
8.2 out of 10, Very Good, (13)
"The house was big and private and in a great area close to everything in Boothbay."
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
9.6 out of 10, Exceptional, (54)
"We thoroughly enjoyed our time here in New Harbor. The quiet and solitude of that area was great, and early morning runs to Pemaquid Beach and down to the lighthouse - wonderful! Also close enough to Damariscotta and other towns was perfect. Thank you! The house itself- quiet, very clean, with everything we wanted."
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
Captain's House 2BR Suite
10.0 out of 10, Exceptional, (1)
"It was very nice. The only company was it needed to stock cream and sugar for coffee"
The price is AED 547
AED 913 total
includes taxes & fees
17 Jun - 18 Jun
Captain's House 2BR Suite
Mill Pond Cottage w/ Kayaks & Boat Launch Access
9.0 out of 10, Wonderful, (50)
"was very nice might rent again"
Mill Pond Cottage w/ Kayaks & Boat Launch Access
2 Bedroom Close to Town Home
9.6 out of 10, Exceptional, (11)
"Still the sweet quirky house that we have come to enjoy. We spent Christmas at this house and it was lovely. The living room and Kitchen are spacious and inviting. More lighting would help brighten the kitchen. Overall, this place works well for a convenient stay in Thomaston. Host was easy to communicate with and we will return in the very near future."
The price is AED 551
AED 1,121 total
includes taxes & fees
3 Jun - 4 Jun
2 Bedroom Close to Town Home
Boothbay area -- Newly renovated, near ocean, short drive to Botanical Gardens
10.0 out of 10, Exceptional, (7)
"Arrival/getting into the house was super easy. Quinn gave me all information prior to us getting there. House was clean and more than big enough for everyone invited. Quinn was very responsive anytime I needed to ask anything! We would definitely stay here again!"
Boothbay area -- Newly renovated, near ocean, short drive to Botanical Gardens
Remodeled Waterfront Home with Wraparound Deck, Water Views, & Beach Access
9.0 out of 10, Wonderful, (32)
"PROS: We spent eight nights in this modern up-to-date home. After a couple of fits and starts regarding check-in everything went smoothly. The location, while slightly remote, is still only a 15 minute trip to Damariscotta where you will find plenty of restaurants, shopping and even a theater. The large deck and water views were a plus. Happy to see that a railing had been added to the stairway leading to the main bedroom. CONS: Climate change has made the old adage that you don't need A/C in...
Remodeled Waterfront Home with Wraparound Deck, Water Views, & Beach Access
Cute Maine Cottage: Woods & Water View
10.0 out of 10, Exceptional, (1)
"Our stay at this beautiful home in Georgetown, Maine was perfect. From the moment we arrived, we were captivated by the views that surrounded us. The property was clean and well-maintained. It was the perfect spot for relaxing and enjoying some quality time with the family. The host went above and beyond to ensure our stay was comfortable and enjoyable, providing clear instructions and recommendations for things to do and places to see in the area. Their hospitality, attention to detail, and...
Cute Maine Cottage: Woods & Water View
Home In Boothbay - Holiday Getaway
10.0 out of 10, Exceptional, (3)
"We loved this property — it had everything we needed: strong wifi, washer/dryer, good television setup, comfortable rooms and bathrooms, and plenty of storage. We loved the central location: close to Boothbay Harbor, Edgecomb, Wiscasset, Bath and a number of other attractive small towns that are fun to visit. Parking was clearly marked and ample. The owner was lovely to communicate with and responded quickly to all our questions. Everything was clean and clearly labeled in the home. I would...
Home In Boothbay - Holiday Getaway
Close to everything and away from it all.
10.0 out of 10, Exceptional, (1)
"This house was very large and had many amenities. The Yard was great and had a very nice deck equipped for entertaining guests. We enjoyed sitting out in the evening around the gas firepit spending time with Family from the area. We enjoyed watching the wildlife walk right up though the yard. Spacious garage we did not use but was accessible. 3 Bedrooms and 2 baths were spacious and well equipped. We loved the large stone fireplace in the Livingroom it was beautiful for taking memorable...
Close to everything and away from it all.
Cozy Dockside House on Wheeler's Bay
10.0 out of 10, Exceptional, (11)
".My husband and I travel rather extensively - always staying in rented condos or houses and without a doubt, this property is on of the cleanest and most comfortable vacation rental we’ve ever visited. Everything in the cottage is top quality - sheets, towels, comforters, throw blankets…..the drawers in the kitchen are full of everything one would need - and neatly arranged. The king bed is incredibly comfortable with a gorgeous view of the bay - right from the bedside. The wrap around porch and...
Cozy Dockside House on Wheeler's Bay
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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.

Other property types in Round Pond

Spacious & tranquil waterfront hideaway on Muscongus Sound
7.6 out of 10, Good, (21)
"This is a great place especially if you have dogs. The only advice I would give the management company is to leave directions to the transfer station or better yet take the trash for your guests at the end of their stay. Putting smelly trash in our car wasn’t great. All in all though, it was a great place for a family with dogs!"
Spacious & tranquil waterfront hideaway on Muscongus Sound
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
8.8 out of 10, Excellent, (33)
"Great views. House pretty clean & supplies were fine except only 3 coffee cups for 6 adults. VACasa said they would get more cups. They failed, never received. Some lights didn't work & lots of dead bugs in light fixtures."
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Quaint one-bedroom suite
9.8 out of 10, Exceptional, (38)
"Quiet peaceful great accommodations and wonderful host"
The price is AED 367
AED 520 total
includes taxes & fees
5 Jun - 6 Jun
Quaint one-bedroom suite
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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