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

Holiday Homes in Round Pond

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Round Pond holiday homes

A spacious living room with a beige sectional sofa, a round coffee table, and a teal armchair. Large windows with white curtains allow natural light to fill the room.

1. Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home

Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
Pemaquid Beach
10.0 out of 10, Exceptional, (11 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is AU$955
includes taxes & fees
15 Oct - 16 Oct
Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
A wooden staircase leading to a stone entrance of a building surrounded by trees.

2. Fully Renovated "Saltbox" Home in Boothbay

Fully Renovated "Saltbox" Home in Boothbay
Boothbay
The price is AU$745
includes taxes & fees
13 Oct - 14 Oct
Fully Renovated "Saltbox" Home in Boothbay
A garden with hydrangea flowers, a wooden chair, and a "NO PARKING" sign.

3. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (31 reviews)
"Location, location, location! We stayed for 4 days and didn't have to drive ONCE. David was easy to communicate with and very helpful. House was clean and comfortable. Would definitely stay again!"
United States
Justin T.
The price is AU$513
includes taxes & fees
19 Oct - 20 Oct
Boothbay Harbor, 2-Story Cottage, downtown
A treehouse with a wooden staircase and a small building with a colorful mural.

4. Perfect stopover, getaway, base to explore the area, or to simply stay in town.

Perfect stopover, getaway, base to explore the area, or to simply stay in town.
Bath
8.0 out of 10, Very good, (31 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
United States
Esther
The price is AU$255
includes taxes & fees
16 Oct - 17 Oct
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A wooden deck with a view of a lake, a small building, and surrounding trees.

5. Joyful Maine Escape: A Three-Bedroom Water View Townhouse

Joyful Maine Escape: A Three-Bedroom Water View Townhouse
Edgecomb
10.0 out of 10, Exceptional, (54 reviews)
"This was a very nice home. Clean, comfortable, and lovely. The water views are great, too."
United States
kathleen m.
The price is AU$524
includes taxes & fees
25 Oct - 26 Oct
Joyful Maine Escape: A Three-Bedroom Water View Townhouse
A wooden staircase with a wooden railing, surrounded by green foliage.

6. 1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is AU$244
includes taxes & fees
13 Oct - 14 Oct
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A wooden deck with a view of a lake and trees.

7. 1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful spot. Make sure to use the hot tub!"
United States
Sam D.
The price is AU$575
includes taxes & fees
3 Nov - 4 Nov
1920s Riverfront Cottage – Historic Maine Charm
A spacious living area with a wooden ceiling, a dining table with chairs, and a kitchen area with white cabinets.

8. 3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (14 reviews)
"Great property with central location in mid coast Maine. Beautifully decorated with very comfortable beds! Jeff was great with communication throughout to ensure we had everything we needed! Would stay again! "
United States
Decourcey D.
The price is AU$745
includes taxes & fees
4 Nov - 5 Nov
3 Bedroom Happy Cottage 15
A compact bedroom with a bed, a small table, a bench, a TV, and a kitchenette.

9. Simplicity-Just what you need! STR24-20

Simplicity-Just what you need! STR24-20
Rockland
9.8 out of 10, Exceptional, (36 reviews)
"Very nice tiny house in a quiet neighborhood. Easy walk to downtown"
United States
sarah
The price is AU$220
includes taxes & fees
18 Oct - 19 Oct
Simplicity-Just what you need! STR24-20
A living room with a brown leather sofa, a wooden coffee table, and a window with curtains.

10. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (56 reviews)
"It was in a perfect location for our planned trip. Thank you"
United States
Nita S.
The price is AU$376
includes taxes & fees
27 Oct - 28 Oct
2 Bedroom Close to Town Home
A deck with outdoor furniture, a table, and chairs, overlooking a body of water and buildings.

11. Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly

Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly
Boothbay Harbor
6.0 out of 10, (1 review)
"Ok Beautiful location price was on the high side but very clean and state of the art."
United States
Steve R.
Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly
A wooden deck with Adirondack chairs and a grill.

12. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.2 out of 10, Wonderful, (14 reviews)
"This place was nice and clean. The only thing was the service was spotty and WiFi was slow. Overall, great place and great location."
United States
Alexis H.
The price is AU$358
includes taxes & fees
11 Nov - 12 Nov
Bright 2-Bedroom Apartment Near Downtown Thomaston
A spacious living room with a black leather sofa, a glass coffee table, and large windows offering a view of greenery.

13. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (41 reviews)
"Great Stay!"
United States
Pastor Heidi G.
The price is AU$424
includes taxes & fees
9 Nov - 10 Nov
Peaceful, Centrally Located Home with Seasonal River Views
Exterior

14. Charming Sheepscot Overlook Cottage

Charming Sheepscot Overlook Cottage
Edgecomb
10.0 out of 10, Exceptional, (13 reviews)
"Great location, great view, great house, great time"
United States
Carol P.
The price is AU$1,661
includes taxes & fees
18 Oct - 19 Oct
Charming Sheepscot Overlook Cottage
A two-story white house with a front porch, green shutters, and a covered patio area with chairs.

15. Charming Historic home steps away from downtown

Charming Historic home steps away from downtown
Bath
9.4 out of 10, Exceptional, (3 reviews)
"The communication was excellent. The location was excellent."
United States
Holly Y.
The price is AU$999
includes taxes & fees
18 Oct - 19 Oct
Charming Historic home steps away from downtown
A spacious tent with a large skylight, a bed, a sofa, a lamp, and a fireplace.

16. Dome 3 at Come Spring Farm Glamping - Alpaca Farm

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Union
8.8 out of 10, Excellent, (16 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
The price is AU$355
includes taxes & fees
14 Oct - 15 Oct
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
A modern kitchen with a central island, built-in appliances, and a dining area with a high chair.

17. Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Thomaston
10.0 out of 10, Exceptional, (44 reviews)
"I always enjoy staying at this place!"
United States
Stephen H.
The price is AU$582
includes taxes & fees
20 Oct - 21 Oct
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
A room with a large window offering a view of a snowy landscape and a body of water.

18. Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (101 reviews)
"Great location close to town"
United States
Rich W.
The price is AU$518
includes taxes & fees
1 Nov - 2 Nov
Comfortable, Close to Town Home, with Oceanview.
A bedroom with a bed, a small table with a yellow mug, and a window with a view of a forest.

19. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Georgetown
10.0 out of 10, Exceptional, (2 reviews)
"Really lovely cabin with all the amenities within a stone’s throw to amazing trails and beaches. Would love to come back!"
United States
Palmer M.
The price is AU$565
includes taxes & fees
2 Nov - 3 Nov
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
A living room with a fireplace, a mounted TV, and bookshelves filled with books.

20. “Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
9.8 out of 10, Exceptional, (50 reviews)
"We loved everything about this place! It’s beautifully decorated and feels like a home away from away. The host was wonderful and made it easy to communicate with her. The view from the deck is so pretty! I loved having a cup of tea out there and looking at the water. It was a perfect spot! We are so grateful!"
United States
Rhiannon A.
The price is AU$566
includes taxes & fees
13 Oct - 14 Oct
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
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 Inn

Ocean Gate Inn

10/10 Excellent
"Everything was perfect, our room, breakfast, the grounds and everyone we made contact was super. But the view from our room, unbelievable!"
William B 2-night trip
Posted 13 hours ago
Ocean Gate Inn

Find out more about Round Pond

Round Pond Holiday Homes information

Number of reviews
516
Accommodation
636 Holiday Homes
Lowest Price
AU$220
Highest Price
AU$1,661