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

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Our top choices for Round Pond vacation homes

1. Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920

Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920
Pemaquid Beach
10.0 out of 10, Exceptional, (11 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is AED 1,120
AED 2,414 total
includes taxes & fees
15 Nov - 16 Nov
Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920

2. 3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (14 reviews)
"A great property and easy process."
United States
Dan L.
The price is AED 951
AED 1,638 total
includes taxes & fees
10 Nov - 11 Nov
3 Bedroom Happy Cottage 15

3. 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, (56 reviews)
"This was a very nice home. Clean, comfortable, and lovely. The water views are great, too."
United States
kathleen m.
The price is AED 793
AED 1,477 total
includes taxes & fees
9 Nov - 10 Nov
Joyful Maine Escape: A Three-Bedroom Water View Townhouse

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

Simplicity-Just what you need! STR24-20
Rockland
9.8 out of 10, Exceptional, (41 reviews)
"This was such a super cute place. Great little get away. Very clean! I would definitely recommend this place if you are in the area!"
United States
Beth
The price is AED 331
AED 496 total
includes taxes & fees
9 Nov - 10 Nov
Simplicity-Just what you need! STR24-20

5. 1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
9.6 out of 10, Exceptional, (5 reviews)
"This cottage is the perfect blend of historic charm and modern upgrades. The view of the river is incredible, and the secluded location is just a short drive from downtown Wiscasset and Edgecomb. The sunroom is already a great place to hang out and enjoy the river view, but the owners are also putting in a lot of work to create an enjoyable outdoor space. Jeffrey is easy to work with and honestly wants you to have a good stay."
United States
Shelly
The price is AED 621
AED 1,240 total
includes taxes & fees
9 Nov - 10 Nov
1920s Riverfront Cottage – Historic Maine Charm

6. 1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!

1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!
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 AED 441
AED 653 total
includes taxes & fees
24 Nov - 25 Nov
1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!

7. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
8.8 out of 10, Excellent, (58 reviews)
"It was in a perfect location for our planned trip. Thank you"
United States
Nita S.
The price is AED 422
AED 913 total
includes taxes & fees
9 Nov - 10 Nov
2 Bedroom Close to Town Home

8. 1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.

1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is AED 477
AED 693 total
includes taxes & fees
26 Nov - 27 Nov
1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.

9. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.2 out of 10, Wonderful, (16 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 AED 444
AED 853 total
includes taxes & fees
1 Dec - 2 Dec
Bright 2-Bedroom Apartment Near Downtown Thomaston

10. 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
8.0 out of 10, Very good, (2 reviews)
"Ok Beautiful location price was on the high side but very clean and state of the art."
United States
Steve R.
The price is AED 1,157
AED 2,542 total
includes taxes & fees
21 Nov - 22 Nov
Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly

11. 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 AED 459
AED 913 total
includes taxes & fees
3 Dec - 4 Dec
Peaceful, Centrally Located Home with Seasonal River Views

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

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
10.0 out of 10, Exceptional, (52 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 AED 823
AED 1,410 total
includes taxes & fees
9 Nov - 10 Nov
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

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

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (104 reviews)
"We weren’t even there for 24 hours. It was a great stop on the coast. Close to Rockland and a nice view of the ocean."
United States
Ted H.
The price is AED 632
AED 1,229 total
includes taxes & fees
9 Nov - 10 Nov
Comfortable, Close to Town Home, with Oceanview.

14. 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 AED 518
AED 2,355 total
includes taxes & fees
17 Nov - 18 Nov
Charming Historic home steps away from downtown

15. Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!

Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!
Boothbay Harbor
10.0 out of 10, Exceptional, (14 reviews)
"The house is incredible! We loved our stay here. It was the perfect location to explore Boothbay. They had ALL needed amenities, even firewood. The beds were super comfortable and the house is very spacious. We would definitely stay here again."
United States
Allison W.
The price is AED 2,938
AED 4,128 total
includes taxes & fees
9 Nov - 10 Nov
Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!

16. 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 AED 774
AED 1,388 total
includes taxes & fees
9 Nov - 10 Nov
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

17. Award Winning Luxury Carriage House a short stroll from town!

Award Winning Luxury Carriage House a short stroll from town!
Bath
10.0 out of 10, Exceptional, (14 reviews)
"Another great stay by a great host. The host Jared even provided some activities for our granddaughters to do while we were on vacation. You will not be disappointed with this property. Looking to stay there again in the future. Thank you, Jared!"
United States
Ronald H.
The price is AED 1,098
AED 1,718 total
includes taxes & fees
14 Nov - 15 Nov
Award Winning Luxury Carriage House a short stroll from town!

18. 2BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.

2BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.
Bath
8.8 out of 10, Excellent, (29 reviews)
"Nice place for the money spent"
United States
Kevin P.
The price is AED 882
AED 1,037 total
includes taxes & fees
26 Nov - 27 Nov
2BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.
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