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

Holiday Homes in Round Pond

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Round Pond holiday homes

House, 1 Queen Bed, Patio (Beehive Cottage) | Living area

Bee Hive Cottage, Romantic Maine Waterfront Cottag

Bee Hive Cottage, Romantic Maine Waterfront Cottag
2.0 star property
Cushing
The price is €705
includes taxes & fees
2 Aug - 3 Aug
Bee Hive Cottage, Romantic Maine Waterfront Cottag
1 bedroom, free WiFi, bed sheets

Simplicity-Just what you need! STR24-20

Simplicity-Just what you need! STR24-20
Rockland
9.6 out of 10, Exceptional, (25 reviews)
"Very clean and allows for easy access around the area! "
United States
Sarah V.
The price is €160
includes taxes & fees
12 Jul - 13 Jul
Simplicity-Just what you need! STR24-20
Outdoor dining

Captain's Guest Room. Authenticity. Value. Near everything. No fees.

Captain's Guest Room. Authenticity. Value. Near everything. No fees.
Bath
8.2 out of 10, Very good, (23 reviews)
"Great location and a beautiful property. Great walking/driving distance from town and the waterfront, we had a great stay and would do it again! "
United States
Nina P.
The price is €147
includes taxes & fees
2 Aug - 3 Aug
Captain's Guest Room. Authenticity. Value. Near everything. No fees.
Property grounds

Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.6 out of 10, Exceptional, (5 reviews)
"Host was fast in responding to all questions and concerns. Location was good for being close to all shopping and eating. "
United States
Kim W.
The price is €276
includes taxes & fees
22 Jul - 23 Jul
Bright 2-Bedroom Apartment Near Downtown Thomaston
Exterior

Dome 1 - Luxury Dome at Come Spring Farm

Dome 1 - Luxury Dome at Come Spring Farm
Union
9.6 out of 10, Exceptional, (18 reviews)
"We had never stayed in a yurt before and this one had everything you need. We ate breakfast out on the deck and enjoyed the scenery. We had a really nice time!"
United States
Karen I.
The price is €289
includes taxes & fees
13 Jul - 14 Jul
Dome 1 - Luxury Dome at Come Spring Farm
Property grounds

Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.

Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.
Bath
7.6 out of 10, Good, (14 reviews)
"We stayed for two nights. Good location."
United States
Maryanne E.
The price is €150
includes taxes & fees
19 Jul - 20 Jul
Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.
Fridge, microwave, stovetop, dishwasher

Near Lakes, Bay & Trails! Historic Waldoboro Gem

Near Lakes, Bay & Trails! Historic Waldoboro Gem
Waldoboro
9.8 out of 10, Exceptional, (26 reviews)
"We had a lovely time in Maine and enjoyed the farm house for our downtime and sleeping. It was exactly what we were looking for and would 100% stay here again and recommend it to others. Thank you!"
United States
Carrie Plympton F.
The price is €432
includes taxes & fees
9 Aug - 10 Aug
Near Lakes, Bay & Trails! Historic Waldoboro Gem
Fridge, microwave, oven, stovetop

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, (35 reviews)
"Great place at a great price! I look forward to staying there again. "
United States
Stephen H.
The price is €396
includes taxes & fees
22 Jul - 23 Jul
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Interior

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
9.8 out of 10, Exceptional, (43 reviews)
"We loved our cozy stay everything was clean and tidy, and we had everything that we needed"
United States
Betty Jo O.
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
WiFi

Dome 3 at Come Spring Farm Glamping - Alpaca Farm

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Union
8.4 out of 10, Very good, (9 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
The price is €248
includes taxes & fees
14 Jul - 15 Jul
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Smart TV

Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (34 reviews)
"Great place at a great price! We look forward to staying there again. "
United States
Stephen H.
The price is €323
includes taxes & fees
27 Jul - 28 Jul
Peaceful, Centrally Located Home with Seasonal River Views
Interior

Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (93 reviews)
"Yes it was a great place the view was great and it was pet friwndly"
United States
Edward L.
The price is €391
includes taxes & fees
17 Jul - 18 Jul
Comfortable, Close to Town Home, with Oceanview.
Smart TV

2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (47 reviews)
"We loved our stay here! Check-in was easy and the host was responsive!"
United States
Jessica H.
The price is €316
includes taxes & fees
27 Jul - 28 Jul
2 Bedroom Close to Town Home
Smart TV

Across the road from Pemaquid Beach — 4-bedroom 19th-century Maine home

Across the road from Pemaquid Beach — 4-bedroom 19th-century Maine home
Pemaquid Beach
10.0 out of 10, Exceptional, (9 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is €648
includes taxes & fees
12 Jul - 13 Jul
Across the road from Pemaquid Beach — 4-bedroom 19th-century Maine home
Terrace/patio

Tide Haven Cottage on Bay Point

Tide Haven Cottage on Bay Point
Georgetown
The price is €560
includes taxes & fees
13 Jul - 14 Jul
Tide Haven Cottage on Bay Point
Desk, iron/ironing board, free WiFi, bed sheets

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 €458
includes taxes & fees
16 Jul - 17 Jul
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Property grounds

1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
The price is €374
includes taxes & fees
23 Jul - 24 Jul
1920s Riverfront Cottage – Historic Maine Charm
Beach

Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub
Walpole
10.0 out of 10, Exceptional, (3 reviews)
"The place was beautiful, with charming and had perfect design choices. Check in was so convenient, and the hosts were quite responsive to any needs. We all felt so comfortable there. It felt private, yet was conveniently located to Damariscotta. I would absolutely rent here again."
United States
Tera P.
The price is €683
includes taxes & fees
13 Jul - 14 Jul
Pemaquid Escape | Curated Comfort + Hot Tub
Terrace/patio

Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
The price is €601
includes taxes & fees
12 Jul - 13 Jul
Luxury Yurt at Seaside Farm in Friendship
WiFi

Come Spring Farm Glamping Dome 2

Come Spring Farm Glamping Dome 2
Union
5.6 out of 10, (4 reviews)
"My friends and I had a great time at Come Spring Farm! We got hit with a lot of rain as soon as we arrived and it was really cool to watch the storm through the windows in the dome. We were impressed with the bathroom/shower facilities and the Coop hang out space, and I was thrilled to help feed the animals in the morning. We hope to return soon!"
United States
Healy C.
The price is €303
includes taxes & fees
9 Aug - 10 Aug
Come Spring Farm Glamping Dome 2
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Round Pond Hotel Reviews

Smuggler's Cove Inn

Smuggler's Cove Inn

10/10 Excellent
"We had a wonderful stay at Smuggler's Cove! We saw a beautiful sunset by the water, our room was very clean and comfortable, and everyone made us feel welcome. Shane, the bartender, was awesome, and Kash, the manager, was incredibly friendly and took the time to share the history of the inn and the local area. It made our stay even more special. We'd definitely come back!"
Soong Ting 2-night trip
Posted 3 hours ago
Smuggler's Cove Inn

Find out more about Round Pond

Round Pond Holiday Homes information

Number of reviews
Accommodation
 Holiday Homes
Lowest Price
Highest Price