A calm lake with a buoy in the center, surrounded by a dense forest and a misty shoreline.

Holiday Homes in Waldoboro

  • 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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Waldoboro holiday homes

A two-story white building with a symmetrical facade, large windows with shutters, and a central entrance with a door and columns.

1. The Entire Waldoboro Inn

The Entire Waldoboro Inn
Waldoboro
The price is NZ$1,840
includes taxes & fees
1 Nov - 2 Nov
The Entire Waldoboro Inn
A living room with a brown leather sofa, a wooden coffee table, and a window with curtains.

2. 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 NZ$441
includes taxes & fees
16 Nov - 17 Nov
2 Bedroom Close to Town Home
A compact bedroom with a bed, a small table, a bench, a TV, and a kitchenette.

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

Simplicity-Just what you need! STR24-20
Rockland
9.8 out of 10, Exceptional, (37 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 NZ$267
includes taxes & fees
2 Nov - 3 Nov
Simplicity-Just what you need! STR24-20
A wooden deck with Adirondack chairs and a grill.

4. 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 NZ$415
includes taxes & fees
2 Nov - 3 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.

5. 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 NZ$483
includes taxes & fees
2 Nov - 3 Nov
Peaceful, Centrally Located Home with Seasonal River Views
A living room with a sofa, a coffee table, a TV, a fireplace, and a window with curtains.

6. Fully Updated Airy Historic Home in West Rockport

Fully Updated Airy Historic Home in West Rockport
Rockport
The price is NZ$1,019
includes taxes & fees
30 Oct - 31 Oct
Fully Updated Airy Historic Home in West Rockport
A living room with a fireplace, a mounted TV, and bookshelves filled with books.

7. “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 NZ$688
includes taxes & fees
30 Oct - 31 Oct
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
A cozy interior of a geodesic dome tent with a bed, a sofa, a small table with a bottle, a fireplace, and a view of the outdoors.

8. 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 NZ$373
includes taxes & fees
1 Nov - 2 Nov
Come Spring Farm Glamping Dome 2
An aerial view of a marina with numerous boats docked and a small island with houses and greenery.

9. Harbor/🦞 Pound Access & Views from Large Deck

Harbor/🦞 Pound Access & Views from Large Deck
Owls Head
9.6 out of 10, Exceptional, (84 reviews)
"Great place for a girls' weekend!! Had a wonderful stay!"
United States
Jeanette Q.
The price is NZ$704
includes taxes & fees
1 Nov - 2 Nov
Harbor/🦞 Pound Access & Views from Large Deck
A room with a large window offering a view of a snowy landscape and a body of water.

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

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (103 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 NZ$591
includes taxes & fees
12 Nov - 13 Nov
Comfortable, Close to Town Home, with Oceanview.
A spacious living area with a wooden ceiling, a dining table with chairs, and a kitchen area with white cabinets.

11. 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 NZ$858
includes taxes & fees
2 Nov - 3 Nov
3 Bedroom Happy Cottage 15
A wooden deck with a view of a lake, a small building, and surrounding trees.

12. 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 NZ$739
includes taxes & fees
11 Nov - 12 Nov
Joyful Maine Escape: A Three-Bedroom Water View Townhouse
A modern kitchen with a stainless steel refrigerator, a coffee maker, and a sink.

13. In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (58 reviews)
"Great location, great house! It was a perfect getaway for us, highly recommend."
United States
Rob J.
The price is NZ$1,019
includes taxes & fees
6 Nov - 7 Nov
In-town, coastal + relaxing in Rockland
A spacious room with a large window, a wicker sofa, a patterned rug, and a wooden deck with a view of the outdoors.

14. Jaw-Dropping Coastal Mountain & Ocean View Post & Beam Log Getaway

Jaw-Dropping Coastal Mountain & Ocean View Post & Beam Log Getaway
Rockport
10.0 out of 10, Exceptional, (74 reviews)
"Amazing views and the privacy was just awesome. Not too far away from Camden, Rockport and rockland.."
United States
Tracey N.
The price is NZ$798
includes taxes & fees
30 Oct - 31 Oct
Jaw-Dropping Coastal Mountain & Ocean View Post & Beam Log Getaway
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.

15. 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 NZ$1,186
includes taxes & fees
15 Nov - 16 Nov
Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920
A wooden deck with a view of a lake and trees.

16. 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 NZ$641
includes taxes & fees
2 Nov - 3 Nov
1920s Riverfront Cottage – Historic Maine Charm
A wooden deck with a railing and steps leading to a house.

17. Home Away From Home. Family friendly, comfortable- centrally located in Augusta

Home Away From Home. Family friendly, comfortable- centrally located in Augusta
Augusta
The price is NZ$562
includes taxes & fees
3 Nov - 4 Nov
Home Away From Home. Family friendly, comfortable- centrally located in Augusta
A marina with boats docked, a building labeled 'LYMAN-MORSE', and a residential area in the background.

18. Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town

Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
Camden
9.2 out of 10, Wonderful, (90 reviews)
"Very convenient and great beds!"
United States
Teresa O.
The price is NZ$1,387
includes taxes & fees
8 Nov - 9 Nov
Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
A wooden cabin interior with a sofa, dining table, and a chair with a woven seat.

19. Once Upon a Time — A Peaceful Maine Escape

Once Upon a Time — A Peaceful Maine Escape
Freedom
The price is NZ$656
includes taxes & fees
30 Oct - 31 Oct
Once Upon a Time — A Peaceful Maine Escape
A wooden cabin-style kitchen with a central dining table, wooden cabinets, and a hanging light fixture.

20. Relaxing Two Bedroom Cabin - 10 minutes to Camden!

Relaxing Two Bedroom Cabin - 10 minutes to Camden!
Lincolnville
8.4 out of 10, Very good, (6 reviews)
"We booked this place for Memorial Weekend, and drove into Camden to explore the town. Host was so friendly and responsive, the cabin was so clean and quaint/cute, loved the location that we go that cabin feel but could drive a short distance to get into town/harbor, and overall had a great time! "
United States
Kimberly
The price is NZ$988
includes taxes & fees
30 Oct - 31 Oct
Relaxing Two Bedroom Cabin - 10 minutes to Camden!
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 Waldoboro Hotel Reviews

Harkness Brook Inn

Harkness Brook Inn

10/10 Excellent
"We had a very pleasant stay at this hotel! The area was peaceful and quiet, which made it a great place to relax. The hotel itself was beautiful, well-maintained, and nicely renovated. Everything looked fresh and inviting, and the overall atmosphere was very cozy. The bed was very comfortable, although it did squeak quite a bit whenever we moved. Other than that, we had a great experience and really enjoyed the cozy feel of the place. Overall, it’s a lovely hotel in a quiet area, and I would definitely consider staying here again!"
Diana 1-night trip
Posted 8 days ago
Harkness Brook Inn

Find out more about Waldoboro

Waldoboro Holiday Homes information

Number of reviews
704
Accommodation
735 Holiday Homes
Lowest Price
NZ$267
Highest Price
NZ$1,840