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

Holiday Homes in Waldoboro

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Waldoboro holiday homes

Exterior

1. The Entire Waldoboro Inn

The Entire Waldoboro Inn
Waldoboro
The price is €925
includes taxes & fees
15 Sept - 16 Sept
The Entire Waldoboro Inn
Room

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

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Union
8.6 out of 10, 14, (14 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
The price is €223
includes taxes & fees
15 Sept - 16 Sept
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Living area

3. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, 54, (54 reviews)
"Perfect location to everything. Spacious house and clean. The directions for check in and check out where very clear and helpful!"
United States
Brianna M.
The price is €270
includes taxes & fees
15 Sept - 16 Sept
2 Bedroom Close to Town Home
Living area

4. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, 40, (40 reviews)
"Great Stay!"
United States
Pastor Heidi G.
The price is €277
includes taxes & fees
15 Sept - 16 Sept
Peaceful, Centrally Located Home with Seasonal River Views
Interior

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

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
9.8 out of 10, 49, (49 reviews)
"We loved our cozy stay everything was clean and tidy, and we had everything that we needed"
United States
Betty Jo O.
The price is €342
includes taxes & fees
20 Sept - 21 Sept
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Property grounds

6. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.0 out of 10, 12, (12 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 €251
includes taxes & fees
15 Sept - 16 Sept
Bright 2-Bedroom Apartment Near Downtown Thomaston
Room

7. Come Spring Farm Glamping Dome 2

Come Spring Farm Glamping Dome 2
Union
5.6 out of 10, 4, (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 €223
includes taxes & fees
16 Sept - 17 Sept
Come Spring Farm Glamping Dome 2
Room

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

Simplicity-Just what you need! STR24-20
Rockland
9.8 out of 10, 33, (33 reviews)
"Very nice tiny house in a quiet neighborhood. Easy walk to downtown"
United States
sarah
The price is €145
includes taxes & fees
8 Oct - 9 Oct
Simplicity-Just what you need! STR24-20
Private kitchen

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

Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Thomaston
10.0 out of 10, 40, (40 reviews)
"Wonderful place at a great price!"
United States
Stephen H.
The price is €400
includes taxes & fees
15 Oct - 16 Oct
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Terrace/patio

10. Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
The price is €558
includes taxes & fees
27 Sept - 28 Sept
Luxury Yurt at Seaside Farm in Friendship
Property grounds

11. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, 74, (74 reviews)
"We really enjoyed staying at this house! It was in a good location and was cute and cozy!"
United States
Victoria S.
The price is €511
includes taxes & fees
15 Sept - 16 Sept
Oceanview Bungalow Style Home in Owls Head
Interior

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

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, 97, (97 reviews)
"Great location close to town"
United States
Rich W.
The price is €387
includes taxes & fees
16 Sept - 17 Sept
Comfortable, Close to Town Home, with Oceanview.
Living area

13. Fully Updated Airy Historic Home in West Rockport

Fully Updated Airy Historic Home in West Rockport
Rockport
The price is €606
includes taxes & fees
17 Sept - 18 Sept
Fully Updated Airy Historic Home in West Rockport
Exterior

14. Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, 4, (4 reviews)
"The home is clean and very well stocked with anything you might need. Ty reached out to me to make sure everything was good and offered to bring anything I might need while staying there. Property is very well kept. I love the neighbors too. Bed was comfortable. We will be back next year."
United States
Sheila D.
The price is €233
includes taxes & fees
5 Oct - 6 Oct
Romantic Coastal Escape near Harbor
House, 1 Queen Bed (Beehive Cottage) | Living area

15. Bee Hive Cottage, Romantic Maine Waterfront Cottag

Bee Hive Cottage, Romantic Maine Waterfront Cottag
2.0 star property
Cushing
The price is €553
includes taxes & fees
20 Sept - 21 Sept
Bee Hive Cottage, Romantic Maine Waterfront Cottag
Marina

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

Harbor/🦞 Pound Access & Views from Large Deck
Owls Head
9.6 out of 10, 81, (81 reviews)
"Beautiful house with a beautiful location!"
United States
Angel H.
The price is €409
includes taxes & fees
23 Sept - 24 Sept
Harbor/🦞 Pound Access & Views from Large Deck
Living area

17. Bee Hive Cottage, romantic Maine waterfront cottag

Bee Hive Cottage, romantic Maine waterfront cottag
Cushing
10.0 out of 10, 1, (1 review)
"we enjoyed sipping coffee in the morning watching the lobster boats go to/from the working harbor next door."
United States
Karen L.
The price is €526
includes taxes & fees
20 Sept - 21 Sept
Bee Hive Cottage, romantic Maine waterfront cottag
Property grounds

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

Joyful Maine Escape: A Three-Bedroom Water View Townhouse
Edgecomb
10.0 out of 10, 54, (54 reviews)
"The accommodations were wonderful and the views were amazing. The house was nicely appointed. "
United States
Judith t.
The price is €376
includes taxes & fees
15 Sept - 16 Sept
Joyful Maine Escape: A Three-Bedroom Water View Townhouse
Private kitchen

19. In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, 50, (50 reviews)
"Great location, great house! It was a perfect getaway for us, highly recommend."
United States
Rob J.
The price is €529
includes taxes & fees
5 Oct - 6 Oct
In-town, coastal + relaxing in Rockland
Interior

20. 3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, 13, (13 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 €446
includes taxes & fees
21 Sept - 22 Sept
3 Bedroom Happy Cottage 15
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 Waldoboro Hotel Reviews

Harborline Hotel

Harborline Hotel

10/10 Excellent
"The staff was super friendly and helpful, they let me borrow a hair dryer and they always said hello when I entered the building. The water pressure in this hotel is on another level, amazing shower. The hotel is literally a two minute walk from Main Street, super walkable. Had a great stay, will be back!"
Lacey 2-night trip
Posted 1 hour ago
Harborline Hotel

Find out more about Waldoboro

Waldoboro Holiday Homes information

Number of reviews
616
Accommodation
792 Holiday Homes
Lowest Price
€145
Highest Price
€925