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

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Waldoboro holiday homes

A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a round rug.

1. Near Lakes, Bay & Trails! Historic Waldoboro Gem

Near Lakes, Bay & Trails! Historic Waldoboro Gem
Waldoboro
9.8 out of 10, Exceptional, (27 reviews)
"It was a wonderful stay at this home. The home was incredibly clean, the beds were very comfortable and had great bedding on them. It was a great location to all the nearby places we wanted to go to. Loved the historic charm. We would love to come and stay again!"
United States
Tina S.
The price is £376
includes taxes & fees
9 Sept - 10 Sept
Near Lakes, Bay & Trails! Historic Waldoboro Gem
A two-story white building with green shutters, a central entrance with columns, and a brick chimney.

2. The Entire Waldoboro Inn

The Entire Waldoboro Inn
Waldoboro
The price is £790
includes taxes & fees
7 Sept - 8 Sept
The Entire Waldoboro Inn
A living room with a fireplace, a mounted TV, and bookshelves filled with books.

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

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
9.8 out of 10, Exceptional, (47 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 £327
includes taxes & fees
20 Sept - 21 Sept
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
A spacious tent with a large skylight, a bed, a sofa, a lamp, and a fireplace.

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

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Union
8.6 out of 10, Excellent, (14 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
The price is £191
includes taxes & fees
1 Sept - 2 Sept
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
A dome-shaped building at night with a visible interior light source.

5. Dome 1 - Luxury Dome at Come Spring Farm

Dome 1 - Luxury Dome at Come Spring Farm
Union
9.6 out of 10, Exceptional, (19 reviews)
"Scenery was amazing, it was a bit chilly at night but a great place for peace and quiet!"
United States
Maurice E.
The price is £204
includes taxes & fees
1 Sept - 2 Sept
Dome 1 - Luxury Dome at Come Spring Farm
A living room with a brown leather sofa, a wooden coffee table, and a window with curtains.

6. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (51 reviews)
"We loved our stay here! Check-in was easy and the host was responsive!"
United States
Jessica H.
The price is £239
includes taxes & fees
1 Sept - 2 Sept
2 Bedroom Close to Town Home
A spacious living room with a black leather sofa, a glass coffee table, and large windows offering a view of greenery.

7. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (38 reviews)
"Great Stay!"
United States
Pastor Heidi G.
The price is £247
includes taxes & fees
1 Sept - 2 Sept
Peaceful, Centrally Located Home with Seasonal River Views
A wooden deck with Adirondack chairs and a grill.

8. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
8.8 out of 10, Excellent, (10 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 £222
includes taxes & fees
8 Sept - 9 Sept
Bright 2-Bedroom Apartment Near Downtown Thomaston
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.

9. 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 £228
includes taxes & fees
13 Sept - 14 Sept
Come Spring Farm Glamping Dome 2
A compact bedroom with a bed, a small table, a bench, a TV, and a kitchenette.

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

Simplicity-Just what you need! STR24-20
Rockland
9.8 out of 10, Exceptional, (32 reviews)
"Very nice tiny house in a quiet neighborhood. Easy walk to downtown"
United States
sarah
Simplicity-Just what you need! STR24-20
A wooden deck with two blue Adirondack chairs, surrounded by white flowers and trees.

11. Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
The price is £469
includes taxes & fees
28 Sept - 29 Sept
Luxury Yurt at Seaside Farm in Friendship
A modern kitchen with a central island, built-in appliances, and a dining area with a high chair.

12. 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, (39 reviews)
"Wonderful place at a great price!"
United States
Stephen H.
The price is £365
includes taxes & fees
22 Sept - 23 Sept
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
A living room with a sofa, a coffee table, a TV, a fireplace, and a window with curtains.

13. Fully Updated Airy Historic Home in West Rockport

Fully Updated Airy Historic Home in West Rockport
Rockport
The price is £436
includes taxes & fees
2 Sept - 3 Sept
Fully Updated Airy Historic Home in West Rockport
A two-story house with a dark exterior, a balcony, and a well-maintained garden with rocks and plants.

14. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (70 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 £413
includes taxes & fees
7 Sept - 8 Sept
Oceanview Bungalow Style Home in Owls Head
A room with a large window offering a view of a snowy landscape and a body of water.

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

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (97 reviews)
"Great location close to town"
United States
Rich W.
The price is £332
includes taxes & fees
7 Sept - 8 Sept
Comfortable, Close to Town Home, with Oceanview.

16. Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, Exceptional, (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 £214
includes taxes & fees
30 Sept - 1 Oct
Romantic Coastal Escape near Harbor
A modern kitchen with a stainless steel refrigerator, a coffee maker, and a sink.

17. In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (48 reviews)
"Great location, great house! It was a perfect getaway for us, highly recommend."
United States
Rob J.
The price is £522
includes taxes & fees
20 Sept - 21 Sept
In-town, coastal + relaxing in Rockland
A wooden deck with a view of a lake, surrounded by trees and a small brick building.

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, Exceptional, (54 reviews)
"The accommodations were wonderful and the views were amazing. The house was nicely appointed. "
United States
Judith t.
The price is £317
includes taxes & fees
8 Sept - 9 Sept
Joyful Maine Escape: A Three-Bedroom Water View Townhouse
An aerial view of a marina with numerous boats docked and a small island with houses and greenery.

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

Harbor/🦞 Pound Access & Views from Large Deck
Owls Head
9.6 out of 10, Exceptional, (80 reviews)
"Beautiful house with a beautiful location!"
United States
Angel H.
The price is £353
includes taxes & fees
23 Sept - 24 Sept
Harbor/🦞 Pound Access & Views from Large Deck
A spacious room with a dining table, chairs, and a sofa. There are large windows offering a view of the outdoors.

20. Bee Hive Cottage, Romantic Maine Waterfront Cottag

Bee Hive Cottage, Romantic Maine Waterfront Cottag
2.0 star property
Cushing
The price is £654
includes taxes & fees
19 Sept - 20 Sept
Bee Hive Cottage, Romantic Maine Waterfront Cottag
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

Tugboat Inn

Tugboat Inn

8/10 Good
"."
Bruce 2-night trip
Posted 2 hours ago
Tugboat Inn

Find out more about Waldoboro

Waldoboro Holiday Homes information

Number of reviews
630
Accommodation
660 Holiday Homes
Lowest Price
£191
Highest Price
£790