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

Waldoboro Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Waldoboro vacation rentals

Coffee/tea maker, fridge, microwave, stovetop

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 AED 503
AED 1,846 total
includes taxes & fees
14 Aug - 15 Aug
Near Lakes, Bay & Trails! Historic Waldoboro Gem
House (3 Bedrooms) | Front of property

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

Near Lakes, Bay & Trails! Historic Waldoboro Gem
3.0 star property
Waldoboro
10.0 out of 10, Exceptional, (2 reviews)
"This home is such a gem! A historic home that is updated with many modern conveniences. We’ve been to MANY AirB&B’s and this home was probably the best equipped we’ve been in! Convenient to Boothbay and lots of downeast inlets and harbors. Very quiet, but close to groceries, food and farm stands. Our only regret was not staying longer- we would have loved to grill and use the fire pit!"
United States
Deborah
The price is AED 665
AED 1,802 total
includes taxes & fees
14 Aug - 15 Aug
Near Lakes, Bay & Trails! Historic Waldoboro Gem
Exterior

3. The Entire Waldoboro Inn

The Entire Waldoboro Inn
Waldoboro
The price is AED 3,251
AED 4,780 total
includes taxes & fees
7 Sep - 8 Sep
The Entire Waldoboro Inn
Outdoor dining

4. Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.

Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
Waldoboro
The price is AED 618
AED 766 total
includes taxes & fees
1 Sep - 2 Sep
Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
1 bedroom, WiFi

5. ComfyDome Pond-Side Glamping

ComfyDome Pond-Side Glamping
Jefferson
10.0 out of 10, Exceptional, (6 reviews)
"A lovely stay - Seth was very kind and attentive, and our starry night sky was beyond compare. We will come again! "
United States
Fiona S.
The price is AED 595
AED 741 total
includes taxes & fees
21 Aug - 22 Aug
ComfyDome Pond-Side Glamping
Interior

6. Come Spring Farm Airstream , Lake & farm animals

Come Spring Farm Airstream , Lake & farm animals
Union
8.0 out of 10, Very Good, (4 reviews)
"Pet Friendly, Great surroundings, close to popular tourist towns in Maine"
United States
Thomas W.
The price is AED 826
AED 1,213 total
includes taxes & fees
7 Sep - 8 Sep
Come Spring Farm Airstream , Lake & farm animals
Property grounds

7. Glamping at Maine Water Buffalo Farm

Glamping at Maine Water Buffalo Farm
Appleton
8.0 out of 10, Very Good, (4 reviews)
"Really great place….very thoughtful set up for us to enjoy."
United States
Peter P.
The price is AED 437
AED 557 total
includes taxes & fees
19 Aug - 20 Aug
Glamping at Maine Water Buffalo Farm
Interior

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

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
9.8 out of 10, Exceptional, (46 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 AED 915
AED 1,597 total
includes taxes & fees
26 Aug - 27 Aug
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Property grounds

9. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.8 out of 10, Exceptional, (7 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 AED 533
AED 1,009 total
includes taxes & fees
1 Sep - 2 Sep
Bright 2-Bedroom Apartment Near Downtown Thomaston
1 bedroom, WiFi (free), bed sheets

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

Simplicity-Just what you need! STR24-20
Rockland
9.6 out of 10, Exceptional, (29 reviews)
"Very clean and allows for easy access around the area! "
United States
Sarah V.
The price is AED 404
AED 609 total
includes taxes & fees
6 Sep - 7 Sep
Simplicity-Just what you need! STR24-20
WiFi

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

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Union
8.2 out of 10, Very Good, (10 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
The price is AED 735
AED 1,043 total
includes taxes & fees
16 Aug - 17 Aug
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Dining

12. Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
Newcastle
8.6 out of 10, Excellent, (4 reviews)
"Location was perfect and Lynn was so helpful. We’d definitely stay here again!"
United States
Caycee A.
The price is AED 661
AED 825 total
includes taxes & fees
9 Sep - 10 Sep
Peaceful Intown Studio ~ Walk to Shops & Dining
Exterior

13. 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 AED 1,102
AED 1,544 total
includes taxes & fees
19 Aug - 20 Aug
Dome 1 - Luxury Dome at Come Spring Farm
Property grounds

14. Rustic Retreat Across from Lake; Family Friendly!

Rustic Retreat Across from Lake; Family Friendly!
Union
8.8 out of 10, Excellent, (19 reviews)
"Great location for visiting the coast."
United States
Sallie S.
The price is AED 364
AED 1,473 total
includes taxes & fees
18 Aug - 19 Aug
Rustic Retreat Across from Lake; Family Friendly!
Smart TV

15. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (51 reviews)
"We enjoyed staying at this site but we had difficulty with the address. I would recommend putting the number 67 on the outside of the mud room door, which would make it much easier to find the location A member of our party had difficulty sleeping on the pull out couch and recommended a thicker mattress. We also smelled cigarettes upon entry into the building but once the door was open for a short time the smell went away. I would definitely stay at this site again when I the area."
United States
April
The price is AED 624
AED 1,213 total
includes taxes & fees
1 Sep - 2 Sep
2 Bedroom Close to Town Home
Smart TV

16. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (35 reviews)
"Great Stay!"
United States
Pastor Heidi G.
The price is AED 657
AED 1,253 total
includes taxes & fees
8 Sep - 9 Sep
Peaceful, Centrally Located Home with Seasonal River Views
Coffee/tea maker, fridge, microwave, oven

17. 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, (38 reviews)
"Great place at a great price! I look forward to staying there again. "
United States
Stephen H.
The price is AED 882
AED 1,786 total
includes taxes & fees
31 Aug - 1 Sep
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Coffee/tea maker, fridge, microwave, stovetop

18. Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
The price is AED 507
AED 1,038 total
includes taxes & fees
18 Aug - 19 Aug
Spacious 1 Bedroom Cottage Close to Everything 5
Interior

19. Quiet & Lovely Lakefront Cottage for Families!

Quiet & Lovely Lakefront Cottage for Families!
Union
9.8 out of 10, Exceptional, (16 reviews)
"Evocative of my youth and going to the family lake camp in the summer. We had great weather and a great time. The cabin is a ‘Mainer’s’ memories wrapped in eclectic reminders. What a joy!"
United States
Venise B.
Quiet & Lovely Lakefront Cottage for Families!
Lobby sitting area

20. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (453 reviews)
"Great stay, great location."
United States
Jerold
The price is AED 694
AED 756 total
includes taxes & fees
17 Aug - 18 Aug
Trade Winds on the Bay
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

Topside Inn

Topside Inn

10/10 Excellent
"Excellent gourmet breakfast every morning."
Gregory 6-night trip
Posted 3 hours ago
Topside Inn

Frequently asked questions

Are there vacation rentals in Waldoboro?

Yes, there are vacation rentals in Waldoboro close to Morse's Sauerkraut, or you can go with a secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the gardens in Waldoboro. Make sure you have time to check out the local tours and bars during your trip.

What are some of the best vacation home rentals that Waldoboro has to offer?

Step Back in Time, Relax in Modern Comfort: This vacation home rental outside of Waldoboro offers a fireplace, a garden, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Waldoboro?

With 21 Expedia vacation rentals, you're sure to find just the right place for your Waldoboro stay.

What’s there to see and do in Waldoboro?

Pemaquid Pond and Duckpuddle Pond are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Morse's Sauerkraut. In the larger area, you’ll find Fawcett's Antique Toy and Art Museum and St. George River.

What’s a vacation rental in Waldoboro like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Waldoboro. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a family trip or a small group gathering.