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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Waldoboro vacation rentals

Outdoor dining

1. 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 544
AED 673 total
includes taxes & fees
28 Sep - 29 Sep
Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
Exterior

2. The Entire Waldoboro Inn

The Entire Waldoboro Inn
Waldoboro
The price is AED 3,251
AED 4,452 total
includes taxes & fees
4 Oct - 5 Oct
The Entire Waldoboro Inn
Lobby sitting area

3. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (499 reviews)
"Its a place to stay."
United States
Todd
The price is AED 301
AED 328 total
includes taxes & fees
20 Oct - 21 Oct
Trade Winds on the Bay
Cottage (2 Bedrooms) | Interior

4. Rustic Retreat Across From Lake; Family Friendly!

Rustic Retreat Across From Lake; Family Friendly!
3.0 star property
Union
8.0 out of 10, Very good, (3 reviews)
"The cottage is cute with a great view of the lake. Quiet and peaceful yet convenient to town. Plenty to see and do in the area. We had a wonderful time and I highly recommend staying here!"
United States
Lorraine
The price is AED 441
AED 1,386 total
includes taxes & fees
28 Sep - 29 Sep
Rustic Retreat Across From Lake; Family Friendly!
Outdoor dining

5. Tiny Cottage Near Everything 10

Tiny Cottage Near Everything 10
Edgecomb
8.6 out of 10, Excellent, (4 reviews)
"We recently stayed at the Tiny Cottage in Edgecomb, Maine, and truly enjoyed our visit. Except for a small initial issue, which was promptly and professionally addressed, everything was wonderful. The location is perfect for exploring the area, and the cottage itself was spotless, comfortable, and well-maintained. A lovely and relaxing getaway spot!"
United States
Elaine
The price is AED 367
AED 796 total
includes taxes & fees
27 Oct - 28 Oct
Tiny Cottage Near Everything 10
Interior

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

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
9.8 out of 10, Exceptional, (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 AED 823
AED 1,394 total
includes taxes & fees
1 Oct - 2 Oct
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Dining

7. Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
Newcastle
9.0 out of 10, Wonderful, (11 reviews)
"Great location, excellent accommodations, perfect for our weekend adventure."
United States
Brian
The price is AED 533
AED 661 total
includes taxes & fees
28 Sep - 29 Sep
Peaceful Intown Studio ~ Walk to Shops & Dining
WiFi

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

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Union
8.8 out of 10, Excellent, (16 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
The price is AED 735
AED 991 total
includes taxes & fees
28 Sep - 29 Sep
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
1 bedroom, iron/ironing board, bed sheets

9. Cheerful Cottage Close to Everything 12

Cheerful Cottage Close to Everything 12
Edgecomb
9.4 out of 10, Exceptional, (18 reviews)
"Great experience, great location! Would highly recommend."
United States
Lynn R.
The price is AED 342
AED 801 total
includes taxes & fees
27 Oct - 28 Oct
Cheerful Cottage Close to Everything 12
1 bedroom, WiFi (free), bed sheets

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

Simplicity-Just what you need! STR24-20
Rockland
9.8 out of 10, Exceptional, (35 reviews)
"Very nice tiny house in a quiet neighborhood. Easy walk to downtown"
United States
sarah
The price is AED 397
AED 601 total
includes taxes & fees
22 Oct - 23 Oct
Simplicity-Just what you need! STR24-20
Smart TV

11. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (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 AED 474
AED 977 total
includes taxes & fees
27 Oct - 28 Oct
2 Bedroom Close to Town Home
Property grounds

12. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.2 out of 10, Wonderful, (13 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 AED 481
AED 905 total
includes taxes & fees
27 Oct - 28 Oct
Bright 2-Bedroom Apartment Near Downtown Thomaston
Property grounds

13. Rustic Retreat Across from Lake; Family Friendly!

Rustic Retreat Across from Lake; Family Friendly!
Union
8.8 out of 10, Excellent, (23 reviews)
"Great location for visiting the coast."
United States
Sallie S.
The price is AED 323
AED 1,333 total
includes taxes & fees
28 Sep - 29 Sep
Rustic Retreat Across from Lake; Family Friendly!
2 bedrooms, iron/ironing board, bed sheets

14. Cheerful Cottage with Loft 9

Cheerful Cottage with Loft 9
Edgecomb
10.0 out of 10, Exceptional, (5 reviews)
"Immaculate, very cute - “tiny cottage”We loved it!"
United States
Daniel B.
The price is AED 378
AED 841 total
includes taxes & fees
29 Sep - 30 Sep
Cheerful Cottage with Loft 9
Smart TV

15. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (40 reviews)
"Great Stay!"
United States
Pastor Heidi G.
The price is AED 547
AED 1,061 total
includes taxes & fees
20 Oct - 21 Oct
Peaceful, Centrally Located Home with Seasonal River Views
Terrace/patio

16. Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
The price is AED 882
AED 2,328 total
includes taxes & fees
28 Sep - 29 Sep
Luxury Yurt at Seaside Farm in Friendship
Interior

17. 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 606
AED 901 total
includes taxes & fees
18 Oct - 19 Oct
Come Spring Farm Airstream , Lake & farm animals
Smart TV, DVD player, books, video library

18. A Spacious Vacation Cottage in Sheepscot Harbour

A Spacious Vacation Cottage in Sheepscot Harbour
Edgecomb
10.0 out of 10, Exceptional, (70 reviews)
"Great place and great restaurants."
United States
Julie D.
The price is AED 526
AED 1,053 total
includes taxes & fees
28 Sep - 29 Sep
A Spacious Vacation Cottage in Sheepscot Harbour
Property grounds

19. Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine

Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
Lincolnville
8.0 out of 10, Very good, (17 reviews)
"The cabin is exactly as advertised. The dogs were happy there and we enjoyed our stay. "
United States
Becki C.
The price is AED 281
AED 567 total
includes taxes & fees
28 Sep - 29 Sep
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
Coffee/tea maker, fridge, microwave, oven

20. 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, (42 reviews)
"Wonderful place at a great price!"
United States
Stephen H.
The price is AED 735
AED 1,513 total
includes taxes & fees
26 Oct - 27 Oct
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
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

10/10 Excellent
"Tugboat Inn was an amazing property, the staff was incredible and we will certainly return to Boothbay Harbor!"
Cynthia 2-night trip
Posted 8 hours ago
Tugboat 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?

Cozy 1 bedroom cottage on Lincolnville Beach: This vacation home rental outside of Waldoboro is located by the ocean and offers a selection of games, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Waldoboro?

With 22 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.