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

Waldoboro Holiday Rentals

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Waldoboro holiday 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)
"We had a lovely time in Maine and enjoyed the farm house for our downtime and sleeping. It was exactly what we were looking for and would 100% stay here again and recommend it to others. Thank you!"
United States
Carrie Plympton F.
The price is AU$717
includes taxes & fees
9 Aug - 10 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 AU$699
includes taxes & fees
9 Aug - 10 Aug
Near Lakes, Bay & Trails! Historic Waldoboro Gem
Outdoor dining

3. 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 AU$263
includes taxes & fees
30 Aug - 31 Aug
Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
Interior

4. 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 AU$466
includes taxes & fees
19 Aug - 20 Aug
Come Spring Farm Airstream , Lake & farm animals
Property grounds

5. Glamping at Maine Water Buffalo Farm

Glamping at Maine Water Buffalo Farm
Appleton
10.0 out of 10, Exceptional, (3 reviews)
"Really great place….very thoughtful set up for us to enjoy."
United States
Peter P.
The price is AU$234
includes taxes & fees
6 Aug - 7 Aug
Glamping at Maine Water Buffalo Farm
Exterior detail

6. Tiny A-Frame Romantic Getaway

Tiny A-Frame Romantic Getaway
Wiscasset
9.8 out of 10, Exceptional, (6 reviews)
"Nice tree surrounded property. We also woke up to snow which made the setting magical."
United States
lisa s.
The price is AU$543
includes taxes & fees
3 Aug - 4 Aug
Tiny A-Frame Romantic Getaway
Interior

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

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
9.8 out of 10, Exceptional, (44 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 AU$605
includes taxes & fees
27 Aug - 28 Aug
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Cottage (2 Bedrooms) | Interior

8. Rustic Retreat Across From Lake; Family Friendly!

Rustic Retreat Across From Lake; Family Friendly!
3.0 star property
Union
9.0 out of 10, Wonderful, (2 reviews)
"I liked that it was by the lake quiet and secluded. "
United States
Wilma
The price is AU$556
includes taxes & fees
3 Aug - 4 Aug
Rustic Retreat Across From Lake; Family Friendly!
Lobby sitting area

9. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (439 reviews)
"Great stay, great location."
United States
Jerold
The price is AU$293
includes taxes & fees
10 Aug - 11 Aug
Trade Winds on the Bay
WiFi

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

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Union
8.4 out of 10, Very good, (9 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
The price is AU$399
includes taxes & fees
3 Aug - 4 Aug
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Property grounds

11. 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 AU$561
includes taxes & fees
3 Aug - 4 Aug
Rustic Retreat Across from Lake; Family Friendly!
1 bedroom, free WiFi, bed sheets

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

Simplicity-Just what you need! STR24-20
Rockland
9.6 out of 10, Exceptional, (26 reviews)
"Very clean and allows for easy access around the area! "
United States
Sarah V.
The price is AU$257
includes taxes & fees
6 Aug - 7 Aug
Simplicity-Just what you need! STR24-20
Property grounds

13. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.8 out of 10, Exceptional, (6 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 AU$394
includes taxes & fees
1 Sept - 2 Sept
Bright 2-Bedroom Apartment Near Downtown Thomaston
Dining

14. 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 AU$324
includes taxes & fees
3 Aug - 4 Aug
Peaceful Intown Studio ~ Walk to Shops & Dining
Exterior

15. 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)
"We had never stayed in a yurt before and this one had everything you need. We ate breakfast out on the deck and enjoyed the scenery. We had a really nice time!"
United States
Karen I.
The price is AU$552
includes taxes & fees
13 Aug - 14 Aug
Dome 1 - Luxury Dome at Come Spring Farm
Interior

16. 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.
The price is AU$717
includes taxes & fees
31 Aug - 1 Sept
Quiet & Lovely Lakefront Cottage for Families!
Smart TV

17. 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 AU$479
includes taxes & fees
1 Sept - 2 Sept
Peaceful, Centrally Located Home with Seasonal River Views
Interior

18. Unique ISLAND Living off the grid -Waterfront cottage

Unique ISLAND Living off the grid -Waterfront cottage
Friendship
10.0 out of 10, Exceptional, (29 reviews)
"We love coming here and once again we had a wonderful week! The outside world melts away when you’re on Friendship Long Island."
United States
Cheryl C.
The price is AU$704
includes taxes & fees
5 Aug - 6 Aug
Unique ISLAND Living off the grid -Waterfront cottage
Coffee/tea maker, fridge, microwave, stovetop

19. 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 AU$360
includes taxes & fees
31 Aug - 1 Sept
Spacious 1 Bedroom Cottage Close to Everything 5
Smart TV

20. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (50 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 AU$459
includes taxes & fees
1 Sept - 2 Sept
2 Bedroom Close to Town Home
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
"The property was clean, well maintained and peacefully. Staff was friendly and helpful. Breakfast was fantastic."
KEN 1-night trip
Posted 2 hours ago
Topside Inn

Find out more about Waldoboro

Everything you need to know about Waldoboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Waldoboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Waldoboro holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Waldoboro holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Waldoboro. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Waldoboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Waldoboro holiday rentals we have selected for you start as low as AU$223 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Waldoboro rentals

At Expedia, we put the best Waldoboro holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Waldoboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Waldoboro holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Waldoboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Waldoboro?

Yes, there are holiday rentals in Waldoboro close to Morse's Sauerkraut, or you can select a more 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 holiday rentals that Waldoboro has to offer?

Step Back in Time, Relax in Modern Comfort: This holiday 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 that you can cook with friends or family.

How many holiday rentals will I find in Waldoboro?

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

What’s there to see and do in Waldoboro?

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

What’s a holiday rental in Waldoboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Waldoboro. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family getaway.