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
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Waldoboro holiday rentals

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
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
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 HK$5,552
HK$8,480 total
includes taxes & fees
15 Sept - 16 Sept
The Entire Waldoboro Inn
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a round rug.

3. 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.
Near Lakes, Bay & Trails! Historic Waldoboro Gem

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 HK$1,242
HK$1,551 total
includes taxes & fees
22 Sept - 23 Sept
Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.

5. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (481 reviews)
"Great stay, great location."
United States
Jerold
The price is HK$1,074
HK$1,171 total
includes taxes & fees
27 Sept - 28 Sept
Trade Winds on the Bay
A living room with a fireplace, a mounted TV, and bookshelves filled with books.

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 HK$1,757
HK$3,027 total
includes taxes & fees
22 Sept - 23 Sept
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
A dome-shaped building at night with a visible interior light source.

7. Dome 1 - Luxury Dome at Come Spring Farm

Dome 1 - Luxury Dome at Come Spring Farm
Union
9.6 out of 10, Exceptional, (20 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 HK$1,764
HK$2,562 total
includes taxes & fees
13 Sept - 14 Sept
Dome 1 - Luxury Dome at Come Spring Farm
A spacious tent with a large skylight, a bed, a sofa, a lamp, and a fireplace.

8. 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 HK$1,568
HK$2,227 total
includes taxes & fees
22 Sept - 23 Sept
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
A modern living room with a large window, a wooden ceiling, and a view of a green landscape.

9. 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 HK$1,568
HK$2,351 total
includes taxes & fees
13 Sept - 14 Sept
Come Spring Farm Airstream , Lake & farm animals
A coastal town with boats docked at a marina, surrounded by lush greenery and hills.

10. Pine Grove Cottages

Pine Grove Cottages
2.5 star property
Lincolnville
9.8 out of 10, Exceptional, (90 reviews)
"Wonderful quiet place, The Host was a great person."
United States
clinch
The price is HK$1,795
HK$2,054 total
includes taxes & fees
15 Sept - 16 Sept
Pine Grove Cottages
A spacious living area with a wooden ceiling, a dining table surrounded by chairs, a red leather sofa, and a view through large windows.

11. 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!
A wooden deck with Adirondack chairs and a grill.

12. 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 HK$1,255
HK$2,299 total
includes taxes & fees
15 Sept - 16 Sept
Bright 2-Bedroom Apartment Near Downtown Thomaston
A spacious room with a dining table, chairs, and a sofa. There are large windows offering a view of the outdoors.

13. Bee Hive Cottage, Romantic Maine Waterfront Cottag

Bee Hive Cottage, Romantic Maine Waterfront Cottag
2.0 star property
Cushing
The price is HK$3,321
HK$5,031 total
includes taxes & fees
20 Sept - 21 Sept
Bee Hive Cottage, Romantic Maine Waterfront Cottag
A two-story house with a front porch, a chimney, and a garage.

14. Cozy cottage -Close to Downtown Camden!

Cozy cottage -Close to Downtown Camden!
Camden
9.6 out of 10, Exceptional, (29 reviews)
"This property was clean, the kitchen was well appointed, it was close to downtown and the beds were very comfortable. I would stay here again or reccomend it to others."
United States
Abby S.
The price is HK$3,333
HK$5,616 total
includes taxes & fees
22 Sept - 23 Sept
Cozy cottage -Close to Downtown Camden!
A grassy yard with a small table and chairs, a house, and a lake in the background.

15. 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 HK$1,035
HK$3,063 total
includes taxes & fees
12 Sept - 13 Sept
Rustic Retreat Across From Lake; Family Friendly!
A bedroom with a bed, a bedside table, and a window with curtains.

16. Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
Newcastle
9.0 out of 10, Wonderful, (8 reviews)
"Location was perfect and Lynn was so helpful. We’d definitely stay here again!"
United States
Caycee A.
The price is HK$1,255
HK$1,556 total
includes taxes & fees
14 Sept - 15 Sept
Peaceful Intown Studio ~ Walk to Shops & Dining
A beach with people relaxing under umbrellas, a wooden fence in the foreground, and a forested area in the background.

17. Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub
Walpole
10.0 out of 10, Exceptional, (5 reviews)
"The place was beautiful, with charming and had perfect design choices. Check in was so convenient, and the hosts were quite responsive to any needs. We all felt so comfortable there. It felt private, yet was conveniently located to Damariscotta. I would absolutely rent here again."
United States
Tera P.
Pemaquid Escape | Curated Comfort + Hot Tub
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.

18. 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 HK$1,568
HK$2,227 total
includes taxes & fees
13 Sept - 14 Sept
Come Spring Farm Glamping Dome 2
A small cabin with a wooden deck, surrounded by trees in a wooded area.

19. Spacious 1 Bedroom Cottage Close to Everything 3

Spacious 1 Bedroom Cottage Close to Everything 3
Edgecomb
9.6 out of 10, Exceptional, (18 reviews)
"Great central location"
United States
Bruce O.
The price is HK$1,168
HK$2,215 total
includes taxes & fees
14 Sept - 15 Sept
Spacious 1 Bedroom Cottage Close to Everything 3
A wooden deck with two blue Adirondack chairs, surrounded by white flowers and trees.

20. Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
The price is HK$1,945
HK$5,189 total
includes taxes & fees
28 Sept - 29 Sept
Luxury Yurt at Seaside Farm in Friendship
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

Whitehall

Whitehall

10/10 Excellent
"The staff was friendly, the property was lovely, the bed was incredibly comfortable. We appreciated the extra touches like ice for the water bottles and our cooler. We also enjoyed walking the neighborhood and sitting on the porch with coffee. Lovely stay."
Lacey 1-night trip
Posted 3 hours ago
Whitehall

Find out more about Waldoboro

Search for holiday rentals in Waldoboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Waldoboro using one of the methods below:

  • View our selection of featured holiday rentals in Waldoboro
  • Use the map to find apartments and other holiday homes in the Waldoboro neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Waldoboro while they last

Look no further and take a look at our great range of rental properties in Waldoboro!

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?

Slow Down & Go Back in Time-Relax Completely in Our Maine Home: This holiday home rental outside of Waldoboro is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Waldoboro?

With 18 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?

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 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.