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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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
$166 nightly
The price is $181
Oct 12 - Oct 13
Total with taxes and fees
Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
A two-story white building with a symmetrical facade, large windows with shutters, and a central entrance with a door and columns.

2. The Entire Waldoboro Inn

The Entire Waldoboro Inn
Waldoboro
$992 nightly
The price is $1,081
Oct 12 - Oct 13
Total with taxes and fees
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, (513 reviews)
"the views were incredible, staff friendly and accommodations comfortable."
United States
Allene
$96 nightly
The price is $105
Oct 20 - Oct 21
Total with taxes and fees
Trade Winds on the Bay
A modern living room with a large window, a wooden ceiling, and a view of a green landscape.

4. Come Spring Farm Airstream , Lake & farm animals

Come Spring Farm Airstream , Lake & farm animals
Union
8.4 out of 10, Very good, (5 reviews)
"Pet Friendly, Great surroundings, close to popular tourist towns in Maine"
United States
Thomas W.
$235 nightly
The price is $256
Oct 18 - Oct 19
Total with taxes and fees
Come Spring Farm Airstream , Lake & farm animals
A living room with a brown leather sofa, a wooden coffee table, and a window with curtains.

5. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (56 reviews)
"It was in a perfect location for our planned trip. Thank you"
United States
Nita S.
$240 nightly
The price is $262
Oct 27 - Oct 28
Total with taxes and fees
2 Bedroom Close to Town Home
A bedroom with a bed, a bedside table, and a window with curtains.

6. Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
Newcastle
9.0 out of 10, Wonderful, (12 reviews)
"Great location, excellent accommodations, perfect for our weekend adventure."
United States
Brian
$166 nightly
The price is $181
Oct 12 - Oct 13
Total with taxes and fees
Peaceful Intown Studio ~ Walk to Shops & Dining
A compact bedroom with a bed, a small table, a bench, a TV, and a kitchenette.

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

Simplicity-Just what you need! STR24-20
Rockland
9.8 out of 10, Exceptional, (36 reviews)
"Very nice tiny house in a quiet neighborhood. Easy walk to downtown"
United States
sarah
$139 nightly
The price is $152
Oct 18 - Oct 19
Total with taxes and fees
Simplicity-Just what you need! STR24-20
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
8.8 out of 10, Excellent, (16 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
$235 nightly
The price is $253
Oct 12 - Oct 13
Total with taxes and fees
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
A wooden deck with a glass door leading to a room.

9. Tiny Cottage Near Everything 10

Tiny Cottage Near Everything 10
Edgecomb
9.0 out of 10, Wonderful, (6 reviews)
"Great location awesome place to take it easy for a few"
United States
Gene
$214 nightly
The price is $216
Nov 10 - Nov 11
Total with taxes and fees
Tiny Cottage Near Everything 10
A wooden deck with Adirondack chairs and a grill.

10. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.2 out of 10, Wonderful, (14 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.
$230 nightly
The price is $251
Nov 9 - Nov 10
Total with taxes and fees
Bright 2-Bedroom Apartment Near Downtown Thomaston
A spacious living room with a black leather sofa, a glass coffee table, and large windows offering a view of greenery.

11. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (41 reviews)
"Great Stay!"
United States
Pastor Heidi G.
$272 nightly
The price is $296
Nov 9 - Nov 10
Total with taxes and fees
Peaceful, Centrally Located Home with Seasonal River Views
A living room with a fireplace, a mounted TV, and bookshelves filled with books.

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

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
9.8 out of 10, Exceptional, (50 reviews)
"We loved everything about this place! It’s beautifully decorated and feels like a home away from away. The host was wonderful and made it easy to communicate with her. The view from the deck is so pretty! I loved having a cup of tea out there and looking at the water. It was a perfect spot! We are so grateful!"
United States
Rhiannon A.
$371 nightly
The price is $405
Oct 13 - Oct 14
Total with taxes and fees
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
A kitchen with a large island, two bar stools, wooden cabinets, a red refrigerator, and a view of the outdoors through large windows.

13. Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
$220 nightly
The price is $231
Nov 10 - Nov 11
Total with taxes and fees
Spacious 1 Bedroom Cottage Close to Everything 5
A modern kitchen with a central island, built-in appliances, and a dining area with a high chair.

14. 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, (44 reviews)
"I always enjoy staying at this place!"
United States
Stephen H.
$360 nightly
The price is $392
Nov 9 - Nov 10
Total with taxes and fees
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
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.

15. 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.
$235 nightly
The price is $253
Oct 12 - Oct 13
Total with taxes and fees
Come Spring Farm Glamping Dome 2
A wooden cabin interior with a loft bedroom, a kitchen area, and a dining space.

16. 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.
$227 nightly
The price is $239
Nov 2 - Nov 3
Total with taxes and fees
Cheerful Cottage with Loft 9
A living room with a sofa, a coffee table, a TV, a fireplace, and a window with curtains.

17. Fully Updated Airy Historic Home in West Rockport

Fully Updated Airy Historic Home in West Rockport
Rockport
$538 nightly
The price is $586
Oct 12 - Oct 13
Total with taxes and fees
Fully Updated Airy Historic Home in West Rockport
Two Adirondack chairs facing a body of water with a bridge in the background.

18. Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
Edgecomb
9.8 out of 10, Exceptional, (90 reviews)
"Lovely cottage with a great view."
United States
Ann M.
$285 nightly
The price is $311
Oct 26 - Oct 27
Total with taxes and fees
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
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.
$259 nightly
The price is $274
Nov 10 - Nov 11
Total with taxes and fees
Spacious 1 Bedroom Cottage Close to Everything 3
Exterior

20. Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, Exceptional, (6 reviews)
"My family of four greatly enjoyed our stay at this property. Location was very convenient to explore the mid coast towns of Rockport, Rockland, and Camden and all of their beautiful harbors. Having two bedrooms worked well for us along with the living room and a large open kitchen and full bathroom. The private entrance that leads up to the open top floor was easy to manage and appreciated. The quiet street was frequented by wild turkeys that roamed the yard and crossed the street on two...
United States
Christopher H.
$228 nightly
The price is $249
Oct 21 - Oct 22
Total with taxes and fees
Romantic Coastal Escape near Harbor
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

Island View Inn

Island View Inn

10/10 Excellent
"Enjoyed our stay! Nice location, so we could enjoy surrounding towns. Very clean property and room!"
Laurie 2-night trip
Posted less than an hour ago
Island View Inn

Find out more about Waldoboro

Everything you need to know about Waldoboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Waldoboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Waldoboro vacation 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 low season months. For more hustle and bustle, you may prefer to visit Waldoboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $105 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Waldoboro rentals

At Expedia, we put the best Waldoboro vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Oceanview Bungalow Style Home in Owls Head: This vacation home rental outside Waldoboro is located by the ocean and has a balcony, a terrace, and air-conditioning to put you at ease 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. You can relax into your vacation with a garden and a selection of games.

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.