Waldoboro Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Waldoboro

Trade Winds on the Bay

3.5 star property
8.4 out of 10, Very Good, (278)
"The rooms were spacious and the view was beautiful!"
Trade Winds on the Bay

Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm

2.0 star property
8.8 out of 10, Excellent, (11)
"The home is on a beautiful, private piece of land right on the St. George River estuary. The views are absolutely stunning and there is a short path right to the water and rocks. It was a perfect spot for two couples to relax and convenient to explore the midcoast region."
Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm

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

8.4 out of 10, Very Good, (7)
"We had the best nights' sleep of our lives in this rustic cabin! Super quiet and peaceful. Excellent star watching. Masha was so nice and extremely hospitable! "
The price is ¥7,413
¥15,426 total
includes taxes & fees
Sep 28 - Sep 29
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine

Point Lookout

3.0 star property
9.6 out of 10, Exceptional, (9)
"Great location. Away from the down town bustle, but close enough to enjoy the best of both worlds. Clean cabin, great amenities. "
Point Lookout

Pine Grove Cottages

2.5 star property
9.8 out of 10, Exceptional, (89)
"Wonderful quiet place, The Host was a great person."
The price is ¥34,057
¥38,979 total
includes taxes & fees
Oct 9 - Oct 10
Pine Grove Cottages

Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

8.8 out of 10, Excellent, (38)
"This was our second stay here. We love the comfort of this home and the location is perfect."
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

10.0 out of 10, Exceptional, (103)
"If you plan to visit Boothbay Harbor, you won't find a better place! The lakefront property is very close to town but offers a quiet location in a private neighborhood. Beautiful and bright interior in a natural setting. One of the best places I've stayed at. Great for kayaking and fishing too! "
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

Morning sun, coffee in hand, a good book and so much more...

9.8 out of 10, Exceptional, (84)
"It was so pleasant and relaxing. Close to the city and harbor "
Morning sun, coffee in hand, a good book and so much more...

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

9.4 out of 10, Exceptional, (26)
"Perfect base for exploring the mid-coast region. "
The price is ¥30,190
¥73,713 total
includes taxes & fees
Sep 28 - Sep 29
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock

10.0 out of 10, Exceptional, (78)
"Another great stay"
Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock

Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.

10.0 out of 10, Exceptional, (96)
"Beautiful home and scenery, hosts were communicative. "
Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.

Comfortable, Close to Town Home, with Oceanview.

9.6 out of 10, Exceptional, (81)
"We had a great stay while in town for a family event. We were ecstatic to be able to take our family dog with us on the trip. The view from the back deck was incredible and close to many local parks for hiking."
The price is ¥27,629
¥54,927 total
includes taxes & fees
Oct 9 - Oct 10
Comfortable, Close to Town Home, with Oceanview.

Enjoyable 1-bedroom rustic cottage in Southport.

10.0 out of 10, Exceptional, (16)
"Lovely location, quiet, serene, and the cottage is totally cute and comfortable. "
Enjoyable 1-bedroom rustic cottage in Southport.

Make Shimmering River Retreat your Maine Coastal getaway!

9.6 out of 10, Exceptional, (39)
"It was a very nice place for a family vacation. There was plenty of room for all of us (10).Yard and inside games provided along with kayaks for the river and a pool."
Make Shimmering River Retreat your Maine Coastal getaway!

Unique oceanfront home with a deck, tons of natural light, & amazing views

8.6 out of 10, Excellent, (59)
"We loved this property and had a great time staying here. It was clean and check in/check out were a breeze. Nothing better than a cup of coffee on the porch watching the wildlife on the water in the morning!"
Unique oceanfront home with a deck, tons of natural light, & amazing views

Renovated home with water views, dock access, - dogs okay

6.6 out of 10, (8)
"location was great. bed sheets/ covers were not clean. nice kitchen no outside chairs or deck to enjoy the Maine weather."
Renovated home with water views, dock access, - dogs okay

Newly Renovated Cozy Cove Cabin at White Anchor Inn

7.6 out of 10, Good, (4)
"As advertised, comfy bed cozy cabin. Would stay again "
The price is ¥23,211
¥34,604 total
includes taxes & fees
Oct 3 - Oct 4
Newly Renovated Cozy Cove Cabin at White Anchor Inn

Unique Coastal Maine Flower Farm Stay

9.6 out of 10, Exceptional, (14)
"The rental is a spacious 2-bedroom apartment overlooking the grounds, greenhouses, and fields of the unique Leafsong farm, out in the quiet and leafy countryside southwest of Belfast. You may meet the peacocks, sheep, mule, and horse who also call this place home. Many treasures to be found at the flower shop on the premises."
The price is ¥30,863
¥61,390 total
includes taxes & fees
Sep 27 - Sep 28
Unique Coastal Maine Flower Farm Stay

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

7.0 out of 10, Good, (4)
"Affordable and quiet location that felt safe and is conveniently close to Boothbay Harbor & surrounding attractions. "
The price is ¥11,920
¥21,104 total
includes taxes & fees
Sep 28 - Sep 29
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers

9.6 out of 10, Exceptional, (78)
"Great stay, wonderful location"
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Waldoboro Hotel Reviews

Find out more about Waldoboro

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!

Explore a world of travel with Expedia

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?

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage: This vacation home rental outside of Waldoboro offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the books in this rental home to help you unwind.

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?

Cultural attractions include Fawcett's Antique Toy and Art Museum, whereas Morse's Sauerkraut is just one of the family-friendly sights. In the larger area, you’ll find St. George River and Damariscotta Lake.

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.