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Top Holiday Rentals in Waldoboro

Trade Winds on the Bay

3.5 star property
8.4 out of 10, Very good, (247)
"Location is amazing."
Trade Winds on the Bay

Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

3.0 star property
Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

Point Lookout

3.0 star property
9.2 out of 10, Wonderful, (5)
"Great location. Away from the down town bustle, but close enough to enjoy the best of both worlds. Clean cabin, great amenities. "
Point Lookout

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

2.0 star property
9.4 out of 10, Exceptional, (9)
"Beautiful location, peaceful and great views"
Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm

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

The price is £151
includes taxes & fees
22 Aug - 23 Aug
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, (75)
"We loved our stay here. This is a fantastic location and has everything you need to enjoy your stay in Boothbay. Bring eye masks though, the futon sleeper is going to get a lot of light from the windows."
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers

Comfortable, Close to Town Home, with Oceanview.

9.6 out of 10, Exceptional, (74)
"Clean"
The price is £305
includes taxes & fees
1 Sept - 2 Sept
Comfortable, Close to Town Home, with Oceanview.

Unique Coastal Maine Flower Farm Stay

9.2 out of 10, Wonderful, (13)
"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 £315
includes taxes & fees
17 Aug - 18 Aug
Unique Coastal Maine Flower Farm Stay

Newly Renovated Cozy Cove Cabin at White Anchor Inn

10.0 out of 10, Exceptional, (1)
"As advertised, comfy bed cozy cabin. Would stay again "
The price is £174
includes taxes & fees
31 Aug - 1 Sept
Newly Renovated Cozy Cove Cabin at White Anchor Inn

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

10.0 out of 10, Exceptional, (100)
"Adorable place, roomy, quiet, upscale yet felt just like home. Will definitely stay again! "
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

Modern woodland privacy with ocean, trails, and lobster all in walking distance.

10.0 out of 10, Exceptional, (48)
"My friend and I felt very relaxed at this house. The beds were comfortable and the kitchen was stocked with most every cooking equipment needed. The host answered any question I had very quickly and supplied information about the surrounding area. It was a great place to unwind!"
Modern woodland privacy with ocean, trails, and lobster all in walking distance.

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

Unobstructed Ocean Views Private Onsite Access to the water & small sandy beach.

10.0 out of 10, Exceptional, (127)
"This was by far one of the best places we have ever stayed , it was so well decorated and stocked with anything you would need. Spotlessly clean and really felt like home. If I ever get back to Maine it will be my go to place to stay"
Unobstructed Ocean Views Private Onsite Access to the water & small sandy beach.

Pine Grove Cottages

2.5 star property
9.8 out of 10, Exceptional, (88)
"Wonderful quiet place, The Host was a great person."
The price is £193
includes taxes & fees
20 Aug - 21 Aug
Pine Grove Cottages

Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town

9.6 out of 10, Exceptional, (30)
"The cabin was very clean and a nice quiet location. Had everything we needed for a comfortable stay."
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town

Dog-friendly bay view home - water views, dock access

6.6 out of 10, (7)
"Nice and quiet. Beautiful view of the water"
Dog-friendly bay view home - water views, dock access

Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach

10.0 out of 10, Exceptional, (120)
"This property was more than we could have asked for. The view was spectacular the hosts were great and we had more amenities than we could have asked for."
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach

Beach Vacation - Private Balcony - Views

9.8 out of 10, Exceptional, (74)
"We enjoyed this place. It had everything we needed and was located between some places we planned to visit. Good restaurant options nearby."
Beach Vacation - Private Balcony - Views

Camp #2 - A "Pleasure" with 1G Wifi

9.6 out of 10, Exceptional, (13)
"Beautiful property, friendly owners, really cute camp sites and trailers, all in terrific shape. It blended the outdoors more into our trip, we played corn hole, had a couple bonfires, thoroughly enjoyed ourselves."
Camp #2 - A "Pleasure" with 1G Wifi

Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

2.0 star property
10.0 out of 10, Exceptional, (22)
"Beautiful location, comfortable beds and wonderful linens. This place was wonderful"
Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer
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

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.

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?

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

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.