Waldoboro Holiday Rentals

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Holiday Rentals in Waldoboro

Panoramic Suite, 1 King Bed with Sofa bed, Balcony, Harbour View
Trade Winds on the Bay
3.0 star property
7.6 out of 10, Good, (39)
"Like that we can walk to everything we’ll just about, didnt like the construction that was going on at the hotel, no restaurant in hotel and bit small bathrooms but everything else was wonderful "
The price is NZ$289
includes taxes & fees
22 May - 23 May
Trade Winds on the Bay
TV, fireplace
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
8.8 out of 10, Excellent, (33)
"Great views. House pretty clean & supplies were fine except only 3 coffee cups for 6 adults. VACasa said they would get more cups. They failed, never received. Some lights didn't work & lots of dead bugs in light fixtures."
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Interior
Unique oceanfront home with a deck, tons of natural light, & amazing views
8.8 out of 10, Excellent, (43)
"We needed a quiet place to visit with elderly aunt and uncle. This was a great place with all the living space on the same floor with spacious area to visit."
Unique oceanfront home with a deck, tons of natural light, & amazing views
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Beach
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
9.8 out of 10, Exceptional, (29)
"Cottage is rustic but clean in an amazing location. The view out to the boats moored in the water is one of a kind. We cooked all our meals in the kitchen and it worked well for us -- good sharp knives was a plus. Being able to walk down the dock and get the freshest lobsters possible for an excellent price was the highlight of our stay. Free access to kayaks was another nice amenity -- lots of coast to explore. The house is a little quirky (uneven floors and bathroom door is really a curtain),...
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Property grounds
A Charming Waterfront Cottage with Touches of Elegance
10.0 out of 10, Exceptional, (78)
"We had a wonderful stay. The porch had amazing views and was comfortable even in the winter. The kitchen was large and incredibly well equipped. The cottage was beautifully decorated and had lots of natural light."
A Charming Waterfront Cottage with Touches of Elegance
Fridge, microwave, oven, stovetop
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
9.8 out of 10, Exceptional, (55)
"Perfect for my husband and I. Great view on the water."
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
Fridge, microwave, oven, stovetop
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
8.4 out of 10, Very good, (6)
"Myself and 4 friends booked this home on the water for an annual super bowl ice fishing trip. The house was just as described, spacious and comfortable. The pond is beautiful and the fishing was outstanding, we caught fish all day long. Location is good as well, with plenty of restaurants and downtown Augusta within 10 to 15 minutes. Great home for the price."
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
Beach
Oceanfront,Unobstructed Ocean Views, Onsite ocean access to a small sandy beach
10.0 out of 10, Exceptional, (88)
"Maine is spectacular in mid-October. The Primrose Apartment was the perfect location to see the colorful leaves, visit lighthouses and enjoy all both Rockland and Camden have to offer. Alex and Siobhan were gracious, thoughtful and kind hosts. The view of Glen Cove from both the kitchen window and the deck is stunning. The Primrose was the perfect property and location for our stay."
Oceanfront,Unobstructed Ocean Views, Onsite ocean access to a small sandy beach
TV, fireplace, books, stereo
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
9.4 out of 10, Exceptional, (22)
"Beautiful home that is a great proximity to Boothbay Harbor downtown. The pond is very nice but the water level was very low during our stay in March and there were no boats available as described in the listing. It is unclear whether this is something to note for all offseason travelers"
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
Fridge, microwave, oven, stovetop
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
9.4 out of 10, Exceptional, (71)
"We enjoyed the tranquility of the cottage and we appreciated the antiques connecting the cottage to the past/ history of the area. No issues with our stay. Location was good; the drive to daily activities not tremendous. Loved the village, and the people were so friendly. Great escape from every day life."
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Property grounds
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
9.6 out of 10, Exceptional, (32)
"We spent three nights at Pauls Cottage. As a local host for vacation homes on Cape Cod. I pay attention to the details.The home had a three night minimum.The fee for the host was as much as the nightly rate. There for we expected the service to match the rate. Check in for the cottage was 4:00. We had a 4 1/2 hour drive and knew we would be coming in late. However, we did not hear from our host on how to enter the cottage. It wasn't until I made a few attempts to reach her and after 6:00 that we...
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
On the beach, beach towels
East Boothbay Waterfront One room Condo.Waterview from in side this room
10.0 out of 10, Exceptional, (106)
"EXCELLENT AND ENJOYABLE"
East Boothbay Waterfront One room Condo.Waterview from in side this room
Property grounds
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
8.6 out of 10, Excellent, (28)
"The title and description are spot on, this is a vintage home with every amenity we needed for a long weekend exploring Damariscotta and Boothbay Harbor. We only needed 3 bedrooms, so did not use the bunk beds tucked into the first floor alcove, and planned to spend most of our time out & about. It was a perfect location for us."
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
On the beach, sun-loungers
Oceanfront, Onsite Ocean Access to a small beach. Fantastic Ocean & Island Views
9.8 out of 10, Exceptional, (87)
"We renewed our wedding vows at Children’s Chapel. The area is beautiful, beach is amazing, there is a rock on the beach that has dates and names carved all over it from the 1800’s. The host was GREAT Alex told us stories and let us hear his “Alabama accent” LOL. I could’ve talked to him all day. We had a great trip and plan on coming back."
Oceanfront, Onsite Ocean Access to a small beach. Fantastic Ocean & Island Views
Aerial view
SPRING SALE: Charming 5BR Waterfront Historic Cape on 15 acre estate
10.0 out of 10, Exceptional, (49)
"We had a wonderful stay at Bold Colorful Life! From the moment we arrived to such a warm welcome from Melissa, we felt so relaxed. There is so much attention to detail and the amount of care that Melissa puts into the house and grounds is truly impressive. She gave us great recommendations for places to go and restaurants to eat. The location also can’t be beat. It is close to all of the attractions but in a wonderfully quiet place to relax at the end of a busy day. We enjoyed walking down to...
SPRING SALE: Charming 5BR Waterfront Historic Cape on 15 acre estate
Fridge, microwave, oven, stovetop
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
8.2 out of 10, Very good, (13)
"The house was big and private and in a great area close to everything in Boothbay."
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
Beach
Riverfront condo w/ deck overlooking the water - steps to dining & shopping
9.2 out of 10, Wonderful, (25)
"The space was very clean and comfortable, great location and amenities. Will definitely be returning!"
Riverfront condo w/ deck overlooking the water - steps to dining & shopping
Exterior
Tiny House on 100 Acres Kayaks/Canoes/Paddleboards
9.8 out of 10, Exceptional, (20)
"I was offered Stella which is a beautiful little apartment due to a mistake I made when applying to stay in Roxie. I didn't realize Roxie was solar and I really needed electricity for this stay. It was a more a business trip not a camping trip.Sherri very graciously let me stay in Stella which was wonderful . Very clean, bright , everything you could need . I would definitely stay there again.."
The price is NZ$259
includes taxes & fees
22 May - 23 May
Tiny House on 100 Acres Kayaks/Canoes/Paddleboards
Exterior
Private cabin on the Maine coast
9.0 out of 10, Wonderful, (2)
"Great stay!"
The price is NZ$490
includes taxes & fees
22 May - 23 May
Private cabin on the Maine coast
Fridge, microwave, oven, stovetop
Lakefront cottage with dock, screened porch, & Island in Biscay Pond
8.8 out of 10, Excellent, (13)
"This is the perfect Maine camp! Clean, comfortable and cute."
Lakefront cottage with dock, screened porch, & Island in Biscay Pond
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See all available properties in Waldoboro
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.

Other types of properties in Waldoboro you may be interested in

Exterior
Farmstay, 2 bedrooms with 2 private baths, private entrance.
10.0 out of 10, Exceptional, (104)
"SWEET!"
The price is NZ$231
includes taxes & fees
29 May - 30 May
Farmstay, 2 bedrooms with 2 private baths, private entrance.
Exterior
The Country Inn at Camden Rockport
2.5 star property
9.4 out of 10, Exceptional, (1000)
"Friendly staff, clean and beautiful!"
The price is NZ$248
includes taxes & fees
22 May - 23 May
The Country Inn at Camden Rockport
1 King Bed w/Balcony, 3rd Floor, No Pets  | View from room
Camden Riverhouse Hotel
2.5 star property
9.4 out of 10, Exceptional, (711)
"Convenient walking to Camden stores and restaurants."
The price is NZ$248
includes taxes & fees
22 May - 23 May
Camden Riverhouse Hotel
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Waldoboro holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Waldoboro. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Waldoboro. Seeing all the best attractions is bound to make you fall in love with Waldoboro. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Waldoboro short-term rentals, that won’t be hard to do.

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 19 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.

Recent reviews of Waldoboro properties
Expedia verified reviews