Waldoboro Holiday Rentals

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Our top choices for Waldoboro holiday rentals

Hilltop 3BR Getaway w/ Chef BBQ, Fire Pit, Patios & Room to Relax

Hilltop 3BR Getaway w/ Chef BBQ, Fire Pit, Patios & Room to Relax
Waldoboro
9.6 out of 10, Exceptional, (9 reviews)
"Good visit overall."
United States
Gerald S.
The price is AU$874
includes taxes & fees
1 Feb - 2 Feb
Hilltop 3BR Getaway w/ Chef BBQ, Fire Pit, Patios & Room to Relax

7BR Hilltop Retreat · 2 Kitchens & Decks

7BR Hilltop Retreat · 2 Kitchens & Decks
Waldoboro
9.6 out of 10, Exceptional, (5 reviews)
"The house and location was perfect, sitting around the fire pit to end the night was perfect "
United States
william h.
The price is AU$1,853
includes taxes & fees
8 Feb - 9 Feb
7BR Hilltop Retreat · 2 Kitchens & Decks

Hilltop 5BR Retreat with Decks & BBQ

Hilltop 5BR Retreat with Decks & BBQ
Waldoboro
9.8 out of 10, Exceptional, (9 reviews)
"Amazing stay! These owners have thought of everything! Laundry needs, beach towels, chairs, umbrella, bathroom extras — everything! Super clean. Would absolutely stay again!"
United States
Angela V.
The price is AU$1,187
includes taxes & fees
1 Feb - 2 Feb
Hilltop 5BR Retreat with Decks & BBQ

Tiny A-Frame Romantic Getaway

Tiny A-Frame Romantic Getaway
Wiscasset
10.0 out of 10, Exceptional, (4 reviews)
"Very nice and very quiet "
United States
justin s.
The price is AU$465
includes taxes & fees
4 Feb - 5 Feb
Tiny A-Frame Romantic Getaway

Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (337 reviews)
"Very nice place "
United States
Robert
Trade Winds on the Bay

Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach

Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach
Lincolnville
9.4 out of 10, Exceptional, (9 reviews)
"Great view. Very enjoyable stay. "
United States
Jerry C.
The price is AU$316
includes taxes & fees
8 Feb - 9 Feb
Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach

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

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
7.8 out of 10, Good, (7 reviews)
"This was perfect for our one night stay to visit the botanical gardens, it was only minutes away. Also very close to quite a few dinner and shopping options. "
United States
Nichole W.
The price is AU$282
includes taxes & fees
4 Feb - 5 Feb
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
10.0 out of 10, Exceptional, (3 reviews)
"Very comfortable and convenient location. Super comfortable beds and living room furniture. Host was very quick to clean up the snow that fell overnight!"
United States
tom w.
The price is AU$304
includes taxes & fees
30 Jan - 31 Jan
Bright 2-Bedroom Apartment Near Downtown Thomaston

Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.4 out of 10, Exceptional, (29 reviews)
"Great stay and host was very responsive with a forgotten item. "
United States
Yvonne T.
The price is AU$378
includes taxes & fees
9 Feb - 10 Feb
Peaceful, Centrally Located Home with Seasonal River Views

2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (46 reviews)
"We loved our stay here! Check-in was easy and the host was responsive!"
United States
Jessica H.
The price is AU$350
includes taxes & fees
1 Feb - 2 Feb
2 Bedroom Close to Town Home

Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (85 reviews)
"Convenient location; host responsive; good towel supply. "
United States
Connie K.
The price is AU$460
includes taxes & fees
8 Feb - 9 Feb
Comfortable, Close to Town Home, with Oceanview.

Laughton House @ Pemaquid Beach

Laughton House @ Pemaquid Beach
Pemaquid Beach
10.0 out of 10, Exceptional, (8 reviews)
"This house is in a great location. We could walk to the beach, or to Fort Henry to let my grandsons run around. The house is lovely and had everything we needed. We have come to this area of Maine since 2017, and this had been our favorite place to stay! "
United States
Dawn W.
The price is AU$797
includes taxes & fees
7 Feb - 8 Feb
Laughton House @ Pemaquid Beach

Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP

Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP
Whitefield
10.0 out of 10, Exceptional, (6 reviews)
"Great getaway! We loved all of the discoveries to be made both in the cabin and on the property. We stayed in Stella. It was adorable, functional, and very welcoming. We also enjoyed an outing to Kennebec Maine Cabin Masters only 20 min away! "
United States
Sandra L.
The price is AU$405
includes taxes & fees
4 Feb - 5 Feb
Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP

Unique Coastal Maine Flower Farm Stay

Unique Coastal Maine Flower Farm Stay
Belmont
9.6 out of 10, Exceptional, (16 reviews)
"Peaceful and pretty place to stay!"
United States
Sara G.
The price is AU$609
includes taxes & fees
1 Feb - 2 Feb
Unique Coastal Maine Flower Farm Stay

Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
The price is AU$273
includes taxes & fees
2 Feb - 3 Feb
Romantic Coastal Escape near Harbor

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (46 reviews)
"Excellent, clean property. "
United States
Andy H.
The price is AU$651
includes taxes & fees
30 Jan - 31 Jan
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

Charming 1-bedroom apartment in Downtown Camden

Charming 1-bedroom apartment in Downtown Camden
Camden
10.0 out of 10, Exceptional, (1 review)
The price is AU$280
includes taxes & fees
30 Jan - 31 Jan
Charming 1-bedroom apartment in Downtown Camden

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful place, had everything we needed!"
United States
Kathy H.
The price is AU$769
includes taxes & fees
10 Feb - 11 Feb
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

Pet friendly Waterfront Condo Sunset Views

Pet friendly Waterfront Condo Sunset Views
Edgecomb
The price is AU$309
includes taxes & fees
9 Feb - 10 Feb
Pet friendly Waterfront Condo Sunset Views

Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
Newcastle
6.0 out of 10, (1 review)
The price is AU$258
includes taxes & fees
1 Feb - 2 Feb
Peaceful Intown Studio ~ Walk to Shops & Dining
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

Find out more about Waldoboro

Everything you need to know about Waldoboro holiday rentals

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

Waldoboro holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Waldoboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Waldoboro holiday rentals we have selected for you start as low as AU$460 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Waldoboro rentals

At Expedia, we put the best Waldoboro holiday 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 holiday.

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. 

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?

Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views : This holiday home rental outside of Waldoboro is located on the beach, and has a balcony, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Waldoboro?

With 22 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.