Book Holiday Homes in Waldoboro

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Featured Holiday Homes in Waldoboro

Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.

Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.

Boothbay Harbor ME
A stay at this vacation home places you in the heart of Boothbay Harbor, steps from Boothbay Region Land Trust and Boothbay Region Historical Society ...
Opens in a new windowNewly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.
Perfect location  ! Harbor Breeze is on Camden Harbor & walking distance to town

Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town

Camden ME
A stay at this vacation home places you in the heart of Camden, within a 10-minute walk of Camden Harbor Park and Amphitheatre and Camden Public Library.
Opens in a new windowPerfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Boothbay Harbor ME
With a stay at this vacation home in Boothbay Harbor, you'll be on the beach, just a 4-minute walk from Boothbay Harbor Memorial Library and 6 minutes by foot ...
Opens in a new windowDowntown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
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Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views

Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views

Rockport ME
When you stay at this vacation home in Rockport, you'll be on the beach, within a 5-minute drive of Oakland Park Bowling Lanes and Owls Head Lighthouse.
Opens in a new windowOceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views
Private and Calming Waterfront to the Rescue!

Private and Calming Waterfront to the Rescue!

Augusta ME
Located in Augusta, this vacation home is on the waterfront, within a 15-minute drive of VA Maine Healthcare System - Togus and Old Fort Western.
Opens in a new windowPrivate and Calming Waterfront to the Rescue!
Historic Home w/ Gas Fireplace, Fast WiFi, & Private W/D - Snowbird-Friendly

Historic Home w/ Gas Fireplace, Fast WiFi, & Private W/D - Snowbird-Friendly

Warren ME
Located in Warren, this vacation home is in a rural location, within a 5-minute drive of St. George River and Fawcett's Antique Toy and Art Museum.
Opens in a new windowHistoric Home w/ Gas Fireplace, Fast WiFi, & Private W/D - Snowbird-Friendly
Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.

Owls Head ME
The price is AU$544 per night from 10 Mar to 11 Mar
AU$544
10 Mar - 11 Mar
includes taxes & fees
When you stay at this vacation home in Owls Head, you'll be by the sea, within a 5-minute drive of Breakwater Vineyards and Coastal Children's Museum.
Opens in a new windowComfortable, Close to Town Home, with Oceanview.
Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Boothbay Harbor ME
When you stay at this vacation home in Boothbay Harbor, you'll be on the waterfront, just steps from Linekin Bay and Barrett Park.
Opens in a new windowEnjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.
Oceanfront Retreat with Dock, Boothbay Harbor

Oceanfront Retreat with Dock, Boothbay Harbor

2 out of 5
Boothbay Harbor ME
A stay at this vacation home places you in the heart of Boothbay Harbor, within a 15-minute walk of Fisherman's Memorial Park and Linekin Bay.
Opens in a new windowOceanfront Retreat with Dock, Boothbay Harbor
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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.

Waldoboro Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Waldoboro vacation homes are the perfect way for you to wing it.

Holiday houses in Waldoboro let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Waldoboro in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Waldoboro adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Waldoboro with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Waldoboro vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Waldoboro Holiday Homes essential information

Accommodation
508 Holiday Homes
Lowest Price
AU$199
Highest Price
AU$544
Popular accommodation
Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH., Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town, Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views, Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views , Private and Calming Waterfront to the Rescue!, Historic Home w/ Gas Fireplace, Fast WiFi, & Private W/D - Snowbird-Friendly, Comfortable, Close to Town Home, with Oceanview., Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly., Oceanfront Retreat with Dock, Boothbay Harbor

Top trending hotels in Waldoboro

Farmstay, 2 bedrooms with 2 private baths, private entrance.

Farmstay, 2 bedrooms with 2 private baths, private entrance.

Waldoboro ME
When you stay at this farm stay in Waldoboro, you'll be 12 minutes by car from Fawcett's Antique Toy and Art Museum.
Opens in a new windowFarmstay, 2 bedrooms with 2 private baths, private entrance.
Quiet & cozy ocean-side hideaway. Pet friendly!

Quiet & cozy ocean-side hideaway. Pet friendly!

Waldoboro ME
With a stay at this cottage in Waldoboro, you'll be by the ocean, and 13 mi (21 km) from Damariscotta Lake and 13.9 mi (22.4 km) from Maine State Prison ...
Opens in a new windowQuiet & cozy ocean-side hideaway. Pet friendly!
Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
2 Park Dr Rockland ME
Fully refundableReserve now, pay when you stay
A stay at Trade Winds on the Bay places you in the heart of Rockland, steps from Maine Lighthouse Museum and Project Puffin Visitor Center.
Opens in a new windowTrade Winds on the Bay
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The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

2.5 out of 5
8 Country Inn Way Rockport ME
Fully refundableReserve now, pay when you stay
The price is AU$199 per night from 22 Feb to 23 Feb
AU$199
22 Feb - 23 Feb
includes taxes & fees
When you stay at The Country Inn at Camden Rockport in Rockport, you'll be near the beach, just steps from Golfer's Crossing Mini Golf and 9 minutes by foot ...
Opens in a new windowThe Country Inn at Camden Rockport
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.