Waldoboro vacation rentals

We found 549 vacation rentals — enter your dates for availability

Discover a selection of 20 homes, 10 apartments, and other vacation rentals in Waldoboro that are perfect for your trip. Vacation rentals offer the amenities you expect for you and your friends, family, or even pets, such as WiFi and a pool. What you'll find is a rental for everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Waldoboro

Showing deals for:Jun 5 - Jun 12

Image gallery for Charming Historic Loft Apartment in Waldoboro. Once an Army Post & Dance Hall.

The bath is adjacent to the bedroom
9.8 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)

Charming Historic Loft Apartment in Waldoboro. Once an Army Post & Dance Hall.

Waldoboro

5% off
Price is $251
$1,756 for 7 nights
All fees included
Charming Historic Loft Apartment in Waldoboro. Once an Army Post & Dance Hall.

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Find out more about Waldoboro

Why visit Waldoboro

  • Stunning natural beauty: Waldoboro boasts picturesque lakes, secluded beaches, and lush landscapes perfect for outdoor activities.
  • Adventure and tranquility: The town offers a unique blend of adventure and relaxation, making it ideal for all types of travelers.
  • Family-friendly atmosphere: Waldoboro's friendly vibe and local attractions create a welcoming environment for families.
  • Diverse accommodations: Enjoy a range of lodging options, from cozy cottages to beach-access rentals.
  • Exploration opportunities: Discover the scenic Midcoast region and immerse yourself in its charm and community spirit.

Popular types of accommodation in Waldoboro

If you're exploring vacation rentals in Waldoboro, you're in for a treat. This charming destination offers a variety of accommodations, including houses, cozy cottages, and convenient apartments. Whether you’re looking for house rentals or rentals with beach access, Waldoboro has something for everyone. Enjoy the perfect blend of comfort and adventure in this picturesque coastal town.

  • Houses: The top choice for visitors to Waldoboro, offering spacious and comfortable stays perfect for families or groups.
  • Cottages: A quaint and charming option, ideal for those seeking a cozy retreat amidst beautiful surroundings.
  • Apartments: These provide a convenient and modern living space, perfect for couples or solo travelers looking for a home-away-from-home.
  • Cabins: A popular pick for nature enthusiasts, offering a rustic experience close to the great outdoors.
  • Condos: A great choice for those wanting resort-style amenities while enjoying the comforts of home.**

Top attractions near Waldoboro

Waldoboro, Maine, is a fantastic destination for outdoor enthusiasts and adventure seekers. Visitors can explore stunning lakes, relax on beautiful beaches, and enjoy the natural beauty of nearby state parks. With a blend of culture and outdoor experiences, Waldoboro offers something for everyone, whether you're traveling solo, with family, or in a group. Don't miss the chance to immerse yourself in the scenic landscapes and local attractions during your stay.

  • Damariscotta Lake: Experience the serene beauty of Damariscotta Lake, located 8 miles from Waldoboro. Enjoy a relaxing day on the beach, taking in the picturesque scenery and indulging in romantic outdoor vibes.
  • St. George River: Just 7 miles away, the St. George River offers stunning views and a peaceful atmosphere. Perfect for outdoor enthusiasts, it provides ample opportunities for kayaking, fishing, and exploring the natural landscape.
  • Damariscotta Lake State Park: Located 8 miles from Waldoboro, this national park is ideal for adventure lovers. Explore hiking trails, enjoy scenic vistas, and immerse yourself in the abundant outdoor activities available.

Things to do recommended for couples

For a romantic getaway in Waldoboro, visit Savage Oakes Vineyard and Winery for wine tasting amidst charming vibes. Enjoy outdoor activities at Camden Snow Bowl, or challenge each other at Golfer's Crossing Mini Golf for some fun and adventure. Perfect for couples seeking local experiences.

Things to do recommended for families

Families will love visiting Pemaquid Point Lighthouse Park and Pemaquid Beach Park for their relaxing vibes, both a short drive from Waldoboro. For a fun-filled adventure, Oakland Park Bowling Lanes offers exciting activities that everyone will enjoy, making it a perfect family outing.

Things to do recommended for groups

In Waldoboro, your group can enjoy a round of golf at the Samoset Resort Golf Course, explore the unique offerings at Morse's Sauerkraut, and visit the Damariscotta Farmer's Market for a taste of local culture just a short drive away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Waldoboro

When traveling with a group, family, pets, or planning for longer stays, it's important to prioritize your search effectively. Here are some helpful booking tips for using Vrbo.

  • Traveling to Waldoboro with a group: Think about how many bedrooms you'll require, as well as any specific amenities like a full kitchen or outdoor area for group gatherings. Luckily, you can easily refine your search on Vrbo to include these features and many more.
  • Traveling to Waldoboro with young kids: Traveling with young kids can be demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Waldoboro: For many families, a vacation wouldn't feel complete without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties are equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Waldoboro: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Waldoboro

Waldoboro, Maine, is a hidden gem for outdoor enthusiasts and those seeking scenic beauty. This charming town offers a friendly atmosphere perfect for families and relaxation. Explore the picturesque Midcoast region, where you can enjoy secluded beaches, lush landscapes, and local attractions. Nearby areas provide a warm community vibe, making it an ideal vacation home destination. Experience the blend of adventure and tranquility that Waldoboro and its surroundings have to offer.

  • Central Coast: Located 4 miles from Waldoboro, the Central Coast is a picturesque region known for its stunning outdoor scenery and adventurous spirit. This area offers a wealth of recreational opportunities, including scenic hiking trails perfect for nature enthusiasts. Visitors can enjoy the tranquility of local lakes and beaches, making it an ideal spot for relaxation and exploration. Additionally, the nearby national park provides a chance to immerse yourself in Maine's natural beauty, with diverse wildlife and breathtaking views that are sure to make your trip memorable.
  • Damariscotta: Just 8 miles away from Waldoboro, Damariscotta is a charming city that invites travelers seeking outdoor adventures and romantic settings. With its stunning lakes and inviting beaches, Damariscotta is a great place to unwind and enjoy nature. The area is also known for its recreational facilities, including hiking trails and a ski field, offering activities for every season. Whether you’re looking for a cozy spot for a picnic or an exhilarating day on the slopes, Damariscotta has something for everyone.
  • Nobleboro: Situated 6 miles from Waldoboro, Nobleboro is a serene city that appeals to those who appreciate outdoor beauty and romantic escapes. With its lush hiking trails and recreational areas, this city invites you to explore its natural landscapes. Nobleboro is conveniently located near both a lake and national parks, providing ample opportunities for hiking, kayaking, and wildlife viewing. The stunning scenery and peaceful atmosphere make it a perfect destination for couples and nature lovers alike.

Best time to go to Waldoboro

If you're planning a trip to Waldoboro, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in June to July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January24.8°F (-4.0°C)Light RainMostly SunnyAverageSlightly Low
February25.9°F (-3.4°C)Light RainMostly CloudyAverageAverage
March32.4°F (0.2°C)Light RainMostly CloudyAverageSlightly Low
April42.8°F (6.0°C)Light RainMostly CloudyAverageSlightly Low
May52.9°F (11.6°C)Light RainMostly SunnyAverageAverage
June61.0°F (16.1°C)Light RainMostly SunnySlightly HighSlightly High
July68.2°F (20.1°C)Light RainMostly SunnySlightly HighSlightly High
August67.6°F (19.8°C)Light RainMostly SunnyAverageSlightly High
September61.2°F (16.2°C)Light RainMostly SunnySlightly HighAverage
October51.1°F (10.6°C)Light RainMostly SunnySlightly LowAverage
November40.1°F (4.5°C)Light RainMostly SunnySlightly LowAverage
December31.6°F (-0.2°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can lead to significant savings. To discover the ideal Vrbo property that fits your budget, feel free to use our filters to search by price, location, and type of vacation rental. We're here to help you make the most of your travel experience.

Unlock savings with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll receive OneKeyCash for the full booking amount. It's truly rewarding to be the organizer. By joining our OneKey rewards program, you'll gain access to exclusive member discounts and the opportunity to earn OneKeyCash on qualifying stays. Sign up today and start reaping the benefits.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a convenient space to plan new adventures, pick up from where you left off, and manage your travel plans with ease. You can easily access the properties you’ve saved or booked, now categorized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Why people love visiting tranquil Waldoboro

The area's art galleries and museums are just a few of the reasons to vacation in Waldoboro. This city's gardens, local tours and bars attract many visitors, and its relaxing and welcoming location add to the charm. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Waldoboro

Are you hoping to discover top things to see and do during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Waldoboro a fun spot to vacation. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Maine State Prison Store (9.2 mi / 14.8 km)
  • Samoset Resort Golf Course (14.5 mi / 23.3 km)
  • Owls Head State Park (16.3 mi / 26.2 km)
  • Morse's Sauerkraut (7.6 mi / 12.2 km)
  • Boothbay Golf Course (19.7 mi / 31.6 km)
  • Savage Oakes Vineyard and Winery (10.2 mi / 16.4 km)

Exploring the natural landscape of Waldoboro

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Waldoboro is a great spot to appreciate mother nature. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • St. George River (6.8 mi / 11 km)
  • Damariscotta Lake (7.6 mi / 12.3 km)
  • Rockland Harbor Park (13.3 mi / 21.4 km)
  • Sandy Beach (13.4 mi / 21.6 km)
  • Rockport Marine Park (16.2 mi / 26.1 km)
  • Pemaquid Beach Park (17.1 mi / 27.5 km)

Transportation options to and around Waldoboro

Fly into Rockland, ME (RKD-Knox County Regional), the closest airport, located 14.1 mi (22.7 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Wiscasset, ME (ISS), which is 19 mi (30.6 km) away.

Frequently asked questions

What is the best area to stay in Waldoboro, Maine, United States of America when booking a vacation rental?
When considering a vacation rental in Waldoboro, Maine, the area around the charming downtown is a fantastic choice. This neighborhood boasts a rich blend of local shops, eateries, and waterfront access, making it a vibrant hub for visitors. One of the top attractions nearby is the Waldoboro Historical Society, which offers fascinating insights into the town's heritage and history. Additionally, the picturesque Medomak River provides opportunities for kayaking and enjoying the scenic beauty of the region.

Another appealing area to explore is the coastal section of Waldoboro, where you can find stunning views and access to the beach. This area is superb for those looking to relax by the water or embark on outdoor adventures. With a variety of properties available, from cozy cottages to more spacious homes, you're sure to find a rental that fits your needs while enjoying the unique charm of Waldoboro.
How much does it cost to rent a vacation home in Waldoboro?
Prices for vacation rentals in Waldoboro vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Waldoboro to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Waldoboro vacation house rentals?
You can find great discounts on house rentals in Waldoboro on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Waldoboro?
For renting a beach house in Waldoboro, travelers should consider the picturesque coastal areas along the Damariscotta River and the nearby beaches. The stretch of waterfront near Waldoboro's own Moody's Diner offers charming properties that typically feature amenities such as outdoor decks, private docks for boating, and stunning river views, superb for enjoying the serene surroundings.

Further down the coast, the area around the Waldoboro Harbor is ideal for vacation rentals, where guests can find homes with easy beach access, spacious living areas, and outdoor spaces for barbecues or family gatherings. Many of these properties come equipped with fully stocked kitchens, making it convenient for guests to prepare meals after a day of exploring the local beaches.

Additionally, the nearby Pemaquid Point Lighthouse offers breathtaking views and is complemented by local rentals that provide a cozy atmosphere and proximity to both the beach and historical sites. Visitors can expect amenities like fire pits, picnic areas, and ample parking, ensuring a comfortable stay while enjoying the natural beauty of Maine's coastline.
What is the most popular type of vacation rental accomodation in Waldoboro?
In Waldoboro, vacation houses are the most popular type of rental, with about 19 available throughout the area. These houses are typically found in serene locations, offering a comfortable home base for exploring the scenic surroundings, including the local waterfront and nearby parks. Most vacation houses come equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor patios or decks for enjoying the fresh Maine air.

Additionally, there are several apartments, cottages, and cabins available, which provide alternative options for travelers seeking a more intimate or rustic experience. Cottages and cabins, in particular, often feature cozy interiors and easy access to nature, making them great for those looking to unwind in a tranquil setting.
Are there any family house rentals in Waldoboro?
In Waldoboro, Maine, there are several family-friendly house rentals available, with around 26 options to choose from. This charming coastal town offers a blend of scenic views and local attractions, making it a wonderful destination for families. Many of these properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play or enjoy a barbecue.

Visitors can explore nearby points of interest, such as the picturesque Waldoboro Harbor and the famous Maine State Aquarium in Boothbay Harbor, which is just a short drive away. The area also boasts beautiful beaches for summer fun and hiking trails for outdoor enthusiasts.
Can I find long-stay vacation rentals in Waldoboro?
A long-stay vacation rental in Waldoboro is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Waldoboro?
In Waldoboro, there are numerous pet-friendly house rentals available, offering a range of amenities that cater to both travelers and their furry companions. Many of these properties feature spacious outdoor areas, allowing pets to roam freely, as well as cozy interiors equipped with full kitchens, comfortable living rooms, and often multiple bedrooms to accommodate families or groups.

The town is known for its picturesque coastal scenery and charming local shops, making it an inviting destination for those traveling with pets. Nearby points of interest include the scenic Waldoboro River, which offers opportunities for leisurely walks and outdoor activities, great for pet owners looking to explore the natural beauty of the area.
Are there any remote work vacation rentals in Waldoboro?
In Waldoboro, Maine, there are numerous options for remote work vacation rentals, with around 31 available throughout the area. This quaint town, known for its scenic coastal views and charming downtown, provides an inclusive setting for those looking to blend work and leisure. Many properties come equipped with reliable internet access, making it easy to stay connected while enjoying a peaceful getaway.

Travelers can expect amenities such as free Wi-Fi in rooms, spacious living areas ideal for setting up a temporary office, and fully equipped kitchens for preparing meals during your stay. Additionally, properties often feature outdoor spaces where guests can unwind after a day of work, making it a great destination for remote working professionals. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Waldoboro vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Waldoboro with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Waldoboro?
In Waldoboro, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals and enjoy family dining. Many properties also feature decks or patios, providing outdoor spaces to relax and take in the beautiful coastal scenery. Additionally, travelers can expect conveniences such as onsite parking, making it easy to explore the area, and amenities like coffee and tea makers for that morning caffeine fix. Some rentals may even offer blenders for those who enjoy smoothies or other blended beverages.
When is the best time to visit Waldoboro for a vacation rental?
The peak season for vacation rentals in Waldoboro, Maine, is during the summer months from June to August, with July being the most popular time to visit. This vibrant period attracts families and outdoor enthusiasts who relish the warm temperatures, typically ranging from the mid-60s to mid-80s Fahrenheit. Visitors can explore the picturesque coastline, indulge in fresh seafood, and enjoy a variety of outdoor activities, from kayaking to hiking along scenic trails.

July brings a lively option to Waldoboro, with numerous events and festivals that celebrate local culture and community spirit. It's an ideal time for those seeking a blend of relaxation and adventure, with opportunities for beach outings and exploring the charming downtown area filled with unique shops and eateries.

For travelers looking for a more budget-friendly option, consider visiting in December. While it's the low season, this month offers a tranquil setting great for cozy getaways and enjoying the beauty of winter in Maine. You can take advantage of lower rental rates while experiencing the peacefulness of the region during the holidays.
How early should I book a Waldoboro vacation rental?
Book your Waldoboro vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Waldoboro, Maine, United States of America?
In Waldoboro, Maine, visitors can explore a variety of attractions that highlight the area's coastal charm and history. The Waldoboro Historical Society provides insights into the town's rich maritime history, showcasing local artifacts and documents. Nearby, the Medomak River offers beautiful views and opportunities for kayaking and fishing, making it a great spot for outdoor enthusiasts.

For those interested in art, the local galleries often feature works by regional artists, reflecting the vibrant creative community. The charming downtown area has unique shops and eateries, where visitors can enjoy fresh seafood and other local delicacies.

Additionally, the scenic coastline provides picturesque spots for photography and leisurely walks, with the nearby beaches and harbor offering serene views of the Atlantic Ocean.
Can I change or cancel my Waldoboro home rental booking on Vrbo?
To find Waldoboro vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Waldoboro vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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