Best Vacation Homes in Waldoboro
House
10.0(157 Reviews)
2 Bedrooms
1 Bath
4 Guests
Fireplace/Heating
Pool
Balcony/Terrace
Parking
US $164/Night
7 Nights - US $1,145
Bed & Breakfast
9.5(2 Reviews)
3 Bedrooms
1 Bath
2 Guests
- Fireplace/Heating
View- Parking
Air Conditioner
US $351/Night
7 Nights - US $2,457
House
10.0(121 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly
Kitchen
US $245/Night
7 Nights - US $1,717
Bed & Breakfast
9.2(5 Reviews)
3 Bedrooms
1 Bath
2 Guests
- Fireplace/Heating
- View
- Parking
- Air Conditioner
US $234/Night
7 Nights - US $1,636
Cabin
10.0(38 Reviews)
2 Bedrooms
1 Bath
4 Guests
864 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
- View
US $262/Night
7 Nights - US $1,837
Cottage
10.0(16 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $255/Night
7 Nights - US $1,787
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
5 Guests
2000 ft²
Oceanfront
Hot Tub
Spa- Fireplace/Heating
US $344/Night
7 Nights - US $2,411
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $293/Night
7 Nights - US $2,052
Waldoboro Luxury Rentals
Apartment
9.6(5 Reviews)
7 Bedrooms
4 Baths
16 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,399/Night
7 Nights - US $9,793
House
3 Bedrooms
3 Baths
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,052/Night
7 Nights - US $7,363
House
3 Bedrooms
4 Baths
6 Guests
2002.09 ft²
- Fireplace/Heating
- View
- Parking
- Air Conditioner
US $931/Night
7 Nights - US $6,520
Apartment
9.8(9 Reviews)
5 Bedrooms
3 Baths
11 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $799/Night
7 Nights - US $5,593
New
House
2 Bedrooms
3 Baths
6 Guests
1511 ft²
- Fireplace/Heating
- Kitchen
- Parking
Internet
US $671/Night
7 Nights - US $4,697
New
House
3 Bedrooms
3 Baths
6 Guests
2372 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $608/Night
7 Nights - US $4,254
House
10.0(1 Review)
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $575/Night
7 Nights - US $4,025
Apartment
1 Bedroom
1 Bath
4 Guests
1399.31 ft²
Skiing- Fireplace/Heating
- View
- Parking
US $530/Night
7 Nights - US $3,711
Waldoboro Pet Friendly Vacation Rentals
Cabin
9.8(32 Reviews)
2 Bedrooms
1 Bath
4 Guests
550 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $104/Night
7 Nights - US $725
House
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $521/Night
7 Nights - US $3,649
House
10.0(52 Reviews)
3 Bedrooms
3 Baths
8 Guests
2500 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $438/Night
7 Nights - US $3,063
House
10.0(36 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $315/Night
7 Nights - US $2,207
Apartment
10.0(11 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $290/Night
7 Nights - US $2,030
Cottage
10.0(4 Reviews)
3 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $244/Night
7 Nights - US $1,709
House
9.8(51 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $468/Night
7 Nights - US $3,275
Apartment
9.6(9 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $474/Night
7 Nights - US $3,319
Waldoboro Large Vacation Homes
House
9.8(49 Reviews)
5 Bedrooms
3 Baths
9 Guests
2160 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $468/Night
7 Nights - US $3,276
House
4.0(2 Reviews)
6 Bedrooms
5 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $604/Night
7 Nights - US $4,227
Cabin
9.4(6 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- View
- Kitchen
US $825/Night
7 Nights - US $5,777
Other
10.0(1 Review)
6 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $362/Night
7 Nights - US $2,533
Why Choose Rent By Owner for your Waldoboro Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Waldoboro
When should you plan your Vacation Rentals stay?
Timing your visit to this destination can greatly enhance your experience, allowing you to enjoy the region's unique climate and local events when they are at their best for a memorable getaway.
Peak Season Highlights
Summer (June to August)
This is when the area experiences warm weather, making it perfect for enjoying outdoor activities and coastal views in Waldoboro, Maine.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 65°F
Fall (September to November)
During these months, the region is renowned for its vibrant foliage, providing a picturesque backdrop for your stay here.
Average Temperature Daytime: 65°F to 70°F - Nighttime: 45°F to 50°F
Off-Season Highlights
Winter (December to February)
The quiet winter months bring cooler temperatures and fewer visitors, ideal for those seeking solitude and scenic snow-covered landscapes.
Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
Early Spring (March to April)
As the region transitions from winter, you can enjoy less crowded vacation rentals with signs of new growth and milder weather.
Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F
Weekly Weather Forecast for Waldoboro
How to Book Your Waldoboro Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Waldoboro
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining with a private patio or picnic area to make the most of the scenic surroundings.
- Relax in a cozy outdoor seating area, perfect for taking in the fresh air and peaceful views.
- Take advantage of a spacious yard or garden space ideal for outdoor activities or family gatherings.
- Make use of a fire pit for evening gatherings and roasting marshmallows beneath the stars.
- Access a charming balcony or deck that offers sweeping views of the natural beauty here.
- Utilize the outdoor grill for preparing delicious meals amidst the tranquil setting.
- Explore nearby outdoor recreation options such as hiking trails or water access points often available in this region.
Top Attractions Around Waldoboro
What attractions are nearby?
Here, you can explore a variety of outdoor activities and scenic attractions that highlight the natural beauty and charm of the region, making your stay truly memorable.
Family Activities
- Waldoboro River Cruises: Embark on a family-friendly boat tour along the scenic waterways, offering a memorable way to explore the region’s natural beauty.
- The Old Jail Museum: Discover local history through engaging exhibits and interactive tours at this historic site, perfect for curious young minds.
- Local Art Galleries and Studios: Explore the area’s thriving artistic community by visiting galleries that showcase Maine’s inspiring creative spirit.
- Waldoboro's Waterfront Park: Enjoy a relaxing afternoon with picnicking, playgrounds, and picturesque views of the harbor, ideal for outdoor family fun.
Adult Activities
- Visit the Waldoboro Historical Society Museum: Discover local history and heritage through engaging exhibits that provide insight into this area's rich past.
- Explore Linekin Bay Resort’s water activities: Enjoy kayaking, paddleboarding, or boat rentals on the scenic waters surrounding the region for a relaxing day on the water.
- Discover local art at nearby galleries: Browse through charming art galleries showcasing regional artists inspired by the natural beauty of here.
- Experience outdoor adventures at Medomak River: Engage in fishing, guided paddling tours, or peaceful walks along the riverbanks to connect with nature in this destination.
Other Places to Stay in Waldoboro, ME
Fawcett's Antique Toy and Art Museum
Morse's Sauerkraut
Waldoboro Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead: Research local events and seasonal activities to tailor your stay and make the most of your time here in this charming region.
- Explore Local Dining: Take advantage of nearby eateries that showcase regional flavors, enhancing your authentic experience in this destination.
- Utilize Outdoor Spaces: Make the most of scenic parks, waterfronts, or nature trails close to your vacation rental to enjoy the area's natural beauty.
- Communicate with Hosts: Engage with your vacation rental host for insider tips or personalized recommendations to enrich your visit here.
Transportation Options
- Waldoboro Transportation Services: Local transportation options are available to help you explore the charming region surrounding your vacation rental.
- Amtrak Downeaster:** This rail service connects the area to major cities, offering a convenient way to arrive without the hassle of driving.
- Regional Bus Lines:** Buses provide economical and reliable transit around the area, perfect for day trips and local excursions.
- Car Rentals:** Renting a vehicle locally offers flexibility to explore the scenic coast and nearby attractions at your own pace.
Local Customs Options
- Local Seafood Traditions: You’ll find that embracing the area's seafood customs, especially with fresh lobster and clams, enhances your authentic experience here.
- Artisan Craftsmanship: The region’s appreciation for handcrafted goods reflects in local markets, offering you a unique glimpse into its creative spirit.
- Community Celebrations: Participating in seasonal festivals and events allows you to connect with residents and embrace the area's vibrant community life.
- Respect for Nature: Eco-conscious practices are valued here, encouraging you to enjoy and preserve the stunning natural surroundings during your stay.
Frequently Asked Questions About Waldoboro?
1. What are the top vacation rentals in Waldoboro?
There are a lot of options in Waldoboro. If you plan on staying in the Waldoboro area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Waldoboro:
- Farmstay, 2 bedrooms with 2 private baths, private entrance.
- Stunning Waterfront Home, Renovated 1880's Cape, Patio Fireplace, Chefs Kitchen
- Charming Dog Friendly MidCoast Maine Coach House - Great WiFi, Clean & Cozy
- Water Front post and beam guest house "Thyme & Tide", on Muscongus Bay.
- Wonderful Cape with Stunning Waterviews and Sunsets
- Just steps to the water with beautiful sunsets!
- Come and relax in Mid Coast Maine. We are child and pet friendly.
- Near Lakes, Bay & Trails! Historic Waldoboro Gem
- Quiet & cozy ocean-side hideaway. Pet friendly!
- Birdsong Hilltop 2BR w/Private Balcony + 2 Fire Pits + Peaceful Setting
2. Which vacation homes in Waldoboro are best for families?
If you are looking for a family-friendly vacation home in Waldoboro, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Waldoboro:
3. How many Rentbyowner vacation rentals are available in Waldoboro?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 73 in the Waldoboro area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Waldoboro.
4. What is the cancellation policy for vacation rentals in this area?
Cancellation policies can vary depending on the host and specific property listing. It’s best to review the details on the individual rental page or contact the owner directly to understand the terms before booking.
5. Are there any specific check-in and check-out times I should be aware of?
Check-in and check-out times are typically specified in the listing details. To ensure a smooth arrival and departure, refer to the property’s information or reach out to the host for clarification.
6. How do I find out if the property allows pets or has other special accommodations?
Pet policies and special accommodations are usually listed in the property description. If it’s not clear, contacting the owner directly will provide the most accurate information for your stay near the region.
7. What amenities are included with the vacation rental in this destination?
Amenities offered can differ from one property to another. Check the detailed listing for a comprehensive list of features and facilities available during your stay.
8. How can I confirm the availability of the rental before booking?
Availability calendars on each listing show real-time status. For confirmation or specific questions, reaching out directly to the property owner ensures the dates you want are reserved for your visit.
Waldoboro Top Rated Vacation Rentals
House
10.0(52 Reviews)
3 Bedrooms
3 Baths
4 Guests
1800 ft²
- Spa
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $463/Night
7 Nights - US $3,243
Cottage
8.4(15 Reviews)
2 Bedrooms
1 Bath
4 Guests
448 ft²
- Oceanfront
- Spa
- Pool
- Ocean View
US $309/Night
7 Nights - US $2,162
