Round Pond vacation rentals

We found 794 vacation rentals — enter your dates for availability

Select from 11 homes, 11 cottages, and other vacation rentals in Round Pond to find one that's perfect for your trip. Vacation rentals provide the best amenities for your stay with friends, family, or just your pet, such as WiFi and a hot tub. You'll be sure to find a rental to meet everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Round Pond

Showing deals for:Apr 17 - Apr 24

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Wake up to this!
10 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)

Waterfront. Private. Perfect.

Boothbay

6% off
Price is $930
$6,511 for 7 nights
All fees included
Waterfront. Private. Perfect.

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Find out more about Round Pond

Why visit Round Pond

  1. Outdoor Adventures: Round Pond is perfect for outdoor enthusiasts, featuring activities like swimming and exploring granite outcroppings.
  2. Scenic Beauty: Enjoy breathtaking views and relax on beautiful beaches, making it an ideal spot for scenic adventures.
  3. Historic Lighthouses: Visit charming lighthouses that reflect the rich maritime history of the area.
  4. Botanical Gardens: Explore stunning botanical gardens that showcase the region's natural beauty.
  5. Charming Accommodations: Choose from cozy cottages or modern apartments for a comfortable stay in this quaint town.

Popular types of accommodation in Round Pond

Planning a getaway to Round Pond? The excitement begins with selecting the perfect place to stay! Discover a variety of popular vacation rentals, including houses, cozy cottages, and modern apartments. Whether you're searching for Round Pond vacation rentals or a charming Round Pond cottage, you're sure to find the ideal accommodation that offers comfort and convenience for your stay.

  • Houses: These spacious and comfortable homes are the top choice for travelers seeking a home-away-from-home experience in Round Pond.
  • Cottages: Quaint and charming, cottages offer a cozy retreat perfect for romantic getaways or family vacations.
  • Apartments: Ideal for those looking for modern amenities, apartments provide a convenient and stylish place to stay.
  • Cabins: Embrace the outdoors with rustic cabins that offer a serene escape in nature.
  • Condos: Offering a blend of comfort and community, condos are a great choice for travelers wanting a resort-like experience.**

Top attractions in and around Round Pond

Round Pond, Maine, is an ideal destination for outdoor enthusiasts and adventure seekers, featuring historic lighthouses, a marina, and beautiful botanical gardens. Visitors can enjoy a range of activities, including swimming, exploring granite outcroppings, and experiencing local attractions. With opportunities for cultural immersion and beach relaxation, Round Pond promises a memorable vacation filled with evening fun and scenic adventures.

  1. Boothbay Harbor Marina: A beautiful marina offering outdoor adventures, perfect for boating, fishing, and enjoying the beach atmosphere. It's a great place to unwind and soak in the stunning coastal views.
  2. La Verna Preserve: Nestled in Round Pond, this serene preserve offers nature excursions and trails for hiking, bird watching, and exploring diverse wildlife, ideal for nature enthusiasts.
  3. Coastal Maine Botanical Gardens: Located nearby, this enchanting garden features family-friendly activities, romantic spots, and breathtaking landscapes, making it perfect for leisurely strolls and photography.

Things to do recommended for couples

For a delightful couple's getaway in Round Pond, consider a fun outing at Dolphin Mini Golf, located 8 miles away. Enjoy the playful atmosphere and challenge each other to a friendly game, surrounded by family-friendly vibes that make for a memorable experience together.

Things to do recommended for families

Your family will love visiting Pemaquid Point Lighthouse Park, only 6 miles away, for scenic views and relaxation. Pemaquid Beach Park, 5 miles from Round Pond, offers a perfect beach day. Explore Fort Point, a recreation park 7 miles away, for outdoor fun and wellness vibes.

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

When planning your trip—whether you're traveling in a group, with family, bringing along pets, or seeking extended stays—be sure to use the appropriate filters to align with your priorities. Here are some helpful Vrbo booking tips to assist you.

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

Where to stay near Round Pond

Round Pond, Maine, offers an unforgettable getaway vacation filled with breathtaking scenery and outdoor adventures. Nestled in a charming small town atmosphere, visitors can explore nearby neighborhoods that boast friendly people and rich history. Whether you're seeking family-friendly excursions or simply want to soak in the unbelievable views, Round Pond provides a perfect backdrop for memorable experiences. Discover the beauty and warmth of this hidden gem on your next vacation!

  • Boothbay Harbor: Nestled approximately 10 miles from Round Pond, Boothbay Harbor is a picturesque coastal town renowned for its stunning scenery and outdoor adventures. Visitors flock to this charming harbor for activities such as hiking along scenic trails, enjoying recreational areas, and hitting the links at local golf courses. Notable attractions include beautiful beaches and the nearby national state park, making it a perfect destination for nature lovers and those seeking a relaxing getaway.
  • Bristol: Located a mere 2 miles from Round Pond, Bristol offers a delightful blend of outdoor activities and serene landscapes. This charming city is ideal for those wanting to immerse themselves in nature, with its abundant recreational areas, inviting hiking trails, and beautiful parks. Visitors can explore local lakes and beaches, perfect for a day of relaxation or fun water activities. Bristol’s proximity to Round Pond makes it a convenient stop for anyone looking to enjoy Maine’s natural beauty.
  • New Harbor: Situated just 4 miles away from Round Pond, New Harbor is a perfect blend of coastal charm and adventure. This quaint city is popular among travelers seeking outdoor experiences, with ample recreational areas, hiking trails, and parks to explore. Highlights include the stunning local beaches and the iconic lighthouse, which provide breathtaking views and excellent photo opportunities. New Harbor's laid-back atmosphere and natural beauty make it an ideal spot for a peaceful day trip.

Best time to go to Round Pond

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January24.8°F (-4.0°C)Light RainMostly SunnyAverageSlightly Low
February25.9°F (-3.4°C)Light RainMostly CloudyAverageSlightly Low
March32.4°F (0.2°C)Light RainMostly CloudyAverageSlightly Low
April42.8°F (6.0°C)Light RainMostly CloudyAverageAverage
May52.9°F (11.6°C)Light RainMostly SunnyAverageAverage
June61.0°F (16.1°C)Light RainMostly SunnyModerately HighSlightly High
July68.2°F (20.1°C)Light RainMostly SunnyModerately HighSlightly High
August67.6°F (19.8°C)Light RainMostly SunnyModerately HighSlightly High
September61.2°F (16.2°C)Light RainMostly SunnyAverageAverage
October51.1°F (10.6°C)Light RainMostly SunnyModerately LowAverage
November40.1°F (4.5°C)Light RainMostly SunnyModerately LowAverage
December31.6°F (-0.2°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is a breeze

Looking to save on your upcoming trip? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental. We're here to help you find the best options for your needs!

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on the full booking amount. Being the planner has its perks! When you join our travel rewards program, One Key, you'll gain access to exclusive member discounts and earn OneKeyCash™ on eligible bookings. Sign up today and begin enjoying your savings!

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a convenient platform to plan new trips, manage your ongoing arrangements, or review your reservations. Your saved or booked properties are organized into categories: Potential, Upcoming, and Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

The natural setting of Round Pond is ready to explore

Learn about the unique charm of Round Pond with a stay in a private vacation home. There's no shortage of things to see and do in the area.With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Round Pond

Do you want to find attractions to see in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that Round Pond has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Maine State Prison Store (17.1 mi / 27.5 km)
  • Maine State Aquarium (10.5 mi / 16.9 km)
  • Pemaquid Craft Co-op (3.9 mi / 6.3 km)
  • Boothbay Golf Course (8.9 mi / 14.4 km)

Exploring the natural landscape of Round Pond

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Round Pond is a great place to get outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • La Verna Preserve (1.7 mi / 2.8 km)
  • Pemaquid Point Lighthouse Park (6.5 mi / 10.4 km)
  • Cabbage Island (9.2 mi / 14.8 km)
  • Linekin Bay (9.2 mi / 14.9 km)
  • Barrett Park (9.4 mi / 15.1 km)
  • Grimes Cove Beach (10 mi / 16.2 km)

How to get to and around Round Pond

The nearest airport is in Wiscasset, ME (ISS), located 12.7 mi (20.5 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Rockland, ME (RKD-Knox County Regional), which is 20.6 mi (33.2 km) away.

Frequently asked questions

What is the best area to stay in Round Pond when booking a vacation rental?
When considering a vacation rental in Round Pond, Maine, a popular area to stay is along the picturesque waterfront. This charming locale offers stunning views of the harbor and easy access to the serene beauty of the Maine coastline. You'll find a variety of vacation properties here, from cozy cottages to spacious homes, each providing a great experience of the area's natural beauty.

Staying near the waterfront allows you to enjoy some of Round Pond's top attractions, such as the Round Pond Harbor, where you can admire the picturesque boats and perhaps even catch a glimpse of local fishermen at work. The nearby Pemaquid Point Lighthouse is another must-visit point of interest, offering captivating views and a chance to delve into the rich maritime history of the region.

Additionally, this area is known for its vibrant community and local charm, with several quaint shops and eateries just a short stroll away. Overall, the waterfront district in Round Pond is not only scenic but also conveniently located, making it an ideal choice for your vacation rental.
How much does it cost to rent a vacation home in Round Pond?
Prices for vacation rentals in Round Pond 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 Round Pond 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 Round Pond vacation house rentals?
You can find great discounts on house rentals in Round Pond 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 Round Pond?
For renting a beach house in Round Pond, Maine, travelers should focus on the picturesque coastal area along the Pemaquid Peninsula. The neighborhoods near the Pemaquid Point Lighthouse provide stunning ocean views and easy access to beautiful rocky beaches. Many properties in this region come equipped with amenities such as spacious decks, outdoor grills, and cozy living areas, making them great for family gatherings or a relaxing retreat.

Additionally, the nearby Damariscotta Lake area offers more secluded waterfront rentals, featuring amenities like private docks, kayaks, and fire pits for evening gatherings by the water. It's an ideal spot for those looking to enjoy both the tranquility of lake life and the proximity to coastal attractions.

In Round Pond itself, visitors can find charming cottages and traditional New England homes, often with gardens and outdoor spaces for enjoying the fresh air. The area is also close to local seafood restaurants and shops, allowing easy access to fresh catches and unique local crafts.
What is the most popular type of vacation rental accomodation in Round Pond?
In Round Pond, vacation houses are the most popular type of rental, with about 12 available in the area. These houses typically feature spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups looking to enjoy the coastal scenery. Additionally, there are around 10 cottages that provide a charming and cozy atmosphere, often with rustic decor and outdoor spaces to relax and take in the views. Several apartments and cabins can also be found, offering more intimate settings for couples or solo travelers.
Are there any family house rentals in Round Pond?
In Round Pond, Maine, there are numerous family-friendly vacation rentals available, with around 16 options to choose from. This charming coastal village offers picturesque views and a tranquil atmosphere, making it an excellent choice for families looking to unwind together. Many homes in the area feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can enjoy playing or exploring.

Visitors can also appreciate amenities like Wi-Fi and laundry facilities, ensuring a comfortable and convenient stay. The nearby coastline invites exploration, with opportunities for beach outings, kayaking, and discovering local wildlife.
Can I find long-stay vacation rentals in Round Pond?
A long-stay vacation rental in Round Pond 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 Round Pond?
In Round Pond, travelers will find a variety of pet-friendly house rentals available, with around 11 options to choose from. The area is known for its picturesque coastal charm, offering serene waterfront views and a tranquil atmosphere. Many of these vacation homes come equipped with amenities such as modern kitchens, spacious living areas, and outdoor spaces, ideal for enjoying the beautiful Maine scenery.

The neighborhood also provides easy access to nearby attractions and outdoor activities. For pet owners, the surrounding landscape includes scenic walking trails along the coast and opportunities for exploring local beaches. Additionally, the nearby Pemaquid Point Lighthouse and State Park offer stunning views and pet-friendly areas, making it a great destination for those traveling with furry companions.
Are there any remote work vacation rentals in Round Pond?
In Round Pond, Maine, there are plenty of options for remote work vacation rentals, with around 20 available to choose from. Many of these properties cater specifically to remote workers, offering amenities such as dedicated office spaces, desks, and reliable Wi-Fi to ensure a productive environment. Travelers can expect comfortable living areas and fully equipped kitchens, allowing for both work and relaxation during their stay.

The area itself is charming, with beautiful coastal views and nearby attractions like the scenic Pemaquid Point Lighthouse and the peaceful shores of Round Pond Harbor. Outdoor enthusiasts can enjoy hiking, fishing, and exploring the picturesque landscape, while local shops and restaurants provide a taste of the community. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Round Pond vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Round Pond 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 Round Pond?
In Round Pond, popular vacation rental amenities include WiFi, allowing guests to stay connected during their stay. Most rentals feature fully equipped kitchens, which cater to travelers who prefer preparing their own meals. Additionally, many properties come with coffee and tea makers for a convenient morning brew, as well as blenders for those looking to whip up smoothies or other concoctions. Outdoor patios are also a common feature, providing a lovely space to relax and enjoy the scenic surroundings.
When is the best time to visit Round Pond for a vacation rental?
The best time to visit Round Pond for a vacation rental is during the peak summer season, specifically from June to August. This vibrant period attracts travelers seeking to immerse themselves in the natural beauty and outdoor activities that Maine has to offer. With warm temperatures averaging in the mid-70s to low 80s Fahrenheit, visitors can enjoy swimming, kayaking, and hiking, all while basking in the scenic surroundings of this charming coastal community.

July stands out as the most popular month, drawing travelers. The town comes alive with activities, from local festivals to farmer's markets, ensuring that there's always something to see and do. The long days provide ample opportunity for sightseeing, while the serene waters of Round Pond are great for a relaxing afternoon.

If you're looking for a more budget-friendly option, consider visiting in November. While this month falls outside the bustling summer season, it offers its own unique appeal. The landscape takes on a beautiful autumnal glow, and you can enjoy a peaceful atmosphere with fewer crowds. This is an excellent time for cozy retreats and enjoying the tranquility of the area, making it great for those who appreciate a more serene getaway.

Ultimately, the best time for your visit to Round Pond will depend on your preferences for activity and atmosphere.
How early should I book a Round Pond vacation rental?
Book your Round Pond 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 Round Pond?
In Round Pond, Maine, visitors can enjoy a charming coastal experience with several attractions. The picturesque harbor area is a central highlight, where travelers can admire the beautiful boats and scenic views of the water. The local shops and galleries in the village offer unique art and handcrafted goods, great for leisurely exploration.

Nearby, the Pemaquid Lighthouse, located a short drive away, is a quintessential Maine landmark that provides stunning coastal views and a glimpse into the region's maritime history. The surrounding area features opportunities for outdoor activities, such as kayaking and hiking along the rugged coastline.

Additionally, the nearby Damariscotta River is popular for its wildlife and offers wonderful spots for fishing and boating.
Can I change or cancel my Round Pond home rental booking on Vrbo?
To find Round Pond 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 Round Pond 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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