Round Pond vacation rentals

We found 840 vacation rentals — enter your dates for availability

Discover a selection of 10 homes and other vacation rentals in Round Pond that are 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:Jun 12 - Jun 19

Find out more about Round Pond

Why visit Round Pond

  • Stunning natural scenery: Round Pond offers breathtaking views, including Long Pond and Cranberry Pond, perfect for outdoor enthusiasts.
  • Charming Pond Village: Explore the quaint Pond Village and Round Bay, ideal for enjoying Maine's beautiful waters.
  • Historic lighthouse: Visit the iconic lighthouse, a must-see for history buffs and photo opportunities.
  • Botanical garden: Discover the beautiful botanical garden, perfect for nature lovers and cultural experiences.
  • Cozy accommodations: Enjoy a range of lodging options, from private vacation homes to charming inns.

Popular types of accommodation in Round Pond

Planning a getaway to Round Pond? You're in for a treat. From charming houses and cozy cottages to modern apartments, there's something for everyone. Whether you're considering a stay at the renowned Chamberlain House, the Anchor Inn, or the Wind Inn, you'll find exceptional options for your visit. Explore the top Round Pond hotels and vacation rentals to make your trip memorable and relaxing.

  • Houses: The top choice for visitors to Round Pond, these homes offer spacious and comfortable accommodations perfect for families or groups.
  • Cottages: A popular option, these charming retreats provide a cozy atmosphere, ideal for a romantic getaway or a peaceful escape.
  • Apartments: A convenient choice, offering modern amenities and a central location for exploring the area.
  • Cabins: For nature enthusiasts, these rustic lodgings offer a serene setting amidst the beauty of the outdoors.
  • Condos: A versatile option, condos provide a blend of comfort and convenience, often with access to shared amenities.**

Top attractions in and around Round Pond

Round Pond, Maine, is a delightful destination for outdoor enthusiasts and adventure seekers. Explore its stunning scenery, including nearby Long Pond and Cranberry Pond, as well as the local beaches and tide pools. Don't miss the historic lighthouse and the beautiful botanical garden, perfect for those interested in culture and nature. With various attractions and activities, Round Pond offers a memorable experience for every type of traveller.

  • Coastal Maine Botanical Gardens: Nestled 17.7km from Round Pond, this stunning botanical garden boasts beautifully landscaped grounds, perfect for romantic strolls or family outings, showcasing the vibrant flora of coastal Maine.
  • La Verna Preserve: Located within Round Pond, this serene preserve offers a wonderful escape with its trails for excursions, allowing visitors to immerse themselves in the local natural beauty.
  • Rachel Carson Salt Pond Preserve: Just 4.8km from Round Pond, this natural feature invites exploration with its scenic trails and diverse ecosystems, ideal for nature enthusiasts seeking outdoor adventures.

Things to do recommended for couples

For a delightful couples' getaway in Round Pond, consider heading to Dolphin Mini Golf, located 12.9km away. Enjoy a fun round of mini-golf amidst a vibrant atmosphere, perfect for bonding and sharing laughter. It's a charming spot to create lasting memories together.

Things to do recommended for families

Your family will love exploring Pemaquid Point Lighthouse Park for stunning views and relaxation, just 9.7km from Round Pond. Pemaquid Beach Park and Fort Point, both within 5 to 11.3km, offer delightful outdoor experiences, perfect for creating lasting memories together.

Things to do recommended for groups

Groups visiting Round Pond can enjoy an enchanting evening at Carousel Music Theater for a taste of local culture, challenge themselves at Boothbay Golf Course surrounded by nature, or embark on an adventurous outing at Monkey C Monkey Do for an exhilarating zipline experience.

*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 Round Pond

If you're planning a trip with friends, family, pets, or are considering an extended stay, it's important to prioritize your search accordingly. 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 amenities like a complete kitchen or outdoor space for gatherings with friends and family. The good news is that you can easily refine your search on Vrbo to find all of these features and more.
  • Traveling to Round Pond with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, keeping in mind the closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Round Pond: For many, a family vacation isn’t truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Round Pond: If you're in search of vacation rentals offering 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 amenities like parking, a well-appointed kitchen, or a private pool in your search as well.

Where to stay near Round Pond

Round Pond, Maine, offers a delightful blend of outdoor adventures and stunning scenery, perfect for Canadian tourists seeking a picturesque getaway. Explore the charming Pond Village and Round Bay, where you can enjoy the beautiful Maine waters and engage in various excursions. This friendly community promises a memorable experience with its rich history and welcoming atmosphere, making it an ideal destination for families and adventure seekers alike.

  • Boothbay Harbor: Located 16.1km from Round Pond, Boothbay Harbor is a picturesque coastal city renowned for its stunning outdoor scenery and adventurous activities. Visitors can enjoy a variety of recreational opportunities, including hiking trails and expansive golf courses. The area is also home to beautiful beaches and both a national state park and national park, making it a prime destination for nature lovers. Boothbay Harbor's charming waterfront is perfect for leisurely strolls, dining at local seafood restaurants, or embarking on boat tours to experience the breathtaking views of the Atlantic coastline.
  • Bristol: Situated only 3.2km from Round Pond, Bristol is a delightful city that offers a range of outdoor pursuits amid its scenic landscapes. The area features numerous recreational spots, including parks and hiking trails that invite exploration. Bristol is known for its serene lakes and inviting beaches, perfect for picnicking or a relaxing day by the water. The city’s close-knit community and vibrant local culture create a welcoming atmosphere for visitors, making it an ideal stop for those looking to immerse themselves in the natural beauty of Maine.
  • Boothbay: Just 14.5km away from Round Pond, Boothbay is another charming coastal city that beckons adventurers and nature enthusiasts alike. The area boasts excellent opportunities for hiking and recreational activities, complemented by beautiful golf courses. Boothbay is also home to a national state park and stunning lakes, providing ample opportunities for exploration and relaxation. Visitors will appreciate the scenic vistas and tranquil surroundings, making it a perfect getaway for those seeking both adventure and serenity in Maine's beautiful outdoors.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Also, 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.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a handy platform for planning your journeys, allowing you to start fresh, continue from where you last stopped, or easily manage your travel arrangements. You'll be able to view your saved or booked properties organized under categories such as Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, simply 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)
  • Pemaquid Craft Co-op (3.9 mi / 6.3 km)
  • Boothbay Golf Course (8.9 mi / 14.4 km)
  • Maine State Aquarium (10.5 mi / 16.9 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:

  • Pemaquid Beach Park (4.7 mi / 7.6 km)
  • Pemaquid Point Lighthouse Park (6.5 mi / 10.4 km)
  • Cabbage Island (9.2 mi / 14.8 km)
  • Barrett Park (9.4 mi / 15.1 km)
  • Coastal Maine Botanical Gardens (10.6 mi / 17 km)
  • Juniper Point (11.1 mi / 17.8 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, the area around the quaint village itself is an excellent choice. This charming coastal community offers a delightful blend of scenic beauty and local culture. Staying close to the waterfront gives you easy access to stunning views of the Round Pond and the surrounding landscapes.

One of the highlights of this area is the picturesque Round Pond Harbor, where visitors can enjoy leisurely walks along the shore or observe local fishermen at work. Additionally, nearby attractions such as the Coastal Maine Botanical Gardens provide a lovely escape into nature, showcasing a diverse array of plants and beautiful pathways.

In terms of accommodation, there are several properties available in Round Pond and its immediate vicinity, ranging from charming cottages to more spacious family homes. Each option typically offers a great experience, allowing visitors to immerse themselves in the tranquil surroundings.
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 travelling 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.
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, the idyllic coastal areas along the Pemaquid Peninsula offer some of the best options. Properties near the Pemaquid Point Lighthouse provide stunning ocean views and easy access to rocky shores, where guests can enjoy tide pooling and picturesque sunsets. Many of these beach houses come equipped with amenities such as expansive decks, outdoor grilling areas, and well-appointed kitchens, superb for families or groups looking to enjoy a seaside retreat.

In the charming village of Round Pond itself, you can find quaint cottages and larger homes that often feature private waterfront access. These accommodations typically include comfortable living spaces, outdoor seating, and sometimes even kayaks or paddleboards for exploring the calm waters of the harbour. The local area is also home to several artisanal shops and seafood restaurants, adding to the allure of a relaxing beach vacation.

Additionally, the nearby Damariscotta Lake State Park offers opportunities for hiking and picnicking, making it a great spot for outdoor enthusiasts. Properties in this vicinity might include amenities such as fire pits and picnic areas, allowing guests to fully embrace the natural beauty of the region.
Where are the best Round Pond ski resort rentals?
For those seeking ski resort rentals near Round Pond, the closest significant ski area is the Camden Snow Bowl, located about 30 miles to the north. In the vicinity of Camden, travellers can find a range of accommodations, from cosy cabins to charming vintage inns. Many properties in this area come with convenient amenities such as wood-burning stoves, fully equipped kitchens, and access to outdoor decks, great for enjoying the beautiful Maine scenery after a day on the slopes.

In Camden itself, visitors can explore local shops, cafes, and restaurants, enhancing their stay with a taste of the region's culture. Some rentals may be situated within walking distance of the town centre, offering a blend of convenience and scenic views of the Camden Hills. Additionally, there are options for larger group accommodations, including spacious homes with multiple bedrooms, ideal for families or friends travelling together.

For those willing to venture a bit further, the Sugarloaf ski resort, one of the largest in the region, offers additional rental options. Around this area, travellers can find lodges and cabins that often feature ski-in/ski-out access, hot tubs, and communal spaces for relaxation after a day on the slopes.
What is the most popular type of vacation rental accomodation in Round Pond?
In Round Pond, vacation houses are the most popular type of vacation rental, with about 40 available throughout the area. These homes typically feature spacious interiors, multiple bedrooms, and amenities such as fully equipped kitchens and outdoor decks, great for enjoying the picturesque views of the surrounding natural beauty. Alongside vacation houses, there are approximately 36 cottages that offer a charming, cosy atmosphere, often with rustic décor and proximity to the waterfront. For those seeking a more compact option, several apartments and cabins are also available, providing essential amenities for a comfortable stay.
Are there any family house rentals in Round Pond?
In Round Pond, Maine, there are some family-friendly house rentals available, with around 15 options to choose from. This charming coastal village offers a picturesque setting, superb for families looking to enjoy a vacation together. Many of these properties provide spacious living areas, fully equipped kitchens ideal for preparing family meals, and outdoor spaces where children can play safely.

Visitors can explore nearby attractions such as the stunning Pemaquid Point Lighthouse or enjoy the sandy beaches along the coastline. The local area is also home to various recreational activities, including kayaking and hiking, ensuring that there's plenty to keep families entertained.
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. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Round Pond?
In Round Pond, there are several pet-friendly house rentals available, offering a warm and welcoming atmosphere for travellers with furry companions. Many of these properties are situated near the picturesque coastline, providing easy access to scenic views and outdoor activities. Expect amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can roam freely.

The area itself is known for its charming village vibe, with local shops and eateries that often welcome pets. Additionally, the nearby Pemaquid Point Lighthouse and its surrounding parks present excellent opportunities for walks and exploration, making it a delightful destination for those looking to enjoy both nature and comfort while travelling with pets.
Are there any remote work vacation rentals in Round Pond?
In Round Pond, Maine, there is a good selection of remote work vacation rentals available, with around 76 options to choose from. This picturesque coastal area offers a tranquil environment great for working remotely while enjoying the beauty of nature. Many properties in this region come equipped with essential amenities such as reliable internet access, designated workspaces with desks and chairs, and printers, ensuring that all your work needs are met.

The scenic surroundings also provide opportunities for relaxation after work hours, with nearby attractions including charming coastal views, local shops, and access to various outdoor activities. 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 travellers 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 rental amenities include well-equipped kitchens, allowing guests to prepare their own meals and enjoy dining in comfort. Many properties also provide onsite parking for convenience. Outdoor spaces such as decks or patios are common, offering a pleasant area to relax and take in the scenic surroundings. Additionally, most rentals feature coffee and tea makers, ensuring that guests can start their day with a warm beverage.
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 season from June to August, with July being the most popular month. This vibrant time of year attracts families and outdoor enthusiasts alike, eager to take advantage of the warm weather and explore the beautiful coastal landscapes.

During these summer months, temperatures typically range from a comfortable 15 to 30 degrees Celsius, superb for enjoying activities such as kayaking, fishing, and relaxing on the picturesque shores. The community comes alive with local events and festivals, offering plenty of opportunities for sightseeing and engaging with the friendly locals.

For those looking for great value, consider visiting in November. This month presents a quieter experience, allowing you to appreciate the serene beauty of Round Pond as it transitions into winter. Enjoy peaceful walks along the shore and take in the stunning views without the hustle and bustle of peak tourist season.
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 that highlight the area's natural beauty. The picturesque Round Pond Harbor is a focal point, where you can watch boats and enjoy fresh seafood at local eateries. The nearby Pemaquid Point Lighthouse, a historic site, offers stunning views of the Atlantic Ocean and is a popular spot for photography.

For outdoor enthusiasts, the surrounding area provides opportunities for hiking and exploring nature, particularly at the Pemaquid Beach Park, which features sandy beaches and picnic areas. Additionally, the quaint village atmosphere of Round Pond is great for leisurely strolls, with unique shops and art galleries showcasing local crafts.

The nearby town of Damariscotta, just a short drive away, is known for its charming shops and the Damariscotta River, where visitors can partake in kayaking and other water activities.
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 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 travellers 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 cosy cabin or a beach house, 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.

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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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