Round Pond holiday lettings

We found 861 holiday rentals — enter your dates for availability

Discover a selection of 10 homes and other holiday rentals in Round Pond that are perfect for your trip. Holiday rentals provide the best amenities for your family, friends or furry companion, such as Wi-Fi and a hot tub. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Round Pond

Showing deals for:5 Jun - 12 Jun

Image gallery for Make Shimmering River Retreat your Maine Coastal getaway!

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9.6 out of 10, Exceptional, (40 reviews)
Exceptional
(40 reviews)

Make Shimmering River Retreat your Maine Coastal getaway!

Westport Island

8% off
Price is £4,757
for 7 nights, 1 home
£680 per night
includes taxes & fees
Make Shimmering River Retreat your Maine Coastal getaway!

Find spaces that suit your style

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Why visit Round Pond

  • Scenic Outdoor Adventures: Enjoy a variety of outdoor activities amidst stunning landscapes, perfect for nature enthusiasts.
  • Charming Historic Lighthouses: Visit picturesque lighthouses that offer a glimpse into the region's maritime history.
  • Local Culture: Immerse yourself in the friendly community atmosphere and explore nearby historic towns.
  • Waterfront Experiences: Delight in captivating water views and engaging activities at charming marinas.
  • Diverse Accommodation Options: Choose from a range of holiday rentals, including cosy cottages and modern apartments.

Popular types of accommodation in Round Pond

Round Pond offers a delightful selection of holiday rentals to suit every traveller's needs. Whether you prefer houses, charming cottages, or modern apartments, there's something for everyone. Discover the perfect round pond vacation rental that provides transparency, savings, and reassurance for a memorable getaway. Let us help you find the ideal house rental for your next adventure!

  • Houses: The top choice for visitors to Round Pond, these spacious residences offer a home-like experience, perfect for families or groups.
  • Cottages: A delightful option for those seeking charm, these quaint retreats provide a cosy atmosphere amidst the beautiful surroundings.
  • Apartments: Ideal for couples or solo travellers, these self-contained units offer convenience and comfort for your stay.
  • Cabins: For a rustic escape, cabins are a popular selection, immersing guests in nature's beauty.
  • Condos: These modern accommodations are great for those looking for amenities and a community atmosphere.**

Top attractions in and around Round Pond

Round Pond, Maine, offers a delightful blend of outdoor adventures and scenic beauty, perfect for those seeking a cultural experience by the beach. Visitors can explore historic lighthouses, charming marinas, and nearby islands. Whether you're interested in outdoor activities or discovering local attractions, Round Pond promises a memorable vacation filled with unique experiences for all types of travellers.

  • Boothbay Harbor Marina: Located 6.2km from Round Pond, this vibrant marina offers a thrilling adventure atmosphere with opportunities for boating, fishing, and enjoying the stunning coastal views. The beach vibes and outdoor activities make it a perfect spot for a day of fun.
  • La Verna Preserve: Nestled within Round Pond, La Verna Preserve provides a serene setting for excursions amidst nature. Explore its trails and enjoy the tranquility of the lush landscape, ideal for a relaxing day in the great outdoors.
  • Coastal Maine Botanical Gardens: Just 6.8km from Round Pond, these exquisite gardens are a romantic and family-friendly destination, featuring beautifully curated landscapes, walking paths, and vibrant floral displays, perfect for a leisurely stroll.

Things to do recommended for couples

For a delightful couple's experience in Round Pond, consider a visit to Dolphin Mini Golf, located 5.0km away. Enjoy a fun-filled round of mini golf amidst a vibrant atmosphere, perfect for creating cherished memories together.

Things to do recommended for families

Your family will delight in visiting Pemaquid Point Lighthouse Park, Pemaquid Beach Park, and Fort Point, each offering a serene atmosphere just a short drive from Round Pond. These lovely spots provide perfect opportunities for relaxation and enjoying the stunning coastal views.

Things to do recommended for groups

In Round Pond, groups can visit the Pemaquid Craft Co-op for unique local crafts, enjoy a performance at the Carousel Music Theater, and challenge each other at the Boothbay Golf Course for some outdoor sports fun. These experiences capture the charm of Maine beautifully.

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

If you're planning a trip with friends, family, or pets, or if you're considering a longer stay, it's important to filter your search according to your specific needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Round Pond with a group: Think about the number of bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily refine your search for all of these options and more on Vrbo.
  • Traveling to Round Pond with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with suitable facilities 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 Round Pond: For many, a family holiday wouldn’t feel complete without their furry companion joining in. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Round Pond: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include options like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Round Pond

Round Pond, Maine, offers an idyllic escape for those seeking outdoor adventures and stunning scenery. Nestled in the heart of Midcoast Maine, this charming locale boasts captivating water views and a friendly atmosphere perfect for family-friendly excursions. Explore nearby towns that are steeped in history, or embark on personalised getaways that promise a memorable vacation. With its picturesque landscapes and warm community spirit, Round Pond is an ideal destination for your next holiday.

  • Boothbay Harbor: Situated approximately 6.2km from Round Pond, Boothbay Harbor is a charming coastal city renowned for its stunning outdoor scenery and adventurous spirit. Visitors flock to this vibrant area for a plethora of activities, including hiking along scenic trails and exploring recreational spaces. Notable attractions include beautiful beaches, the nearby national state park, and captivating views within the national park. The town's picturesque harbour is also ideal for leisurely strolls, offering a glimpse into the local maritime culture.
  • Bristol: Just 1.2km away from Round Pond, Bristol is a delightful city that boasts a rich tapestry of outdoor experiences and scenic beauty. This picturesque locale is perfect for those seeking adventure, with numerous recreational areas and hiking trails to explore. Visitors can enjoy the tranquil atmosphere of the local lakes, pristine beaches, and well-maintained parks. Bristol's close-knit community vibe and natural surroundings make it an excellent spot for relaxation and exploration alike.
  • New Harbor: Located 2.5km from Round Pond, New Harbor is a quaint city perfect for outdoor enthusiasts. Its stunning landscape invites visitors to enjoy a variety of activities, including hiking and exploring recreation parks. Key attractions include the serene park by the beach and the iconic lighthouse that stands as a beacon of the area’s maritime heritage. The scenic views and welcoming atmosphere make New Harbor a delightful stop on your vacation journey.

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

Are you keen to save on your next getaway? Being flexible with your travel dates can be a great way to take advantage of changing prices. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that suits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly platform for organising your travel plans, allowing you to create new trips, continue from where you last stopped, or manage your existing itineraries. You’ll easily find any properties you’ve saved or booked sorted into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-gb/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 holiday home rental. This city has something for everyone. With a holiday 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 discover top things to see and do while you're in the area? Venture out of your holiday home and check out everything that makes Round Pond a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

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

Exploring the natural landscape of Round Pond

Whether you're an outdoor enthusiast or just want to take in the scenery, Round Pond is a great place to get outside. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Grimes Cove Beach (10 mi / 16.2 km)
  • Coastal Maine Botanical Gardens (10.6 mi / 17 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 centre. If you're unable to find a flight that fits your schedule, 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 holiday rental?
When considering a holiday 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 holiday home in Round Pond?
Prices for holiday 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 holiday 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 holiday.

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 holiday rental accomodation in Round Pond?
In Round Pond, holiday houses are the most popular type of holiday 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 holiday 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 holiday 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 holiday rentals in Round Pond?
A long-stay holiday 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 holiday rentals in Round Pond?
In Round Pond, Maine, there is a good selection of remote work holiday 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 holiday rentals with parking?
Vrbo offers a wide selection of holiday 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 holiday rental?
The best time to visit Round Pond for a holiday 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 holiday rental?
Book your Round Pond holiday 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 holiday 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 holiday 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 holiday 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, 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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