Brooksville vacation rentals

We found 674 vacation rentals — enter your dates for availability

Discover a selection of 9 homes and other vacation rentals in Brooksville that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation homes have the amenities you expect for your stay, which might include a pool and a washer and dryer. No matter what you're looking for, you'll find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Brooksville

Showing deals for:Aug 28 - Sep 4

Image gallery for Bayside Cottage: A Cozy Coastal Retreat for Every Season

Exterior
10 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)

Bayside Cottage: A Cozy Coastal Retreat for Every Season

Lincolnville

9% off
Price is $414
$2,900 for 7 nights
All fees included
Bayside Cottage: A Cozy Coastal Retreat for Every Season

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Brooksville

Why visit Brooksville

  • Outdoor Adventures: Brooksville offers a range of outdoor activities amidst stunning landscapes, perfect for nature lovers.
  • Scenic Lakes and Parks: Explore beautiful lakes and national/state parks that provide breathtaking views and tranquility.
  • Charming Accommodations: Choose from cozy vacation homes, cottages, and apartments for a comfortable stay.
  • Family-Friendly Atmosphere: Enjoy a welcoming community vibe, making it an ideal destination for families.
  • Picturesque Nature Trails: Discover picturesque farms and nature trails that invite exploration and relaxation.

Popular types of accommodation in Brooksville

If you're considering a getaway to Brooksville, you're in for a treat. The most sought-after accommodations include Houses, charming Cottages, and convenient Apartments. Whether you're looking for hotels, motels like BHB, or vacation rentals near Hernando Beach with easy beach access, our platform ensures you find the perfect spot. Enjoy a variety of rental amenities to make your stay comfortable and memorable.

  • Houses: The top choice for visitors in Brooksville, offering spacious and comfortable settings ideal for families or groups.
  • Cottages: A charming option for those seeking a quaint and cozy retreat, perfect for a romantic getaway or a peaceful escape.
  • Apartments: Convenient and versatile, these rentals provide a home-like atmosphere for individuals or small families.
  • Cabins: Embrace a rustic experience in nature with cozy cabins, perfect for adventurers looking to unwind.
  • Condos: A modern choice for travelers wanting amenities and proximity to local attractions in Brooksville.**

Top attractions near Brooksville

Brooksville, Maine, is perfect for outdoor enthusiasts seeking scenic adventures. Visitors can explore beautiful lakes, national and state parks, and urban parks, offering a delightful mix of culture and nature. Whether you're looking for thrilling outdoor activities or tranquil scenery, Brooksville has something for everyone to enjoy during their vacation.

  • Maine Maritime Academy: Located 7 miles from Brooksville, this historic college offers a glimpse into maritime culture, featuring impressive vessels and engaging programs that highlight the importance of seafaring in Maine's history.
  • Deer Isle Bridge: Just 4 miles away, this iconic bridge connects Deer Isle and offers breathtaking views of the surrounding waters, showcasing architectural beauty and the region's rich maritime heritage.
  • Main Street: Situated 6 miles from Brooksville, this vibrant street is lined with local shops, eateries, and art galleries, providing a lively atmosphere that reflects the heart of the community.

Things to do recommended for couples

For a romantic getaway in Brooksville, enjoy a scenic drive to Stonington Sea Products for fresh seafood vibes, or savor artisanal brews at Rooster Brother Coffee Roasters. Both spots offer a cozy atmosphere perfect for couples looking to connect over delightful meals.

Things to do recommended for families

Your family vacation in Brooksville, Maine, promises delightful experiences. Visit Perry's Nut House for sweet treats, explore the serene Indian Point Trailhead for relaxation, and unleash your inner adventurers at the ALLPLaY Family Entertainment Center, an exciting arcade adventure zone nearby.

Things to do recommended for groups

Groups visiting Brooksville can enjoy a visit to Blue Hill Books for a cozy literary experience, play a round at Castline Golf Club amidst beautiful outdoor vibes, and take a scenic stroll along the Dyce Head Foot Path to immerse themselves in nature.

*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 Brooksville

If you're planning a trip with friends, family, pets, or looking for extended stays, be sure to prioritize your preferences when searching. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Brooksville with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor areas for group gatherings. The good news is that you can easily filter for these options and more on Vrbo.
  • Traveling to Brooksville with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it's wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Brooksville: For many, a family vacation isn’t truly fulfilling without their furry companion by their side. If that resonates with you, take a look at Vrbo listings that welcome pets. Most pet-friendly properties offer feeding bowls and cozy beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Brooksville: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. With the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Brooksville

Brooksville, Maine, is a charming destination perfect for outdoor enthusiasts and adventure seekers. Surrounded by breathtaking scenery, this family-friendly town offers a relaxing atmosphere for excursions and exploration. Nearby attractions include picturesque farms and beautiful nature trails, making it an ideal spot to enjoy the great outdoors. With its welcoming community and stunning landscapes, Brooksville promises a memorable vacation experience filled with adventure and tranquility.

  • Blue Hill: Situated 7 miles from Brooksville, Blue Hill is a charming town known for its stunning outdoor scenery and adventure opportunities. With a variety of hiking trails and recreational areas, it's a perfect destination for nature lovers. Visitors can explore the nearby national state park and lake, providing ample opportunity for outdoor activities like kayaking and fishing. The local shops and markets add a quaint touch to your travel experience, making Blue Hill a delightful stop on your Maine vacation.
  • Sedgwick: Located just 5 miles from Brooksville, Sedgwick offers a picturesque setting for outdoor enthusiasts. This serene town features beautiful hiking trails and recreational areas that invite exploration. The proximity to the national state park and lake makes it an ideal spot for picnics, birdwatching, and enjoying the natural beauty of Maine. Sedgwick also has educational opportunities for those interested in learning about the local ecology and history, making it a well-rounded destination for travelers.
  • Sargentville: Only 3 miles away from Brooksville, Sargentville is a quaint town that attracts visitors looking for outdoor adventures and scenic views. With its network of hiking trails and a vibrant shopping area, it's a perfect blend of nature and local culture. The nearby national state park and lake provide stunning backdrops for various outdoor activities. Whether you're interested in hiking, shopping, or simply enjoying the serene surroundings, Sargentville offers a charming escape in the heart of Maine.

Best time to go to Brooksville

If you're planning a trip to Brooksville, 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 and December to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.5°F (-5.3°C)Light RainMostly CloudyModerately LowSlightly Low
February23.5°F (-4.7°C)Light RainMostly CloudyAverageSlightly Low
March30.9°F (-0.6°C)Light RainMostly CloudyAverageSlightly Low
April42.3°F (5.7°C)Light RainMostly CloudyAverageAverage
May53.1°F (11.7°C)Light RainMostly SunnyAverageAverage
June60.8°F (16.0°C)Light RainMostly SunnyModerately HighSlightly High
July68.0°F (20.0°C)Light RainMostly SunnyModerately HighSlightly High
August67.3°F (19.6°C)Light RainMostly SunnyModerately HighSlightly High
September60.4°F (15.8°C)Light RainMostly SunnyAverageAverage
October50.0°F (10.0°C)Light RainMostly SunnyModerately LowAverage
November38.1°F (3.4°C)Light RainMostly SunnyAverageAverage
December29.5°F (-1.4°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers an easy-to-use platform for planning your travels. You can start new trips, continue from where you paused, or manage your existing plans all in one place. Your saved or booked properties are neatly organized under Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Take in the waterfront beauty of Brooksville

The island views and parks provide a pleasant backdrop to your vacation home in Brooksville. You'll find plenty to explore during your stay in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Brooksville

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

  • Stonington Sea Products (12.2 mi / 19.7 km)
  • Perry's Nut House (15.4 mi / 24.7 km)
  • Cellardoor Winery (20.1 mi / 32.4 km)
  • Winterport Winery (21.4 mi / 34.4 km)
  • Blue Hill Books (6.3 mi / 10.2 km)
  • Castline Golf Club (6.6 mi / 10.6 km)

Exploring the natural features in Brooksville

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

  • Acadia National Park (20.3 mi / 32.7 km)
  • Barred Island Preserve (10.4 mi / 16.7 km)
  • Toddy Pond (11.2 mi / 18 km)
  • Seal Cove Pond (14.6 mi / 23.5 km)
  • Long Pond (15.9 mi / 25.6 km)
  • Belfast City Park (15.9 mi / 25.7 km)

Traveling to and around Brooksville

The nearest airport is in Bar Harbor, ME (BHB-Hancock County - Bar Harbor), located 17.4 mi (28 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Rockland, ME (RKD-Knox County Regional), which is 28.3 mi (45.5 km) away.

Frequently asked questions

What is the best area to stay in Brooksville, Maine, United States of America when booking a vacation rental?
When considering the best area to stay in Brooksville, Maine, for a vacation rental, you might want to explore the charming neighborhood along the coast. This picturesque area offers stunning waterfront views and access to some of the region's most beautiful natural landscapes. Here, you'll find a variety of properties that cater to different tastes, from cozy cottages to spacious homes.

One of the top attractions in this coastal area is the nearby Acadia National Park, where visitors can enjoy hiking, biking, and breathtaking vistas. Additionally, the quaint local shops and art galleries in the surrounding neighborhoods provide a delightful way to experience the community's culture and creativity.

Another appealing aspect of this region is its proximity to charming local eateries that serve fresh seafood and other local delicacies, making dining an enjoyable experience.
How much does it cost to rent a vacation home in Brooksville?
Prices for vacation rentals in Brooksville 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 Brooksville 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 Brooksville vacation house rentals?
You can find great discounts on house rentals in Brooksville 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 Brooksville?
For renting a beach house in Brooksville, consider the picturesque waterfront areas along the Penobscot Bay. The region offers access to serene beaches and rocky coastlines, making it ideal for those seeking a tranquil seaside escape. Properties near the Brooksville town center often feature stunning views of the bay, with many vacation rentals equipped with amenities such as expansive decks for outdoor dining, cozy living rooms with fireplaces, and fully equipped kitchens superb for preparing fresh seafood.

Additionally, the nearby Castine area is known for its historic charm and offers beach houses that provide direct access to sandy shores and scenic walking paths. Many rentals here come with outdoor fire pits, private docks, and gardens, allowing visitors to enjoy both relaxation and recreational activities. The proximity to local shops and eateries enhances the convenience for travelers looking to explore the local culture.

For those interested in nature, the surrounding areas have numerous hiking trails and opportunities for kayaking, with several properties offering equipment rentals or storage. Find your rental near the beach in Brooksville.
What is the most popular type of vacation rental accomodation in Brooksville?
In Brooksville, vacation houses, cottages, and cabins are the most popular types of accommodations, with several options available throughout the area. These rentals are often located in serene settings, providing a peaceful retreat for visitors looking to enjoy the natural beauty of this coastal region. Most properties feature fully equipped kitchens, comfortable living areas, and outdoor spaces, such as decks or porches, where guests can relax and take in the surrounding views. Apartments are also available, offering a more compact option for those who prefer a simpler stay.
Are there any family house rentals in Brooksville?
In Brooksville, Maine, there are several family-friendly house rentals available, making it an inviting destination for groups looking to explore the beautiful coastal area. Properties in this charming town often feature spacious living areas, full kitchens for preparing meals together, and outdoor spaces ideal for children to play. Many homes come equipped with amenities such as Wi-Fi and central heating, ensuring a comfortable stay regardless of the season.

Visitors can enjoy the nearby natural attractions, including the picturesque Blue Hill Bay and the stunning Acadia National Park, which is just a short drive away. These attractions offer opportunities for hiking, kayaking, and exploring the scenic coastline.
Can I find long-stay vacation rentals in Brooksville?
A long-stay vacation rental in Brooksville 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 Brooksville?
In Brooksville, Maine, travelers can find several pet-friendly house rentals that cater to those looking to enjoy the beautiful coastal scenery and outdoor activities with their furry companions. Many of these vacation homes come equipped with amenities such as spacious backyards, fully equipped kitchens, and cozy living areas, making them ideal for families or groups.

The area is particularly known for its proximity to natural attractions, including the scenic Blue Hill Peninsula, where visitors can explore hiking trails and enjoy stunning views of the surrounding waters. Additionally, nearby parks and waterfront areas provide ample opportunities for pet owners to engage in outdoor activities, making Brooksville a welcoming destination for those traveling with pets.
Are there any remote work vacation rentals in Brooksville?
In Brooksville, Maine, there are around 15 vacation rentals that cater to remote work needs. This charming coastal town offers a peaceful atmosphere, ideal for those looking to balance work and relaxation. Many of these properties include amenities such as reliable Wi-Fi, dedicated workspaces, and comfortable living areas to ensure productivity during your stay.

Travelers can expect to find cozy accommodations ranging from quaint cottages to larger homes that may feature scenic views or outdoor spaces for breaks. Additionally, the nearby natural beauty, including access to the coast and local parks, provides a superb backdrop for unwinding after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Brooksville vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Brooksville 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 Brooksville?
In Brooksville, vacation rentals often feature a variety of sought-after amenities to enhance the guest experience. Most properties come equipped with kitchens, allowing travelers to prepare their own meals and enjoy home-cooked dining. Many rentals also include outdoor spaces like decks or patios, superb for relaxing and taking in the serene surroundings. For added convenience, onsite parking is typically available, making it easy for guests to explore the picturesque coastal area. Additionally, many rentals in Brooksville are pet-friendly, accommodating those who wish to bring their furry companions along for the getaway.
When is the best time to visit Brooksville for a vacation rental?
The peak season for visiting Brooksville, Maine, runs from June to August, making July the most popular month for travelers seeking a picturesque summer getaway. This vibrant period draws visitors eager to enjoy the stunning coastal scenery, charming local shops, and outdoor activities that the area offers. With temperatures ranging from the mid-50s to the low 80s Fahrenheit, the warm weather creates an inviting environment for exploring nearby hiking trails and basking in the sun along the beautiful shores of Penobscot Bay.

During these summer months, the atmosphere is lively, with many events and festivals taking place that showcase the region's rich culture and community spirit. Whether you're kayaking, whale watching, or simply relaxing on the beach, you'll find plenty of opportunities to engage with both nature and local traditions.

For those seeking a more budget-friendly option, consider visiting in December. While this month is less busy, it offers a unique charm with fewer crowds and the possibility of experiencing a tranquil winter landscape. Cozy accommodations and a peaceful ambiance make it a great time for a quiet retreat.

Ultimately, the best time to book your vacation rental in Brooksville depends on your preference for either the vibrant summer season filled with activities or the serene winter months that invite relaxation and reflection.
How early should I book a Brooksville vacation rental?
Book your Brooksville 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 Brooksville, Maine, United States of America?
In Brooksville, Maine, visitors can enjoy a variety of attractions that highlight the area's natural beauty and cultural heritage. The picturesque coastal scenery is best appreciated at the Brooksville Town Beach, where visitors can relax and take in views of Penobscot Bay. For those interested in hiking, the nearby Blue Hill Mountain offers scenic trails with panoramic vistas of the surrounding landscape.

The charming village center features historic buildings and local shops, providing a glimpse into the community's rich history. Additionally, the nearby Holbrook Island Sanctuary State Park is a great spot for outdoor enthusiasts, offering trails, picnic areas, and opportunities for birdwatching.
Can I change or cancel my Brooksville home rental booking on Vrbo?
To find Brooksville 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 Brooksville 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.

More Vacation Ideas