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Brooksville holiday lettings

We found 638 holiday rentals — enter your dates for availability

Discover a selection of 10 homes and other holiday rentals in Brooksville that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, which might include parking and a fireplace. Whatever you're looking for, you'll find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Brooksville

Showing deals for:23 Jan - 30 Jan

Image gallery for Summer Cottage In Exquisite Coastal Maine Spot

The Boulders is a cozy cottage that has lots more room than you might think.
9.8 out of 10, Exceptional, (62 reviews)
Exceptional
(62 reviews)

Summer Cottage In Exquisite Coastal Maine Spot

Brooklin, ME

8% off
Price is £1,633
for 7 nights, 1 cottage
£233 per night
includes taxes & fees
Summer Cottage In Exquisite Coastal Maine Spot

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Take in the waterfront beauty of Brooksville

The island views and parks provide a pleasant backdrop to your holiday home in Brooksville. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Brooksville

Are you hoping to discover top things to see and do in the area? Venture out of your cosy holiday rental and check out everything that Brooksville has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

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

Exploring the natural features in Brooksville

Whether you're looking for adventure or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Brooksville. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • 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)

Travelling 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 centre. If you can't find a flight that's convenient for your trip, you could book a flight to 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 when booking a holiday rental?
When considering a holiday rental in Brooksville, Maine, the Blue Hill Peninsula is a popular area to stay. This picturesque region offers stunning coastal views and a tranquil atmosphere, making it an ideal spot for those seeking relaxation and natural beauty. The area is rich in outdoor activities, with Blue Hill Mountain providing excellent hiking trails and panoramic vistas that are well worth the effort.

Another appealing neighbourhood is the charming village of Brooksville itself, where you can experience the local culture and community spirit. The village features quaint shops, galleries, and eateries that showcase the area's artistic flair. Nearby, the scenic Penobscot Bay offers opportunities for boating and fishing, making it a superb getaway for those who love the water.
How much does it cost to rent a holiday home in Brooksville?
Prices for holiday 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 holiday 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, Maine, the area around the Blue Hill Peninsula is highly recommended. This picturesque region offers stunning coastal views and access to serene beaches, making it superb for beachside getaways. The neighbourhoods near Brooksville, such as the quaint village of Castine, provide a selection of charming waterfront properties. Many of these rentals come with amenities like spacious decks for enjoying the sea breeze, outdoor grills for al fresco dining, and fully equipped kitchens for preparing fresh seafood caught from local waters.

Additionally, properties along the shores of Penobscot Bay are ideal for travellers seeking a more tranquil experience. Here, you can find houses that often feature private beach access, kayaks or canoes for exploring the bay, and cozy living areas with fireplaces for those cooler evenings. The nearby town of Blue Hill adds more charm, with local shops and restaurants offering fresh, locally sourced cuisine, enhancing the holiday experience.
What is the most popular type of holiday rental accomodation in Brooksville?
In Brooksville, a variety of holiday rentals are available, with holiday houses, cottages, and cabins being particularly popular—each type with several options scattered throughout the area. These rentals typically feature charming, rustic designs and provide a homely atmosphere. Most come equipped with fully functional kitchens, comfortable living areas, and outdoor spaces such as decks or patios, great for enjoying the picturesque surroundings. For those seeking a cozier stay, several apartments can also be found, offering a more compact living experience while still providing essential amenities.
Are there any family house rentals in Brooksville?
In Brooksville, Maine, there are several family-friendly house rentals available, making it an excellent choice for those seeking a memorable getaway. The area is known for its picturesque landscapes and proximity to the stunning Blue Hill Peninsula, ideal for outdoor enthusiasts.

Visitors can find spacious rooms featuring ample living areas, fully equipped kitchens great for family meals, and outdoor spaces for relaxation and play. Many properties also offer practical amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay for all members of the family.
Can I find long-stay holiday rentals in Brooksville?
A long-stay holiday rental in Brooksville 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 Brooksville?
In Brooksville, there are several pet-friendly house rentals available, making it a welcoming destination for those travelling with pets. The area offers a mix of charming homes that often come with amenities such as spacious gardens, fully equipped kitchens, and comfortable living spaces, ideal for families or groups. Many rentals provide outdoor areas where pets can roam freely, and some even feature additional conveniences like pet beds or bowls upon request.
Are there any remote work holiday rentals in Brooksville?
In Brooksville, Maine, there are several remote work-friendly holiday rentals available—specifically around 13 options to consider. This picturesque coastal town offers a serene environment ideal for focused work. Many of the properties come equipped with essential amenities for remote work, including Wi-Fi, dedicated desk spaces, and comfortable chairs, ensuring that guests can maintain productivity while enjoying their stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Brooksville holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Brooksville 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 Brooksville?
In Brooksville, popular rental amenities include essential kitchen facilities such as microwaves, ovens, and refrigerators, allowing guests to prepare their own meals during their stay. Many holiday rentals also come equipped with cookware, dishware, and utensils, providing a fully functional kitchen experience.
When is the best time to visit Brooksville for a holiday rental?
The best time to book a holiday rental in Brooksville is during the peak summer months of June to August, with July being particularly popular. This vibrant season attracts travellers looking to soak in the beauty of coastal Maine, where outdoor activities abound. Visitors can enjoy kayaking in the serene waters of Penobscot Bay or hiking along the scenic trails of nearby Acadia National Park, all while basking in the warmth of summer temperatures, typically ranging from the mid-teens to low 20s Celsius.

During July, Brooksville comes alive with local events and a friendly atmosphere, making it an ideal time for travellers. The pleasant weather ensures that outdoor activities, such as visiting the local beaches or exploring the charming coastal villages, are both comfortable and enjoyable.

For those seeking a more budget-friendly option, consider visiting in December. While winter brings a quieter charm to Brooksville, it also offers great experiences like cosy fireside retreats and the chance to enjoy the peaceful beauty of the snow-covered landscape.
How early should I book a Brooksville holiday rental?
Book your Brooksville 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 Brooksville?
In Brooksville, Maine, visitors can immerse themselves in natural beauty and local charm. The area is known for its picturesque coastal scenery, with many holiday rentals offering views of Penobscot Bay. The nearby Blue Hill Peninsula features charming small towns like Blue Hill and Castine, where travellers can explore quaint shops, galleries, and local eateries.
Can I change or cancel my Brooksville home rental booking on Vrbo?
To find Brooksville 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Brooksville 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.

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