Photo by Dylan Mirales

Brooksville holiday rentals

We found 572 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.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, 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)
  • Blue Hill Books (6.3 mi / 10.2 km)
  • The Barnacle (6.6 mi / 10.7 km)
  • Winterport Winery (21.4 mi / 34.4 km)
  • Castline Golf Club (6.6 mi / 10.6 km)
  • North Light Books (6.6 mi / 10.7 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)
  • Long Pond (15.9 mi / 25.6 km)
  • Belfast City Park (15.9 mi / 25.7 km)
  • Lincolnville Beach (16.6 mi / 26.7 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 most popular type of holiday home accommodation in Brooksville?
The most in-demand types of holiday homes in Brooksville are houses. After something a little different? Stayz has numerous options to match our guests’ needs, so you’ll see holiday properties in all sizes, and for all budgets. The ideal home away from home is waiting for you — lock in yours today.
How much does it cost to rent a holiday home in Brooksville?
Property type, season and length of stay are some factors that can influence the price of a holiday home. Simply add your dates of travel to find your dream escape. From quaint country cottages to sprawling villas, all Stayz holiday homes offer unbeatable value.
How much does it cost to rent a beach house in Brooksville?
Prices for beach houses in Brooksville can differ depending on the type and size of the property and when you plan to travel. All you have to do is enter your travel dates into Stayz and the number of guests to see your options and prices. From there you can use our filters to narrow your search results by nearby activities, ratings, amenities and more.
Are there pet-friendly holiday homes in Brooksville?
Pack a bone and a squeezy toy for your puppy dog because Brooksville has 22 holiday homes that roll out the welcome mat to doggie guests. Let your four-legged buddy enjoy the family fun at one of our pet-friendly holiday homes on Stayz. Simply enter your destination and dates, then check our “Pets allowed” filter box.
What are popular home amenities in Brooksville?
When it comes to home amenities that people prefer in Brooksville, a garden, a barbecue grill and nearby museums are the most popular. With Stayz holiday homes, you’ll discover options to fit your style and taste, whether you’re holidaying with friends, relatives or even pets.
Are there large group holiday homes in Brooksville?
Choose from three holiday properties in Brooksville that can host a group of 10 or more people. Whether you’re organising a holiday with extended family or an event like a birthday party, there’s enough room to get your loved ones together under one roof.
Are there holiday homes in Brooksville that welcome kids?
Gather your whole crew for a memorable adventure in Brooksville at one of our 22 family-friendly holiday homes. Lots of these stays come with conveniences that are ideal for getaways with the kids, including kitchens, bunk beds and pools. Simply check the “Properties good for families” filter and book your favourite.
What are the top attractions for families in Brooksville?
There are tons of fabulous things to see and do with the family in Brooksville, such as:

  • Reach Beach at Grays Cove
  • Causeway Beach
  • Holbrook Island Sanctuary State Park

Are there one-bedroom holiday homes in Brooksville?
You can pick from two one-bedroom homes in Brooksville. Whether you’d like an apartment or an upmarket condo, our one-bedroom properties are ideal if you don’t require huge amounts of space. One of the perks of having your own pad? You’ll never have to share your getaway with strangers.
Can I find two-bedroom holiday homes in Brooksville?
You can select from nine two-bedroom homes in Brooksville. Put your little ones in the second room or fill it with a couple of your best buddies. There’s plenty of space for whoever’s lucky enough to be joining your journey.
Are there holiday homes with WiFi in Brooksville?
Brooksville has 10 holiday homes with WiFi, so you’ll be able to stay connected while you’re travelling. Simply check the “WiFi” box in our search filter for a list of properties with this feature. From streaming movie blockbusters to updating your social media, these Stayz homes make it easy to go online.
How can I find holiday homes with air conditioning in Brooksville?
You’ll have a choice of four holiday homes with air conditioning in Brooksville giving you that cool, cool breeze and extra bit of comfort. Simply enter your desired travel dates and then use our handy filter tool to search for stays with air conditioning.
How old do you have to be to rent a holiday home in Brooksville?
Age restrictions can differ across properties on Stayz, so be sure to check the rules of the holiday home in Brooksville you want. But typically, it’s 16, 18 or 21.
How long can I rent a holiday home in Brooksville for?
How long you can rent a holiday home in Brooksville depends on the property. Simply enter your desired dates to look at a list of options offering extended stays. With tons of creature comforts such as washing machines and kitchens, as well as some offering discounted weekly or monthly prices, you’re sure to find somewhere just right to call your home away from home in Brooksville.

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