Brooksville holiday homes

We found 670 holiday rentals — enter your dates for availability
Discover a selection of 13 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:18 Dec - 25 Dec

Room
Exterior
Living area
Living area
Exceptional
(8 reviews)

Miles To Go-Family friendly camp on Toddy Pond. Swim, boat, fish, hike.

Orland

8% off
NZ$4,771
for 7 nights, 1 cabin
NZ$682 per night
includes taxes & fees
Miles To Go-Family friendly camp on Toddy Pond. Swim, boat, fish, hike.
Interior
Terrace/patio
Exterior
Private kitchen
Very good
(5 reviews)

Oceanfront Home in Belfast with large deck and million dollar views!

Belfast

8% off
NZ$6,513
for 7 nights, 1 home
NZ$930 per night
includes taxes & fees
Oceanfront Home in Belfast with large deck and million dollar views!
Dining
Exterior
Room
Living area
Exceptional
(9 reviews)

1800's Farmhouse IN-TOWN BELFAST! WALK TO EVERYTHING

Belfast

9% off
NZ$3,863
for 7 nights, 1 home
NZ$552 per night
includes taxes & fees
1800's Farmhouse IN-TOWN BELFAST! WALK TO EVERYTHING
Cottage view - facing the ocean
Three season room
Dining
Spiral staircase to loft
Exceptional
(44 reviews)

Oceanfront Cape on Newbury Neck, Surry. Stunning Views of Acadia Nat'l Park

Surry

8% off
NZ$5,904
for 7 nights, 1 cottage
NZ$843 per night
includes taxes & fees
Oceanfront Cape on Newbury Neck, Surry. Stunning Views of Acadia Nat'l Park
Property grounds
Property grounds
Living area
Dining
Excellent
(19 reviews)

Beautiful Water view, path to shore, rustic Maine cottage

Castine

13% off
NZ$3,042
for 7 nights, 1 cottage
NZ$435 per night
includes taxes & fees
Beautiful Water view, path to shore, rustic Maine cottage
Dining
Master
Interior
Exterior
Exceptional
(10 reviews)

Bayside cottage 5 minutes to the beach and the local golf course.

Lincolnville

8% off
NZ$4,219
for 7 nights, 1 home
NZ$603 per night
includes taxes & fees
Bayside cottage 5 minutes to the beach and the local golf course.
Living area
Exterior
Property grounds
Room
Exceptional
(95 reviews)

Island log home in Maine with ocean views

Islesboro

8% off
NZ$2,149
for 7 nights, 1 home
NZ$307 per night
includes taxes & fees
Island log home in Maine with ocean views
Property grounds
Dining
Private kitchen
Interior
Exceptional
(8 reviews)

Cozy 1 bedroom cottage on Lincolnville Beach

Lincolnville

8% off
NZ$2,726
for 7 nights, 1 home
NZ$389 per night
includes taxes & fees
Cozy 1 bedroom cottage on Lincolnville Beach
Modern rustic kitchen with farmhouse sink, wood countertop, and forest views.
Sunlit, open-concept living space with rustic pine beams and mid-century style.
Spa-style bath with soaking tub, gold fixtures, and peaceful wooded views.
Modern bedroom with queen bed, wood plank ceiling, and peaceful forest views.
Exceptional
(11 reviews)

Private Forest Retreat • Spa Bath • Near the Coast • Central Midcoast Hub

Searsport

8% off
NZ$2,393
for 7 nights, 1 room
NZ$342 per night
includes taxes & fees
Private Forest Retreat • Spa Bath • Near the Coast • Central Midcoast Hub
Office off master bedroom
Back of cottage facing the bay
Interior
Winter sunrise
Exceptional
(74 reviews)

Charming Belfast Cottage! Great Bay Views! Easy Walk to Town!

Belfast

8% off
NZ$2,654
for 7 nights, 1 home
NZ$379 per night
includes taxes & fees
Charming Belfast Cottage! Great Bay Views! Easy Walk to Town!
Exterior
Room
Interior
Private kitchen
Exceptional
(31 reviews)

Sunny studio apartment close to downtown

Belfast

8% off
NZ$2,166
for 7 nights, 1 apartment
NZ$309 per night
includes taxes & fees
Sunny studio apartment close to downtown
Sunrise and sunset are both beautiful from the loft.
Picture windows give great views any time of year!
Another view of kitchen
Youngs Lobster Pound is a Must See!
Exceptional
(36 reviews)

Spacious, airy Loft overlooking the harbor in historic Belfast

Belfast

8% off
NZ$3,284
for 7 nights, 1 apartment
NZ$469 per night
includes taxes & fees
Spacious, airy Loft overlooking the harbor in historic Belfast
Front entry
Exterior
Marina
Private kitchen
Exceptional
(111 reviews)

Beautifully Renovated 4 Bedroom Farmhouse

Brooksville

8% off
NZ$2,997
for 7 nights, 1 home
NZ$428 per night
includes taxes & fees
Beautifully Renovated 4 Bedroom Farmhouse
Master bedroom entry from dining area...
Living room view...
The Beach Apartment
Master bedroom
Very good
(15 reviews)

Maine Midcoast Vacation at Lincolnville Beach

Lincolnville

8% off
NZ$4,527
for 7 nights, 1 apartment
NZ$647 per night
includes taxes & fees
Maine Midcoast Vacation at Lincolnville Beach
Private kitchen
Property grounds
Interior
Exterior
Exceptional
(26 reviews)

Waterfront Getaway Near Acadia w/ Spectacular View

Little Deer Isle

8% off
NZ$3,498
for 7 nights, 1 home
NZ$500 per night
includes taxes & fees
Waterfront Getaway Near Acadia w/ Spectacular View

  • 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)
  • 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)
  • Castline Golf Club (6.6 mi / 10.6 km)
  • The Blue Hill Wine Shop (6.8 mi / 11 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)
  • 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)
  • Branch Lake (18.5 mi / 29.8 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 the best area to stay in Brooksville, Maine, a lovely choice would be around the charming neighbourhood of Castine. This area is not only picturesque but also rich in history and coastal beauty. Visitors can explore the stunning waterfront, which offers breath-taking views and opportunities for leisurely strolls. One of the top attractions nearby is the historic Castine Golf Club, where enthusiasts can enjoy a round while taking in the scenic surroundings. Additionally, the Castine Historical Society provides fascinating insights into the area's past and cultural heritage.Another appealing neighbourhood is Brooksville itself, known for its serene atmosphere and proximity to nature. The nearby Acadia National Park is a must-visit for those who appreciate outdoor activities, offering hiking trails, stunning coastal views, and abundant wildlife. The area is known for its selection of holiday rentals, making it a convenient base for exploring both the local charm and the breathtaking landscapes of the Maine coast.
Where are the best areas for renting a beach house in Brooksville?
For renting a beach house in Brooksville, the area along the coastline offers serene options, particularly near the picturesque Penobscot Bay. The vicinity around the Brooksville Town Beach provides a tranquil setting, with properties that typically feature stunning ocean views, spacious decks, and direct access to the waterfront. Many beach houses here come equipped with amenities such as outdoor grilling facilities, fully stocked kitchens, and comfortable living spaces ideal for families or groups seeking a relaxing getaway.Additionally, the nearby Blue Hill Bay area is another excellent choice for beach house rentals, where you can find charming cottages and larger homes located among the trees. These properties often include features like fire pits for evening gatherings, private docks for boating or kayaking, and easy access to local hiking trails. The region is also known for its friendly community and local markets, providing guests with fresh seafood and artisan goods to enhance their stay.For those keen on exploring, Brooksville is close to Acadia National Park, offering opportunities for hiking and enjoying breathtaking coastal scenery. Rentals in this region often reflect a blend of comfort and nature, with many properties designed to facilitate both relaxation and outdoor adventure.
What is the most popular type of holiday rental accomodation in Brooksville?
In Brooksville, holiday houses are the most popular type of holiday rental, with about 24 available across the scenic area. These properties typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and often come with outdoor spaces such as decks or gardens, ideal for enjoying the tranquil surroundings. Additionally, there are around 20 cottages that offer a charming, rustic experience, often equipped with cosy living areas and kitchen facilities for a homely feel. There are also approximately 12 apartments available, which generally provide convenient amenities and are located close to local points of interest. For those seeking a more secluded experience, several cabins can be found, often located in wooded areas, offering a peaceful retreat.
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. This charming coastal town offers properties that often feature spacious living areas, full kitchens ideal for preparing family meals, and outdoor spaces where children can play and explore.Many homes are conveniently located near the picturesque Penobscot Bay, providing opportunities for swimming, kayaking, and enjoying the stunning natural scenery. Visitors can also discover nearby hiking trails in the Blue Hill Mountain region, superb for family adventures.
Are there pet-friendly house rentals in Brooksville?
In Brooksville, there are several pet-friendly house rentals available, making it an excellent choice for travellers accompanied by their furry friends. The area offers a range of charming properties, often featuring amenities such as spacious gardens, outdoor decks, and fully equipped kitchens, allowing for a comfortable and convenient stay. Many rentals provide easy access to local attractions and natural beauty, with some properties situated near the stunning coastline of Penobscot Bay and the serene landscapes of the surrounding countryside.For pet owners, the nearby parks and trails in the region offer ample opportunities for outdoor activities, including hiking and leisurely walks with pets, ensuring an enjoyable experience for both guests and their animals.
Are there any remote work holiday rentals in Brooksville?
In Brooksville, Maine, there are numerous remote work holiday rentals available, with around 60 options to choose from. This charming coastal town offers a serene environment ideal for those looking to balance work and leisure. Many of the properties feature essential amenities such as free Wi-Fi, dedicated workspaces, and comfortable living areas, allowing for productive remote working experiences.Travellers can expect a variety of accommodations, ranging from quaint cottages to larger homes, often equipped with fully stocked kitchens and outdoor spaces for relaxation after a day of work. The scenic beauty of the area, including its proximity to the coastline and nature trails, provides an inviting backdrop for breaks and outdoor activities. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Brooksville?
In Brooksville, popular holiday rental amenities include fully equipped kitchens, providing guests with the convenience of preparing their own meals. Many properties also feature decks or patios, great for enjoying the serene surroundings and fresh air. For those who enjoy cooking, some rentals come with blenders, allowing for easy preparation of smoothies or other dishes. Onsite parking is commonly available, making it easy for guests to explore the area with their vehicles. Additionally, several properties permit pets, suiting travellers who wish to bring their furry companions along.
When is the best time to visit Brooksville for a holiday rental?
The best time to visit Brooksville for a holiday rental is during the peak season from June to August, with July being particularly popular among travellers. This vibrant summer period invites outdoor enthusiasts and families to bask in the region's natural beauty, with ample opportunities for hiking, kayaking, and exploring the stunning coastlines of Maine.Temperatures in Brooksville during these months typically range from the mid-teens to low twenties Celsius, creating a pleasant environment for outdoor activities and sightseeing. The warm weather also makes it ideal for enjoying the local beaches and participating in community events, which often feature fresh seafood and local crafts.If you're looking for a more budget-friendly option, consider planning your visit in December. While this month may be quieter, it offers a unique charm with winter scenery and opportunities for cozy indoor activities, such as visiting local art galleries or enjoying warm meals at local eateries.
What are the top attractions in Brooksville?
In Brooksville, Maine, visitors can enjoy a peaceful retreat surrounded by natural beauty. The town is home to the picturesque Brooksville Marina, which offers access to the serene waters of Penobscot Bay, superb for boating and kayaking. Nearby, the scenic Blue Hill Mountain provides excellent hiking trails and panoramic views of the surrounding landscape, making it a popular spot for outdoor enthusiasts.For those interested in local culture, the Brooksville Historical Society showcases the area's rich heritage, featuring exhibits and events that highlight the town's history. Additionally, visitors can explore the charming village centre, where quaint shops and local eateries offer a taste of the community's character.
Are all fees included in the Brooksville holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Brooksville holiday homes with parking?
Bookabach offers a wide selection of holiday homes 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 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.
Are there any discounts for Brooksville holiday homes?
You can find great discounts on holiday homes in Brooksville on Bookabach, 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.
Can I change or cancel my Brooksville holiday home booking on Bookabach?
To find Brooksville holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Brooksville?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach'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 favourites, and build the perfect itinerary together.
How early should I book a Brooksville holiday home?
Book your Brooksville holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Brooksville?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Brooksville to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.