
Family-friendly holiday rentals in Brooksville
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Top-rated family-friendly rentals in Brooksville
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Oceanview Escape near Maine Beaches
Located at the end of a private road you will find the area very peaceful with beautiful ocean view sunrises and sunsets and lots of wildlife sightings. This cozy 1000 square foot apartment has been recently renovated for a clean coastal vibe. The house was originally hand built in 2000 by the owner. You will notice the craftsmanship detail, built ins, hand made furniture and unique nautical style throughout the apartment. The kitchen is fully stocked and equipped with stove, full fridge and a new microwave and dishwasher. The living space provides a 50 inch smart TV and queen pull out sofa. Enjoy the vast ocean views from the large living room picture windows. Watch the boats cruising through Penobscot Channel or a local lobsterman hauling their traps. The bedroom offers a queen bed and plenty of closet/storage space. There is a large jacuzzi tub and separate hand tiled shower in the bathroom. Spacious deck off the kitchen/living area provides an outdoor dining area and grill. Enjoy dinner or drinks taking in the salty ocean air and views. At the base of the entry stairs is a separate patio space with propane fire pit shared amongst both living spaces. Located behind the apartment is an adorable playhouse with slide, saucer swings and a rock climbing wall that is shared amongst the neighborhood. Please play at your own risk. WiFi included

Relaxing and cozy A-Frame, Maine woods, “Birch”
Come relax in our newly constructed, 4 season modern A frame on the Blue Hill Peninsula. Located in the beautiful town of Brooksville, only 10 mins from Holbrook Island Sanctuary, 15 minute scenic drive to Blue Hill and Deer Isle/Stonington or 1 hour to Bar Harbor/Acadia National Park. Stocked with everything needed to enjoy a relaxing getaway- EV Charger too! Is the property not available when you need it? “Maple” A Frame is just next door. See separate listing for availability OR to book both.

The Greenhouse Cottage
We feel that the best way to describe our getaway to be “Rustic Elegance”. When you walk through the door you will instantly feel the warmth of a uniquely styled Adirondack cottage. Located nearby to the Acadia Highway (aka Route 1), we are close by to historic Fort Knox, Castine, and Acadia. Enjoy our attached “Greenhouse” which has been made over into a delightful screenhouse/patio, the country setting, blueberry fields, and the beautiful sunrises and sunsets! Fire pit, horseshoes, more!!!

Private Waterfront Home with Kayaks and Firepit
Retreat to your own coastal oceanfront paradise, where each day begins with breathtaking views. A private boardwalk leads to your secluded beach — perfect for morning strolls, exploring tidal pools, or launching kayaks into sparkling waters. Evenings bring fireside marshmallows under the stars with waves as your soundtrack. Whether you seek adventure with scenic drives to Acadia National Park or quiet mornings with coffee, sea breezes, and seabirds, this is where comfort meets Maine’s coast.

2 bedroom apartment in Trenton, near Acadia
Two bedroom second floor apartment. An easy 7 minute drive to Mount Desert Island, and 17 minute drive to Acadia National Park’s, Hulls Cove visitor center, 22 minutes to downtown Bar Harbor. In the other direction, an easy 10 minute drive to Ellsworth, 29 minutes to Newbury Neck Beach, 30 minutes to Blue Hill. The perfect place to return to get away from the crowds and unwind after a day of exploring. Monthly discount will only be accepted when requesting to book months November through May.

The Cabins at Currier Landing Cabin 2: Meadow
Tranquil cabin; open plan. Bedroom w/queen bed & privacy doors. Alcove w/bunkbeds. The Cabins at Currier Landing, featured in Dwell as “Three Magical Tiny Cabins Take Root in a Maine Forest,” are located on the Thos. Currier Saltwater Farm. Glimpses of water & access to 300’ of the Benjamin River Harbor shore. 2 seasonal cabins; 1 studio cabin. Centrally located on the Blue Hill Peninsula near Deer Isle, the cabins offer access to outdoor activities, cultural events, restaurants & shops.

The Maine Getaway - Lakefront with Beach
If you are looking for a place to get away and relax, our house on Molasses Pond may be a good fit for you/your family. It is a hidden gem down a dirt road away from hustle and bustle. Peace and quiet is what you’ll find, along with a gorgeous view. It’s a great place for swimming, kayaking, paddle boarding, grilling, fishing, and laying on the hammock. We try to provide you with all the necessities you may need and are happy to answer any questions. We hope you enjoy it as much as we do!

Exquisitely Modern Stargazing Cottage @Diagonair
Romantic and private, this 2,000 sf modern luxury cottage nestled on twelve acres is a favorite of honeymooners and lovers of modern design * 1 hour to Acadia National Park & Bar Harbor; 15 min to shopping, hiking, swimming * Stargazing deck * 2 full baths, one with steam shower * Fully equipped kitchen with under-counter fridge/freezer * Two gas fireplaces, one indoors, one on a covered deck * Queen bed with luxurious linens and pillows * WIFI, streaming TV, grill, bar * EV charger

Sea Pearl
This is a Water Front property, unique and tranquil getaway. Newly renovated 2025, this is a perfect spot for your serious fun. Located on water in Penobscot. Bird watchers take notice, watch the eagles soar over head out your door, visit the many islands & see the Puffins, Whale watch. Lots to do kayaking, hiking and lot more! Or just relax in a stunning natural setting on the hammock under the apple trees. Just a short drive to Acadia National Park & Bar Harbor. See you soon.

Acadia Treehouse near Bar Harbor - Private Luxury
Escape to a secluded luxury treehouse in the forest of Maine. Unwind in the spa-like full bath with a jacuzzi and sauna. Includes 1 bedroom and loft with 2 queen beds, full kitchen, fireplace, 2 screened porches & outdoor shower. Perfectly located for visiting Acadia National Park, ATV trails and scenic drives. Whether soaking in the jacuzzi, relaxing by the fire, or unwinding on the porch to the sound of rustling leaves, this luxury treehouse is a getaway you’ll never forget

Brand new cottage close to downtown Blue Hill
The cottage is brand new on 27 acres of land 3 min to Blue Hill Mountain and 5 min to Blue Hill downtown which is right on the water of Blue Hill Bay. This is an edge wood retreat perfect for two to hear birds, squirrels and porcupines. Remember to pick some blueberries when it is in season before the black baby bears down the road eat them all. 3D nature is unfolding right in front of your eyes and Acadia National Park is a 50 min drive from here. Oh man, you are free!

Tapley Farm Waterfront Apartment, Acadia, Pets
Private Beach on Historic Waterfront farm with cozy, private apartment for two. In remote, quintessential Maine style, gaze at breathtaking sunsets over private beaches. Queen bed, full kitchen, full bath and 5G await. Stunning open fields with fireflies and star-filled skies and the saltwater air lulls you to sleep. Antique charm and complete modern comfort and privacy. Experience the real Maine on a Sea Captain Farm. Acadia National Park, Castine. Dog OK $30 per day
Popular amenities for Brooksville family-friendly rentals
Family-friendly home rentals with a hot tub

6 Lovely 1Br Acadia Apartment Open Hearth Inn

Cute Midcoast Cottage w Hot Tub

Field of Dreams Tiny Home

Modern Cabin in the Pines • Hot Tub + Near Acadia

Birch Hill Cabin w/Hot Tub

A comforting sweet off grid cabin near the beach!

The Seamist Cottage - Converted Historic Barn

Delight<Farmhouse
Family- and pet-friendly home rentals

Lake House Cottage

Lakefront Cottage on Tracy Pond

Cozy cottage in Orland Village-Penobscot Bay area

Bayview House 1br 2ba Stunning Harbor Views

Private Lakeside Camping in Penobscot, Maine

Islesboro Boathouse

Camp at Shale Creek Homestead

Belfast Harbor Loft | Downtown
Family-friendly home rentals with a pool

Deluxe Cabin A at Wild Acadia

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

New Boho Cape with Pool! Fenced yard, pet friendly

Luxe Liberty: Getaway with Heated Indoor Pool!

House in the woods

Loon Sound Cottage, On the Water

Ocean View Retreat with Heated Pool / Hot Tub

Angel Mist Retreat Garage Apartment
Quick stats about holiday rentals that are family-friendly in Brooksville

Total holiday rentals
Explore 90 holiday rentals in Brooksville

Nightly prices starting at
Brooksville holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 2,720 verified reviews to help you choose

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 of Brooksville holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Brooksville rentals

4.8 Average rating
Brooksville stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with a washing machine and dryer Brooksville
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- Rentals with a patio Brooksville
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- Family-friendly rentals Hancock County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Acadia National Park
- Acadia National Park Pond
- The Camden Snow Bowl
- Sand Beach
- Farnsworth Art Museum
- University of Maine
- Rockland Breakwater Light
- Maine Discovery Museum
- Schoodic Peninsula
- Maine Lighthouse Museum
- Moose Point State Park
- Bass Harbor Head Light Station
- Hollywood Slots Hotel & Raceway
- Cellardoor Winery
- Camden Hills State Park




