Family-friendly vacation rentals in Brooksville

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Brooksville

  • Total vacation rentals

    Explore 110 vacation rentals in Brooksville

  • Nightly prices starting at

    Brooksville vacation rentals start at G$23,005 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,000 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Brooksville vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Brooksville rentals

  • 4.9 Average rating

    Brooksville stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Brooksville

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top guest favorite
A modern A-frame cabin is showcased with prominent large windows, allowing natural light to fill the interior. Two white adirondack chairs are positioned on the front deck, which is accessed via a set of stairs, surrounded by lush greenery.
Cabin in Brooksville
4.95 out of 5 average rating, 128 reviews

Relaxing A-Frame w/Fire Pit in 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.

Top guest favorite
A hot tub is situated outdoors amidst a serene wooded setting, surrounded by trees with the faint hint of steam rising. The structure features a partially enclosed wooden fence for privacy, with a few nearby seating options visible, set against a softly lit twilight sky.
Cottage in Deer Isle
4.94 out of 5 average rating, 424 reviews

Beachfront Guest Cottage - Year-round Hot Tub!

Our cozy guest cottage has easy beachfront/kayak/canoe access (if you bring your own) and is located very close (within walking distance at low tide) to the public boat launch for larger boats. Great location to explore Deer Isle, Acadia (approx 1hr), Castine (45m), and the Bangor (1hr) area. Brave children and adults even swim from the beach but comfortable swimming ponds/lakes are 10m in several directions. The hot-tub is open year-round! Additional guests can be considered prior to booking.

Top guest favorite
A charming modern cottage with a red exterior and a pitched roof stands amidst lush greenery. The covered porch is furnished with comfortable seating, inviting relaxation. Large windows allow natural light to enter, enhancing the welcoming atmosphere of the property.
Home in Northport
4.98 out of 5 average rating, 265 reviews

Cute Midcoast Cottage w Hot Tub

Kick back and relax in this ideally located modern cottage. Enjoy a soak in the hot tub or the peace of the covered porch. Situated in the heart of midcoast Maine, this cottage has it all. An elegant kitchen that awaits your culinary delights, a spacious living area, a primary bedroom with a TV, a kingsize bed and a luxurious bath with a soaking tub and a walk-in rainfall shower, plus twin bunk beds for the kiddos. A small store and a farm to table restaurant are conveniently across the street.

Guest favorite
A wooden pathway leads towards a serene water view, bordered by lush greenery. A picnic table and several chairs are positioned on a gravel area adjacent to the water, offering a perfect spot for relaxation and enjoying the scenery under a clear blue sky.
Cottage in Deer Isle
4.88 out of 5 average rating, 211 reviews

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.

Top guest favorite
The cabin is nestled among lush greenery, featuring a modern wooden exterior with multiple windows. Elevated on stilts, it harmonizes with the natural surroundings of ferns and trees, allowing for a serene atmosphere in a tranquil forest setting.
Cabin in Sedgwick
5 out of 5 average rating, 112 reviews

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.

Top guest favorite
Tiny home in Surry
4.97 out of 5 average rating, 219 reviews

Tiny House at Wooded Bliss Homestead

On the edge of our family homestead overlooking meadow & forest, this tiny house offers a quiet, cozy refuge only 40 minutes from Acadia National Park. There's a twin daybed on the ground floor & a double bed in the loft. Full kitchen & tiny bathroom with shower too. A heat pump keeps the place toasty warm or nice and cool. The tiny house and meadow are very private on the edge of the property, and just for you. Our family's gazebo, fire pit, hammock, trail & garden are shared with guests.

Top guest favorite
Cabin in Sedgwick
4.98 out of 5 average rating, 191 reviews

Rustic Chic Private Getaway Cabin @Diagonair

Pet-friendly Maine cabin on 12 private acres of woods and blueberry fields, 1 hour to Acadia National Park. A favorite of couples visiting Maine for the first time. • 15 minutes to shopping, hiking, swimming • Open kitchen and sitting room with new appliances and gas fireplace • Screened porch with rocking chairs and chaise • Loft bedroom with full bed and new linens • WiFi, Roku TV, gas grill, stocked bar • EV charger • Seasonal wild blueberries • Dark skies, slow mornings, quiet nights

Guest favorite
The exterior of a charming home is shown, featuring a wooden deck with two blue chairs positioned for relaxation. Lush green trees provide a natural backdrop, and a clear blue sky enhances the inviting outdoor space. The entrance is marked by a blue door.
Home in Blue Hill
4.87 out of 5 average rating, 156 reviews

Blue Hill Bungalow with open, natural light

Newly finished single-floor home close to everything in Blue Hill. Open floor concept, large windows and view of Blue Hill itself from the front porch make this a comfortable place to hang out or base out of for day trips. Everything is within reach with either a short drive, a lovely walk or bike ride, including hiking trails, the ocean, Blue Hill mountain, restaurants, a coffee shop, and boutique shops, as well as the Blue Hill Co-Op and Tradewinds for your grocery needs.

Guest favorite
A spacious white tipi is nestled among trees, with a clear view of a quiet lake. A picnic table sits nearby, accompanied by a hammock stretched between two trees, inviting relaxation in this serene natural setting.
Tent in Brooks
4.91 out of 5 average rating, 266 reviews

Waterfront Tipi Glamping // Phoenix Landing

Majestic private waterfront Tipi * on a lake. Quiet nature oasis with hot tub, woodstove, firepit, modern grill, and all the essentials. Ice skate or xc-ski across the frozen lake and watch the bald eagles fly overhead, or relax in the Adirondack chairs in front of the bonfire while you make smores and cook dinner on the grill or over the open fire, then snuggle up inside the tipi while you listen to vintage vinyl and let the owls hoot you to sleep. *Tipi closed March-April.

Top guest favorite
A screened porch offers a view of Penobscot Bay, featuring two green wicker chairs adorned with floral cushions. The scenery includes a lush lawn and Adirondack chairs positioned for relaxation, with water visible in the background and distant hills framing the horizon.
Cottage in Belfast
4.99 out of 5 average rating, 170 reviews

Spectacular Cottage on Penobscot bay in Belfast

Spectacular cottage on Penobscot bay in Belfast. The cottage is focused on the views from the great room and screened porch. You’ll love the spacious, clean, open cottage with a complete kitchen and propane fireplace. Sit on the porch with a book/glass of wine and watch for seals and schooners. Easy access to the shore along a gradual path and short boardwalk. Great amenities and comfort for vacationers both young and old. Perfect for couples and families (with kids).

Guest favorite
The exterior of a historic farmhouse is presented, showcasing a large white building with multiple gabled roofs. Lush green grass surrounds the home, while colorful flower beds add a vibrant touch. A welcoming porch features steps leading to the entrance, framed by leafy trees.
Apartment in Brooksville
4.84 out of 5 average rating, 156 reviews

Historic 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

Superhost
Home in Penobscot
4.9 out of 5 average rating, 123 reviews

Delight<Farmhouse

Escape to Penobscot on Maine’s Blue Hill Peninsula. This 1,100-sq-ft coastal home sleeps 6 with 2 bedrooms and a sleeper sofa. Enjoy a sunny sunroom, large eat-in kitchen, BBQ, and eclectic art with warm, lived-in charm. Close to beaches, hiking, villages, and Acadia; market across the street. An older farmhouse with uneven floors and classic quirks—perfect for guests who love authentic, cozy, historic homes, not modern rentals. Experience slow coastal Maine living.

Popular amenities for Brooksville family-friendly rentals

When is the best time to visit Brooksville?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$66,923 GYDG$55,630 GYDG$55,839 GYDG$55,839 GYDG$58,139 GYDG$60,649 GYDG$67,969 GYDG$71,524 GYDG$57,512 GYDG$57,930 GYDG$62,740 GYDG$87,837 GYD
Avg. temp-7°C-6°C-1°C6°C13°C18°C21°C20°C16°C9°C3°C-3°C