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$23,016 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.

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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

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.

KitchenFamilyAir conditioning

4.95 out of 5 average rating, 133 reviews
Guest favorite
Home in Brooksville

Above & Beyond: Beautiful home on Penobscot Bay

Experience beautiful coastal Maine at this stunning 2-bedroom, 2-bath Harborside waterfront vacation home with private beach. Guests enjoy the newly renovated modern interior, high-end furnishings, gourmet kitchen, outdoor fire pit, media room, European soaking tub -- plus the privacy of a huge deck overlooking stunning Penobscot Bay. Enjoy hiking in Holbrook Island Wildlife Sanctuary, launch a kayak from your private beach, star gaze under dark skies, or relax and enjoy being away from it all.

KitchenFamilyNearby

4.97 out of 5 average rating, 77 reviews
Top guest favorite
A serene landscape features a calm body of water in the foreground, framed by lush green trees. In the distance, Blue Hill Mountain rises, providing a natural backdrop against a clear sky, with hints of autumn colors present among the foliage.
Home in Brooksville

Bob's Place

Welcome to Bob's Place! Located along the Bagaduce River in Brooksville, Maine. This cozy getaway overlooks a blueberry field and the Bagaduce River with Blue Hill Mountain as a backdrop. The entire home has been newly renovated - kitchen, bathrooms, bedrooms, and decks. Explore the Lobster Capitol of the World (20 minutes), hike Acadia National Park (60 minutes), or sit and relax on the back porch, taking in the serene Maine landscape and wildlife, including White-tailed Deer and Bald Eagles.

KitchenFamilyComfort

5.0 out of 5 average rating, 56 reviews
Top guest favorite
A modern cabin is nestled among trees, supported by stilts within the forest. Sunlight filters through the foliage, highlighting the cabin's wooden exterior and windows. The surrounding greenery creates a serene, natural setting that offers a sense of privacy and tranquility.
Cabin in Sedgwick

The Cabins at Currier Landing Cabin 3: Pine

Relax in this stylish, cozy & bright queen bed studio cabin. 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 our shore on the Benjamin River Harbor. 2 seasonal cabins. 1 year round studio cabin. Centrally located on the Blue Hill Peninsula, near Deer Isle, the cabins afford access to outdoor activities, cultural events, restaurants & shops.

Indoor spacesKitchenBathroom

4.97 out of 5 average rating, 118 reviews
Top guest favorite
Bungalow in Sedgwick

Exquisitely Modern Stargazing Cottage @Diagonair

Romantic and luxurious, this 2,000 square foot modern cottage nestled on 12 acres is a favorite of honeymooners and lovers of modern design * One hour to Acadia National Park & Bar Harbor; 10 minutes 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

KitchenIndoor spacesCondition

4.99 out of 5 average rating, 248 reviews
Top guest favorite
Apartment in Belfast

Belfast Harbor Loft | Downtown

Come and experience the peaceful, yet vibrant, atmosphere of Belfast! This downtown loft is a great place to stay, being just two blocks away from the beach. Enjoy the morning light in the two bedrooms, both facing the harbor, while the living room offers a stunning view of Main Street. The loft is full of character, with its refurbished floors, exposed brick and rafters, large windows, and newly renovated kitchen and bathroom. Make yourself at home in a calm and inviting atmosphere.

FamilyIndoor spacesWalkability

4.96 out of 5 average rating, 429 reviews
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

Exceptional Historic Coastal Farm Experience

Authentic and Unique Historic Waterfront farm experience with cozy, private apartment and private beach on the Blue Hill Peninsula. In remote, quintessential Maine style, gaze at breathtaking sunsets over meadows and walk down the mowed path to our private beach. Queen bed, full kitchen, full bath and 5G await. 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

KitchenFamilyLocation

4.85 out of 5 average rating, 158 reviews
Guest favorite
A charming cottage exterior is framed by lush green grass and shrubs. A stone pathway leads to the entrance, while the sky above features soft clouds, suggesting a warm day. The cottage is adorned with wood shingles and large windows, providing a welcoming appeal.
Cottage in Deer Isle

Ferry Keeper’s Cottage: Deer Isle (Waterviews)

The Ferrykeeper’s Cottage is a light filled oasis, surrounded by water, meadows & views of the famous Eggemoggin Reach. Our cottage offers handcrafted counters, stone sinks, & oceanic tile to create a unique setting. 3 houses to the beach. Borrow a kayak & explore our shore. Property borders Scott’s Landing - a treasure trove of birds, sand dollars, porpoises, seals & a family of foxes. *Queen bed + flip down sofa (latter suitable for 1 adult OR 2 small kids)

FamilyKitchenBreakfast

4.89 out of 5 average rating, 166 reviews
Top guest favorite
An aerial view captures the waterfront cottage nestled among lush trees along the Bagaduce River. The expansive greenery surrounds the property, leading to serene water along the shore. The distant Blue Hill mountain is visible under a clear sky, providing a tranquil backdrop for this secluded retreat.
Home in Brooksville

Casa on the Bagaduce River

Escape to this charming 2-bedroom, 2-bathroom waterfront cottage on the Bagaduce River in Brooksville, Maine. Perfect for up to 5 guests (1 king, 1 queen, 2 twins), this cozy retreat offers panoramic views of the river and Blue Hill mountain, an auxiliary wood-burning stove, claw-foot tub, modern kitchen, Wi-Fi & flat-screen TV. Enjoy relaxing on the riverfront deck. Close to nearby trails and Acadia National Park, it's an ideal spot for nature lovers.

FamilyIndoor spacesValue

5.0 out of 5 average rating, 45 reviews
Top guest favorite
A vibrant sunset is reflected on the calm waters of Graham Lake, with streaks of orange, pink, and purple filling the sky. Silhouettes of distant hills and trees frame the scene, creating a serene atmosphere perfect for relaxation.
Cottage in Waltham

Quiet lakefront cottage on Graham Lake

Waterfront cottage on quiet Graham lake in the middle of our small working farm. Great spot for quiet relaxation, fishing or kayaking. 2 canoes on the property. Good central location for visiting Bangor, Bar Harbor, Acadia National Park and Downeast Sunrise ATV Trail. Private setting. Wifi available at the farmhouse. Because of family allergies, we cannot host pets

Indoor spacesKitchenBeach

4.94 out of 5 average rating, 921 reviews
Top guest favorite
A shaded outdoor space features two white adirondack chairs and a small fire pit under a leafy tree. A red bench and the cottage's exterior are visible, with a flag gently fluttering above, capturing a serene and inviting atmosphere.
Home in Castine

Sea Breeze Cottage in idyllic Castine Maine!

Sea Breeze Cottage, Castine, Maine Experience quintessential New England charm in this cozy Castine cottage. Freshly and tastefully renovated and only a short stroll from beautiful Fort Madison beach. Recharge your batteries and relax to the sound of the nearby bellbuoy! Discover all coastal Maine has to offer from the comfort of Sea Breeze Cottage!

Indoor spacesFamilyBiking

4.99 out of 5 average rating, 128 reviews
Superhost
The secluded log-style cottage features a natural stone chimney and large windows set against a backdrop of lush greenery. Surrounding trees provide shade and a sense of privacy, while a well-maintained path leads to the entrance.
Cottage in Brooksville

Flagstaff Cottage at Oakland House

Our innkeeping-family has been welcoming guests to the the Blue Hill Peninsula of Maine since July 4, 1889. We are perfectly situated directly on the saltwater of the Reach and the freshwater of Walker Pond. Family vacation, honeymoon, romantic getaway, or oasis for a single traveler...it just doesn't get any better than this!

KitchenFamilyHiking

4.91 out of 5 average rating, 57 reviews

Popular amenities for Brooksville family-friendly rentals

When is the best time to visit Brooksville?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$66,956 GYDG$55,657 GYDG$55,867 GYDG$55,867 GYDG$58,168 GYDG$60,679 GYDG$68,003 GYDG$71,560 GYDG$57,541 GYDG$57,959 GYDG$62,772 GYDG$87,880 GYD
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