Some info has been automatically translated. Show original language

Family-friendly vacation rentals in Brooksville

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages
0 of 0 items showing
1 of 12 pages

Popular amenities for Brooksville family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A colorful cabin is nestled among greenery, featuring a blue exterior with red accents. A spacious porch is shaded by a roof, with a stone seating area nearby. A fire pit is situated in front, surrounded by grass, creating a peaceful outdoor setting.
Cabin in Appleton
4.89 out of 5 average rating, 305 reviews

Raven's Crossing - Kate's Cottage

CaitlinRating, 5 stars4 months ago
Lori’s is exactly what we need while visiting family over a holiday. She is very gracious to host us over Thanksgiving as the last occupants of the year. Even during a snow storm, her place is cosy and beautiful. This is our second year coming, and we love it every time. We would recommend it for those looking for a charming getaway from busy life. Thanks Lori!
The charming exterior of a historic farmhouse is captured, featuring white clapboard siding and dark green shutters. A bold red door serves as a focal point, framed by small manicured bushes. Lush green grass surrounds the entrance, contributing to a welcoming outdoor atmosphere.
Farm stay in Searsport
4.91 out of 5 average rating, 112 reviews

Latham Blueberry Farm for up to 6 guests.

AshleyRating, 5 stars8 months ago
We couldn’t have asked for a better stay at Latham blueberry farm. Doug and Brenda were incredibly helpful and friendly- they introduced us to the house and farm as soon as we checked in and were always available if needed. The beds were comfy, the kitchenette stocked, and the grounds were gorgeous. Their beautiful 1826 farm house was an authentic experience of staying on a farm- our kids loved feeding the animals (especially Ernie the pig and Moses the horse); picking fresh blueberries; and swimming and paddleboating in the private pond. Our hosts had great recommendations for local outings, and we loved chatting with them and playing with their puppy Jackie. Our family made lifetime memories.
Top guest favorite
A two-story house with a metal roof is surrounded by lush greenery. A gravel driveway leads to the house, which features a front porch and a parked car. A picnic table is visible in the grassy area, offering a space for outdoor gatherings.
Home in Holden
4.96 out of 5 average rating, 240 reviews

Central Chalet

LisaRating, 5 stars1 month ago
The house was so cozy and the hot tub was such a treat after skiing! Definitely had everything we needed and then more. Thank you for allowing us to stay.
Guest favorite
The exterior of a two-story house is surrounded by a green lawn and neatly trimmed bushes. The home features multiple windows and a balcony. A flag is displayed on a pole, while trees and landscaping create a natural backdrop.
Cottage in Verona Island
4.89 out of 5 average rating, 169 reviews

Nashport on the Penobscot

CendyRating, 5 stars6 months ago
This was our second time staying here, my family and I love the tranquility of this little piece of heaven. Christopher’s home was beautiful, clean and well maintained.
A rocky beach area is showcased, featuring smooth stones and sandy patches along the shoreline. The calm water reflects the blue sky, dotted with white clouds. Lush greenery lines the beach, while a wooden picnic table is visible in the foreground, inviting casual gatherings.
Loft in Lincolnville
4.96 out of 5 average rating, 46 reviews

Oceanfront Loft with gorgeous water views & beach!

LiaRating, 5 stars7 months ago
We had an amazing stay here! The loft was spacious and comfortable. The property was gorgeous - we went down to the beach area for a sunrise which was lovely! It was a quick drive to the main area of Lincolnville and to Camden which were both really cute. Lots of great food in the area too - Kate gave some great restaurant recommendations! Would definitely return to this Airbnb if we visit the area again!!
Guest favorite
A quaint cabin is nestled among lush greenery, featuring a shingled exterior and a red door. Flowering plants adorn the nearby area, and a rustic chair is visible on the grass. Natural light creates a serene atmosphere in this peaceful rural setting.
Guesthouse in Appleton
4.9 out of 5 average rating, 298 reviews

Raven's Crossing - Retreat Cottage

AylaRating, 5 stars1 week ago
What an awesome place to stay! Lori was incredibly gracious and accommodating with out late arrival. The cabin towards the back of the property was so cozy. Fantastic stay and would definitely recommend!
A rustic cottage is framed by tall trees and vibrant flower beds. A deck is adorned with a red umbrella, offering outdoor seating. The lake is visible in the background, enhancing the serene environment. The structure features a combination of green and yellow hues.
Cabin in China
4.86 out of 5 average rating, 66 reviews

Two China lakefront cottages, hot tub & dock

ScottRating, 5 stars8 months ago
We had the best time! The two separate cottages provided were fantastic. Well appointed with a nice country vibe. Never turned on the TV. Just played cards, ate and talked. Very relaxing. We brought our boat and it was so convenient to tie up at Josée’s dock. The fishing was great too! I highly recommend.
Superhost
A well-lit living area features a large window offering views of the outdoors. Comfortable seating is arranged around a glass coffee table, with decorative cushions adding texture. A television is mounted on the wall, complementing the soft color palette of the room.
Home in Lincolnville
4.92 out of 5 average rating, 13 reviews

Gorgeous Home w/fantastic views -10 mins to Camden

SusanRating, 5 stars8 months ago
Beautiful home with a great view, deer and turkeys in the front yard. Very quiet and peaceful. The home is well equipped and spacious.

Family- and pet-friendly home rentals

Top guest favorite
A rustic two-story structure features a third-story cupola and a welcoming red roof. The expansive deck overlooks a vibrant garden filled with colorful flowers and lush greenery, set against a clear blue sky dotted with clouds.
Farm stay in Franklin
4.89 out of 5 average rating, 582 reviews

Organic Farm Artistic Eco-Loft

JessicaRating, 5 stars2 weeks ago
So much heart in this space! Looks exactly like the pictures, super cozy and sweet. Becka was the friendliest and most communicative host with lots of local recommendations. My partner and I loved the farm fresh eggs for breakfast, Cayenne the farm dog, the secret cupola hangout, and the fun hikes to do right from the property! We will definitely be back ♥︎
Superhost
A serene outdoor space features a grassy area bordered by trees, leading to a calm water view. Two kayaks are visible on the shore, and a gravel path meanders through the landscape. A potted plant adds a touch of greenery in the foreground.
Guesthouse in Blue Hill
4.73 out of 5 average rating, 150 reviews

Bungalhigh with Swimming Cove

JillRating, 5 stars6 months ago
This was such a delightful, peaceful & beautiful place to stay. Shelby was extremely responsive & helpful. I appreciated that she went the extra mile to alert me to the Aurora Borealis & encourage me to see it from the point. When the power went out b/c of a local car accident, she kept me updated with information about cause & when power was expected to return & provided flashlights & a special battery powered lightbulb to provide light. I couldn't have asked for more!
Top guest favorite
A bright dining area is positioned beside large windows, offering views of the water outside. A wooden table surrounded by four chairs is complemented by a vase of flowers. Natural light floods the space, reflecting off the water and illuminating the warm tones of the decor.
Home in Sullivan
5 out of 5 average rating, 160 reviews

Plovers Cottage, Waterfront

SierraRating, 5 stars6 months ago
This was hands down the best place we have ever stayed both on AirBnB and through other platforms. Mark & Kathy were so incredibly kind. The house is private with stunning water views and so clean and comfortable. The home was truly amazing. I can’t say enough about this place and the hosts. Everything was perfect and while we typically go somewhere new every travel, this has us already thinking about coming back just to enjoy it again! It’s close to Acadia though with how busy Acadia is I recommend visiting Schoodic Peninsula and the other preserves in the area. Sunset here was spectacular.
Guest favorite
The image captures a serene lakeside view of a cottage nestled among tall trees. A wooden dock extends from the rocky shore, leading to stairs that ascend towards the house. A kayak is visible on the water, indicating opportunities for water activities.
Home in Ellsworth
4.77 out of 5 average rating, 226 reviews

Lakefront, near Bar Harbor, ME

AineRating, 5 stars5 months ago
A great stay at this lovely, cozy home—yet again! Already looking forward to returning in July. You’ll find it all here: It’s quiet, with all the amenities you need (and nothing you don’t), the pretty water views, and a location that provides access to good restaurants and the beautiful Acadia National Park.
Guest favorite
The exterior of the cottage features weathered wooden shingles and a blue door. A small planter filled with colorful flowers adorns a nearby window. Two wooden adirondack chairs are positioned on the rustic deck, surrounded by lush greenery.
Cabin in Deer Isle
4.88 out of 5 average rating, 142 reviews

Long Cove Artist Cottage

ZachRating, 5 stars7 months ago
This cabin was a wonderful place to spend the week, and I couldn’t be more happy. The hosts were communicative and friendly; offering great local recommendations. My girlfriend and I would be more than happy to stay here again!
Superhost
Home in Bar Harbor
4.85 out of 5 average rating, 178 reviews

Abby Lane

MehulRating, 5 stars8 months ago
Aaron's place was fantastic for our party of 6 (my partner and me, our kids, her parents). The house was located perfectly on the North end of Mt. Desert Island by Hadley Point Beach (where we were lucky to catch both a meteor shower and the Northern Lights.) While the lower level had a separate entrance, the kids appreciated the additional privacy/area away from adults. The entire house was clean and the beds were very comfortable. All of the amenities (well stocked kitchen, two bathrooms, washer/dryer, patio) were much appreciated. We'd definitely stay again when visiting Acadia.
Guest favorite
A bright living area features a turquoise sofa paired with a patterned accent chair. Light filters through multiple windows, illuminating an artistically decorated wall. Artwork adorns the space alongside warm wooden accents on the floor, creating a cozy and inviting environment.
Home in Newcastle
4.9 out of 5 average rating, 195 reviews

Rustic Farmhouse at Oxbow Brewery

EmilyRating, 5 stars1 week ago
We absolutely loved our stay! We rented the house for 7 adults and 1 dog to celebrate a 31st bday! We loved being able to walk right down to the tasting room for a beer, cook a big dinner in the kitchen, play games, and watch the amazing vcr collection. Everything was clean and comfortable. So glad it’s a dog friendly space!
Guest favorite
Home in Rockland
4.93 out of 5 average rating, 192 reviews

Rockland Relaxing Retreat/Walk to Town (STR25-23)

MichelleRating, 5 stars1 month ago
Great location, easy walk into town. Lovely place. on arrival had an issue with heat but Melanie responded quickly and we were able to rectify the problem quickly. Would definitely stay again. The dog enjoyed also!

Family-friendly home rentals with a pool

Guest favorite
A tranquil ocean water pool is visible at dusk, framed by smooth granite rocks. The water reflects the soft pink and purple hues of the sunset sky. Lush greenery borders the area, enhancing the serene coastal environment.
Apartment in Stonington
4.93 out of 5 average rating, 15 reviews

The Carriage House at Spruce Harbor

TimRating, 5 stars9 months ago
My husband and I, and our two pups had a fantastic time in the Carriage House for a week. Part of a breathtaking private/secret compound on the water…with the most incredible private tidal pool. The place is so authentic, which is what we love about staying in ME when we can escape. We were so blessed to find Margaret’s place last minute. Margaret’s mother, Sally, and her husband were in the main Kate’s house. So so sweet they were to us and our girls. A dog paradise. We are foodies. Plenty of good restaurants around - just a few minutes to the adorable village of Stonington. Around the corner is one of the best restaurants in the country - Aragosta. We can’t wait to return…hopefully, in the Fall. A trip we will always remember. Thank you, Margaret & Family.
Guest favorite
A spacious yard features a small above-ground pool and a playground set among trees. The two-story house with a large driveway is seen in the background under clear blue skies, creating a welcoming outdoor space suitable for families.
Home in South Thomaston
4.96 out of 5 average rating, 93 reviews

Large private area, close to Rockland

RachelRating, 5 stars7 months ago
We found the home clean and welcoming. There was plenty of room for all of us and we enjoyed the back deck very much. The kitchen was well equipped and although we did not do any cooking, if we had, everything was there for us. We really liked how private the home was. Had the weather been warmer we definitely would have checked out the pool. It is also very close to Thomaston, Rockland and Owls Head. So much to do in this area. We would recommend this home to anyone who wants a quiet retreat in Maine that is close to the coast.
The exterior of a light-colored house is shown, featuring a sloped roof and multiple windows. Lush green grass surrounds the building, which is accented by neatly arranged shrubs and flowering plants. A bicycle is spotted against the wall, adding to the quaint atmosphere.
Home in Tremont
5 out of 5 average rating, 7 reviews

Tremont, ME. Shorefront compound for 7-12

PamelaRating, 5 stars10 months ago
Three girlfriends and I stayed at Hillside for a week. The setting and location were absolutely beautiful. It was so quiet and peaceful and I loved walking the trail. The house was roomy and comfortable. We highly recommend!!
Superhost
A wooden deck features a natural wood Adirondack chair positioned to face the calm waters of Penobscot Bay. Lush green trees frame the view, creating a serene outdoor space. The expansive body of water reflects a muted sky, adding to the tranquil atmosphere.
Cottage in Belfast
4.56 out of 5 average rating, 16 reviews

Shore Cottage - Newly Renovated

AndrewRating, 5 stars8 months ago
Bautiful waterfront cottage close to downtown Belfast. We come to Belfast annually and it's always a struggle to find a waterfront cottage that is pet friendly. We chose this location because we don't vacation without our four-legged companion, Benji the Belgium Malinois. The location was great; at low tide we could walk on the beach and Benji could run. It felt very private here despite being on the hotel grounds. it was also nice to be able to use the hotel sauna and pool. The hotel itself is a bit out-dated, but the cottage was furnished in modern style. At night we played board games. We always enjoy a fresh lobster from Young's which was right down the road. We will likely stay here again.

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

  • Total rentals

    90 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 before taxes and fees

  • Total number of reviews

    2.6K reviews

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    90 properties include access to wifi

Destinations to explore