Family-friendly vacation rentals in Rockland

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Popular amenities for Rockland family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Cabin in Appleton
4.89 out of 5 average rating, 306 reviews

Raven's Crossing - Kate's Cottage

CaitlinRating, 5 stars2 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!
Farm stay in Searsport
4.91 out of 5 average rating, 112 reviews

Latham Blueberry Farm for up to 6 guests.

AshleyRating, 5 stars6 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.
Guest favorite
Home in Woolwich
5 out of 5 average rating, 41 reviews

Amazing view, eagles, hot tub, 1 mi walk from Bath

AlecRating, 5 stars3 weeks ago
We really enjoyed our stay at Woolwich. There is a peaceful nature vibe to the house and a beautiful view and location. The Bald Eagles live in a tree right on the edge of the backyard and were visible numerous times during our stay. The location to various towns and locations in Maine is convenient.
Guest favorite
Home in Holden
4.96 out of 5 average rating, 238 reviews

Chalet Central

AndreanaRating, 5 stars5 days ago
Very cozy home! The place is exactly as the pictures show. Also the couch in the living room is super comfy, great place for a nap. The nearby gas station and grocery store is convenient for anything you might need and Bangor is not a far drive for some good local restaurants. Overall great place. Would stay here again. Dwayne even came out and plowed the driveway himself so we could get out safely after some heavy snow falls!
Guest favorite
Treehouse in Georgetown
4.97 out of 5 average rating, 331 reviews

Tree Dwelling with Water Views & Cedar Hot Tub (2)

NicoleRating, 5 stars1 month ago
We had an amazing weekend away. I’m looking forward to returning in all of the seasons so we can take full advantage of the property and it’s offerings
Guest favorite
Cabin in Chesterville
4.89 out of 5 average rating, 53 reviews

Lakefront Log Cabin escape-boats-fishing-hot tub

NicholaRating, 5 stars3 months ago
Just returned from the most fantastic 2 weeks exploring the US which included a weeks stay at Kiwi Lodge. Where to start? This was exactly as described and the perfect base for exploring Maine. The property was spotless and has all the amenities needed for a comfortable stay. 3 beautiful bedrooms, 2 great sized bathrooms, wonderful living area and kitchen and fantastic games room. Hot tub was brilliant. The location on the lake is just perfect, we had the lake to ourselves and took the canoe out. Nearest town of Farmington has all the shops and cafes you’d need. The communication from Kay was great from the day we booked, and recommendations we took her up on were all absolutely spot on. Thank you Kay and thank you Kiwi Lodge for a holiday to remember!
Guest favorite
Apartment in Topsham
4.87 out of 5 average rating, 543 reviews

Maine Stay with private hottub, near Brunswick

DebRating, 5 stars2 weeks ago
Wendy is absolutely amazing, she’s the sweetest I absolutely loved her and her rental i couldn’t have chosen a better place I’ll absolutely be visiting again
Guest favorite
Cottage in Verona Island
4.89 out of 5 average rating, 169 reviews

Nashport on the Penobscot

CendyRating, 5 stars3 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.

Family- and pet-friendly home rentals

Guest favorite
Cabin in Dresden
4.95 out of 5 average rating, 183 reviews

McKeen's Riverside Retreat

CarolRating, 5 stars1 month ago
My family and I had a wonderful stay. We booked over Christmas. Jacki reached out to me just after I booked to see if my family celebrated Christmas and if so, would we like some decorations put up. I replied yes. When we arrived there was a decorated tree and some other decorations throughout. It was really nice. It is wonderful that they are dog friendly, they even have dog dishes there. Our Great Dane was with us. My whole family agreed that if the opportunity presents itself, we would definitely go back.
Guest favorite
Island in Monmouth
4.98 out of 5 average rating, 228 reviews

Naughty Dog Private Island Log Cabin

KateRating, 5 stars3 months ago
Kent has created an incredible slice of island paradise here. He is generous with his time and knowledge. He made us feel very welcome and met us with exactly what we needed for our weekend. We stayed at the NaughtyDog island and chose to canoe to and from. It was a peaceful and unique adventure that I’d recommend to anyone.
Guest favorite
Apartment in Lisbon falls
4.95 out of 5 average rating, 457 reviews

Charming Victorian farmhouse 1880's bedrooms-2

ElizabethRating, 5 stars2 weeks ago
A very nice place to stay we were looking forward to a couple of the restaurants however trying to find something on a Monday night was next to impossible. Other than that, it was a great stay.
Guest favorite
Cabin in China
4.89 out of 5 average rating, 171 reviews

Rustic Family Cabin on China Lake

JackieRating, 5 stars5 months ago
I loved this place! Enjoying coffee and meals outside on the deck overlooking the lake and beautiful surroundings of nature. I felt safe there and was a charming neighborhood. I loved that there were boats to use and a dock to watch sunset an autumn harvest moon over lake! Jess was the perfect host and made sure everything was great when I arrived. She was very helpful when I had any questions and I am looking so forward to going back there again! Thank you Jess for sharing this wonderful place!!!
Guest favorite
Home in Peaks Island
4.86 out of 5 average rating, 166 reviews

Booking Now: Year-Round Peaceful Island Getaway

DianeRating, 5 stars3 months ago
I can't say enough about this sweet cottage. This was my first airbnb experience and I absolutely loved it. Andrew is a very accomodating host. He was always available when I had a question. The cottage is in a perfect location to enjoy walks in nature or to stay in on cozy days to work on a puzzle or read. The cottage is welcoming, clean, well stocked with supplies and so comfortable. I truly didn't want to leave.
Guest favorite
Cabin in Deer Isle
4.88 out of 5 average rating, 142 reviews

Long Cove Artist Cottage

ZachRating, 5 stars4 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!
Guest favorite
Guesthouse in Falmouth
4.86 out of 5 average rating, 139 reviews

Cottage Near the Sea, private with deck

MelindaRating, 5 stars16 months ago
My fiancée and I stayed here for a week with our dog, Lily. It was a great location - only a short drive to Portland and in a beautiful neighborhood. The area is wooded, peaceful and highly walkable. The amenities in the house were perfect - so convenient to have a washer and dryer. We were able to cook breakfast every morning before our day got started with the fully stocked kitchen. The bed was super comfortable! We slept great. Elizabeth was responsive and friendly. Would stay again and highly recommend her place.
Guest favorite
Home in Newcastle
4.9 out of 5 average rating, 192 reviews

Rustic Farmhouse at Oxbow Brewery

NicoleRating, 5 stars3 weeks ago
This farm house was full of good vibes. Check in and check out was a breeze. Nothing complicated there. The experience exceeded our expectations and the pictures don’t truly show off how beautiful and serene this place is. Every window has its own special and unique view of the elegantly laid out property. Our son had a thrilling time sledding down the hill right outside the property. If you are into great beer, grilling, hiking and being transported back to the 90s this place is for you! IMDb you do happen to get bored there are tons of VHS tapes to your heart’s content. The nearby town is also a great place to go get lost in. Overall we really loved this place. It has something for everyone and we can’t wait to come back next year

Family-friendly home rentals with a pool

Home in Benton
5 out of 5 average rating, 13 reviews

Riverside home in Central Maine near Colleges

GregRating, 5 stars29 months ago
Great 2-level apartment with terrific deck and beautiful view overlooking the river. Quiet and pretty. Owners were very responsive and the kitchen is very well stocked. Nice rustic touches and great running/walking trail along the river, just down the road. WiFi works well. Recommend upgrading the beds as they are small and not very comfortable. Otherwise a great property!
Guest favorite
Apartment in Cornville
4.86 out of 5 average rating, 132 reviews

Large Home with Great View next to horse farm

AndreiRating, 5 stars2 months ago
Great house and good location, it was warm during our stay. Enough space for our company. Not far away from the city. Overall it was nice staying there.
Apartment in Freeport
4.69 out of 5 average rating, 16 reviews

3-Bedroom Townhouse at the Harraseeket Inn

RachaelRating, 5 stars56 months ago
Highly recommend!!!!! Beautiful Inn, great amenities, peaceful, quiet location but close to the shops. Pool was great for kids. Breakfast was amazing!!
Condo in Rockport
5 out of 5 average rating, 8 reviews

Oceanfront Multi-level Condo with Prime Amenities

EdRating, 5 stars18 months ago
Had a wonderful family trip at Samoset Resort. Lovely golf course, clubhouse with restaurant’s and a gorgeous pool. Convenient location to Camden and Rockport where we enjoyed many restaurant’s overlooking the harbor, shopping, Farnsworth Museum as well as a sunset boat tour.
Guest favorite
Apartment in Boothbay Harbor
5 out of 5 average rating, 31 reviews

Luxury Condo on Water's Edge in Boothbay Harbor

SarahRating, 5 stars3 months ago
She was very helpful. The condo was amazing! Beautiful views, comfortable beds and furniture. The kitchen has everything you need. Plenty of towels and extra blankets. Great location, you can walk to shops and restaurants. We went in the fall, so it was very peaceful.
Home in Harpswell
5 out of 5 average rating, 8 reviews

The Point, At The Edge Of The Ocean

KamalaRating, 5 stars5 months ago
Our stay here was amazing, the house is adorable and the views are stunning. The pool was the perfect temperature and the whole family was in the pool every day, plus the views from the pool were pretty remarkable. Sherri was a great host and super communicative and helpful. The house is set up perfectly for a large group with cute little restaurants a short car ride or boat ride away. We will definitely be back!
Guest favorite
Apartment in Falmouth
4.97 out of 5 average rating, 92 reviews

Poolside Suite-Gateway to Portland

John MRating, 5 stars4 months ago
Maryann was friendly, responsive and quick to reply. She left baked goods and coffee out each morning which was a pleasant surprise. The space was easily accessible, private and spotless. We would definitely stay here again

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

  • Total rentals

    80 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    3.6K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Knox County
  5. Rockland
  6. Family-friendly rentals