Family-friendly vacation rentals in Rockland

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!

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.

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.

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.

We had the most amazing stay at Madawaska! Amazing views from the bedroom and hot tub in a beautiful, peaceful, and private location overlooking the water. And such a wonderful design of the cabin. We will definitely be back!

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!

Great place. The bed was really comfortable. Hot tub was nice and private and relaxing.

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.

Our son, his girlfriend, my husband and I enjoyed staying at the cottage in late October 2024. The location was quite scenic as it overlooked Casco Bay, near Portland, ME. The host made suggestions that we followed (bringing firewood & blankets). The kitchen was equipped with utensils & coffeemakers. The neighborhood was quiet. We enjoyed walking in the local preserve along the water and took advantage of visiting the Portland Museum of Art and eating at The Honey Paw, an Asian fusion restaurant.

My boyfriend and I had a great stay with our dog. It is a short walk to the shops. It was great having access to a backyard area where I could take my dog out to use the bathroom. The place was cozy with great natural lighting and Jennifer was super approachable and responded promptly to any questions. We forgot a tool for cooking so we reached out to her and she brought it over to us. SO kind!! Highly recommend a stay at Freeport at Jennifers place.

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!

This trip was a very last minute thing for us. Our 4 year old pup was diagnosed with cancer and we just want him to be happy whether he has to leave us tomorrow or in two years. Kent made everything so perfect for us. With our dog going through chemo, he’s been “off” lately. We Didn’t know how he’d be with other people or dogs, he’s been weird when I HUG him sometimes… just going through it, ya know? Kent arranged times for us to go on the ferry with no other guests just to help us and our pup feel comfortable. It was the best trip ever. I cannot tell you how badly you need this trip😂. It couldn’t have been better. Make sure to use bug spray (or just have a fire going all the time, the bugs don’t like that haha), bring at least two books if you’re a reader, it’s AMAZING! GO OUT ON THE KAYAKS! Check out stars at night! Our first night we were stargazing and I saw THREE shooting stars and I finally looked up why I saw so many in such a short time and there was a meteor shower happening!

Cozy and comfortable place to stay while exploring the area. Close to most anything you’d want to do in Southern Maine.

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!!!

This place was perfect for a quick weekend getaway with my dog! Lots of outdoors for us to explore but a short 5-10 dive to Freeport. The hosts were super responsive when I had a question and the information they send about the house was amazing! I will definitely be back!

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!

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!

Highly recommend!!!!! Beautiful Inn, great amenities, peaceful, quiet location but close to the shops. Pool was great for kids. Breakfast was amazing!!

A few times while wandering around midcoast Maine in late March, we were asked if this is when we usually came to vacation here. Yes, we are educators from the Southwest, and this was our spring break, so this is when we came to visit, but honestly, it is so peaceful this time of year. Especially Boothbay Harbor, and what we imagined while walking around the very quiet town would be a very different place in July! Our experience at Abby’s space was absolutely wonderful and serene in the spring. The thoughtful touches (thank you for the bottle of Maine wine and jar of blueberry jelly!) made it even more special. Thank you, we hope to be back one day.

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!

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.

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.