Family-friendly holiday 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 loved our stay. It was absolutely magical. We felt so rested and so inspired by our surroundings. We can’t wait to come back. Thank you again, Lisa and Holly

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 hot tub! Wendy was responsive and helpful. The area is super cute.

The pictures do not do this place justice. We were in shock upon arrival. Beautiful ocean views from both sides of the house. The most relaxing experience you will find on this island. Walking distance to many of the hikes/shops/restaurants in a very private location. Dominic was awesome to work with, he gave us super detailed instructions on anything we may have had questions about. The place is beautiful inside and out. Clean, true to it's original form, but remodeled to create something special. A great kitchen to cook all of your meals in- We will definitely be back again!

We needed a night away to break up winter and ventured out to Freeport from MA. Jennifer's space was clean, bright and spacious. We loved having a backyard space available for our small dog we brought with us. We were pleasantly surprised with the location and how many shops and restaurants were in walking distance. Jennifer was great with communication and all of our needs were met. Thank you again!

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!

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.

Cozy cottage, conveniently located, "very Mainish" from the decor to the build. My Grankids especially enjoyed meeting the chickens and walking the property as well as playing in the snow! We will definitely return!

Great comfortable spot , lots of restaurants nearby . Thank you !

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!!!

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.

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!

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.

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.