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 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.

Meghan’s house was the perfect place for our girls weekend! Meghan was great at communicating and even came and shoveled us out in the morning when we got snow over night! Couldn’t have had a better stay!

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

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!

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

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.

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

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.

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!!!

We had a lovely time in this apartment! The neighborhood is quiet but convenient to so much that Portland has to offer. The space was cute and comfortable - perfect home base for our family of 4 while we explored town.

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!

Such a perfect location! We were able to visit many fun places in Portland. I really appreciate how dog friendly it was!

Such a wonderful stay at the farmhouse! It was so cozy and great to be right next to the brewery. It had everything we needed for a get together - and the amazing VHS collection was such a great trip down memory lane! We will definitely stay again

This area is absolutely magical. The house is set up perfectly for a large family. I especially appreciated the front deck and screened porch. I can’t thank the owner enough for sharing their beach house with us. This was our second year staying at Tidewater making memories with our family. I hope to make this an annual tradition for many years to come. Sincerely, Mike

We loved our stay at Katie's house in Portland. It was very comfortable, clean and nicely decorated. We would love to stay again soon!

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!!

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.

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.

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!

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