
Family-friendly holiday rentals in Rockland
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Top-rated family-friendly rentals in Rockland
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Popular amenities for Rockland family-friendly rentals
Family-friendly home rentals with a hot tub

Raven's Crossing - Kate's Cottage
A beautiful rustic cabin in an amazing spot. Lori is a great host and is always near in her farmhouse to communicate and get you what you need. Appleton is not far from Camden / Rockland but has that rustic getaway feel. The option of adding a wonderful soak in the hot tub, wood fired sauna, massage and breakfast are available as well. I’ll be back next year! Thank you for everything, Lori!

Amazing view, eagles, hot tub, 1 mi walk from Bath
Sometimes photos just don't do the real thing justice, and this is the case with this property. The property and the views are truly spectacular! The home is huge and has everything you could ever need to live for a week or more. The porch, especially the screened in portion are magnificent and the hot tub was a perfect way to finish up a great day. We had so many plans to adventure out, but found ourselves wanting to stay and enjoy the pristine yard or just sit on the porch and enjoy each others company, we didn't want or need to leave. Having coffee and watching eagles fly by over the river was truly spectacular. Judy is one of the nicest, easiest hosts we have had the pleasure to work with and truly appreciates your patronage. And Hugh's journal on all things Graywood is a lifesaver. Not only would we return again, but we look forward to it.

Falmouth 3br near Town landing
David and Valle’s house is welcoming, and it was just right for our family get-together. The kitchen is very well set up for cooking, and the counter is both beautiful and a great place for gathering and conversation. There are many lovely touches in the house. We appreciated the yard and gardens, and our dog loved the walking trail. The location is peaceful but just a few minutes from Portland. David communicated well and offered helpful ideas for our visit.

Tree Dwelling with Water Views & Cedar Hot Tub (2)
We had the most wonderful staying here! A peaceful and relaxing getaway is exactly what we needed, and exactly what we received. The hot tub was the perfect touch. We couldn’t recommend this place more! Can’t wait to go back!

Lakefront Log Cabin escape-boats-fishing-hot tub
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!

Luxury 6 bedroom Beach House 50 ft from beach
The house was beautiful and worked perfectly for our group! Check in was very easy, and the house was spotless when we arrived. My favorite part it was the yard - perfect for a big barbecue with a large group.

Cozy hot tub haven
Wendy’s place was really nice and the hot tub is very private.. we definitely got our usage out of it… Wendy herself was extremely kind and open minded. She didn’t rush us out come check out, instead, she encouraged us to stay a little longer and enjoy the hot tub before our long journey back home.. she gave us good tips about golden gems only locals know about 🥰 She did have a cool book to share reviews but I didn’t have a pen.. also we left grape soda in the fridge from Canada for the next person to try!! Thanks again Wendy 5⭐️

Nashport on the Penobscot
great stay for a relaxing weekend trip. perfect house for chilling but still drivable to Acadia. well stocked on the essentials, linens, and stunning views! host very responsive as well.
Family- and pet-friendly home rentals

Naughty Dog Private Island Log Cabin
We had an absolutely beautiful, special, memorable and meaningful stay here, and immediately started plotting how to get back asap on our ride home. Naughty Dog Island is breathtaking, so incredibly peaceful, is a magical world all in it's own, and wow Kent has really figured it all out. Everything is so well thought out, from the nature of off-grid living to the peaceful hang out spots, the impressive communication making sure we had everything we needed, and with immediate response to any questions, we felt right at home and cared for in the best possible way. Kent and Heather went way above above and beyond for us, and were the kindest, sweetest, and most thoughtful hosts. The house was so comfortable and the island just gorgeous. Super easy and flexible check in/out and logistics of getting to and from. I can't say enough good things about this absolute gem of a place. I highly recommend a stay here, and promise you will never want to leave. Thank you Kent + Heather!!!!!

Charming Victorian farmhouse 1880's bedrooms-2
Thoughtfully designed and appointed place - has all the things you need and Marcia makes it very easy to get in and check out. Easy to get to Lewiston, Brunswick, Portland and everywhere in between!

Gorgeous Studio on the Kennebec
Perfect weekend retreat for a small family with a young one. Close to downtown, museum, and the firepit was so nice at night. 5 stars all around and will return in the future. Thanks Phillip!

Long Cove Artist Cottage
My husband and I spent a wonderful week at Judith’s cottage in Deer Isle. Judith, her partner Linda, and Kate (Linda's daughter) were incredibly welcoming—always kind, helpful, and full of great recommendations about the area, from hiking trails and restaurants to local shops and the island’s fascinating history. We truly enjoyed our conversations with them, and they were also very respectful of our privacy. The cottage is rustic but cozy and comfortable, with everything we needed for a relaxing stay. The Wi-Fi worked well, and the garden and views of the cove were beautiful. It’s also a great location for exploring Deer Isle, the Blue Hill Peninsula, and even Acadia National Park. We’re grateful for the hospitality and would gladly return!

Lakefront Stargazing Haven w/Loons, 35 Min Acadia
We had an amazing stay at Jason’s place despite a (mostly) rainy Memorial Day weekend! We still found plenty to do including inside the Airbnb, outside at the pond, and locally at all of the great restaurants/breweries/nature around. We also made it out to Acadia two of our days. I will say, the trip took longer than advertised (about an hour to get to the edge of the park), but was a pleasant enough ride. We also had our two dogs staying with us and we all felt right at home! Jason was a very responsive and helpful host as well - you can’t go wrong with this peaceful retreat on the pond!

Lakefront Log Cabin on Pleasant Lake
The lakeside cabin was just what I needed. Quiet, private, and right on the water. My dog loved running in the yard and swimming in the lake. The cabin was comfortable with all the basics, and sitting on the porch watching the water was so relaxing. Perfect spot to unwind and enjoy some peace and quiet.

The Strawberry House
The Strawberry house was such an amazing place for my wife and I to spend our first anniversary. We go to midcoast Maine every year and this was certainly a special one for us. Comfortable, thoughtfully designed and accessible to town. Highly recommend!

Twin Room, Merrybell Motel near Camden and Belfast
Great location! Super cute!
Family-friendly home rentals with a pool

Large Home with Great View next to horse farm
Beautiful and peaceful place! Just admiring the surroundings let the peace and tranquility set in and consume you. Highly recommend! Teresa is a wonderful host and flexible to your needs. Will definitely visit again, thank you Teresa!

Lake Beach House at Poland Spring Resort
Our stay at the beach house was great! You couldn't be closer to the water! So much fun kayaking, floating and swimming in the lake! House is much better than the pictures do it justice. For a 2 bedroom house its very big and spacious, beds were extremely comfortable. The no wifi was a little bit of a downer but there were plenty of board games to play. There is some street noise but not bad at all. Would most definitely recommend if you are looking for waterfront property. The access to the resort pool was a plus too for the kiddos!

Luxury Condo on Water's Edge in Boothbay Harbor
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.

Heart of Rockland Maine
Aimee was wonderful to deal with. Her place was absolutely beautiful. we definitely picked the right place. the sunrises were so awesome. Rockland was a gorgeous little town.

The Hill's on Buttonwood
Home is very expansive with room for multiple families to reside together. Lots of games and activities for all ages. Amazing location within minutes to airport and short drive to downtown

The Carriage House at Spruce Harbor
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.

the lake house
We had a lovely time at the cabin. Close to skiing yet peaceful and relaxing. We thoroughly enjoyed our stay ! Thank you!

Large private area, close to Rockland
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.
Quick stats about holiday rentals that are family-friendly in Rockland
Total rentals
80 properties
Nightly prices starting at
₹4,282 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
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- Acadia National Park
- Popham Beach State Park
- Pemaquid Beach
- Brunswick Golf Club
- Coastal Maine Botanical Gardens
- Samoset Resort
- Belgrade Lakes Golf Club
- Northeast Harbour Golf Club
- Pemaquid Point Lighthouse
- Maine Maritime Museum
- Kebo Valley Golf Club
- Hermon Mountain Ski Area
- Rockland Breakwater Light
- Hero Beach
- Sand Beach
- Spragues Beach
- Pinnacle Park
- Head Beach
- Narrow Place Beach
- Pebbly Beach
- Three Island Beach
- Indian Camp Beach
- Bear Island Beach
- Lighthouse Beach