Family-friendly vacation rentals in Winter Harbor

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.

Our family of 10 (and 5 pups) were welcomed aboard Bonny’s maritime treasure of sophisticated comfort while attending a family wedding in nearby Rockland. Grand furnishings throughout the home were complemented by down-filled pillows, personal photos of family fun, tasteful memorabilia, and nautical accessories, each hand-selected and impeccably placed. The spacious, oversized bedrooms and bathrooms were appointed for every possible need. The home’s surrounding expansive landscape was ideal for roaming of pups and their humans alike, while board game selections inside made for great late-night family debate. A General Store is located nearby for essentials, while a 20-minute drive to downtown Camden offered waterfront wine bars, breweries, delis, and fine dining restaurants among art galleries, outfitters, and boutiques. The beautiful coastal Maine drive presented several renowned lobster shack options as well. While over much too soon, we enjoyed every second of our Lincolnville stay.

Our 2nd stay with Dwayne and Pati, it never disappoints. Private home, beautiful surroundings.

One of the very best places we’ve stayed. Erica’s place was charming and warm. The easiest check-in I’ve ever had, plenty of suggestions about things to do and places to eat nearby, and everything you could possibly need in the cabin. We loved everything about it and would choose this place again any time we got the chance. Thank you for a wonderful stay!

Our family had a great time at Fern Way! We had 5 teen/young adults and 3 older adults in our group. The house is conveniently located close to Long Pond for swimming and boating, and within easy driving distance of Acadia and downtown Bar Harbor. The kitchen is very nicely equipped with every kind of cooking utensil and pan you can imagine. The house is attractive and comfortably furnished. We’re so happy we planned our vacation there!

We had a very relaxing vacation. Verona Island is convenient for day trips to a number of attractions like Acadia, Camden and even Monhegan Island. Even when the weather was bad there was plenty of table space for puzzling, Bananagrams and Scrabble. The house was comfortable with views of the Penobscot River.

Even though we didn't make it up to the Looney Lodge, Shelly was incredibly helpful and kind through the entire process. Reminds you there are good people still in the world! Will be back in January!

This place is so lovely and peaceful. We loved the water view from the loft and roaming the beach. It is a great spot.

Beautiful place! Great view of the lake and quiet location driving distance to Acadia.

An absolutely beautiful place, can’t recommend enough - we were so sad to leave. Brady was an awesome host, even going so far as making sure we had a pan to make a homemade birthday pie. There was tons to do— from hanging out on the dock, swimming, canoeing, and kayaking on the lake, stargazing, playing tennis, and doing puzzles and games in the cozy living room, we had a blast. Not to mention it was only an hour from Acadia for some great hiking. The personal touches in the cabin were also so sweet— it’s clear there’s lots of special family memories in this place. I hope we can come back someday!

We absolutely loved our stay here at the tree house!! The shower and sauna were so relaxing. It’s was so peaceful! The hosts were so friendly and sweet. We will absolutely be saving this for future stays:)

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!

Great spot right on the lake! Very quiet and beautiful, it felt like we were the only ones on the lake. Perfect little camp to explore the area, it had everything we needed. The warm shower was perfect and much needed after primitive camping for a few days. The camper was super cozy, too. Would gladly visit again!

Aaron's place was fantastic for our party of 6 (my partner and me, our kids, her parents). The house was located perfectly on the North end of Mt. Desert Island by Hadley Point Beach (where we were lucky to catch both a meteor shower and the Northern Lights.) While the lower level had a separate entrance, the kids appreciated the additional privacy/area away from adults. The entire house was clean and the beds were very comfortable. All of the amenities (well stocked kitchen, two bathrooms, washer/dryer, patio) were much appreciated. We'd definitely stay again when visiting Acadia.

This was a great spot located near Bar Harbor and Acadia. We split our time between both and enjoyed a peaceful cabin stay at night.

My husband and I stayed here with our dogs and loved it! The cottage was quaint and lovely …. And the location is perfect! Amanda was so kind and responsive! We will definitely be back when in Camden again 🌸🌲🌊

This place is absolutely amazing. It was larger than expected. It looked smaller in the pictures. Everything in the apartment was squeaky clean and we had every single thing we needed, from pots and pans to board games. Great ocean view from the porch, the living room and from one of the bedrooms. I loved seeing the boats pass by. So peaceful! I stayed there with my elderly mom, my teenage daughter and her friend for 4 days. There was so much to do! We enjoyed both the outdoor and the indoor pool. The kids took advantage of the Health Club by playing ping pong, badminton and going to the video game room. They also spent several hours playing chess in a very nice room near the lounge area that had a gorgeous ocean view. We had dinner at the Italian restaurant in the resort and were impressed by the amazing view. Great service. We also enjoyed the long walk to the lighthouse right next to the resort, and loved going to Camden, such a charming little town, 10 minutes away. The hostess, Laurie, was very accommodating, super nice, and communicated with me frequently, making sure I had all the answers I needed. I would definitely go back there! Glad to have made such wonderful memories! We didn't want to leave!

Cannot imagine a better spot to relax with our family. A lucky spot for the owners and luckier for us that they share the rental with strangers.

Valerie's home was clean and in a quiet neighborhood peaceful stay

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.

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.

Great unit on the golf. Course with Ocean views out to the islands. Generally peaceful, save for the morning mowing of the golf course. Great place to base to see all of the mid-coast and the Samoset hotel amenities that are available to you are first class

This was one of our favorite Airbnb's we have stayed at over the years. Great spot located in the middle of some great Coastal Maine Towns. The Deck overlooking the ocean was a nice treat to wake up to and have morning coffee. Perfect spot for families, and dog friendly.