Family-friendly holiday rentals in Oakland

Nicole’s home is a beautiful, quiet, and peaceful retreat. The home itself was clean, extremely comfortable, and a perfect place to relax with the family. Our toddler named it “the pretty house” and we couldn’t agree more! Nicole was an awesome host - responsive and helpful when we requested to open the hot tub early. The area around the house is private and quiet, perfect for people seeking solitude. We will definitely be going back if the opportunity come again!

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!

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.

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.

Beautiful spot to stay at, we didn’t get so lucky with how weather panned out but it didn’t take away from the experience we had. Would recommend to anyone!

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!

Nice stay, nice host, lots of recommendations in binder for things to do. Nice hot tub. Cozy place and location. DQ right across the street.

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 place is as-described and then some. Private, secluded, and peaceful. You have the water to yourself and virtually no noise around you (other than what your group makes!). Wallace’s has pretty much anything you need grocery-wise and good breakfast and lunch sandwiches. Pizza is good, too. The house is stocked with all the basic necessities and consumables, and then some. Probably the best-stocked ABNB I’ve stayed at (all the way down to q-tips in the bathroom). Friendship is far off of the tourist path, but not too far to go see things. The house was a perfect fit for our group of six adults and four teens. They never ran out of things to do (including fast WiFi, unfortunately—dad speaking there, not a knock against the house). The owner was very responsive to messaging. I can’t recommend this place enough.

Easy 5 stars! Phillip was kind, proactive and responsive. The space, while quaint and simple, was clean, had all the essentials and, it was perfect for a week visiting my grandparents/ working remote! Not to mention my dogs loved being a half mile from the Bath dog park. Highly recommend if you’re looking for a Maine mid-coast getaway!

Elia's cabin is magical. What a beautiful and peaceful place. We had everything we needed, but be sure to bring bug spray.

Had a relaxing stay this past weekend. The apartment had all that I needed and was close to great restaurants. As always, Spencer was a fantastic host. I would stay here again.

Colby’s cabin was everything I expected and more. The location was fantastic so private and quiet, even during Memorial Day weekend I didn’t see or hear anyone. The cabin is two miles up a dirt road, nestled into the woods on the side of a hill it’s the perfect weekend hideaway. My camping car (2012 crv, 250k miles) made it up no problem in May even with heavy rain the day before. The cabin has everything you could need just pack food and clothes. This could easily be more rustic but a lot of work was put into the little touches that take this place to the next level like wood stove, well pump, refrigerator and stove, and clean comfortable furniture. Lots to do in the area check out mt blue, tumbledown and Webb lake. Can’t wait to come back soon!

Great location! Super cute!

Third year in a row staying at Hannah’s beautiful 48Main St AirBnB in downtown Belfast. Centrally located within walking distance to great restaurants, coffeehouses, markets and beautiful waterfront scenery. Great communication with Hannah throughout our visit. Awesome stay, again!

Tanya’s place was just as described. It was filled with art decor, interesting collections, lots of books and many records to enjoy. The kitchen was fully stocked and really, anything we needed was already there. Tanya was quick to respond to any questions we may have had. If I’m in that area again, I would definitely go back.

Jonathan and Lisa were wonderful hosts! We stayed 3 nights to enjoy some Spring skiing at Saddleback. The home was close to town and a quick drive to Saddleback mountain. The house is perched high on a hill overlooking Rangeley lake. The downside is that the driveway is steep and icy (this time of year due to the recent March thaws) but the view and sunsets are breathtaking!! For an additional fee, you can enjoy their newly built sauna and whirlpool. So relaxing after a day of skiing that we booked it twice. The house has all the comforts of home. Being culinary masters, we had a bit of a struggle in the small kitchen. But certainly most everything you need to prepare great meals. Communication with the hosts was excellent and timely.

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!

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.

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.

Perfect little spot on Frye Island! Great location, walking distance to our favorite beach on island as well as the general store. House was clean, comfortable, just as described. We enjoyed our stay!

Great spot, would rent again!

We had such an enjoyable stay we didnt want to leave! All agreed we would stay here again - such a beautiful quiet retreat. Steve was a responsive host with detailed instructions for checkin/checkout. It made everything perfect for my family.

Great place to stay for a family of 4. Very close to Snubber for skiing and hiking. Hope to stay again. Thank you!