Family-friendly holiday rentals in Orland

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.

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

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

What an awesome place to stay! Lori was incredibly gracious and accommodating with out late arrival. The cabin towards the back of the property was so cozy. Fantastic stay and would definitely recommend!

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.

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!

Blackberry Cottage is so cozy and quaint. Suzanne is a fantastic hostess and is quick to respond if needed. The cabin is on property with other cabins, but this one feels secluded so you feel you are in a private location. The cabin was clean and the kitchen had all of the amenities we needed for our stay. We stopped and picked up groceries on the way in so we could cooks a few meals during our stay. The only suggestion I would make is to provide some sort of solid covering for the bathroom window apart from the lace curtain. There are woods next to the bathroom, but it would be more comfortable when showering at night if we had the option to cover the window with a shade or solid curtain.

This cabin is in a perfect location with water views out every window. It felt very homey and relaxing. The beds were comfy and linens soft. We took advantage of the tandem kayak and traveled around Burying Island. There were loons, seals and bald eagles! We also enjoyed the double Adirondack chairs/table by the shore for amazing sunsets.

We had a wonderful week on the lake fishing and played some golf nearby at Natanis GC. The water was a little high so not all the sections of dock were in, but we were able to manage two 20' bass boats . I thing we all agreed that we loved the campy feel of the place and will most likely rent there again.

We liked the privacy and seclusion of the house, as well as, having good wifi and space for our dog. The windows around the house let in so much light and we could see wild turkeys in the field one night. The house is close enough to what Acadia, Ellsworth, and Bar Harbor has to offer, but is away from the congestion. Having a washer/ dryer is a plus. We had a great stay of 5 days.

The cabin was precious and very peaceful. I loved that it was very convenient to Acadia and Bar Harbor while providing a serene woodland experience.

This cabin is perfect for a peaceful Maine getaway. Tucked right on the water’s edge, the views are absolutely breathtaking. The cabin itself is cozy. We loved having morning coffee on the dock and taking out the row boat provided. My dog enjoyed being able to swim in the lake. Devon was incredibly welcoming and responsive. If you're looking for a quiet, rejuvenating escape with unbeatable lakefront access, this is it. We can’t wait to come back next season!

This is our 3rd stay here. We love the location. It's perfect for anything you want to do in Bar Harbor or Acadia or just sitting on the deck and watching the Bay.

A smooth checkin and checkout. The recommendations were helpful. We loved reading the personal reviews in notebooks from previous tenants. We loved exploring Acadia and landing back here each night for some peaceful and refreshing rest.

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!

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.

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.

Rockland, June 2025 The house was spacious and comfortable. The house is well stocked and clean. Rockland is a nice area that we plan to visit again.

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.