Holiday houses in Apple River

Couldn't have asked for more. Fantastic property and a responsive, friendly host. He even reached out to offer early check-in. We'll be back! From the wife: One of the best stays we’ve had! The host was super responsive—when our kids lost a ball, Kevin showed up with 2 new ones AND chalk. The cabin was spotless, with cozy couches, blackout curtains, comfy beds, & blankets everywhere. We loved the smart fridge for music, strong Wi-Fi, & the heated toilet seat (game changer!). Shower had great pressure, towels were plush & smelled amazing & the AC kept us cool. Porch felt like a villa in Costa Rica, especially in the rain. Early check-in, a generous welcome gift & even dog bags for our pups. Massage chair, grill, and space to spread out—we will DEFINITELY be back again, next time without our crazy children!

We were so excited to find Cynthia’s place! Our family gets together yearly for Christmas in June and we we’re lucky enough to find Cynthia’s place last minute! It was perfect for what we needed! A space for our 12 year old and dog friendly! Really loved that she provided a small pack of water! That was a nice touch! Thank you! We will be back!

We took a very last-minute trip from Chicago over Memorial Day weekend and ended up having the best time! We truly enjoyed the peace and quiet of the countryside, and our kids absolutely loved interacting with all the animals. Just as promised, their sweet dog Teddy greeted us upon arrival, and their goat Goose made a fun morning appearance. Joan and Jean were both incredibly friendly and accommodating throughout our stay. We had a small issue the first night (completely out of their control), but they responded promptly and went out of their way to ensure it was resolved quickly. The location is great—peaceful and relaxing, yet close enough to explore nearby spots like Galena and even Dubuque, IA, which is just under an hour away. It was exactly the kind of getaway we needed to unplug from the hustle and bustle of city and work life. Thank you again for everything—we hope to be back soon!

I had a fantastic stay! The accommodations were super comfortable, and the space was decorated so cutely—it had such a welcoming and cozy vibe. Everything I needed for a relaxing weekend was thoughtfully provided. The host was incredibly responsive and made everything so easy with clear instructions for the home, plus helpful recommendations for things to do around town. It really made the whole experience seamless and enjoyable. I would definitely stay here again!

We had the absolute best time at The Treehouse. It was truly one of the most spectacular places we’ve ever stayed! From the moment we arrived, it felt like the perfect home for a family getaway. The house had everything we could have possibly needed for comfort, fun, and quality time together. It was sparkling clean, beautifully maintained, and the views were just breathtaking. Our hosts were wonderful. They were so kind, responsive, and helpful throughout our stay. We especially loved relaxing by the fire pit, unwinding in the hot tub, and enjoying the peaceful screened-in porch. It was the perfect balance of cozy and fun! Beyond the amazing home itself, Galena had so much to offer. We had a great time exploring the town, dining at local restaurants, shopping, and just soaking in the charm of the area. We’re so grateful for our stay at The Treehouse and can’t recommend it highly enough. We’re already hoping to return for another family gathering next year!

This was the nicest rental I have ever stayed in! The quality of everything was top of the line, and Joe and Kelly spared absolutely NO expense to make this space truly fabulous. From the quality of the appliances and furniture, to the beautiful details in every room, to the handwritten card welcoming us and local chocolate and wine (which were delicious)...there was absolutely not a thing that could have made our stay better (other than staying longer!). We saw rabbits, tons of birds, turkey vultures, hawks, deer, chipmunks, and squirrels, and enjoyed seeing the animals in their natural environment. What a spectacular view! My boyfriend (whose birthday we were celebrating) said it was the nicest house he's ever been in, period. If you're a fan of FL Wright, you will adore this house and all the details that show the love and appreciation for his work. We will most definitely come back, it was worth every penny! Thank you, Joe and Kelly, for being as amazing as your cabin! :)

Dustin provided an excellent getaway in the driftless area for us to meet centrally from across the Midwest. the open kitchen and living room was an excellent space for games, and the night campfire was peaceful.

We stayed here following a wedding at Oak Hill farm and this Air B n B is such a hidden gem!! It’s located in a quiet country side with stunning views. Extremely clean, super open and easy to access/use for small groups!