Holiday rentals in Randolph

Escape at the Lake

Bring the whole family to this new lake house with lots of room for fun! We are excited to share the lake, stunning sunsets, and wildlife with you. We understand the importance of getting away to recharge and make memories that will last a lifetime. We hope to provide a space for all ages. With direct lake access, lawn games, fire pit, Wi-Fi, gaming platforms, local golf courses and hiking trails, we have a little bit of everything. Escape the city to relax and reconnect with family and friends.

Bird's Nest - Quaint cabin atop bluff*Rural

Are you looking for a clean, simple, and affordable place to headquarter for a hiking or nature adventure? This space might be ideal for you. It's a small space (500 sq ft), so it's best suited for 2 or 3 people. Our happiest guests are those who've come to explore the beauty that Driftless WI offers, from Devil's Lake and the Baraboo bluffs, to Gibraltar Rock and Lake Wisconsin. The cabins are close enough to Madison or Wisconsin Dells for a rainy day adventure. This cabin is part of a duplex.

Cabin on the Trail

Kick back and relax in this cozy space with up north, cabin vibes. In the summer months enjoy the excellent fishing and boating and in the winter have fun ice fishing on beautiful Fox Lake! *Please read the full description and look at all of the pictures of the property *Not suitable for parties or loud gatherings. Please note, there is a 4 person maximum *All dogs/pets must be pre-approved by the host. There is a $50 pet fee/stay. *Check out our “cottage on the trail”, closer to the lake.

Cozy Log Cabin in the Woods

Adams County TRH License #7333 Welcome to the Lucky Dog Cabin! Nestled in the trees, our charming log cabin is located 25 minutes North of the Wisconsin Dells and less than 10 minutes from Castle Rock Lake, Wisconsin River, and Quincy Bluff State Park. Come relax, unplug, and get away from it all. Enjoy the fresh air, starry nights, and peaceful nature sounds. Our 9 acre property offers a beautiful trail that leads to gorgeous sunset views, through the forest. A true nature-lover's paradise!

Private Riverfront, Converted Barn *EV Charger*

Fox River Barn is located in a picturesque setting with stunning views of the Fox River in Princeton, WI. This 1940s barn has been lovingly converted into a comfortable living space with modern features and amenities, making it the perfect retreat for a romantic getaway or a peaceful escape from the city. Inside, the bones of the barn are present. From beams and rafters on the main level to the tall, gable barn ceiling. Just imagine all the different ways the barn had been used over time.

Beautifully Updated Lake House

Come relax in this beautiful lakefront home, fully renovated in 2025. A lawn leads to 110 feet of private lake access with a dock on Beaver Dam Lake. Fire pit with seating and complimentary firewood to enhance your outdoor experience. The main living area is open-concept, with the kitchen leading into a dining and living room. The upstairs and downstairs living room has gas fireplace. The home offers five bedrooms, including two with king-sized beds, and accommodates up to 14 guests.

Family Friendly Farmhouse, Game Room, Full Kitchen

If you are seeking a serene getaway, family vacation or traveling for work our farmhouse might be the perfect place. With beautifully appointed rooms that blend rustic charm with modern comfort, you can unwind and recharge in style. Spacious bedrooms, cozy, open- concept living and kitchen area and a game- room filled with entertainment for all ages! Escape the city life and come enjoy the country. We are located near Columbus, Beaver Dam, Waterloo and 45 min from Madison or Milwaukee.

Downtown Loft with historic charm

Stay in historic downtown Ripon, less than a block away from it all! It has large beautiful windows to watch the downtown bustle, as well as see the magical night-time lights. The moment your leave the front door you'll have famous shops, on point drinks, amazing food, Wisconsin ice cream, retro candy, coffee shop, and much more! 10 minutes from Green Lake! 30 minutes from Oshkosh and Fond du Lac. Less than 90 minutes away from Appleton, Green Bay, Madison, Milwaukee, etc.

Cozy Guest House with Lake views.

Our remodeled two bedroom Guest House is adjacent to our Cottage and offers beautiful lake views. Access to Lake Winnebago available at near by boat launches. Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush king and queen beds, 1 full bathroom, and a fully stocked newly remodeled kitchen. Perfect getaway for some R&R with family or friends.

The Shack

Enjoy 73’ of Beaver Dam Lake Shore. This 3 bedroom cottage is located right on the water front. The Shack can accommodate 6 people comfortably. With a comfortable and quiet interment, this is the perfect spot to fish, enjoy the lake and wildlife, socialize around a campfire, finally read that book by the lake while the sun is setting, creating lifetime of memories. This is what The Shack Cottage can provide for you. Not suitable for parties or loud gatherings.

LakeLife is Dam Good! 4 Bedroom Waterfront Home

Fun for the whole family at this stylish lakeside home in the heart of Beaver Dam. The house as everything a group needs and wants for the perfect weekend, week, or overnight adventure. From the open floor plan living room to the exposed game room basement that leads right out to the lakeside yard. We've filled this home with all the touches needed to guarantee lake life living. The backyard overlooks thousands of acres of lake with endless lake views.

No Cleaning Fees! 2 Bedroom Apartment By The Lake

We’re transparent with our pricing, that’s why we don’t have cleaning fees! The price you see is the price you pay (local taxes still apply). Come stay near the heart of Oshkosh - you’ll be on the second floor with views of Lake Winnebago. If you need anything during your stay we live on-site and are only a message away. Don’t worry though, the units are completely separated so you’ll have all the privacy you desire during your stay.