Vacation rentals in Randolph

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Top-rated vacation rentals in Randolph

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Guest favorite
A charming yellow house features a welcoming front porch with large windows and a decorative entry door. The well-maintained garden includes colorful flowers along a paved walkway. An American flag is displayed proudly beside the entrance, complemented by a grassy yard and mature trees in the background.
Home in Pardeeville
4.93 out of 5 average rating, 152 reviews

5BD/Sleeps 12-Relax by the lake or wander to town

Create wonderful family memories year round - hang by the lake, around the campfire, fish, paddle, have a movie or game night in or take a soak in the hot tub that over looks the lake. Stay in or go out there’s so many options. Games, puzzles, books, movies, cozy spots to curl up with a good book + a wonderful backyard with a fire pit. This house has so much to offer - we put a lot of thought and love into making your stay comfortable and relaxing. We truly hope you enjoy it as much as we do.

Guest favorite
A historic two-story home is showcased, featuring a light blue exterior and white trim. A welcoming porch is adorned with flower pots and includes a couple of white chairs. The driveway offers ample parking space, with a signpost displaying contact information.
Home in Princeton
4.93 out of 5 average rating, 238 reviews

Gray Gables Airbnb

Beautiful home built in 1904, newly remoldeled. Upstairs, 4 Bedrooms (Queen size beds)with full shared bathroom. Downstairs has living room, dining room /full kitchen. Half bath/laundry room. 2 Single beds downstairs on first floor, one is a trundle bed. 5 TV’s w/ Streaming Networks. WI_FI throughout. Huge porch w/ outdoor furnishings. Plenty of off road parking. Shopping and grocery store within walking distance. Base price for 1-4 people, after that $25.00 per guests, per night up total of 10.

Top guest favorite
Yurt in Cambridge
4.98 out of 5 average rating, 265 reviews

YurtSimple

YurtSimple is where life slows down and people unplug. It’s forest bathing in nature. It’s getting away from it all to spend time with a partner, by oneself, and sometimes with pets. You’ll be driving past YurtCation (about 300 feet past YurtCation) to get to YurtSimple. YurtCation is 20’ in diameter and YurtSimple is 16’ in diameter. Wood and charcoal are provided. You may cook on the indoor wood stove top, or visit any number of great restaurants 2 miles away. You can even order pizza delivery

Top guest favorite
A spacious lake house is presented, featuring a large deck with white railing. The façade is characterized by blue siding and multiple large windows, providing ample natural light. A well-maintained lawn surrounds the home, contributing to a serene outdoor atmosphere.
Home in Beaver Dam
5.0 out of 5 average rating, 29 reviews

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.

Top guest favorite
A red door with a decorative wreath opens to a outdoor patio area, featuring a comfortable seating arrangement and potted flowers. Lush greenery surrounds the space, enhancing the connection to nature, with a glimpse of the lake in the background.
Cabin in Fox Lake
4.97 out of 5 average rating, 251 reviews

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 pictures of the property *Not suitable for parties or loud gatherings. There is a 4 person, 2 vehicle maximum. *Check out our “cottage on the trail”, closer to the lake. *As of June 2026, we can no longer accept pets. Reservations made prior will be upheld

Guest favorite
The A-frame cabin is surrounded by mature pines, featuring a spacious lawn with a fire pit and several blue adirondack chairs. A charcoal grill is visible, and the deck includes umbrellas for shade, offering an inviting area for outdoor relaxation.
Cabin in Princeton
4.96 out of 5 average rating, 244 reviews

A-frame in the Pines

"Up North" cabin decor with modern amenities. Cute A-frame cabin nestled amongst mature red & white pines. Outside space to run & play or relax by the campfire or fireplace inside. Chargrill available. Bring your own charcoal. Living room with TV, dining area, kitchen & pantry, bathroom, & bedroom with a queen size bed on main level. The "loft" upstairs has 2 bedrooms, 1 with 2 twin beds , & the other space with a queen size bed and a reading area that opens up to your own private balcony.

Top guest favorite
The exterior of the barn features a sleek black facade with white trim, including multiple windows that allow natural light to enter. A wooden fence provides privacy, and the entrance is marked by a simple white door. Lush greenery surrounds the barn, enhancing its rustic charm.
Cabin in Princeton
4.99 out of 5 average rating, 147 reviews

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.

Guest favorite
Cabin in Merrimac
4.92 out of 5 average rating, 273 reviews

Lakeview Cabin> Unique Mid-Century Tucked in Bluff

Nestled in the bluffs of Caledonia, this cabin offers a true Wisconsin experience! Floor to ceiling windows boast amazing water views of Lake Wisconsin, all while you reside in the charm of the mid-century architecture of this cabin. Minutes from the bluffs of Devil's Lake which offer some of Wisconsin's best hiking, biking, walking trails, and swimming! Plus, a short drive from Baraboo or Wisconsin Dells, where you can check out shops, restaurants and local attractions!

Top guest favorite
A two-story cottage with light-colored siding features a bright red door. A small deck with chairs is accessible by an exterior staircase. Large windows allow for views of the well-maintained yard, surrounded by trees for privacy.
Cabin in Fox Lake
5.0 out of 5 average rating, 53 reviews

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.

Top guest favorite
The exterior of a two-story blue lakeside home is displayed, featuring large windows that allow for ample natural light. Adjoining the home, a well-maintained lawn is complemented by a fire pit area with light green Adirondack chairs, creating an inviting outdoor space.
Home in Beaver Dam
4.93 out of 5 average rating, 171 reviews

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.

Guest favorite
Home in Fox Lake
4.85 out of 5 average rating, 20 reviews

Quiet & Cozy Cabin Across from Fox Lake

I am excited to invite you to stay in this super cozy, relaxing, & peaceful home! Enjoy a night around the fire, or a relaxing evening with your family & friends downstairs at the bar. I hope you have a great stay in Fox Lake! This is a small cabin style home updated for comfort & homey feels! There is a walk-in area & a hallway when you enter. The hallway has 1 bedroom on each side, then a bathroom & the kitchen/dining room at the end.

Top guest favorite
A serene lakeside view showcases a grassy area leading to Fox Lake. A wooden pier extends into the water, with a covered boat lift visible nearby. Shadows from surrounding trees add contrast to the vibrant green lawn.
Home in Fox Lake
4.96 out of 5 average rating, 47 reviews

Charming House on Fox Lake !

Get ready to relax in this enchanting 2-bedroom house ON Fox Lake. Brand New Complete Remodel . This cozy retreat features 1 queen bed, 1 sofa bed, and 1 full bed, perfect for many guests. Enjoy the tranquil surroundings and unwind in the living room while looking out at the lake. Property has a pier so bring your boat or fishing pole. Feel free to reach out to us during your stay - we're happy to suggest local spots to check out.

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