Vacation rentals in Caledonia

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Caledonia

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

A cottage is nestled within a wooded area, featuring light-colored siding and a green roof. A wooden deck leads to the entrance, surrounded by autumn leaves and natural landscaping. Windows allow natural light to illuminate the interior, creating a warm and welcoming exterior.

Cottage in Poynette

4.96 out of 5 average rating, 236 reviews

Lake Wiscosnin Cozy Cottage

Relax and unwind at this cozy cottage on the Wisconsin River with fantastic views. Enjoy the park right across the street with fishing, a picnic pavilion, beach and playground for your kids. Public boat launch is only a block away. Full laundry and eat in kitchen features quartz counter tops and makes you feel like you're home away from home. Many local restaurants and bars within driving distance, as well as wine tasting and 2 ski resorts. Keurig and a propane grill provided. CableTV and Wifi

Top guest favorite

A quaint gray house features a dark front door framed by two windows with flower boxes. A stone path leads to the entrance, surrounded by lush green grass and shrubs. The home's simple design is complemented by a picturesque backdrop of leafy trees.

Home in Baraboo

4.96 out of 5 average rating, 123 reviews

Cottage Near Devil's Lake

Perfect Location! Under ten minutes to almost everything. Our cozy and romantic getaway is nestled in the scenic Baraboo Bluffs, just minutes to Devil's Lake, Devil's Head Resort, Historic Downtown Baraboo, wineries, distilleries & more. Take the picnic set to Devil's Lake or Parfrey's Glen, then relax on the patio for smores and yard games around the fire pit. Finish the evening snuggled up with wine & vinyl on the player. We have ample parking so bring the boat, we'd love to help you getaway.

Top guest favorite

The exterior of a recently remodeled lake house showcases a modern green facade and wooden front steps leading to a welcoming porch. A large window offers glimpses of the lake, while a grassy area and utility pole are present in the foreground.

Home in Briggsville

4.93 out of 5 average rating, 178 reviews

The Lake House on beautiful Mason Lake

"The Lake House" is located on beautiful Mason Lake in Briggsville, WI. Our home is a freshly remodeled 2 bedroom, 1 bathroom lake house with 36 ft. of lake frontage. The property has a huge fenced in back yard, concrete patio and a new pier (2021) for outside fun. We can accommodate two vehicles on the black top driveway, public street parking and a large public parking lot for boat / rec. trailers right across the street. The property is also located on a ATV/UTV and snowmobile trail system.

Top guest favorite

A rustic log cabin is nestled among tall trees, featuring a wooden swing hanging from a sturdy branch. A picnic table is positioned nearby, with a fire ring visible on the ground. The surrounding area is marked by soft earth and scattered greenery.

Cabin in Adams

4.94 out of 5 average rating, 443 reviews

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!

Guest favorite

A hot tub is shown in the foreground, its water illuminated in soft light. Behind, a cottage is visible with large windows revealing a warm, inviting glow. The exterior is adorned with twinkling lights that enhance the cozy atmosphere of the setting.

Home in Poynette

4.92 out of 5 average rating, 197 reviews

Island View Hideaway-Peaceful, On Water, Sandbars!

Rent this furnished cottage to enjoy the beauty of nature on the Wisconsin River and Lake Wisconsin. Conveniently located on the Lake Wisconsin waterfront between Madison and the Wisconsin Dells, just 1.5 hours from Milw and 3 hours from Chicago. We are pet friendly for well behaved dogs with a $25/night pet fee per dog. Beautiful views out the large living room windows look onto green, sandbars, islands and the undeveloped distant shores of the Wisconsin River as it opens up into Lake WI.

Guest favorite

A sunroom features large windows draped with sheer curtains, allowing natural light to fill the space. A hanging swing chair invites relaxation, while a plush sofa is accompanied by decorative cushions. A vibrant area rug anchors the seating area, enhancing the serene atmosphere.

Bungalow in Baraboo

4.91 out of 5 average rating, 172 reviews

Close to Wisconsin Dells freshly renovated home!

Beautiful bungalow located 15 minutes away from Lake Delton and all Wisconsin Dells attractions. And 4 minutes from gorgeous Devils Lake park. 15 minutes from all 3 different winter activities. Place has a beautiful sunroom, where you can enjoy a quiet neighborhood and read a book on the swing chair. House comes with a full kitchen, air fryer, coffee maker etc. Wi-Fi and electric fireplace. Fire pit with comfy chairs. We have variety of board games. House could accommodate up to 9 people.

Guest favorite

A spacious dining area features a wooden table set for six, adorned with lace placemats and a floral centerpiece. The open layout leads to a cozy living room, highlighted by comfortable seating and large windows allowing natural light to brighten the space.

Home in Portage

4.95 out of 5 average rating, 111 reviews

Grandma's House: Summer Vacation Time!

Welcome to Grandma's House, a single level home nestled in the beautiful hills of Caledonia, between Portage and Baraboo. Three bedrooms, sleeps 8, full kitchen, dining room, living room and an attached 2-car garage. Just 4 miles from I90/94, Grandma's House enjoys easy access to Portage, Baraboo and Wisconsin Dells. 2023 renovations include, new vanity mirror in bathroom, new queen hide-a-bed with memory foam mattress (no bar at the back), and new queen bed with pillow- top mattress.

Superhost

A serene lakeside view is captured, featuring calm waters reflecting the sky and surrounding greenery. A sandy beach is visible in the foreground, complemented by a large tree providing shade. Soft clouds drift across the blue sky, enhancing the tranquil atmosphere.

Guesthouse in Poynette

4.91 out of 5 average rating, 253 reviews

Simple Cabin*Lake View rustic cabin in rural WI

The Simple Cabin on Lake Wisconsin is a simple and clean space. It would be ideal for an individual or couple who are enjoying the beautiful outdoors by day, and would like a bed by night. It is 350 sq ft for the entire cabin consisting of bedroom, small full bathroom, and living area. You will enjoy 180 degrees of across-the-water views. It's a great hub for hiking with the following all within 15 - 35 minutes: Devil's Lake, Parfrey's Glen, Gibralter Rock (ice age tr) & Mirror Lake.

Top guest favorite

A warm living space features a brown leather sofa and an ottoman, positioned on a vivid area rug. Above the cozy bed, a gallery wall showcases a variety of framed photographs. Natural light floods the room through several windows, adding to the inviting ambiance.

Tiny home in Darlington

4.99 out of 5 average rating, 392 reviews

The Bower, Farm Stay

Thank you for checking out The Bower at Arbor Crest Acres! We would be happy to host you! We are headed into our 6th year hosting and have enjoyed it so much! The farmette is conveniently located 2 miles from town, set off the road, and through the woods. The Bower is just inside the property on the edge of the woods. We invite you to explore the property and enjoy the animals. The west end of the land over looks town and is a great place to watch the sunset and the goats graze.

Guest favorite

A charming cabin structure is illuminated at night, showcasing its mid-century architectural style. The building features large, glowing windows that highlight the warmth inside, surrounded by lush greenery and gently lit pathways leading to a peaceful outdoor setting.

Cabin in Merrimac

4.91 out of 5 average rating, 200 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 scenic view showcases the modern home nestled among vibrant trees on a Christmas tree farm. Rolling hills are seen in the background, adorned with foliage in shades of red, orange, and green. Neatly arranged rows of Christmas trees line the foreground.

Home in Merrimac

4.98 out of 5 average rating, 109 reviews

Real Christmas Tree Farm! Devil's Lake nearby

Get lost in nature and stay where the magic grows on a real Christmas tree farm! Situated on rolling hills below the Baraboo bluffs, this 125 acre farm and nature preserve has several miles of hike/bike/ski trails, a private lake and two creeks. Modern home in a quiet rural neighborhood. Easy drive on beautiful country roads to the many attractions in the area--less than 10 minutes to Devil's Lake State Park, Lake Wisconsin as well as Devil's Head & Cascade ski areas.

Guest favorite

A cabin is situated on a grassy area by Park Lake, with tall trees providing shade. A small dock extends into the water, and a modest boat is visible nearby. Nearby, a picnic table and fire pit are set up, creating a leisure-friendly atmosphere.

Guesthouse in Pardeeville

4.84 out of 5 average rating, 115 reviews

Park Lake Cottages in Pardeeville Wi

A little slice of heaven right on Park Lake in Pardeeville, WI. Located just one mile from downtown Pardeeville, thirty miles north of Madison and roughly thirty miles east of Wisconsin Dells. This is a 3 bedroom cabin where you can enjoy campfires, fishing, swimming, and boating from the piers. Also, the sunsets do not disappoint! Local attractions include; dining at The Caddy Shack or The Upper Crust and be sure to visit Carol's Cones for desert!