Vacation rentals in Caledonia

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Top-rated vacation rentals in Caledonia

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

Guest favorite

Cottage in Poynette

4.97 out of 5 average rating, 187 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

Sep 12 – 19

$117 per night
Guest favorite

Home in Baraboo

4.91 out of 5 average rating, 46 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.

Nov 29 – Dec 6

$111 per night
Guest favorite

Home in Briggsville

4.92 out of 5 average rating, 140 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.

Jan 24 – 31

$93 per night

Popular amenities for Caledonia vacation rentals

Stay near Caledonia's top sights

B&B Hitching Post6 locals recommend
Portage Theatres 74 locals recommend
Hooker's Resort7 locals recommend
Lakeside Bar & Grill4 locals recommend
Portage Asian Cuisine3 locals recommend
Neil's Wine House7 locals recommend

Other great vacation rentals in Caledonia

Guest favorite

Cabin in Merrimac

4.97 out of 5 average rating, 77 reviews

Lakeview Cabin> Unique Mid-Century Tucked in Bluff

Feb 4 – 11

$243 per night
Guest favorite

Apartment in Merrimac

4.94 out of 5 average rating, 87 reviews

Perfect for all Seasons, Top Amenities close by!

Oct 11 – 18

$115 per night
Guest favorite

Home in Merrimac

4.92 out of 5 average rating, 61 reviews

Secluded Lake House with Huge Backyard and Deck

May 4 – 11

$615 per night
Guest favorite

Home in Portage

4.85 out of 5 average rating, 62 reviews

Spacious Bungalow- 20min to Devils Lake/WI Dells

Aug 29 – Sep 5

$154 per night
Guest favorite

Home in Portage

5.0 out of 5 average rating, 16 reviews

Ski & Winter Paradise I Close to Dells/Madison

Oct 8 – 15

$285 per night
Guest favorite

Home in Poynette

5.0 out of 5 average rating, 25 reviews

Lake Wisconsin Lodge

Feb 17 – 24

$738 per night
Guest favorite

Cottage in Portage

5.0 out of 5 average rating, 44 reviews

New Modern Cabin on 2 Acres with Water Views

Feb 21 – 28

$456 per night
Guest favorite

Home in Portage

5.0 out of 5 average rating, 28 reviews

Origami, New modern unique home on the River

Oct 26 – Nov 2

$417 per night
Guest favorite

Home in Portage

4.93 out of 5 average rating, 87 reviews

Wisconsin River Valley Farmhouse w/Fire Pit & View

Aug 3 – 10

$338 per night
Guest favorite

Cottage in Poynette

4.89 out of 5 average rating, 46 reviews

North Cliff Cabin on Lake Wisconsin

Feb 16 – 23

$181 per night
Guest favorite

Home in Portage

4.95 out of 5 average rating, 39 reviews

Vintage Home Close to Ski Hills, Curling and Dells

Jan 13 – 20

$214 per night
Superhost

Cottage in Baraboo

4.79 out of 5 average rating, 14 reviews

Peaceful, cozy cottage overlooking Prentice creek

Oct 25 – Nov 1

$189 per night

Destinations to explore

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  5. Caledonia