Villa vacation rentals in Caledonia

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Top-rated villa rentals in Caledonia

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Guest favorite

A log-sided home is illuminated by warm lights against a snowy landscape at night. The covered porch features railing and seating, with snow blanketing the ground and surrounding trees, creating a serene winter scene.

Villa in McHenry

Fabulous Cabin

WELCOME TO WATERFRONT LOG-SIDED HOME! ARTISAN CRAFTMANSHIP HOME OFFERS A BACKYARD OASIS SITUATED , NESTLED ON A PRIVATE POND, Heated POOL(closed till April 1st), Hot tub open from Oct 15th to Apr 15thGAZEBO, FIRE PIT, FISHING! 4 BEDROOMS AND 4.5 BATHS The homes sits on the highest point in the neighborhood and has stunning views in the front & backyard! Enjoy the mornings sitting on your front porch. The main floor is completed by an office, finished walkout basement in with a custom built bar

ValueFamilyCheck-in

4.93 out of 5 average rating, 41 reviews

Superhost

Villa in Racine

Mid-Century Lake Michigan Escape | Private Beach

Wake up to the sun rising over Lake Michigan. Wisconsin Lake Escape is a one-of-a-kind 1959 mid-century lakefront home perched above Lake Michigan, with breathtaking 180° water views and your own private beach below. Designed by noted American architect John Randal McDonald, the home features dramatic floor-to-ceiling glass, three fireplaces, expansive gathering spaces and unforgettable views. Come for the lake. Stay for the people you came with.

ValueFamilyLayout

4.73 out of 5 average rating, 128 reviews

Guest favorite

The exterior of a mid-century modern tri-level home is showcased amidst a spacious green yard. Surrounding trees provide shade, contributing to the peaceful ambiance of the property. A large driveway is visible, accommodating multiple vehicles.

Villa in Hales Corners

Beautiful 6 bedroom with Heated Pool & Jacuzzi

Relax with the whole family at this peaceful place to stay right in the middle of beautiful Whitnall Park. You won't find a more peaceful view of the woods and park. Our beautiful home has a large heated pool with brand new 6 person jacuzzi. Brand new Kitchen and updated bathrooms. Master suite is very romantic with steam shower, jacuzzi tub, and luxury bed and fireplace. Family Friendly OR Romantic Getaway!

LocationValueGrill

4.92 out of 5 average rating, 61 reviews

Guest favorite

Villa in Lake Geneva

2 BR Lock-off Villa at Lake Geneva's GRAND Resort

Enjoy a spacious, two-bedroom lock-off villa that sleeps up to 8 adults at the AAA 4-Diamond GRAND GENEVA RESORT, voted one of the top resorts in the Midwest by Condé Nast Traveler. Comfortable accommodations and countless resort amenities make for a fun and relaxing getaway.

FamilyLocationHot tub

4.9 out of 5 average rating, 86 reviews

Guest favorite

Villa in Ringwood

Living the High Life Pool House

Relax with family & friends at our large heated indoor pool with a tiki bar, game room & stylish, cozy living space & kitchen. With tons of gathering space, you can enjoy our home in all seasons. *Hot tub added Feb 2nd*

FamilyLocationAir conditioning

4.9 out of 5 average rating, 230 reviews