Jackson Vacation Rentals

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Vacation Rentals in Jackson

NEW! Experience the Serene & Unique Blue Tree House – Hike, Relax & Lake Nearby

Richfield WI

Located in Hubertus, this vacation home is on a lake, a 2-minute drive from Heiliger Huegel Ski Club and 6 minutes from Holy Hill.

Kitchen

Washer

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Waukesha WI

$269 nightly

$304 total

Dec 8 - Dec 9

Total with taxes and fees

With a stay at this vacation home in Waukesha, you'll be within a 5-minute drive of Monkey Joe's and Prairieville Park.

Hot Tub

Kitchen

Family Paradise 3 bedroom, Cozy Home + Game Room.

Brown Deer WI

$133 nightly

$154 total

Dec 20 - Dec 21

Total with taxes and fees

With a stay at this vacation home in Milwaukee (Brown Deer), you'll be within a 10-minute drive of Lake Michigan and Walter Schroeder Aquatic Center.

Air conditioning

Parking available

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Milwaukee WI

$372 nightly

$439 total

Dec 8 - Dec 9

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in Milwaukee, within a 5-minute drive of Lake Michigan and Fiserv Forum.

Kitchen

Washer

17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18

New Berlin WI

$1,867 nightly

$2,110 total

Dec 14 - Dec 15

Total with taxes and fees

With a stay at this vacation home in New Berlin, you'll be within a 10-minute drive of Waukesha Springs Park and Minooka Park.

Pool

Hot Tub

Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

River Hills WI

With a stay at this vacation home in Milwaukee, you'll be within a 15-minute drive of Lake Michigan and Fiserv Forum.

Pool

Washer

Remodeled Home - Steps from Brady Street!

Milwaukee WI

$225 nightly

$265 total

Dec 7 - Dec 8

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in Milwaukee, within a 5-minute drive of Lake Michigan and Fiserv Forum.

Kitchen

Washer

Brady St Retreat! 4BR House w Patio & Fenced Yard

Milwaukee WI

With a stay at this vacation home in Milwaukee (Lower East Side), you'll be within a 5-minute drive of Lake Michigan and Fiserv Forum.

Kitchen

Washer

Serene 4-bedroom Lake House in Pewaukee-Hot Tub!

Pewaukee WI

With a stay at this vacation home in Pewaukee (Starke Peninsula), you'll be a 1-minute drive from Pewaukee Lake and 5 minutes from Two Brothers Wines.

Hot Tub

Kitchen

Erin Hills Area Perfect Getaway - NEW Fall Color and Winter Pricing!

Rubicon WI

Located in Rubicon, this vacation home is in a rural location, within a 15-minute drive of Erin Hills Golf Course and Heiliger Huegel Ski Club.

Kitchen

Washer

Charming 3-bedroom house Close to All in Milwaukee

Milwaukee WI

$309 nightly

$364 total

Dec 21 - Dec 22

Total with taxes and fees

With a stay at this vacation home in Milwaukee (Honey Creek Parkway), you'll be a 5-minute drive from American Family Field and 10 minutes from Lake Michigan.

Washer

Dryer

Private Lake Michigan Estate - Breathtaking views on 2.5-Acre Cozy Luxe Retreat

Mequon WI

When you stay at this vacation home in Mequon, you'll be on a lake, just steps from Lake Michigan and 4 minutes by foot from Concordia University Wisconsin.

Kitchen

Washer

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.