Book Holiday Homes in Jackson

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Featured Holiday Homes in Jackson

Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

Milwaukee
The price is AU$839 per night from 18 Nov to 19 Nov
AU$839
includes taxes & fees
18 Nov - 19 Nov
With a stay at this vacation home, you'll be centrally located in Milwaukee, within a 5-minute drive of Lake Michigan and University of Wisconsin-Milwaukee.
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
Amazing Five Bedroom Milwaukee Vacation Home!!

Amazing Five Bedroom Milwaukee Vacation Home!!

Sussex
Located in Sussex, this vacation home is within a 10-minute drive of Town Hall Clinic and Froedtert Menomonee Falls Hospital.
Amazing Five Bedroom Milwaukee Vacation Home!!
Booth Upper · Amazing view, Modern Space

Booth Upper · Amazing view, Modern Space

Milwaukee
With a stay at this vacation home in Milwaukee (Riverwest), you'll be within a 5-minute drive of Fiserv Forum and Marquette University.
Booth Upper · Amazing view, Modern Space
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Family and pet friendly house in beautiful Sandy Knoll County Park!

Family and pet friendly house in beautiful Sandy Knoll County Park!

West Bend
Located in West Bend, this vacation home is in a rural location, within a 10-minute drive of Eisenbahn State Trail and Regner Park.
Family and pet friendly house in beautiful Sandy Knoll County Park!
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

2 out of 5
Milwaukee
The price is AU$702 per night from 2 Dec to 3 Dec
AU$702
includes taxes & fees
2 Dec - 3 Dec
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.
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!

4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!

Hubertus
Located in Hubertus, this vacation home is on a lake, a 4-minute drive from Heiliger Huegel Ski Club and 8 minutes from Holy Hill.
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
Spacious Pewaukee Lake/ Pier Access Home

Spacious Pewaukee Lake/ Pier Access Home

Pewaukee
With a stay at this vacation home in Pewaukee, you'll be a 1-minute walk from Pewaukee Lake and 13 minutes by foot from Pewaukee Lake Beach.
Spacious Pewaukee Lake/ Pier Access Home
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Milwaukee
The price is AU$409 per night from 24 Nov to 25 Nov
AU$409
includes taxes & fees
24 Nov - 25 Nov
With a stay at this vacation home in Milwaukee (Johnson Woods), you'll be within a 5-minute drive of American Family Field and Milwaukee County Zoo.
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
MKE Riverwest Retreat - Newly Renovated

MKE Riverwest Retreat - Newly Renovated

Milwaukee
With a stay at this vacation home in Milwaukee (Riverwest), you'll be within a 5-minute drive of Lake Michigan and Fiserv Forum.
MKE Riverwest Retreat - Newly Renovated
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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.

Jackson Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Jackson vacation homes are the perfect way for you to wing it.

Holiday houses in Jackson let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Jackson in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Jackson adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Jackson with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Jackson vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Jackson Holiday Homes essential information

Accommodation
270 Holiday Homes
Lowest Price
AU$163
Highest Price
AU$839
Popular accommodation
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities! , Amazing Five Bedroom Milwaukee Vacation Home!!, Booth Upper · Amazing view, Modern Space, Family and pet friendly house in beautiful Sandy Knoll County Park! , NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms, 4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!, Spacious Pewaukee Lake/ Pier Access Home, House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!, MKE Riverwest Retreat - Newly Renovated

Top trending hotels in Jackson

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is AU$236 per night from 8 Dec to 9 Dec
AU$236
includes taxes & fees
8 Dec - 9 Dec
With a stay at Saint Kate - The Arts Hotel, you'll be centrally located in Milwaukee, within a 10-minute walk of Riverside Theater and Fiserv Forum.
Saint Kate - The Arts Hotel
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is AU$173 per night from 24 Nov to 25 Nov
AU$173
includes taxes & fees
24 Nov - 25 Nov
With a stay at Hyatt Regency Milwaukee, you'll be centrally located in Milwaukee, within a 10-minute walk of Fiserv Forum and Milwaukee Public Museum.
Hyatt Regency Milwaukee
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

4 out of 5
2308 W Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is AU$163 per night from 5 Dec to 6 Dec
AU$163
includes taxes & fees
5 Dec - 6 Dec
With a stay at Ambassador Hotel Milwaukee, Trademark Collection by Wyndham in Milwaukee (Marquette), you'll be steps from The Rave-Eagles Club and 5 minutes ...
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
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Holiday Inn Express Milwaukee-West Medical Center, an IHG Hotel

Holiday Inn Express Milwaukee-West Medical Center, an IHG Hotel

2.5 out of 5
11111 W North Ave, Milwaukee, WI
Fully refundable
The price is AU$168 per night from 24 Nov to 25 Nov
AU$168
includes taxes & fees
24 Nov - 25 Nov
Located in Milwaukee (Wauwatosa), Holiday Inn Express Milwaukee-West Medical Center, an IHG Hotel is within a 5-minute drive of Mayfair Mall and Milwaukee County ...
Holiday Inn Express Milwaukee-West Medical Center, an IHG Hotel
Don't see what you're looking for?
See all available properties in Jackson
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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.

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^Subject to availability and chosen travel dates.