Book Holiday Homes in Jackson

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Featured Holiday Homes in Jackson

Beautiful Lake House on the Shores of Erler Lake.

Beautiful Lake House on the Shores of Erler Lake.

West Bend
Located in West Bend, this vacation home is on the waterfront, within a 15-minute drive of Shalom Wildlife and Eisenbahn State Trail.
Beautiful Lake House on the Shores of Erler Lake.
Charming 2-bedroom Lake House in West Bend

Charming 2-bedroom Lake House in West Bend

West Bend
With a stay at this vacation home in West Bend, you'll be 5.5 mi (8.9 km) from Eisenbahn State Trail and 5.6 mi (9.1 km) from St. Agnes Historic Convent and ...
Charming 2-bedroom Lake House in West Bend
Wonderful craftsman home in Wauwatosa

Wonderful craftsman home in Wauwatosa

Wauwatosa
Located in Milwaukee (Wauwatosa), this vacation home is within a 10-minute drive of American Family Field and Potawatomi Bingo Casino.
Wonderful craftsman home in Wauwatosa
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Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family

Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family

2 out of 5
West Allis
The price is AU$534 per night from 21 May to 22 May
AU$534
includes taxes & fees
21 May - 22 May
With a stay at this vacation home in Milwaukee, you'll be a 1-minute drive from Wisconsin State Fair Park and 6 minutes from American Family Field.
Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family
Warm spacious midsize home w/ comfort and fun

Warm spacious midsize home w/ comfort and fun

Glendale
With a stay at this vacation home in Milwaukee (Glendale), you'll be a 3-minute drive from Lake Michigan and 8 minutes from University of ...
Warm spacious midsize home w/ comfort and fun
Modern and Convenient Waukesha 3BR home with 2 King Beds

Modern and Convenient Waukesha 3BR home with 2 King Beds

Waukesha
With a stay at this vacation home in Waukesha, you'll be within a 15-minute drive of Milwaukee County Zoo and Wisconsin State Fair Park.
Modern and Convenient Waukesha 3BR home with 2 King Beds
Cozy Single Family Home Away

Cozy Single Family Home Away

Milwaukee
With a stay at this vacation home in Milwaukee, you'll be within a 15-minute drive of Milwaukee County Zoo and American Family Field.
Cozy Single Family Home Away
Cozy family & pet friendly Shorewood townhome near Bike Trail, Beach & downtown

Cozy family & pet friendly Shorewood townhome near Bike Trail, Beach & downtown

Shorewood
With a stay at this vacation home in Milwaukee (Shorewood), you'll be within a 5-minute drive of Lake Michigan and University of Wisconsin-Milwaukee.
Cozy family & pet friendly Shorewood townhome near Bike Trail, Beach & downtown
Brew City Boho - Wauwatosa

Brew City Boho - Wauwatosa

Wauwatosa
Located in Milwaukee (Wauwatosa), this vacation home is within a 10-minute drive of Milwaukee County Zoo and American Family Field.
Brew City Boho - Wauwatosa
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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
335 Holiday Homes
Lowest Price
AU$146
Highest Price
AU$534
Popular accommodation
Beautiful Lake House on the Shores of Erler Lake., Charming 2-bedroom Lake House in West Bend, Wonderful craftsman home in Wauwatosa, Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family, Warm spacious midsize home w/ comfort and fun, Modern and Convenient Waukesha 3BR home with 2 King Beds, Cozy Single Family Home Away, Cozy family & pet friendly Shorewood townhome near Bike Trail, Beach & downtown, Brew City Boho - Wauwatosa

Top trending hotels in Jackson

Comfort Inn & Suites Jackson - West Bend

Comfort Inn & Suites Jackson - West Bend

2.5 out of 5
W227 N16890 Tillie Lake Ct, Jackson, WI
Fully refundableReserve now, pay when you stay
The price is AU$146 per night from 27 Apr to 28 Apr
AU$146
includes taxes & fees
27 Apr - 28 Apr
With a stay at Comfort Inn & Suites Jackson - West Bend in Jackson, you'll be within a 5-minute drive of Washington County Fair Grounds and Froedtert West Bend ...
Comfort Inn & Suites Jackson - West Bend
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$280 per night from 11 May to 12 May
AU$280
includes taxes & fees
11 May - 12 May
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
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$198 per night from 12 May to 13 May
AU$198
includes taxes & fees
12 May - 13 May
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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Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

3.5 out of 5
1200 S Moorland Rd, Brookfield, WI
Fully refundableReserve now, pay when you stay
The price is AU$217 per night from 1 May to 2 May
AU$217
includes taxes & fees
1 May - 2 May
Located in Brookfield, Embassy Suites by Hilton Milwaukee Brookfield is in the business district, a 2-minute drive from Brookfield Square Mall and 7 minutes ...
Embassy Suites by Hilton Milwaukee Brookfield
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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.