Jackson Holiday Rentals

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Check prices for these dates

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov

Holiday Rentals in Jackson

Fireplace
Kasa Westown Milwaukee
Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, (109)
"Perfect location, so many things were within walking distance. Also felt very safe and more convenient than a hotel room. "
United States
Kaylee
Kasa Westown Milwaukee
Billiards
KLVG - Malt House
KLVG - Malt House
4.0 star property
8.8 out of 10, Excellent, (10)
"Loved the uniqueness, location and cleanliness of the unit."
United States
Teresa
The price is HK$536
HK$1,381 total
includes taxes & fees
28 Oct - 29 Oct
KLVG - Malt House
Terrace/patio
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18
8.0 out of 10, Very good, (7)
"We had an excellent family vacation at The Garden of Eden!!"
United States
Cheryl S.
The price is HK$8,475
HK$16,961 total
includes taxes & fees
28 Oct - 29 Oct
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18
Dining room
KB - Prospec
KB - Prospec
3.0 star property
7.6 out of 10, Good, (7)
"Our stay was great. The property was at it was described and expected. The owner was available via text and communicated with me when I had questions. We would stay again!"
United States
Vera
KB - Prospec
Fridge, microwave, oven, stovetop
Stunning Upscale Retreat - Steps From Everything
Stunning Upscale Retreat - Steps From Everything
9.8 out of 10, Exceptional, (31)
"Great location and super clean property. Highly recommend."
United States
Meghan H.
The price is HK$1,573
HK$4,164 total
includes taxes & fees
28 Oct - 29 Oct
Stunning Upscale Retreat - Steps From Everything
Dining
Three bedrooms upstairs
Three bedrooms upstairs
9.6 out of 10, Exceptional, (74)
"The property was cute and stylish. I would stay here again. "
United States
Zach I.
The price is HK$1,063
HK$1,436 total
includes taxes & fees
28 Oct - 29 Oct
Three bedrooms upstairs
Fridge, microwave, oven, stovetop
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Wooded Hills/Indoor Pool/Hot Tub/Arcade
9.8 out of 10, Exceptional, (50)
"House was clean and spacious. Pool and extra amenities were great!"
United States
Demi A.
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Exterior
Downtown Eastside gem near Fiserv Forum Water St Brady St
Downtown Eastside gem near Fiserv Forum Water St Brady St
9.2 out of 10, Wonderful, (44)
"Walking distance to several great bars, restaurants, breweries and the summer fest area. We really enjoyed our stay!"
United States
SCOTT T.
The price is HK$1,748
HK$2,565 total
includes taxes & fees
28 Oct - 29 Oct
Downtown Eastside gem near Fiserv Forum Water St Brady St
Interior
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
10.0 out of 10, Exceptional, (3)
"Love the indoor pool and the movie room!"
United States
JOE C.
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
Interior
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
2.0 star property
9.8 out of 10, Exceptional, (16)
"Great property for our family group for a long weekend in Milwaukee. "
United States
Karl S.
The price is HK$1,165
HK$3,463 total
includes taxes & fees
18 Nov - 19 Nov
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Fridge, microwave, oven, stovetop
Quiet House
Quiet House
6.8 out of 10, (6)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
United States
Kerry N.
The price is HK$280
HK$1,337 total
includes taxes & fees
2 Nov - 3 Nov
Quiet House
Dining
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
2.0 star property
9.6 out of 10, Exceptional, (4)
"Parking was great"
United States
Margaret S.
The price is HK$482
HK$1,230 total
includes taxes & fees
4 Nov - 5 Nov
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
On the beach
4 bed house on the shore of Lake Michigan
4 bed house on the shore of Lake Michigan
9.4 out of 10, Exceptional, (62)
"Property was a little worn, but location and setup was fantastic. "
United States
Chris E.
The price is HK$2,098
HK$4,172 total
includes taxes & fees
7 Nov - 8 Nov
4 bed house on the shore of Lake Michigan
Exterior
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
9.8 out of 10, Exceptional, (26)
"Loved the location "
United States
Alta M.
The price is HK$886
HK$2,107 total
includes taxes & fees
28 Oct - 29 Oct
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Property grounds
3-bedroom lake cottage in the Kettle Moraine State Forest
3-bedroom lake cottage in the Kettle Moraine State Forest
9.8 out of 10, Exceptional, (44)
"Great place to stay the owners were extremely accommodating!"
United States
Austin H.
3-bedroom lake cottage in the Kettle Moraine State Forest
Property grounds
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
9.4 out of 10, Exceptional, (63)
"It was clean and close to our wedding venue. "
United States
Kathy H.
The price is HK$1,182
HK$2,914 total
includes taxes & fees
28 Oct - 29 Oct
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Terrace/patio
Brady St Retreat! 4BR House w Patio & Fenced Yard
Brady St Retreat! 4BR House w Patio & Fenced Yard
The price is HK$831
HK$2,866 total
includes taxes & fees
28 Oct - 29 Oct
Brady St Retreat! 4BR House w Patio & Fenced Yard
Fridge, microwave, oven, stovetop
Style and Luxury - Unbeatable Location
Style and Luxury - Unbeatable Location
9.8 out of 10, Exceptional, (12)
"We really enjoyed the location being such a close drive to the lake and hiking was beautiful! "
United States
Maria E.
The price is HK$1,713
HK$4,090 total
includes taxes & fees
30 Oct - 31 Oct
Style and Luxury - Unbeatable Location
Interior
Cozy 2 Bedroom Downtown Milwaukee Apartment
Cozy 2 Bedroom Downtown Milwaukee Apartment
9.8 out of 10, Exceptional, (10)
"Cute apartment, good location. Less kitchenware than expected and it was scratched nonstick. Air conditioning is glorious - not throttled to lukewarm like some short term rentals. Owners are part of the no-topsheet trend, which has fans and non-fans. Mattresses are very comfortable. "
United States
JC H.
Cozy 2 Bedroom Downtown Milwaukee Apartment
Exterior
Cedarburg 2 br apartment sleeps 1-6 guests in prime location on Washington Ave
Cedarburg 2 br apartment sleeps 1-6 guests in prime location on Washington Ave
10.0 out of 10, Exceptional, (187)
"The place was perfectly located. Property was clean and well taken care of. Owners responded to any questions immediately. Kitchen and bathroom were well equipped. Overall a great place to stay in a beautiful town."
United States
Julia
The price is HK$1,305
HK$1,623 total
includes taxes & fees
2 Nov - 3 Nov
Cedarburg 2 br apartment sleeps 1-6 guests in prime location on Washington Ave
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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Top Jackson Hotel Reviews

Days Inn & Suites by Wyndham Milwaukee

Days Inn & Suites by Wyndham Milwaukee

10/10 Excellent
"Everything was good "
Cory 1-night trip
Posted 2 days ago
Days Inn & Suites by Wyndham Milwaukee

Find out more about Jackson

Search for holiday rentals in Jackson on Expedia! You can easily find your home rentals, villas, holiday apartments in Jackson using one of the methods below:

  • View our selection of featured holiday rentals in Jackson
  • Use the map to find apartments and other holiday homes in the Jackson neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Jackson while they last

Look no further and take a look at our great range of rental properties in Jackson!

Frequently asked questions

Can I find holiday rentals in Jackson?

Yes, there are holiday rentals close to the most popular sights in Jackson, or you can select a more secluded option if you're looking for a relaxing stay. Jackson is known for its shopping and festivals. Make sure you have time to check out the restaurants while you're in the area.

What are some of the best holiday rentals that Jackson has to offer?

17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18: This holiday home rental outside of Jackson offers an indoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

What can I see and do in Jackson?

Enjoy the area's cultural attractions such as 1889 Courthouse Museum, or get outdoors into nature at a spot like Big Cedar Lake. In the wider area, you’ll find Washington County Fair Grounds and Cabela's.

What are holiday rentals like in Jackson?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Jackson. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a family getaway.