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Jackson Holiday Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Jackson holiday rentals

Interior

Cream City Industrial Loft Near Fiserv with Parking | Suite 1 | Sleeps 8

Cream City Industrial Loft Near Fiserv with Parking | Suite 1 | Sleeps 8
Westown
Cream City Industrial Loft Near Fiserv with Parking | Suite 1 | Sleeps 8
Dining

Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
9.8 out of 10, Exceptional, (12 reviews)
"Great place to stay, close to everything "
United States
David S.
The price is HK$852
HK$1,527 total
includes taxes & fees
27 Jul - 28 Jul
Deer District Studio Apt - One Block from Fiserv and Baird
Interior

7 Mi to Lake Michigan: Milwaukee Vacation Rental

7 Mi to Lake Michigan: Milwaukee Vacation Rental
3.0 star property
Milwaukee
The price is HK$949
HK$4,512 total
includes taxes & fees
2 Jul - 3 Jul
7 Mi to Lake Michigan: Milwaukee Vacation Rental
TV

Tucked Away Off Brady - 4 Beds

Tucked Away Off Brady - 4 Beds
Downtown Milwaukee
8.8 out of 10, Excellent, (25 reviews)
"Clean, location, nice vibe"
United States
Paula H.
The price is HK$384
HK$2,080 total
includes taxes & fees
6 Jul - 7 Jul
Tucked Away Off Brady - 4 Beds
Dining

Quiet House

Quiet House
Milwaukee
8.2 out of 10, Very good, (16 reviews)
"Great stay . Love the location "
United States
Laterrance G.
The price is HK$529
HK$1,641 total
includes taxes & fees
13 Jul - 14 Jul
Quiet House
Dining

Cozy Home — LOWER unit — in Central Milwaukee

Cozy Home — LOWER unit — in Central Milwaukee
Fair Park
Cozy Home — LOWER unit — in Central Milwaukee
Interior

Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
8.6 out of 10, Excellent, (22 reviews)
"This property suited what we needed for our trip to Milwaukee"
United States
Janice B.
The price is HK$578
HK$1,321 total
includes taxes & fees
6 Jul - 7 Jul
Best location in Milwaukee! Upper Duplex Unit
Fridge, microwave, oven, stovetop

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Westown
9.6 out of 10, Exceptional, (14 reviews)
"Great location to attend Bucks game!"
United States
Laura P.
The price is HK$1,202
HK$2,057 total
includes taxes & fees
28 Jul - 29 Jul
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Desk, iron/ironing board, travel cot, free WiFi

Workspace + Fireplace + Coffee Bar + Sleeps 12

Workspace + Fireplace + Coffee Bar + Sleeps 12
Milwaukee
The price is HK$816
HK$4,124 total
includes taxes & fees
8 Jul - 9 Jul
Workspace + Fireplace + Coffee Bar + Sleeps 12
Property grounds

Luxury Penthouse Apt Near Brady St with Balcony and Lake View

Luxury Penthouse Apt Near Brady St with Balcony and Lake View
Lower East Side
Luxury Penthouse Apt Near Brady St with Balcony and Lake View
Smart TV

Tosa's Cozy Corner - Pet & Family Friendly, Walkable, Near Downtown Tosa & MKE!

Tosa's Cozy Corner - Pet & Family Friendly, Walkable, Near Downtown Tosa & MKE!
Wauwatosa
7.4 out of 10, Good, (11 reviews)
"Appreciated pet friendly. "
United States
Jane L.
The price is HK$813
HK$2,078 total
includes taxes & fees
7 Jul - 8 Jul
Tosa's Cozy Corner - Pet & Family Friendly, Walkable, Near Downtown Tosa & MKE!
Casino

Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath

Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath
Brewers Hill
10.0 out of 10, Exceptional, (4 reviews)
"It was a great stay. The home is super clean, in a good location and it has everything you need! "
United States
Michele S.
Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath
Beach nearby

2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6

2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6
Downtown Milwaukee
10.0 out of 10, Exceptional, (1 review)
"Overall had the best stay with me and my 3 kids! The house was even better than the pictures. Cute decor, comfy beds, great kitchen amenities to make your stay feel right at home. The host provided clear, easy house and parking instructions! And a grocery store is a close, 5 minute for easy shopping trips. "
United States
Kristen M.
The price is HK$955
HK$2,698 total
includes taxes & fees
5 Jul - 6 Jul
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6
Fridge, microwave, oven, stovetop

Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
9.8 out of 10, Exceptional, (8 reviews)
"Very clean and the home was well laid out for our group "
United States
Marty P.
Remodeled Home - Steps from Brady Street!
Dining

Three Bedroom Upper

Three Bedroom Upper
Riverwest
9.6 out of 10, Exceptional, (93 reviews)
"Great place!! So much room and a great location. Host was communicative and check in process was smooth. We would happily stay here again! And if you like to cook, this kitchen is completely stocked with everything you would need"
United States
Carrie
The price is HK$2,082
HK$2,769 total
includes taxes & fees
5 Jul - 6 Jul
Three Bedroom Upper
Smart TV, computer monitors

Charming 2-bedroom house with everything you need in the heart of West Allis

Charming 2-bedroom house with everything you need in the heart of West Allis
West Allis
9.4 out of 10, Exceptional, (9 reviews)
"Had a great weekend stay. House was clean and cute and our host was very accommodating!"
United States
Renee W.
The price is HK$902
HK$2,017 total
includes taxes & fees
6 Jul - 7 Jul
Charming 2-bedroom house with everything you need in the heart of West Allis
Exterior

10 Minutes from Downtown! The Highlands Hideaway

10 Minutes from Downtown! The Highlands Hideaway
Wauwatosa
10.0 out of 10, Exceptional, (2 reviews)
"Clean old place but very nice. "
United States
Jake K.
The price is HK$1,028
HK$1,746 total
includes taxes & fees
9 Jul - 10 Jul
10 Minutes from Downtown! The Highlands Hideaway
Interior

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Lower East Side
9.8 out of 10, Exceptional, (31 reviews)
"Great location, slept 6 comfortably."
United States
Carolyn C.
The price is HK$1,750
HK$4,255 total
includes taxes & fees
5 Jul - 6 Jul
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Interior

Gleason's Chouse

Gleason's Chouse
Campbellsport
10.0 out of 10, Exceptional, (45 reviews)
"Incredibly decorated home. Loved staying here. "
United States
Mike L.
The price is HK$1,059
HK$1,514 total
includes taxes & fees
14 Jul - 15 Jul
Gleason's Chouse
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

8/10 Good
"It was a very nice hotel"
VERONICA 1-night trip
Posted 1 hour 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?

Quiet House: This holiday home rental outside of Jackson offers a fireplace, a selection of games and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 Holy Hill. 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.