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Jackson Vacation Rentals

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Our top choices for Jackson vacation rentals

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
The price is CA $157
CA $300 total
includes taxes & fees
Jul 28 - Jul 29
Cream City Industrial Loft Near Fiserv with Parking | Suite 1 | Sleeps 8

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 CA $78
CA $188 total
includes taxes & fees
Jul 1 - Jul 2
Deer District Studio Apt - One Block from Fiserv and Baird

7 Mi to Lake Michigan: Milwaukee Vacation Rental

7 Mi to Lake Michigan: Milwaukee Vacation Rental
3.0 star property
Milwaukee
The price is CA $172
CA $817 total
includes taxes & fees
Jul 2 - Jul 3
7 Mi to Lake Michigan: Milwaukee Vacation Rental

Tucked Away Off Brady - 4 Beds

Tucked Away Off Brady - 4 Beds
Downtown Milwaukee
9.0 out of 10, Wonderful, (24 reviews)
"Clean, location, nice vibe"
United States
Paula H.
The price is CA $70
CA $380 total
includes taxes & fees
Jul 6 - Jul 7
Tucked Away Off Brady - 4 Beds

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 CA $96
CA $299 total
includes taxes & fees
Jul 27 - Jul 28
Quiet House

Cozy Home — LOWER unit — in Central Milwaukee

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

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 CA $105
CA $239 total
includes taxes & fees
Jul 6 - Jul 7
Best location in Milwaukee! Upper Duplex Unit

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 place, easy stay, awesome to have a parking spot, we can't wait to stay again!"
United States
Nicole S.
The price is CA $233
CA $401 total
includes taxes & fees
Jul 27 - Jul 28
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking

Workspace + Fireplace + Coffee Bar + Sleeps 12

Workspace + Fireplace + Coffee Bar + Sleeps 12
Milwaukee
The price is CA $143
CA $750 total
includes taxes & fees
Jul 22 - Jul 23
Workspace + Fireplace + Coffee Bar + Sleeps 12

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

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 CA $144
CA $377 total
includes taxes & fees
Jul 7 - Jul 8
Tosa's Cozy Corner - Pet & Family Friendly, Walkable, Near Downtown Tosa & MKE!

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.
The price is CA $280
CA $600 total
includes taxes & fees
Jul 1 - Jul 2
Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath

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 CA $255
CA $603 total
includes taxes & fees
Jul 1 - Jul 2
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6

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.
The price is CA $138
CA $471 total
includes taxes & fees
Jul 15 - Jul 16
Remodeled Home - Steps from Brady Street!

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 CA $377
CA $508 total
includes taxes & fees
Jul 6 - Jul 7
Three Bedroom Upper

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 CA $185
CA $398 total
includes taxes & fees
Jul 6 - Jul 7
Charming 2-bedroom house with everything you need in the heart of West Allis

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 CA $175
CA $305 total
includes taxes & fees
Jul 6 - Jul 7
10 Minutes from Downtown! The Highlands Hideaway

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

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 CA $192
CA $273 total
includes taxes & fees
Jul 6 - Jul 7
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

Find out more about Jackson

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Jackson. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Jackson?

Yes, we offer vacation rentals near popular points of interest in Jackson, or you can choose 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 vacation home rentals that Jackson has to offer?

Quiet House: This vacation home rental near 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 larger area, you’ll find Washington County Fair Grounds and Cabela's.

What are vacation rentals like in Jackson?

Vacation rentals are private properties you can stay in for a couple days or more in Jackson. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for families.