Sussex Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Our top choices for Sussex holiday rentals

Aparthotel in Downtown Milwaukee

The Plaza Hotel
3.0 star property
8.8 out of 10, Excellent, (1153)
"From check in to check out excellent stay!"
United States
Heather
The price is NZ$282
includes taxes & fees
18 Jan - 19 Jan 2026
The Plaza Hotel

Apartment in Downtown Milwaukee

Downtown Luxury 2BR Penthouse Apt
2.0 star property
10.0 out of 10, Exceptional, (6)
"What an awesome location, we’ll definitely be back. The place was perfect!"
United States
Justin G.
The price is NZ$270
includes taxes & fees
4 Jan - 5 Jan 2026
Downtown Luxury 2BR Penthouse Apt

Aparthotel in Westown

Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, (121)
"Hosts get 5 stars for excellent communication. They checked in with me multiple times on my day of arrival to make sure everything was good and they gave very thorough instructions."
United States
Melissa
Kasa Westown Milwaukee
2.0 star property
8.0 out of 10, Very good, (3)
"Enjoyed the stay here very much! Host was very quick with communication as well. Would highly recommend !"
United States
Younique T.
Modern Studio by Brady St & Milwaukee Lakefront
10.0 out of 10, Exceptional, (11)
"was great and close to our daughter"
United States
Nicholas S.
The price is NZ$668
includes taxes & fees
1 Jan - 2 Jan 2026
Whole House in Bay View + Fenced-in Yard + Parking

Apartment in Downtown Milwaukee

Eclectic, Stylish, and Cozy Milwaukee Unit!
2.0 star property
9.8 out of 10, Exceptional, (39)
"Great property! We would definitely recommend it and stay again. "
United States
Bridget M.
The price is NZ$562
includes taxes & fees
4 Jan - 5 Jan 2026
Eclectic, Stylish, and Cozy Milwaukee Unit!
10.0 out of 10, Exceptional, (2)
"Room was spotless and had great amenities. Great location. "
United States
Philip
The price is NZ$205
includes taxes & fees
19 Jan - 20 Jan 2026
Deer District Studio Apt - One Block from Fiserv and Baird

Apartment in Murray Hill

2BR apt w/ laundry + parking
10.0 out of 10, Exceptional, (12)
"The apartment is clean, spacious and close to the activities we were in town for."
United States
Kelly S.
The price is NZ$250
includes taxes & fees
5 Jan - 6 Jan 2026
2BR apt w/ laundry + parking
10.0 out of 10, Exceptional, (2)
"Loved our stay. Nice clean place that was well stocked."
United States
Patty S.
The price is NZ$483
includes taxes & fees
1 Jan - 2 Jan 2026
Rare East Side-2 min walk to UWM-Garage-Lake Mich

Holiday Home in Downtown Milwaukee

Remodeled Home - Steps from Brady Street!
10.0 out of 10, Exceptional, (5)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is NZ$455
includes taxes & fees
4 Jan - 5 Jan 2026
Remodeled Home - Steps from Brady Street!
2.0 star property
9.4 out of 10, Exceptional, (14)
"Check-in and parking were easy. Kitchen was well stocked and included some spices. Location was perfect to catch some Brewers games. Beds were comfortable. Will stay again!"
United States
Debra D.
The price is NZ$281
includes taxes & fees
5 Jan - 6 Jan 2026
Comfort Near Historic Pabst Brewery & Fiserv
10.0 out of 10, Exceptional, (5)
"Great property and a great location. Lulu was an incredible and thoughtful host. "
United States
Lori B.
The price is NZ$487
includes taxes & fees
6 Jan - 7 Jan 2026
Peaceful East Side-2 min UWM-Dining-Coffee-Parking
10.0 out of 10, Exceptional, (7)
"Charming apartment, convenient location"
United States
Ashton G.
The price is NZ$343
includes taxes & fees
14 Jan - 15 Jan 2026
KK lower · Funky 2BR in Prime Bay View - w/ Parking
10.0 out of 10, Exceptional, (14)
"Great place to stay. My family enjoyed our time there. Exceptionaly clean, great communication from the host, could not ask for more. Would most definitely stay again here next time my travels take me through the area! "
United States
Mitchell D.
The price is NZ$632
includes taxes & fees
20 Jan - 21 Jan 2026
3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS
10.0 out of 10, Exceptional, (1)
"We enjoyed our stay at East Side Luxury apartments. Everything was as advertised and it was great staying close to Brady St. We would definitely stay here again."
United States
Greg W.
The price is NZ$213
includes taxes & fees
4 Jan - 5 Jan 2026
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge
9.4 out of 10, Exceptional, (3)
"Modern and clean apartment with extremely convenient parking in downtown Milwaukee! The guaranteed free parking with skywalk to Fiserv Forum was an absolute dream for the event we went to. Will definitely be staying again! "
United States
Kylee
The price is NZ$247
includes taxes & fees
4 Jan - 5 Jan 2026
Modern 1BR Apt with Skywalk to Fiserv, Rooftop, and Parking

Holiday Home in Halyard Park

Exclusive Brownstone Residence
2.0 star property
10.0 out of 10, Exceptional, (1)
"We had a nice stay at this property and hope to do it again "
United States
Damien S.
The price is NZ$384
includes taxes & fees
31 Dec - 1 Jan 2026
Exclusive Brownstone Residence
2.0 star property
10.0 out of 10, Exceptional, (1)
"Five stars all the way!"
United States
Rob K.
The price is NZ$493
includes taxes & fees
4 Jan - 5 Jan 2026
Historic Walker’s Point Home, Garage & Yard
9.4 out of 10, Exceptional, (15)
"The property is extraordinarily charming and was perfect for a short family visit in mid/late September. It's close to Bayview and is generally a good location for having fun in Milwaukee.I'm bookmarking this place for future visits with family and friends."
United States
Alexander H.
The price is NZ$392
includes taxes & fees
14 Jan - 15 Jan 2026
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
10.0 out of 10, Exceptional, (35)
"It was comfortable and affordable. Nice location walking distance to a lot of venues "
United States
Bill M.
The price is NZ$564
includes taxes & fees
1 Jan - 2 Jan 2026
Charming home w/ fire pit, walk to Lake Michigan
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Sussex Hotel Reviews

Find out more about Sussex

Everything you need to know about Sussex holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sussex holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sussex holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sussex holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sussex. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sussex holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sussex holiday rentals we have selected for you start as low as NZ$282 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sussex rentals

At Expedia, we put the best Sussex holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Sussex rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sussex holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sussex. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Sussex?

Yes, there are holiday rentals in Sussex close to Sussex Bowl, or you can select a more secluded option if you're looking for a relaxing stay. Sussex is known for its entertainment choices.

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

Wooded Hills/Indoor Pool/Hot Tub/Arcade: This highly rated holiday home rental in Sussex offers an indoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 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 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Sussex?

Choose from 3 Expedia holiday rentals in Sussex for a memorable holiday.

What can I see and do in Sussex?

Explore the area and cultural attractions such as Sharon Lynne Wilson Center for the Arts, or visit one of the family-friendly sights such as Sussex Bowl. In the wider area, you’ll find Pewaukee Lake and Springs Water Park.

What are holiday rentals like in Sussex?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sussex. Holiday rentals feature extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family gatherings.