Sullivan Holiday Rentals

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Holiday Rentals in Sullivan

Apartment in Waukesha

10.0 out of 10, Exceptional, (1)
"Great location to come together ahead of a wedding! Four college friends catching up on life with cute coffee shop, shopping and plenty of outdoor space nearby! "
United States
Brad R.
The price is AU$635
includes taxes & fees
16 Dec - 17 Dec
Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha

Holiday Home in Waukesha

9.8 out of 10, Exceptional, (16)
"Will come and stay again great host and home"
United States
Dion S.
The price is AU$463
includes taxes & fees
9 Dec - 10 Dec
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Apartment in Delafield

10.0 out of 10, Exceptional, (5)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
The price is AU$421
includes taxes & fees
9 Dec - 10 Dec
Historic Downtown-Old World Charm-Dining-Coffee

Holiday Home in Pewaukee

10.0 out of 10, Exceptional, (1)
"Great location with beautiful views! Everything was perfect & just as described. We will recommend to anyone looking for a place to stay over & over again!"
United States
Amanda L.
The price is AU$661
includes taxes & fees
9 Dec - 10 Dec
Wide open lake views and large flat front yard

Apartment in Delafield

9.4 out of 10, Exceptional, (6)
"Needed a low cost option for staying downtown for a business meeting. Super convenient and very nice."
United States
Eric B.
The price is AU$461
includes taxes & fees
9 Dec - 10 Dec
Historic Downtown- King Bed-St Johns Acad-Shopping

Holiday Home in Waukesha

2.0 star property
The price is AU$622
includes taxes & fees
19 Dec - 20 Dec
Comfortable 3 Bedroom with King bed in Waukesha

Holiday Home in Ixonia

9.6 out of 10, Exceptional, (4)
"Clean place. "
United States
John M.
The price is AU$391
includes taxes & fees
29 Dec - 30 Dec
Relax & Reboot in this Charming 2-Bedroom Townhome

Apartment in Oconomowoc

The price is AU$201
includes taxes & fees
21 Dec - 22 Dec
Pool. Gym. Near Aurora Medical Center!

Condo in Oconomowoc

The price is AU$233
includes taxes & fees
21 Dec - 22 Dec
Free Breakfast, Gym, Great for Business Travelers!

Apartment in Delafield

The price is AU$873
includes taxes & fees
31 Dec - 1 Jan 2026
DElafield Rivers Gateway Luxurious Condo

Holiday Home in New Berlin

8.4 out of 10, Very good, (8)
"We had an excellent family vacation at The Garden of Eden!!"
United States
Cheryl S.
The price is AU$3,212
includes taxes & fees
14 Dec - 15 Dec
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18

Apartment in Delafield

9.4 out of 10, Exceptional, (6)
"We were in town for a wedding and this place was perfect. Great location, close to restaurants, shopping and the wedding venue was only 15 minutes away. Unit was very clean and comfortable. It had everything we needed. We loved Angelina's Restaurant which is right around the corner. If you stay here definitely eat at Angelina's."
United States
Christopher M.
The price is AU$349
includes taxes & fees
10 Dec - 11 Dec
Historic Downtown Luxury-Lake-Coffee-Spa like BA

Apartment in Oconomowoc

The price is AU$201
includes taxes & fees
21 Dec - 22 Dec
Studio | Free Breakfast. Pool. Gym

Condo in Oconomowoc

The price is AU$375
includes taxes & fees
21 Dec - 22 Dec
Free Breakfast | Great for Business Travelers!

Condo in Oconomowoc

The price is AU$375
includes taxes & fees
21 Dec - 22 Dec
Pool. Gym. Your Next Trip!

Condo in Oconomowoc

The price is AU$389
includes taxes & fees
6 Jan - 7 Jan 2026
Free Breakfast. Suite Near Aurora Medical Center!

Condo in Oconomowoc

4.0 out of 10, (1)
The price is AU$233
includes taxes & fees
14 Dec - 15 Dec
Free Breakfast, Pool, Hot Tub, Gym. Great Suite!
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 Sullivan Hotel Reviews

Find out more about Sullivan

Everything you need to know about Sullivan 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 Sullivan 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 Sullivan holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Sullivan holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sullivan. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sullivan 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 Sullivan holiday rentals we have selected for you start as low as AU$391 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Sullivan rentals

At Expedia, we put the best Sullivan 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 Sullivan 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 Sullivan 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 Sullivan. 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 Sullivan?

Yes, there are holiday rentals close to the most popular sights in Sullivan, or you can select a more secluded option if you're looking for a relaxing stay.

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

17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18: This holiday home rental outside of Sullivan 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 Sullivan?

Explore the area and family-friendly sights such as Fowler Lake Park, or get out into nature at a spot like Lac La Belle. In the wider area, you’ll find Oconomowoc Arts Center and Oconomowoc Golf Club.

What are holiday rentals like in Sullivan?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sullivan. Holiday rentals feature amenities such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips or small group gatherings.