Sullivan Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Sullivan

Exterior
Historic Downtown-Old World Charm-Dining-Coffee

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.
$246 nightly
The price is $278
Dec 4 - Dec 5
Total with taxes and fees
Historic Downtown-Old World Charm-Dining-Coffee
Fridge, microwave, oven, dishwasher
Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha

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.
$290 nightly
The price is $327
Dec 8 - Dec 9
Total with taxes and fees
Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Vacation Home in Waukesha

9.8 out of 10, Exceptional, (16)
"Will come and stay again great host and home"
United States
Dion S.
$269 nightly
The price is $304
Dec 7 - Dec 8
Total with taxes and fees
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Exterior detail
Historic Downtown- King Bed-St Johns Acad-Shopping

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.
$269 nightly
The price is $304
Dec 4 - Dec 5
Total with taxes and fees
Historic Downtown- King Bed-St Johns Acad-Shopping
Microwave, oven, stovetop
Relax & Reboot in this Charming 2-Bedroom Townhome

Vacation Home in Ixonia

9.6 out of 10, Exceptional, (4)
"Clean place. "
United States
John M.
$226 nightly
The price is $239
Dec 29 - Dec 30
Total with taxes and fees
Relax & Reboot in this Charming 2-Bedroom Townhome
Private kitchen
Comfortable 3 Bedroom with King bed in Waukesha

Vacation Home in Waukesha

2.0 star property
$347 nightly
The price is $392
Dec 16 - Dec 17
Total with taxes and fees
Comfortable 3 Bedroom with King bed in Waukesha
TV, fireplace, DVD player
Peaceful Winter Escape with Stunning River Views

Cottage in Johnson Creek

2.0 star property
Peaceful Winter Escape with Stunning River Views
Terrace/patio
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18

Vacation 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.
$1,997 nightly
The price is $2,256
Dec 8 - Dec 9
Total with taxes and fees
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18
Dining
DElafield Rivers Gateway Luxurious Condo

Apartment in Delafield

$508 nightly
The price is $574
Dec 31 - Jan 1, 2026
Total with taxes and fees
DElafield Rivers Gateway Luxurious Condo
Exterior
Historic Downtown Luxury-Lake-Coffee-Spa like BA

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.
$203 nightly
The price is $229
Dec 4 - Dec 5
Total with taxes and fees
Historic Downtown Luxury-Lake-Coffee-Spa like BA
Dining
Free Breakfast, Pool, Hot Tub, Gym. Great Suite!

Condo in Oconomowoc

4.0 out of 10, (1)
$135 nightly
The price is $150
Dec 14 - Dec 15
Total with taxes and fees
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

Holiday Inn Express & Suites Delafield by IHG

Holiday Inn Express & Suites Delafield by IHG

10/10 Excellent
"Room is very clean, plenty of room, all is good"
Heidi 1-night trip
Posted 4 days ago
Holiday Inn Express & Suites Delafield by IHG

Find out more about Sullivan

Everything you need to know about Sullivan vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sullivan vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sullivan vacation 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 low season months. For more hustle and bustle, you may prefer to visit Sullivan in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $229 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sullivan rentals

At Expedia, we put the best Sullivan vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Sullivan?

Yes, we give you a choice of vacation rentals close to top points of interest in Sullivan, or you can go with a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Sullivan?

17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18: Visitors like this Sullivan vacation home rental. It offers an indoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

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 larger area, you’ll find Oconomowoc Arts Center and Oconomowoc Golf Club.

What are vacation rentals like in Sullivan?

Vacation rentals are privately owned accommodations you can stay in for a short or long stay in Sullivan. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a small group gathering.