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Sullivan Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Sullivan holiday rentals

A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

1. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is HK$847
HK$1,134 total
includes taxes & fees
25 Oct - 26 Oct
Spacious Accessible Studio w/ Walk-In Shower
The Blue Belle

2. Charming Historic Upper Walk to Downtown & Lakes

Charming Historic Upper Walk to Downtown & Lakes
Oconomowoc
10.0 out of 10, Exceptional, (42 reviews)
"Beautiful, comfortable house within easy walking distance of downtown and the beach. Thoughtful hosts with great communication. Thanks for a great return stay!"
United States
Mark G.
The price is HK$1,671
HK$4,230 total
includes taxes & fees
4 Oct - 5 Oct
Charming Historic Upper Walk to Downtown & Lakes
A dining area with a table and chairs, a ceiling fan, and a view of the outside through large windows.

3. Delafield Vacation Rental Near Lakes & Parks!

Delafield Vacation Rental Near Lakes & Parks!
3.0 star property
Delafield
The price is HK$1,248
HK$3,026 total
includes taxes & fees
5 Oct - 6 Oct
Delafield Vacation Rental Near Lakes & Parks!
A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

4. Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (6 reviews)
"Our stay was wonderful. Our host was very responsive to questions, and the home was welcoming and had all needed amenities. "
United States
Heather F.
The price is HK$1,588
HK$2,912 total
includes taxes & fees
14 Oct - 15 Oct
Private Hot Tub • Bright Home Near Downtown
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

5. Accessible 1-BR Queen Suite w/ Roll-In Shower

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
The price is HK$1,015
HK$1,324 total
includes taxes & fees
25 Oct - 26 Oct
Accessible 1-BR Queen Suite w/ Roll-In Shower
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

6. Accessible 1-BR Suite w/ Two Double Beds

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is HK$1,015
HK$1,324 total
includes taxes & fees
25 Oct - 26 Oct
Accessible 1-BR Suite w/ Two Double Beds
A two-story house with a balcony, a front porch, and a visible garage.

7. Sytlish Retreat Near Wedding Venues & Downtown

Sytlish Retreat Near Wedding Venues & Downtown
Oconomowoc
10.0 out of 10, Exceptional, (30 reviews)
"Nicely remodeled home that was perfect for our trip to Oconomowoc"
United States
Carl G.
The price is HK$2,569
HK$5,413 total
includes taxes & fees
7 Oct - 8 Oct
Sytlish Retreat Near Wedding Venues & Downtown
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

8. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is HK$847
HK$1,134 total
includes taxes & fees
25 Oct - 26 Oct
Queen Studio Suite w/ Kitchenette in Oconomowoc
A room with a patterned carpet, a large flat-screen TV mounted on the wall, and several leather recliner chairs arranged in a row.

9. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
The price is HK$1,015
HK$1,324 total
includes taxes & fees
25 Oct - 26 Oct
Accessible 1BR Suite | Pool & Daily Breakfast
A bedroom with a large bed, a desk, and a chair. There are windows with curtains, a hanging light fixture, and a framed picture on the wall.

10. Historic Downtown-Old World Charm-Dining-Coffee

Historic Downtown-Old World Charm-Dining-Coffee
Delafield
10.0 out of 10, Exceptional, (8 reviews)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
The price is HK$1,301
HK$2,295 total
includes taxes & fees
19 Oct - 20 Oct
Historic Downtown-Old World Charm-Dining-Coffee
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

11. 2-BR Suite w/ King & Double Beds + Kitchen

2-BR Suite w/ King & Double Beds + Kitchen
Oconomowoc
10.0 out of 10, Exceptional, (1 review)
"The two bedroom suite was perfect! The room was spotless and the furnishings were comfortable. They had breakfast and a social hour in the evening. It was very nice. We didn’t use the pool and it was great. Would definitely stay here again."
United States
Sharon J.
The price is HK$1,878
HK$2,424 total
includes taxes & fees
18 Oct - 19 Oct
2-BR Suite w/ King & Double Beds + Kitchen
A modern kitchen with white cabinets, a central island, a chandelier, and a dining area with orange chairs.

12. Historic Downtown- King Bed-St Johns Acad-Shopping

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.8 out of 10, Exceptional, (12 reviews)
"Comfortable, clean, convenient location and stylish decor. Owner was great! Will recommend to my friends."
United States
Susan D.
The price is HK$1,469
HK$2,511 total
includes taxes & fees
7 Oct - 8 Oct
Historic Downtown- King Bed-St Johns Acad-Shopping
Exterior

13. Relax & Reboot in this Charming 2-Bedroom Townhome

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.8 out of 10, Exceptional, (6 reviews)
"The house worked out just perfect for us! The surrounding grounds are beautiful also. A’Lisa was a very nice host and very easy to get into contact with. We will definitely be back!"
United States
Jon S.
The price is HK$2,432
HK$3,220 total
includes taxes & fees
15 Oct - 16 Oct
Relax & Reboot in this Charming 2-Bedroom Townhome
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

14. Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
10.0 out of 10, Exceptional, (1 review)
"."
United States
Rhonda M.
The price is HK$1,686
HK$2,180 total
includes taxes & fees
25 Oct - 26 Oct
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

15. Accessible 2-BR Suite w/ Tub & 2 Bathrooms

Accessible 2-BR Suite w/ Tub & 2 Bathrooms
Oconomowoc
The price is HK$1,878
HK$2,308 total
includes taxes & fees
18 Oct - 19 Oct
Accessible 2-BR Suite w/ Tub & 2 Bathrooms
A living room with a sofa, a television on a stand, a ceiling fan, and a window with curtains.

16. 3BR Home Near Hahns Lake – Newly Updated Kitchen

3BR Home Near Hahns Lake – Newly Updated Kitchen
Johnson Creek
10.0 out of 10, Exceptional, (1 review)
"House is great. Host was excellent when responding to any questions. FYI the bedrooms and bathroom were upstairs. Enjoy our time very much."
United States
D M.
The price is HK$1,187
HK$2,560 total
includes taxes & fees
27 Oct - 28 Oct
3BR Home Near Hahns Lake – Newly Updated Kitchen
A kitchen with white cabinets, a microwave, a dishwasher, and a sink.

17. Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (9 reviews)
"Loved the location and it was just the perfect size for the two of us. Will definitely stay here again when we are in Delafield. "
United States
Becky M.
The price is HK$1,066
HK$1,879 total
includes taxes & fees
4 Oct - 5 Oct
Historic Downtown Luxury-Lake-Coffee-Spa like BA
A modern kitchen with a large island, stainless steel sink, and pendant lights.

18. Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Waukesha
9.8 out of 10, Exceptional, (40 reviews)
"Great place and very clean"
United States
Jason d.
The price is HK$1,306
HK$2,868 total
includes taxes & fees
4 Oct - 5 Oct
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
A spacious living area with a high ceiling, wooden beams, and large windows.

19. Dome House on Whitewater Lake

Dome House on Whitewater Lake
Whitewater
10.0 out of 10, Exceptional, (3 reviews)
"Very quiet, clean and lots of amenities! We had a hiccup with the water/shower, and our host not only communicated quickly but had a plumber over to fix it before the day was over!! She went above and beyond to make our stay comfortable!! A very enjoyable stay!"
United States
Rachel
The price is HK$1,455
HK$3,770 total
includes taxes & fees
2 Nov - 3 Nov
Dome House on Whitewater Lake
A beach with a view of the water, boats, and a distant shoreline.

20. Spa House by the beach. Pewaukee Lake

Spa House by the beach. Pewaukee Lake
Downtown Pewaukee
9.0 out of 10, Wonderful, (2 reviews)
"Lovely relaxing home. Had a great time. Train traffic can be a bit much especially if you’re a lite sleeper. Overall great experience."
United States
Ryan E.
The price is HK$2,237
HK$3,576 total
includes taxes & fees
17 Oct - 18 Oct
Spa House by the beach. Pewaukee Lake
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

Best Western Waukesha Grand

Best Western Waukesha Grand

8/10 Good
"The front desk clerk was outside smoking every time I went there. Check in...a question..and are Check out..she was outside smoking...not a good look several other people were waiting as well."
Mark 3-night trip
Posted 1 day ago
Best Western Waukesha Grand

Find out more about Sullivan

Search for holiday rentals in Sullivan on Expedia! You can easily find your home rentals, villas, holiday apartments in Sullivan using one of the methods below:

  • View our selection of featured holiday rentals in Sullivan
  • Use the map to find apartments and other holiday homes in the Sullivan neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Sullivan while they last

Look no further and take a look at our great range of rental properties in Sullivan!

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?

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!: This holiday home rental outside of Sullivan is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Hawks Inn and Johnson Creek Premium Outlets.

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.