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Sullivan Vacation Rentals

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Our top choices for Sullivan vacation rentals

1. 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 CA $318
CA $411 total
includes taxes & fees
Nov 8 - Nov 9
2-BR Suite w/ King & Double Beds + Kitchen

2. 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 CA $253
CA $479 total
includes taxes & fees
Oct 18 - Oct 19
Private Hot Tub • Bright Home Near Downtown

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

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (10 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 CA $192
CA $332 total
includes taxes & fees
Nov 15 - Nov 16
Historic Downtown Luxury-Lake-Coffee-Spa like BA

4. 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 CA $377
CA $865 total
includes taxes & fees
Oct 25 - Oct 26
Sytlish Retreat Near Wedding Venues & Downtown

5. 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 CA $265
CA $451 total
includes taxes & fees
Nov 15 - Nov 16
Historic Downtown- King Bed-St Johns Acad-Shopping

6. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is CA $179
CA $234 total
includes taxes & fees
Oct 28 - Oct 29
Spacious Accessible Studio w/ Walk-In Shower

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

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
The price is CA $209
CA $269 total
includes taxes & fees
Oct 28 - Oct 29
Accessible 1-BR Queen Suite w/ Roll-In Shower

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

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is CA $209
CA $269 total
includes taxes & fees
Oct 28 - Oct 29
Accessible 1-BR Suite w/ Two Double Beds

9. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
The price is CA $197
CA $255 total
includes taxes & fees
Nov 8 - Nov 9
Accessible 1BR Suite | Pool & Daily Breakfast

10. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is CA $167
CA $221 total
includes taxes & fees
Nov 8 - Nov 9
Queen Studio Suite w/ Kitchenette in Oconomowoc

11. 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 CA $318
CA $411 total
includes taxes & fees
Nov 8 - Nov 9
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast

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

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.2 out of 10, Wonderful, (7 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 CA $438
CA $574 total
includes taxes & fees
Oct 28 - Oct 29
Relax & Reboot in this Charming 2-Bedroom Townhome

13. 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 CA $214
CA $457 total
includes taxes & fees
Oct 28 - Oct 29
3BR Home Near Hahns Lake – Newly Updated Kitchen

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

Accessible 2-BR Suite w/ Tub & 2 Bathrooms
Oconomowoc
The price is CA $318
CA $392 total
includes taxes & fees
Nov 8 - Nov 9
Accessible 2-BR Suite w/ Tub & 2 Bathrooms

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

Historic Downtown-Old World Charm-Dining-Coffee
Delafield
9.8 out of 10, Exceptional, (9 reviews)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
The price is CA $235
CA $415 total
includes taxes & fees
Oct 18 - Oct 19
Historic Downtown-Old World Charm-Dining-Coffee

16. 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 CA $236
CA $525 total
includes taxes & fees
Oct 19 - Oct 20
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

17. 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 CA $262
CA $678 total
includes taxes & fees
Nov 17 - Nov 18
Dome House on Whitewater Lake

18. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
The price is CA $472
CA $1,091 total
includes taxes & fees
Nov 10 - Nov 11
Eclectic Hubertus Home w/ Game Room & Fire Pit!

19. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
Hubertus
9.8 out of 10, Exceptional, (28 reviews)
"We had a wonderful stay! It was the perfect Thanksgiving getaway for our family. "
United States
Mikaela M.
The price is CA $387
CA $1,116 total
includes taxes & fees
Nov 8 - Nov 9
Eclectic Hubertus Home w/ Game Room & Fire Pit!

20. 4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING

4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING
Hartford
The price is CA $1,277
CA $1,955 total
includes taxes & fees
Nov 1 - Nov 2
4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING
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

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 Sullivan. 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 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?

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!: Visitors like this Sullivan vacation home rental. It is located on the beach and has a fireplace, a patio, and a barbecue grill 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 larger area, you’ll find Hawks Inn and Johnson Creek Premium Outlets.

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.