Sullivan Holiday Rentals

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Holiday Rentals in Sullivan

Waterfront Lake Ripley getaway. Kayak, paddleboard and fish from private pier!
9.4 out of 10, Exceptional, (43)
"We ad grandparents, siblings and parents at the house. It was perfect! View great in the morning, and great host who was super responsive."
Waterfront Lake Ripley getaway. Kayak, paddleboard and fish from private pier!
Greenstone Cottage
10.0 out of 10, Exceptional, (7)
"The hostess Carol was great. The home was charming and comfortable - clean and convenient, just a short walk downtown. Definitely would stay again."
Greenstone Cottage
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
9.8 out of 10, Exceptional, (135)
"We really loved our stay. This was our first time using VRBO. Tammy noticed the weather was going to be crummy for our full day at the cottage and offered to let us come early. That made it so we were able to enjoy the lake for a full afternoon before the storms came in. We used the paddle boat and the kayaks to take a short family boat trip. There were tie outs and sheets for the furniture for the dog. The kitchen was stocked withmany essentials and the showers even had shampoo and soap...
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
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Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier
9.8 out of 10, Exceptional, (7)
"This wonderful lake home far exceeded our expectations !!!! Beautifully decorated, extremely inviting and extremely clean….. We will be back !!!"
Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier
Beautiful Waukesha Home
10.0 out of 10, Exceptional, (6)
"We stayed here to attend my daughter's graduation from Graduate School, and it was the perfect location. The house was beautiful, and clean with plenty of room for our family. Would highly recommend."
The price is AU$829
includes taxes & fees
2 June - 3 June
Beautiful Waukesha Home
3 Bedroom Okauchee Lake
10.0 out of 10, Exceptional, (7)
"This property was great! Exactly as described. The music on the weekend did not interfere with relaxing or sleeping. We were even greeted at the bar with a round of free drinks! Would definitely Saturday again if we are in the area!"
3 Bedroom Okauchee Lake
Rock River Haven - charming, spacious, peaceful
10.0 out of 10, Exceptional, (26)
"Our stay was wonderful. Clean, cozy and the owners were very accommodating, we will surely be visiting again when we are in town. Perfect find, don't pass it up if you are in need of a place to stay while in Watertown. MJ and Andy thank you very much."
Rock River Haven - charming, spacious, peaceful
Lake Home | Sunsets, Pier, Pontoon Rental, Dog Friendly, Walk to town
10.0 out of 10, Exceptional, (15)
"It is a quiet location on the lake. Nice yard. Neighbors are kind and will leave you alone or talk to you....your choice. Home is clean and comfortable. LOVE the deck! We were able to enjoy the birds early in the morning with our coffee. This is a place to relax."
Lake Home | Sunsets, Pier, Pontoon Rental, Dog Friendly, Walk to town
Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…
10.0 out of 10, Exceptional, (37)
"This is a 5+ star accommodation. We absolutely could not believe how amazing and beautiful this place was. The pictures just cannot show all the detail and thought that was put into every detail to ensure you have a comfortable and enjoyable stay (all the extra amenities). They truly thought of everything that someone may need!! This is a vacation inside of itself and you would never have to leave the premises. We will make this a once a year stay if not more. First class!"
The price is AU$1,448
includes taxes & fees
30 June - 1 July
Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…
Family Retreat, private, large, great for multi-family, company retreat, wedding
10.0 out of 10, Exceptional, (46)
"This property is fantastic! Great amenities, clean, huge open spaces, and comfortable beds! The owners/property managers were great, too!"
Family Retreat, private, large, great for multi-family, company retreat, wedding
Eclectic Hubertus Home w/ Game Room & Fire Pit!
10.0 out of 10, Exceptional, (2)
"The house and property are amazing. We had four adults and four children on our trip. The house is huge so there is plenty of space for everyone. The place feels like its right out of the Brady Bunch, in a good way. Would definitely book this property again."
Eclectic Hubertus Home w/ Game Room & Fire Pit!
Beautiful Family Home on Quiet Lake Ashippun
Beautiful Family Home on Quiet Lake Ashippun
Newly remodeled Lauderdale Lakes waterfront home-hot tub, sauna, pickleball!
10.0 out of 10, Exceptional, (1)
"This home is amazing with great creature comforts and fantastic views. The host (Briana) was quite accommodating. We had a wonderful stay. Everyone enjoyed it. Fishing was slow, but the kids still caught quite a few bass. The nearby hiking trails are spectacular."
Newly remodeled Lauderdale Lakes waterfront home-hot tub, sauna, pickleball!
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
9.6 out of 10, Exceptional, (150)
"We had a great time in this property. Had everything we needed."
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym
9.0 out of 10, Wonderful, (8)
"This is a great location, remote and quiet, just what we wanted. Our family reunion was a big success! No WiFi was an issue for people who needed to make contact with work issues, and of course kids were not happy about it, but sometimes it’s nice to disconnect. However cell phone reception was limited so getting directions was challenging at times. All said and done we had a wonderful time and wouldn’t hesitate to go back and do it again."
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym
Cozy, private, cabin on a quiet lake.
9.8 out of 10, Exceptional, (53)
"Your property was perfect -- clean, well maintained, and ready when promised. All that was needed for the stay was there. Thank you! We plan on returning!!"
Cozy, private, cabin on a quiet lake.
Log Cabin, two mins from Pewaukee Lake Boat Launch
10.0 out of 10, Exceptional, (7)
"We had a great stay at the Hidden Hideaway Cabin. We found everything clean and comfortable and we had everything we needed. We would like to return sometime and would recommend this vacation rental to other couples as well as groups. B&M"
Log Cabin, two mins from Pewaukee Lake Boat Launch
LAKEFRONT HIDDEN GEM !
9.8 out of 10, Exceptional, (25)
"This was our second year here, and we loved it. There’s lots of space and separate areas for our teens and pre-teens to getaway, but also enough to do and space to do it in when we want to all be together."
LAKEFRONT HIDDEN GEM !
Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews
10.0 out of 10, Exceptional, (13)
"We thoroughly enjoyed our stay. Great house, perfect view, brilliant location. We thank you so much for the festive decorations and tree! We’ll be back to see you one summer…"
Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews
Silos view ranch
10.0 out of 10, Exceptional, (6)
"We really enjoyed the weekend at Silos View. The property and the house were impeccable. Very clean and cozy decor. So much to do. One of the days was rainy but we still had plenty to do inside. Definitely recommend this property and would love to go back. 5 star review."
Silos view ranch
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See all available properties in Sullivan
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.

Sullivan Holiday Home Travel Info

Popular accommodation
Sullivan private holiday homes
Known landmarks
Palmyra Beach
International airport
Milwaukee, WI (MKE-General Mitchell Intl.)

Other types of properties in Sullivan you may be interested in

Wildwood Lodge
2.5 star property
8.2 out of 10, Very good, (1003)
"Great price"
The price is AU$160
includes taxes & fees
2 June - 3 June
Wildwood Lodge
Extended Stay America Suites Milwaukee Waukesha
2.5 star property
7.2 out of 10, Good, (711)
"It was nice. Only complaint is lack of availability of eating utensils for eating and cooking area."
The price is AU$130
includes taxes & fees
9 June - 10 June
Extended Stay America Suites Milwaukee Waukesha
The Ingleside Hotel
4.0 star property
8.6 out of 10, Excellent, (455)
"Very old decor and neat wood all over hotel. Clean and nice dining area and bar. Easy on and off interstate. "
The price is AU$182
includes taxes & fees
16 June - 17 June
The Ingleside Hotel
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.

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$829 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?

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 Johnson Creek Premium Outlets and Kettle Moraine Ranch.

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.

Recent reviews of Sullivan properties
Expedia verified reviews