Holiday Rentals in Sullivan

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Holiday Rentals in Sullivan

Right on the Water! Private Pier, Excellent Sunsets & Swimming

9.6 out of 10, Exceptional, (93)
"I give this rental a five stars overall. The property contact was very responsive. The location so close to the lake is just perfect. Great for a girls weekend away. Only constructive feedback. Is there a couple of things that should be repaired on the property, such as a cracked sink, But nothing that overall affected the functionality of the rental for us. Neighbors were very quiet and we would definitely stay here again."
Right on the Water! Private Pier, Excellent Sunsets & Swimming

Modern and Convenient Waukesha 3BR home with 2 King Beds

9.4 out of 10, Exceptional, (3)
"Great rental. Clean and spacious."
The price is €318
includes taxes & fees
18 Feb - 19 Feb
Modern and Convenient Waukesha 3BR home with 2 King Beds

Four Gables on Green Lake- Luxury Lakefront Home w/Water Views from Every Room!

Four Gables on Green Lake- Luxury Lakefront Home w/Water Views from Every Room!

Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews

10.0 out of 10, Exceptional, (15)
"Really great location. Excellent accommodation. Clean very well equipped easy check in and out process. Only recommendation a few more blankets for beds. I’m from Fl and was in the teens needed a few extra lol. Thank you for a great home like atmosphere we were in town for our best friends funeral. "
Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews

Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI

2.0 star property
10.0 out of 10, Exceptional, (5)
"Thanks for hosting our family. We had a really nice holiday!"
Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI

Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill

9.8 out of 10, Exceptional, (92)
"A beautiful and very spacious house. It was wonderful spending Christmas here. Highly recommend!"
Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill

Lake Beulah - Lake Front Property Getaway!

10.0 out of 10, Exceptional, (4)
"Waterfront property in a quiet cove on one of the area's best lakes. Everything was very clean. The entire space seems newly remodeled. There are outstanding lake views from the common area and from the upstairs bedroom. There are fewer steps down to the water than many properties on this lake.We loved our stay here."
Lake Beulah - Lake Front Property Getaway!

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

9.8 out of 10, Exceptional, (148)
"The house is as described.It is very clean! It is small, "
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

Charming 4-bedroom Lake house on Lake Ripley in Cambridge

10.0 out of 10, Exceptional, (8)
"Really enjoyed the space "
Charming 4-bedroom Lake house on Lake Ripley in Cambridge

NEW Sunset Lake House w/ 4 fireplaces and kids bunk room!

9.8 out of 10, Exceptional, (9)
"We had multiple generations coming from many locations to celebrate mom’s 80 birthday. This home was large enough to accommodate all 13 for meals and gatherings very comfortably. There were spaces people could chat privately and a great room for everyone! Eleven of us slept there. We would definitely come again. "
NEW Sunset Lake House w/ 4 fireplaces and kids bunk room!

Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

9.8 out of 10, Exceptional, (8)
"Each year our extended family meets in Wisconsin for Christmas. This year we chose to find a location closer to Milwaukee. This recently restored Victorian worked well for our family. 8 of stayed at the house, while 8 others visited during the day. Plenty of room for the family to meet. Large kitchen and dining area. Plenty of places to park. Beautiful neighborhood. Jay our host was readily accessible and responsive prior to our visit, and we found the house very accommodating. "
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL

10.0 out of 10, Exceptional, (18)
"Plenty of room for everyone and nice location for our weekend getaway. Far enough from the hustle and bustle but close enough to have things to do! Enjoyed an afternoon of antiquing and exploring Madison which is a short drive. Grocery store and gas station located within minutes of the property. Relaxing lake side location and views. Would definitely recommend!"
Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL

Beautiful Waukesha Home

10.0 out of 10, Exceptional, (25)
"The house was awesome , nice neighborhood great view from kitchen. easy to get around the city. perfect place to call home while we were there. "
Beautiful Waukesha Home

Spacious Pewaukee Lake/ Pier Access Home

8.6 out of 10, Excellent, (11)
"Our company needed to send workers out of town to a job site in the Delafield area. The house was perfect for our needs, close to the job site and enough beds for each person. That is always our struggle, enough beds, they will share a room but not a bed. Our employees enjoyed being able to sit out after a long day and sit around the fire pit and relax. Steve was great to work with, as we needed to book an additional week and despite having availability VRBO site showed it unavailable. We...
Spacious Pewaukee Lake/ Pier Access Home

Newly remodeled Lauderdale Lakes waterfront home-hot tub, sauna, pickleball!

10.0 out of 10, Exceptional, (7)
"Great property right on Lauderdale Lakes and next door to Lauderdale landing. House was new, clean, and great for entertaining a large group. Briana was a fantastic host with lightning-quick responses. Couldn't recommend this property enough for larger groups looking to spend a few days on the lake."
Newly remodeled Lauderdale Lakes waterfront home-hot tub, sauna, pickleball!

✨Chic Retreat near Wedding Venues, Downtown & Lakes with King Bed✨

10.0 out of 10, Exceptional, (11)
"Great location and beautiful home. Super clean, well-stocked and looks so well-cares for!"
✨Chic Retreat near Wedding Venues, Downtown & Lakes with King Bed✨

4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!

9.6 out of 10, Exceptional, (157)
"Enjoyed being close to the wedding venue. Samantha was available to answer any questions. The bedrooms were large and living space great for family. "
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!

Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier

10.0 out of 10, Exceptional, (16)
"The house was exactly as listed. We all loved it. Had a fabulous time kayaking. Absolutely stunning. Beds comfortable. Very well stocked. Best stocked kitchen of any rental I’ve gone to. Warning, many stairs to get to the lake, but we didn’t have any problems with that. Was even a deck with sitting area at the lake. Excellent "
Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier

Pewaukee Lake | Sunsets | Dogs | Beach | Good Vibes

10.0 out of 10, Exceptional, (23)
"Kristen was an excellent host and made sure we had what we needed. The house and location were awesome and we all had a really great time."
Pewaukee Lake | Sunsets | Dogs | Beach | Good Vibes

Cozy, private, cabin on a quiet lake.

9.8 out of 10, Exceptional, (60)
"Great first trip out. Hoping to come back when it’s warmer out to enjoy the lake more. "
Cozy, private, cabin on a quiet 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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Other types of properties in Sullivan you may be interested in

The Ingleside Hotel

4.0 star property
8.6 out of 10, Excellent, (592)
"The staff was friendly and the food at the supper club was excellent."
The price is €116
includes taxes & fees
10 Mar - 11 Mar
The Ingleside Hotel

Wildwood Lodge

2.5 star property
8.4 out of 10, Very good, (1001)
"Bed was very lumpy and springs dug into you. The thermostat was not working properly it needs service. "
The price is €113
includes taxes & fees
17 Feb - 18 Feb
Wildwood Lodge

Holiday Inn Express & Suites Delafield by IHG

2.5 star property
9.4 out of 10, Exceptional, (492)
"a"
The price is €112
includes taxes & fees
16 Feb - 17 Feb
Holiday Inn Express & Suites Delafield by IHG
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.

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?

Right on the Water! Private Pier, Excellent Sunsets & Swimming : This holiday home rental outside of Sullivan is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 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 Lapham Peak 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.