
Holiday rentals in Sullivan
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Top-rated holiday rentals in Sullivan
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YurtSimple
YurtSimple is where life slows down and people unplug. It’s forest bathing in nature. It’s getting away from it all to spend time with a partner, by oneself, and sometimes with pets. You’ll be driving past YurtCation (about 300 feet past YurtCation) to get to YurtSimple. YurtCation is 20’ in diameter and YurtSimple is 16’ in diameter. Wood and charcoal are provided. You may cook on the indoor wood stove top, or visit any number of great restaurants 2 miles away. You can even order pizza delivery

The Modern Cozy Spacious Corner
This updated & clean home is perfect for your college visits or family get togethers. The basement has a game area, a living room, a queen bed and private bathroom. Duly note the queen bed downstairs does not have a private bedroomThe fenced in backyard has a patio , gas grill and hot tub. Outside quiet hours begin at 9PM. Please be advised that we do have security cameras for your protection, located on the front and back porch of the home. Please refrain from tampering with the cameras. Thanks

Pet-Friendly Retreat•Sleeps 8•Huge Yard•Fire pit
Wake up to sunrise over a peaceful backyard and enjoy your morning coffee on the private balcony. Evenings are perfect by the fire pit under a starry sky. Just a 5 minute drive from Pewaukee Lake Pet-friendly home with a large yard and fire pit - ideal for relaxing and spending time together. Open-concept living, kitchen, and dining area creates a warm, inviting space to gather. Sleeps up to 8 and is best suited for small families or close-knit groups who prefer a more cozy, intimate layout.

Modern Lake Country Farmhouse in Delafield
Just a half mile outside downtown Delafield, this charming, modern farmhouse is clean, updated and well stocked. There's plenty of space to have a peaceful, relaxing stay. Easy access to golf, lakes (like Nagawicka and Upper & Lower Nemahbin), parks (like Lapham Peak State Park), hiking, biking and x-country skiing. Enjoy walking access to restaurants and shops in Delafield. Just minutes off I-94 in Lake Country, conveniently located between Milwaukee and Madison. 30 minutes from Fiserv Forum.

Beautifully Restored Historic Victorian
Whether this is for a single, couple, or small group, your stay at this historic home will truly be memorable. You’ll love the MBR suite featuring a gas fireplace, whirlpool tub, and double walk-in custom tile shower. There is an additional very nice full bath/shower on the main floor. The finished lower level has two separate rooms, each with a quality double futon with bedding available for your guests. For this attractive price, the upper 4 bedrooms are locked but may be opened for more

Lake Lovers Hideaway near Lake Geneva
Perfect getaway with all the camping and lake amenities. Enjoy the sights and sounds of the Kettle Moraine with a clean and spacious hot tub, fire pit, propane grill, and activities to keep you busy. Even better, Lauderdale Lake access is less than a mile away with a pier for fishing, kayak for exploring, or bring your own boat for more lake fun! With parking space enough for two cars and a boat, day boat slip access, and Wisconsin favorites ready for you on arrival, you won't be disappointed!

Black Squirrel Farmhouse - (Downtown Oconomowoc)
Downtown Oconomowoc, beach, bandshell, bars, shops, restaurants, lakes, kayak/boat rental, 2 public golf courses in town and 3 more within 10 minute drive, 31 parks including the imagination station million dollar play area!!! Lots of local hiking and bike trails through the kettle moraine, visit Lapham peak, government hill, scuppernong, and much more! Minutes to Holy Hill, from the tower you can see the beautiful Lake Country area for miles. Only 1.25 hr drive to the Devils lake state park!

Beautiful home on Okauchee Lake, WI
I have a beautiful home on a fun lake. It is just 25 mins from Milwaukee and 50 mins from Madison. There are several bars and restaurants on&off the water; you can either walk, drive or boat to. I have a boat slip available if you want to bring your own 18' or smaller boat. There is a fire-table on the patio for those quiet nights sitting out under the stars. Winter is spectacular here too. Nearby is the Nashotah Park, with a dog park and hiking trails. Lions park has an area for parties.

Oconomowoc Downtown River View
Stunning view of the Oconomowoc river, locate in the heart of downtown Oconomowoc. Whether you are traveling for fun or work there is something for everyone. Walk to sandy beaches, six nearby parks, tennis court, or just walk around beautiful Lac La Belle Lake and Fowler Lake. Bring your kayaks or boat. Local boat rentals are available in town. Enjoy live bands and events at restaurants and bars or have a peaceful dinner at one of many fine dining restaurants also in walking distance.

Nagawicka Woods-Beautiful Lake Country Ranch Home
Welcome to Nagawicka Woods, a beautiful home located in Delafield, WI in the heart of Lake Country. Minutes from lake access to: Nagawicka, Okauchee, Pewaukee, Pine, Namahbin & Oconomowoc Lakes. 2 blocks from St. John's NW Military Academy, 6 minutes from Rogers Memorial Hospital, half an hour from Milwaukee & one hour from Madison. This home sleeps 6 (a pack n play is available.) Ideal for couples, family, small groups or a girlfriends getaway. Set on a quiet 1.5 private acres.

Buoys UP! Lake Life & Sunsets
Looking to unwind & enjoy Lake Life-where weekends begin any day of the week-any season you choose? Here at Buoys UP! you will be able to do just that. Enjoy private access to our newly remodeled 2 bedroom lake house at Lake Koshkonong, WI. Overlook the private road this little gem is located on and enjoy the wonderful lake views and the beautiful sunsets. Stroll down the road for apx. a 2 minute walk to take advantage of your personal lake access Buoys UP! offers just for you.

Cozy Country Cottage near Lake Geneva, WI
Our Cozy Cottage features 3 comfortable bedrooms and nightly magnificent sunsets. Nestled on a country road, the house offers plenty of space to rest after visiting Lake Geneva, Lauderdale lakes, biking at Kettle Moraine or site seeing in the area. It’s close to Walworth County fair grounds where the flea market, Das Fest and Rib Fest are held. This is country living with plenty of opportunity to enjoy the beautiful outdoors or the peace and quiet of the countryside.
Popular amenities for Sullivan holiday rentals
Other great holiday rentals in Sullivan

Cozy 3BR Ranch Home Away From Home

Luxe Spa Cabin: Hot Tub + Sauna + Fire

Lake Country Retreat- Bring Your Boat and Kayaks!

The Ernest Inn-Main Street

Cheerful, open space, and relaxing 1 bedroom home.

Chic Retreat w/ Fire Pit by Wedding Venues & Lakes

Koshcabin Lakehouse

Watertown Family Retreat
Destinations to explore
- Chicago Holiday rentals
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- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Wisconsin State Capitol
- Erin Hills Golf Course
- Milwaukee County Zoo
- Lake Kegonsa State Park
- Milwaukee Public Museum
- Baird Center
- Bradford Beach
- Sunburst
- Discovery World
- Henry Vilas Zoo
- Marquette University
- American Family Field
- Riverside Theater
- Kohl Center
- Fiserv Forum
- Chazen Museum of Art
- Holy Hill National Shrine of Mary
- Overture Center For The Arts
- Dane County Farmers' Market
- Lake Geneva Public Library
- Lake Geneva Cruise Line
- American Family Insurance Amphitheater





