
Family-friendly holiday rentals in Sussex
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Top-rated family-friendly rentals in Sussex
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Peaceful weekend or extended stay, full amenities
The Country Retreat at the historic Schmitz Family Farm is close to many attractions, ideal for couples, families, girls' weekends, extended stays, business travel, and is dog friendly. Enjoy a sunrise or sunset, get cozy at the fireplace, or indulge in the many activities our area has to offer. We feature two beautiful bedrooms, living room with two sleeper sofas (can also be used as a third bedroom, as door closes for privacy), laundry room, full kitchen, coffee nook, quiet deck and backyard.

YurtCation
YurtCation is an off-grid getaway with lake frontage and nature trails. There is another yurt about 300ft up the same driveway. There are a total of two yurts and two homes that have access to the same 17 acre lake. Each yurt has their own queen-sized comfy bed, wood stove, Weber grill w/charcoal, fire pit, firewood, fresh water, canoe, and clean Porto Potty. The yurts are about 80 feet from the lake’s ordinary high water mark to comply with zoning. We are fully permitted and have many repeats.

Exhale, rest
Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.

In the Canopy (beautiful Brookfield/Milwaukee)
Relax “in the Canopy” of beautiful maples! If you’re looking for party central…this isn’t it. But if you want a comfortable place in a tree-filled neighborhood, just a few minutes from all the best Milwaukee has to offer, you’re in luck! Perfect location for quick access to the city—or to Lake Country to the west. Quiet, comfortable, safe, surrounded by beautiful gardens. We’re in a perfect launching spot to visit Summerfest, Brewers/Bucks games, or Milwaukee's western suburbs. Bring the kids!

Pet-Friendly Retreat•Sleeps 8•Huge Yard•Fire pit
Wake up to sunrise over a peaceful backyard and enjoy your morning coffee off the balcony. Evenings are perfect by the fire pit under a starry sky. Just 5 minutes from Pewaukee Lake This private upper level comes with a large fenced in yard - 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.

Local Landmark CF / Artisan Coffeehouse
Wake up to the aroma of fresh coffee, stroll downstairs for breakfast, then spend the afternoon hiking the Kettle Moraine before returning to a luxurious bed. The iconic Coffee Corner Bistro (Est 1999) is steps from the Wisconsin 9/11 Memorial & Eisenbahn Bike Trail, and is the "Gateway to the Kettle Moraine" Proudly recognized by the Fond du Lac Reporter Travel Section in its June 13, 2026 feature: "Top Airbnb Stays Near Fond du Lac" Google CBS 58 story on our historical Coffeehouse.

Lake Michigan Beach Home by Frank Lloyd Wright pro
Beautiful view and sand beach on Lake Michigan, completely private, surrounded by mature white pine trees and cedar trees. The spacious home is fully equipped with an "eat in" kitchen, dining room, and living room entertainment space, den with a see-through log-fired fireplace, screened-in porch to accommodate additional eating space, large outdoor deck with grill and fire pit. A canoe and a row boat are available for the boating enthusiast, with life jackets and other floating devices.

Cozy cottage in the heart of Lake Country
Entire cottage in Lake Country nestled on two acres with mature trees. Included on the two acres- the host's farmhouse, carriage house and barn. A country setting with easy access to Hwys 16, 83 and I 94. Close to shopping, restaurants, parks, hiking, cross country skiing lakes, and beaches (10 min. to Delafield and Oconomowoc and 15 min. to Pewaukee.) Perfect for day trips to Madison (54 min.) and Milwaukee (30 min.). NOTE: exempt from accepting service and emotional support animals.

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.

The Loft @ The Butler Place. 1846 homestead.
The Loft at the Butler Place is a beautiful, quiet retreat set in the rural suburb of Sussex, just 30 minutes west of Milwaukee. The home is the 1846 homestead of the William Butler family, making the home older than the State of Wisconsin! The 2019 remodel of the Loft is in sophisticated farmhouse style and pays tribute to the history of the home in its furnishings, up cycled pieces, and beautiful setting. "Broken becomes blessed" both tells and compells as an invitation to all.

Garden Retreat in law Suite
Welcome to our in-law suite apartment featuring a full eat-in kitchen, living room, queen bed in large bedroom, walk in closet and full bathroom with walk-in shower. Our beautiful two acre yard has many areas to relax in, including a hammock and fire pit for the evenings. Twenty mins. to Erin Hills and Holy Hill and a half hour to most downtown Milwaukee attractions, as well as the RNC activities taking place this summer. Lots of city tips and suggestions for our guests.

1853 Farmhouse Apartment
Welcome to a two-bedroom apartment. The space includes a private bathroom, kitchen and living area. There is no kitchen/dining table. The apartment is on the second floor of the house and has an outside staircase leading up to it. The entrance/staircase is not shared by the hosts and there are no shared spaces in the home. The staircase may be steep for persons who have difficulty navigating stairs. Guests are welcome to use the patio area on the property.
Popular amenities for Sussex family-friendly rentals
Family-friendly home rentals with a hot tub

hot tub and sauna on 5 private acres

Clementine Cottage

The Little Gray House

Exquisite Modern A-frame all WithInnReach

Belleview House: Hot Tub, Fire Table, Fenced Yard

Downtown Oasis: Hot Tub, Garage, 2 King Huge yard!

Lake House Summer Getaway

HotTub/FirePit/Games Your Fall Getaway Starts Here
Family- and pet-friendly home rentals

Black Squirrel Farmhouse - (Downtown Oconomowoc)

Pet-Friendly Industrial 2 Bedroom Near UWW Campus!

Private 3 bedroom lake house

★Cozy Beach Themed Home★2 Beds★Spacious Parking★

Magnificently-restored, charming, 8+ Bed-Victorian

Beautiful home on Okauchee Lake, WI

Dog friendly - A-Frame adventure

Charming log cabin in the woods
Family-friendly home rentals with a pool

Vessel: Irish Mist V - 32' @ Reefpoint W1-3

The Landis, elegant condo w/ king bed & fireplace!

LakeView-SummerPool-FamilyFriendly-CloseToTown

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

LG Quaint Condo on Lakeshore Dr.

Luxury Log Cabin retreat home

Lake Geneva relaxation!

Lake Geneva Cloud 9
Destinations to explore
- Chicago Holiday rentals
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- Detroit Holiday rentals
- Minneapolis Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Des Moines Holiday rentals
- Saint Paul Holiday rentals
- Downtown Chicago Holiday rentals
- Ann Arbor Holiday rentals
- Windsor Holiday rentals
- Grand Rapids Holiday rentals
- Kohler-Andrae State Park
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Baird Center
- American Family Field
- Milwaukee County Zoo
- Milwaukee Public Museum
- Marquette University
- Riverside Theater
- Bradford Beach
- Pabst Mansion
- Blackwolf Run Golf Course
- Discovery World
- Fiserv Forum
- Lake Geneva Public Library
- Holy Hill National Shrine of Mary
- Mitchell Park Horticultural Conservatory
- South Shore Park
- Betty Brinn Children's Museum
- Wisconsin State Fair Park
- Atwater Park
- Lake Geneva Cruise Line
- Lake Geneva Ziplines & Adventures
- Lake Park





