
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.

Bark Lake, Entire Home, Private Lake Frontage 50ft
A 1,700 sqft home with 3 bedrooms, 2 baths, sofa bed and couch, large outdoor deck, hot tub, grill, 50 feet of lake access. Enjoy the morning sunrise from the East and relax by the waterfront and watch the sunset on the West. Bring the family and enjoy some lake life where the days linger on longer. During the Summer months we have a pier available to fish off of. There are two fire pits, one by the lake and another tucked away near the house. You will love it here, it is very calm and relaxing.

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.

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.

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

Lace & Woods Farm "Hammer Hideaway"
HEATED POOL MAY-SEPT FOR ADDITIONAL CHRG. Cozy designer custom built guest house nestled amongst a 10 acre hobby farm. come for a relaxing getaway. This home is an artistic gem! Boasting an open concept, with a queen bed on main level and twin mattress underneath , a full kitchen, cozy living area, wood burning fireplace. The loft has extra sleeping with a double bed and twin bed.Custom designed. Great location winter and summer, enjoy snowmobiling trails and skiing near by or beaches & hiking

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!

Cozy cottage in the heart of Lake Country
Entire cottage in the heart of Lake Country. Merryhill Cottage is nestled on two acres with mature trees. Included on the two acres- the host's farmhouse, a guest house and barn. The feeling of a country setting but with easy access to Hwys 16, 83 and I 94. Close to shopping, restaurants, parks, hiking, cross country skiing and snowshoeing, 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.).

Cozy 2BR charm | Big Yard, Fire pit, Replenishing!
Cozy gem sleeps up to 5. Renovated Interiors w/ large balcony overlooking serene yard. Enjoy an eastern sunrise during your morning coffee, or a starry night next to the warmth of a fire. 1 mile from 94 - 20 minutes from Milwaukee. Fully stocked kitchenette. Gas burning stove/oven, microwave, coffee maker, full size fridge/freezer, in unit washer/dryer, wifi, smart tv, wireless printer, private large balcony w/ heater for cooler nights. Perfect space for a couple or traveling profesional.

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.

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.

Family friendly farmstay just outside Milwaukee
The Inn at Paradise Farm is an original 1847 log homestead in rural Wisconsin just a short drive from Milwaukee and close to many attractions, especially for nature lovers. Our very spacious private 4-room suite with private entrance is comfortable for couples, families, or business travelers who long to unwind in a pastoral setting. Visit with, and even help care for, our friendly animals! We are licensed and inspected. Paradise Farm welcomes all.
Popular amenities for Sussex family-friendly rentals
Family-friendly home rentals with a hot tub

Happy Days Home close to all MKE attractions

Clementine Cottage

Racine theme Airbnb at the Red Birch on Erie

Beautiful Victorian in Historic District

The Little Gray House

3BR Home w/ Hot Tub 1.5 blocks from Lake Como

Amazing view, Modern Space

The Hideaway: 8 Acre Resort
Family- and pet-friendly home rentals

Our Cozy Bay View Bungalow Getaway

Entire Wauwatosa Home!

Deligo Valley Cottage

Charming A-Frame - Dog Friendly!

That 70s Bungalow

Cream City Loft • Sleeps 6 + Large Deck

A Great Stay in A Great City

KING BED/Amazing Location/Free parking/Wi-Fi
Family-friendly home rentals with a pool

Kettle 2BR Cabin on 15 lush acres w private lake

Cute and cozy 2 bedroom house perfectly located!

Cozy cabin getaway near Lake Como and Lake Geneva

Vacation home: heated inground pool on 4+ acres

Oasis on Oak | Private In-Ground Pool | Hot Tub

Modern Apartment/ Gym/Pool/10 Min Downtown

Farmhouse with Heated Pool on almost 160 Acres!

3/3 | 2 Fenced Acres |Pool |Hike & Beach| in Town
Destinations to explore
- Chicago Holiday rentals
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- Alpine Valley Resort
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Geneva National Resort & Club
- Harrington Beach State Park
- Milwaukee County Zoo
- Racine North Beach
- Grand Geneva Resort & Spa
- Wilmot Mountain Ski Resort
- Richard Bong State Recreation Area
- West Bend Country Club
- Bradford Beach
- Milwaukee Country Club
- The Bull at Pinehurst Farms Golf Course
- Discovery World
- Pine Hills Country Club
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Milwaukee Public Museum
- Springs Water Park
- Heiliger Huegel Ski Club
- America's Action Territory
- Sunburst
- The Rock Snowpark
- Blue Mound Golf and Country Club