Family-friendly vacation rentals in Oak Creek

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Top-rated family-friendly rentals in Oak Creek

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

A charming red farmhouse is set against a colorful sky at sunset, surrounded by a picturesque yard filled with wildflowers. The property features a wooden fence and mature trees, contributing to a serene rural atmosphere.

Guesthouse in Richfield

4.94 out of 5 average rating, 254 reviews

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.

Guest favorite

Home in Bay View

4.95 out of 5 average rating, 111 reviews

This Must Be the Place- Bayview Bohemian Vibes

Perfect for families! We have a cozy light filled home in a quiet walkable neighborhood of Bayview. Enjoy the back porch with a coffee or local brew. We are a 5 minute drive from the airport, 10 min to downtown Mke and 5 minute walk to public transit. Parks are in walking distance as well as cafes & restaurants. Our home is a great place for couples, solo adventurers, business travelers, families, groups, and furry friends (Fee of $150 up to two well behaved dogs) Relax, unwind & enjoy our home!

Superhost

The exterior of the home features a stately design with prominent arched windows and a welcoming entrance. Lush greenery surrounds the property, while the evening sky casts a warm glow, enhancing the peaceful ambiance of the space.

Home in Walker's Point

4.89 out of 5 average rating, 231 reviews

Historic Home Sleeps 16 in MKEs Best Neighborhood

MAX of 16 guests! This luxury home has been designed especially for groups to gather and connect in-person. The huge second floor has ample space to gather everyone around a chef's kitchen and walk-out patio, while floors 1 & 3 are for sleeping Walk or bike everywhere! Minutes to Downtown, Third Ward, Bay View, Summerfest, and the best restaurants, breweries, trails, and music/sports venues. Just 5 blocks from easy freeway access and 12 minutes from airport! 2 driveway parking spots included

Top guest favorite

The image depicts a vibrant storefront building surrounded by trees and brightly colored flowers. The entrance features large windows and a doorway with a sign that indicates 15 years of celebration. A cobblestone path leads to the entrance, with a glimpse of a neighboring building in the background.

Apartment in Kenosha

4.93 out of 5 average rating, 242 reviews

Cheerful Apartment in Downtown Arts District

Cheerful apartment in newly renovated building above Professional Acting Studio at edge of Kenosha's Downtown Arts District. Near Harbor, beach, 4 museums, art galleries, live entertainment, eclectic restaurants, diners, coffee shops, Trolly, bike paths, parks, lakeshore, antique stores and specialty shops, Prime Outlets, Bristol Renaissance Faire, Great America. Metra Line to Chicago, close to Milwaukee. My place is good for couples, solo adventurers, business travelers, friends and families.

Superhost

A comfortable living area is furnished with a brown sectional sofa and a wooden coffee table, displaying decorative items. A colorful area rug enhances the space. The walls feature a map design in various colors, adding character. An archway leads to a bedroom area in the background.

Apartment in Lower East Side

4.83 out of 5 average rating, 272 reviews

Best location in Milwaukee! Lower Duplex Unit

LONG TERM STAYS WELCOME. Unit is right off Brady Street, One of the best streets in Milwaukee. Over 70 places to eat or drink within walking distance, including bars with free shuttles to brewers games and Summerfest. There are many shops and grocery stores in the neighborhood and everything you could possibly want is a short Uber ride away. Best enjoyed by up to six people whether they be couples, friends, solo adventurers, business travelers, families (with kids), and furry friends (pets).

Top guest favorite

Condo in Lake Geneva

4.91 out of 5 average rating, 105 reviews

Top location, no cleaning fee, everthings close B

If you want the best of Lake Geneva from the one of the hottest locations in the city this then you will love staying here! You are a block from great restaurants, bars, the Riviera docks, the Riviera beach, boat rentals, shopping, and more. You'll park your car in our free parking and not need it for the rest of your stay. Relax in your private suite, or sit and enjoy the outdoor balcony with a beautiful view of the lake and downtown. When you’re ready to enjoy the town, simply step outside

Superhost

An open living space features exposed brick walls and wooden beams. A large brown leather sofa faces a wall-mounted TV. A dining table with metal chairs is placed on a textured area rug, while decorative wheels adorn the walls, enhancing the room's unique character.

Home in Kenosha

4.92 out of 5 average rating, 271 reviews

Where Family & Friends Gather to Create & Remember

Come gather, relax & celebrate at our 1 acre estate near beaches, dining & Carthage College! The designer interior features 5 BR/4 Bath, chef's kitchen with Viking & Subzero, Coffee/Espresso Bar, dining area for 12, 2 spacious family rooms with piano, fireplace and TVs. Enjoy dining, lounging & fun in the great outdoors w/hot tub, fire pit, basketball, pickleball, ping pong & lawn games! Beaches are walkable under a mile & near lively downtown w/ harbor, restaurants, shopping & museums.

Top guest favorite

A cozy common area features a navy blue sofa adorned with a bright cushion, complemented by a woven chair. A small side table sits beside the sofa, and a textured rug enhances the floor. Soft ceiling lights create an inviting atmosphere.

Apartment in Lake Geneva

5 out of 5 average rating, 240 reviews

Downtown Geneva Street Getaway

Geneva Street Getaway is one block from downtown and 2 blocks to the beach!! The unit consists of the entire, private first floor. It has 2 bedrooms (1 king- 1st and 1 queen -2nd) 2 full bathrooms, 2 common areas with sleepers (queens with gel memory foam mattresses), and a kitchenette, to accommodate 8. The décor is tasteful, bright, and airy. Licensed and approved by the city, our comfortable home is within steps of downtown restaurants, bars, shopping, boat rentals, and the beach!

Superhost

A bright living room features two lightweight armchairs, a round coffee table, and a comfortable sofa with neutral tones. Natural light fills the space through a large window, enhancing the ambiance. A ceiling fan hangs above, and a world map artwork adds a touch of style.

Home in Cudahy

4.83 out of 5 average rating, 101 reviews

Wonderful Family Home Across from Park

Extended Stays Welcome! Everything you could want in a home away from home. Our place is a comfortable and beautifully updated mid-century brick ranch on a quiet tree-lined street overlooking 36-acre Greene Park. Super convenient location, just 10 min from both the airport and downtown. Walkable to Lake Michigan and just down the road from Bay View's great restaurants and nightlife. Pet-friendly and perfect for families, small groups, or business travel. You'll feel right at home here!

Superhost

A comfortable living area is designed with a light palette, featuring a gray sofa and a matching love seat. A wooden coffee table rests in the center, accompanied by a beige armchair. Large windows allow natural light to illuminate the space.

Apartment in West Allis

4.77 out of 5 average rating, 191 reviews

Station No 06 Inn

Very spacious two bedroom condo style apartment completely remolded and updated. Located behind Wild Roots restaurant which offers fine dining in a casual setting. The Award Wining West Allis Cheese & Sausage Shoppe (deli & cafe), Station No 06 beer garden, and Becher Meats are across the street. Once you arrive you won't need to leave, and you get two free breakfast sandwiches and house coffee per adult per stay at the cheese shop are amazing!

Guest favorite

The exterior of the home showcases a well-maintained landscape with lush greenery and flowering plants. A concrete pathway leads to the entrance, flanked by manicured lawns. The two-story structure is complemented by a balanced arrangement of windows and a charming front door.

Home in Racine

4.94 out of 5 average rating, 156 reviews

Root River Home - Waterfront property - Sleeps 8+

Beautiful waterfront escape awaits you. Located along the Root River, Village of Caledonia, WI (Racine County) 10 Minutes / 3 Miles from North Beach (Lake Michigan) and only 5 minutes from Quarry Lake Park (Swimming and Recreation Area). Includes Kayaks, Canoes, Row Boat, Paddle boat, Firewood, Gas Grills, Netflix, WIFI, TV, and Wi and Playstation for the Kids, Ping Pong Table, outdoor firepits and much much more.

Superhost

A comfortable living area is showcased with two gray sofas and a coffee table centered on a woven rug. Framed artwork adorns the light-colored wall, while a small plant adds a touch of greenery. Natural light filters in through the window, offering a cozy ambiance.

Home in Bay View

4.76 out of 5 average rating, 140 reviews

Peaceful home in beauitful Bayview!

Enjoy the best that Bay View has to offer! Located in a quiet neighborhood just blocks from the lakefront and Kinnickinnic Ave, lined with cafés, restaurants, and bars, this modern and spacious house is the perfect home away from home. Fully furnished kitchen, finished basement, back patio, washer/dryer, office den. Pets considered. 10 minute drive from downtown or the airport.

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What guests are saying

Beautiful Luxury Suite A of Shorewood Home

4.85 out of 5 average rating, 110 reviews8 months ago

We really enjoyed our visit to Shorewood in Corey’s home. It was comfortable, clean and the kitchen was stocked with everything we could possibly need. We had a family of 6 and the layout was perfect, with plenty of room for everyone. Corey was helpful and flexible and I highly recommend Corey’s home for your next visit to Shorewood.

Home in Shorewood

What guests are saying

English Tudor - Upper Flat blocks from the beach

4.92 out of 5 average rating, 280 reviews3 months ago

These accommodations were fantastic! It was comfortable, homey, and was a great place for us to hang out and celebrate Christmas with our family. I can honestly say this is the first time I've been on a family vacation where i was NOT itching to go home, and i attribute that to Jodi's excellent hospitality. We were sorry to leave!

Condo in Shorewood

What guests are saying

Center Street Loft

4.91 out of 5 average rating, 138 reviews1 month ago

Yolanda’s place in Lake Geneva is perfect. Location is great, kitchen is small but has everything you need. It cozy. Lots of restaurants nearby. Lots of space, the house from outside I’d deceivingly small… plenty of room in there. If you are stopping for a trip in Lake Geneva, this is your place!!!

Home in Lake Geneva

What guests are saying

Geneva Street Inn in Maple Park Historic District

4.98 out of 5 average rating, 923 reviews1 week ago

I don't have the words available to properly express how wonderful our stay was! My friend and I stayed at the Geneva Street Inn while in town to clean out my childhood home - an emotionally-charged and physically demanding task, no doubt! From Ted and Terry's compassion for the situation to the comfortable and lovely accommodations - it was the absolute perfect place to stay. Plus, the location couldn't be better - we were able to walk to shops, restaurants and more. Bonus to have a private parking spot in busy Lake Geneva. You won't regret staying here - and meeting Ted and Terry is just icing on the cake. I can't wait to return!

Apartment in Lake Geneva

What guests are saying

Basement Bay View Suite,express bus airport-north

4.81 out of 5 average rating, 112 reviews3 weeks ago

This was my first stay at Karen and Dale's basement studio. It was clean, comfortable, and had plenty of space and storage. Any converted basement will have its quirks, but this space was very comfortable and livable. I also felt very safe here, both walking the neighborhood and in the house. Its more than just a place to sleep. I had some free time to hang out and enjoyed relaxing on the sofa and doing some reading. I'll be coming back - I've already booked it again for later this summer!

Guest suite in Bay View

What guests are saying

Hugel Hutte - Log Cabin Getaway

4.96 out of 5 average rating, 533 reviews1 week ago

I absolutely loved this cabin! Everything is well maintained and artfully prepared. It has a beautiful rustic aesthetic, but also very comfortable with quality amenities. The sonos sound system is a nice touch. I found myself often looking out the window at birds and other wildlife, which the cabin is perfectly situated for. There is plenty of hiking nearby. Between the kitchen, the grill and the fire pit, preparing and eating food at the cabin was also very nice. And a good supermarket is under 15 mins away. Brad was friendly and responsive but we never had a need to reach out except to ask about local recommendations. I'm glad I found this place and would recommend it to anyone.

Cabin in Hubertus

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