Family-friendly vacation rentals in Mequon

4.99 out of 5 average rating, 111 reviews

A cozy living area features a large brown sectional sofa adorned with patterned cushions. Windows allow natural light to flood in, showcasing views of the outdoors. A round wall clock hangs above, and a small wooden bench complements the inviting space.

Apartment in Cedarburg

Perfect Balance in Cedarburg Gem

This spacious, private studio apartment offers a perfect blend of serenity and activity. Situated at the back of a 1.25 acre lot, beyond the lovely 1862 stone farmhouse it overlooks, the carriage house is a peaceful getaway -- minutes from all that bustling historic Cedarburg has to offer. Just .4 mile from the OZA Fairgrounds and .8 mile to downtown shops and restaurants, it's a quick drive or an easy walk to many amenities. Relax on the balcony before or after a day of fun sightseeing. Cheers!

4.97 out of 5 average rating, 401 reviews

A calming bedroom features a dark wooden headboard with a collection of textured pillows in various colors placed on a neatly made bed. A bedside table holds a lamp, with a small photo frame beside a potted plant, providing a touch of greenery.

Apartment in Cedarburg

Prime location in the heart of it all

We anticipate your needs. Prime location in Historic Cedarburg on Washington Ave in the heart of it all in a 2br apartment w/NO CLEANING FEE(short to do list @ checkout).Guests get special attention that they deserve in a stylish calm space, above a 3 car garage accessed by stairs set back off of the street for a quiet timeout. So much to do & see or simply take a walk/picnic in the park. Just steps to shops, restaurants, wineries, & breweries. Close to bike/hike trails, golf, museums, parks...

4.95 out of 5 average rating, 305 reviews

A charming red farmhouse is set against a snowy landscape, surrounded by a white fence. Leafless trees create a serene backdrop, enhancing the rural setting. The house features a mix of traditional and modern architecture with snow covering the yard.

Guesthouse in Richfield

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.

4.92 out of 5 average rating, 217 reviews

The exterior of a charming house is showcased, featuring a welcoming front porch adorned with string lights. Lush greenery surrounds the home, with a flower garden displaying purple blooms. A pathway leads to the entrance, enhancing the inviting atmosphere of the property.

Home in Menomonee Falls

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.

4.97 out of 5 average rating, 106 reviews

A modern kitchen is showcased with white cabinetry and granite countertops. Stainless steel appliances, including a refrigerator and oven, are visible. A spacious kitchen island with seating provides a central workspace, complemented by warm wood flooring.

Home in Grafton

Stylish Home, Ideally Located, w/Carpenter Kitchen

✪Welcome to your next vacation stay in Grafton. Awaiting you is a stylish and roomy 3 bedroom ranch home, recently updated. Enjoy cooking in our carpenter-crafted kitchen, relaxing on our chaise lounger, and using our fiber internet. ✪Our home is ideal for a girl's weekend, with charming Cedarburg just 5 minutes away. The space is optimal for family gatherings; with fully stocked kitchen, ample seating, free laundry and cozy bedrooms. ✪Questions? Messages us, and we’ll get right back to you!

Apartment in Port Washington

A book titled 'Silvers' with the subtitle 'Guests Four Six Four' is displayed against a tan textured background. The phrase 'try something new, you may like it' is printed below the book in a casual font.

Silvers Four-Six-Four *A home away from home*

An upper flat in walking distance from downtown Port Washington's restaurants, pubs, and summertime live music events. Walk and enjoy Lake Michigan's beaches, pier, and parks. A half block off of the interurban bike and running trail. Spacious apartment boasting a light, fresh, clean and airy feel. Plenty of room to help you feel at home. There is off road parking and a fenced in yard to park bikes or motorcycles. A garage is also available upon request when making your reservation.

4.95 out of 5 average rating, 324 reviews

Apartment in Port Washington

The exterior of a two-story home is shown, featuring a beige facade with white trim. A red door adds a pop of color, and flower boxes are mounted under the front windows. In the background, a clock tower is visible, indicating proximity to local attractions.

Inn on Billy Goat Hill

Come enjoy our upper 2-bedroom apartment in charming Port Washington filled with personal, welcoming touches. We live in a quiet neighborhood on Billy Goat Hill, which overlooks the downtown. The location is very walkable and close to fishing, swimming, boating, biking, shops, pubs, farmers' market, homemade ice cream , and historical sites of interest. We live downstairs and often will be here if you have any needs or concerns, but are very conscious of your desire for privacy.

4.98 out of 5 average rating, 228 reviews

4.98 out of 5 average rating, 101 reviews

A welcoming living area features a gray sofa adorned with patterned cushions, accompanied by a light wood coffee table. A comfortable armchair is positioned nearby. Natural light enters through a large window, enhancing the warm tones of the hardwood floor and the open layout that connects to the kitchen.

Home in Cedarburg

Charming duplex walkable to historic downtown

Location is key to an enjoyable getaway. The Hilburg House, a quaint 1912 updated farmhouse with two units, is located in a quiet neighborhood around the corner from several parks on Cedar Creek. A short 10-minute walk to town and you will find an abundance of boutiques, coffee shops, restaurants, local brew pubs, art museum, and cultural center. The park offers weekly music performances in summer and offers 4 dedicated pickleball courts with friendly drop-in sessions.

4.88 out of 5 average rating, 144 reviews

An indoor pool area is showcased, featuring a large, clear pool with a projector screen positioned above. Natural stone walls and wood beams enhance the space, complemented by soft lighting. Large windows allow natural light to brighten the inviting environment.

Home in Sussex

Wooded Hills/Indoor Pool/Hot Tub/Arcade

Discover the allure of our 5BR Wisconsin retreat, where spacious elegance meets comfort. Enjoy a gourmet kitchen, a grand living room, and a game room with free arcade play. Dive into relaxation with our private, heated indoor pool. Outdoors, the terraced patio and fire pit invite memorable moments. Minutes from Milwaukee, our home is an idyllic base for both peaceful relaxation and lively exploration. Perfect for family or corporate escapes, it's a stay you'll cherish.

Guest suite in Germantown

A quaint two-story building is set amidst a well-maintained green lawn, surrounded by mature trees. A gravel driveway leads to the side of the structure, with additional buildings visible in the background, contributing to a peaceful rural ambiance.

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.

4.93 out of 5 average rating, 169 reviews

4.88 out of 5 average rating, 223 reviews

An open-concept living space features a modern kitchen with a large island and stainless steel sink, complemented by pendant lighting. A comfortable seating area with a light-colored sofa and large windows invites natural light, while a dining area with white chairs is visible in the background.

Home in Mequon

Mequon Ranch Experience

Escape to our stunning vacation home in Mequon, WI for a peaceful group getaway. Completely renovated and fully furnished, our home comfortably accommodates up to 8 guests. Enjoy complete privacy on our one-acre lot, and relax on the patio, grill up a delicious meal, or gather around the fire pit. Only blocks away from the Milwaukee River and minutes to downtown Mequon, our home offers easy access to nearby attractions. Book now for an unforgettable stay!

4.98 out of 5 average rating, 241 reviews

The exterior of a single-family home is presented, showcasing a welcoming yellow facade with blue shutters. A white porch with steps leads to the entrance, complemented by neatly trimmed shrubs and a grassy area. An American flag adorns the porch, enhancing the inviting appearance.

Home in Cedarburg

Our Happy Place in Cedarburg

You are certain to enjoy a special gathering with family or friends at Our Happy Place. Three bedroom / two bathroom single family home has all the conveniences of home. The property is just a one block stroll from many of the unique festivals held in historic downtown Cedarburg. Three wineries, numerous restaurants, coffee shops and fun shopping all within short walking distance. Friendly, safe neighborhood with quiet sleeping areas inside.

Popular amenities for Mequon family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.88 out of 5 average rating, 531 reviews

The exterior of a two-story home is visible, featuring large windows and a pleasant outdoor deck with shaded seating. A pergola is positioned nearby, surrounded by greenery and a stone pathway leading into the yard.

Home in Hubertus

Bark Lake, Entire Home, Private Lake Frontage 50ft

4.95 out of 5 average rating, 114 reviews

Brew City Inn with Hot Tub | Summerfest House

4.98 out of 5 average rating, 109 reviews

Downtown-2 King Beds-hot tub-Double Shower-Parking

4.93 out of 5 average rating, 291 reviews

Townhouse in Riverwest

The Hottest Tub in MKE • Skyline Views • Sleeps 8

A hot tub is positioned on a wooden deck with a view of a fenced backyard, featuring charming seating areas surrounded by lush greenery. Potted plants line the space, and a geometric-patterned rug adds a pop of color beneath outdoor furniture.

5.0 out of 5 average rating, 316 reviews

The Little Gray House

A cozy living area is captured, featuring two patterned armchairs and a blue sofa arranged around a light coffee table. A stone fireplace anchors the space, complemented by a colorful floral artwork on the wall. Natural light filters through the windows, enhancing the inviting ambiance.

4.89 out of 5 average rating, 207 reviews

Happy Days Home close to all MKE attractions

4.98 out of 5 average rating, 137 reviews

Belleview House: Hot Tub, Fire Table, Fenced Yard

The exterior of a historic red farmhouse is displayed, featuring a welcoming porch with green steps leading up to the entrance. Nearby, a wooden fence and landscaped yard with several plants are visible, providing a charming and well-maintained outdoor space.

4.94 out of 5 average rating, 185 reviews

Spacious Farmhouse with Large Yard and Hot Tub

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 192 reviews

A red barn stands prominently amid a snowy landscape, bordered by lush green grass. A tree casts a shadow, and a silos is visible to the left. A gravel path leads to the barn, while a white fence outlines the property in the background.

Guesthouse in Hubertus

Quiet retreat-golf, bike, hike, motorcycle

A newly remodeled kitchen features wooden cabinetry and a dark countertop, paired with modern appliances. A large sink and a stovetop are highlighted, along with a window that provides a view of the outside. The flooring is made of warm wood, enhancing the overall design.

4.98 out of 5 average rating, 220 reviews

Spacious Wauwatosa Home In Prime Location

4.96 out of 5 average rating, 183 reviews

An aerial view of a spacious home is surrounded by mature trees, showcasing a private sandy beach alongside Lake Michigan. The property features a pathway leading to the house, emphasizing its secluded setting amid natural greenery.

Home in Oostburg

Lake Michigan Beach Home by Frank Lloyd Wright pro

4.94 out of 5 average rating, 590 reviews

The living area features warm wooden walls and a rustic charm. Natural light filters through large windows and skylights, illuminating a cozy seating arrangement. A small wood stove stands near a patterned area rug, while musical instruments are positioned around the space, enhancing its inviting atmosphere.

Cabin in Hubertus

Hugel Hutte - Log Cabin Getaway

4.86 out of 5 average rating, 118 reviews

The exterior of a spacious lakeside home is showcased, featuring large windows and a welcoming porch. A green lawn extends towards the water, accompanied by bright blue kayaks and a swing set. A tall tree provides shade, enhancing the outdoor ambiance.

Cottage in Random Lake

Private 3 bedroom lake house

Apartment in Port Washington

A spacious dining area features a large wooden table surrounded by eight wooden chairs. A decorative chandelier hangs overhead, while a vibrant painting and ornate mirror enhance the ambiance. A decorative area rug covers the floor, and a vintage radiator is visible in the background.

Grace Adventure House, Family Friendly, Sleeps 8

4.96 out of 5 average rating, 344 reviews

A functional kitchen area is highlighted by modern appliances, including a stainless-steel refrigerator and microwave. White cabinetry contrasts with the tiled backsplash. A wooden work table is positioned beneath hanging pots, while a colorful rug adds a welcoming touch to the tiled floor.

4.9 out of 5 average rating, 105 reviews

Family friendly, Private Patio, Walkable, Quiet

A spacious living area features a cozy seating arrangement with a dark blue sofa and two patterned armchairs around a glass coffee table. A decorative rug lies on the hardwood floor, while a modern light fixture hangs from the ceiling. A fireplace and TV are positioned on the wall.

4.89 out of 5 average rating, 125 reviews

Entire Wauwatosa Home!

Family-friendly home rentals with a pool

The exterior of the bungalow is highlighted by a charming front porch with a blue door. Vibrant flowers and greenery flourish along the stone landscape, providing a welcoming entrance. Large windows invite natural light into the home, complementing its classic design.

4.97 out of 5 average rating, 122 reviews

Rosie’s Eastside Garden Bungalow

A historic Victorian-style home is showcased with a blue exterior and ornate architectural details. Bright green foliage frames the entrance, leading to the front steps. The sky is clear, enhancing the home's inviting appearance.

4.92 out of 5 average rating, 197 reviews

Brewers Hill Gem w/hot tub & seasonal shared pool

4.87 out of 5 average rating, 708 reviews

The entrance features a charming facade with three large windows and a decorative door. A set of stairs leads up to the front door, flanked by a wrought-iron railing. Lush greenery surrounds the base, enhancing the welcoming appearance of the home.

Loft in Riverwest

The Dragonfly Loft

Superhost

An outdoor patio space is presented, featuring a paved area surrounded by various seating options, including green chairs and a red umbrella. A grilling station is visible, and the background includes a garage with an open door. Lush greenery provides a natural border.

Home in Cudahy

Close to Lake with Great Ammenities & Breakfast!

4.77 out of 5 average rating, 168 reviews

Superhost

An aerial view captures the spacious outdoor area featuring a heated pool surrounded by lounge chairs. A fully stocked fishing pond is visible alongside a grassy yard, with a trampoline and fire pit area situated near the residence. Lush trees add to the greenery.

Home in Caledonia

7 1/2 Acre Private Estate w/inground pool, hot tub

4.85 out of 5 average rating, 82 reviews

5.0 out of 5 average rating, 41 reviews

Home in Hartland

2-acre retreat steps from Nagawicka Lake

4.93 out of 5 average rating, 59 reviews

The exterior of a mid-century modern tri-level home is showcased amidst a spacious green yard. Surrounding trees provide shade, contributing to the peaceful ambiance of the property. A large driveway is visible, accommodating multiple vehicles.

Villa in Hales Corners

Beautiful 6 bedroom with Heated Pool & Jacuzzi