Some info is shown in its original language. Translate
Airbnb your place

Family-friendly holiday rentals in Middleton

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Middleton

  • Total holiday rentals

    Explore 10 holiday rentals in Middleton

  • Nightly prices starting at

    Middleton holiday rentals start at $84 AUD per night before taxes and fees

  • Verified guest reviews

    Over 530 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Middleton holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Middleton rentals

  • 4.9 Average rating

    Middleton stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Middleton

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

1 of 1 pages1 / 1
Top Guest favourite
A comfortable living area features a black leather sofa adorned with red and yellow pillows. A wooden coffee table sits in front, and a colorful area rug adds warmth to the space. The background reveals a well-lit kitchen with modern fixtures.
Home in Madison

Charming Campus Area Home • Entire Home Near UW

Steps to Camp Randall & an easy walk to UW–Madison! Spacious home for up to 10 guests with a comfortable layout, multiple bedrooms, full kitchen, and inviting gathering spaces. Enjoy the back patio—perfect for unwinding after a day on campus or exploring the city. Ideal for Badgers game weekends, family visits, and group stays. Please note: during football weekends, the host may use the garage and part of the driveway for tailgating; parking may be shared. Cleaning fee $150. No pets or smoking.

4.98 out of 5 average rating, 285 reviews
Top Guest favourite
Home in Madison

Cottage gem: Spotless, secluded & bring the dog!

Bring the whole family - furry friends, too! - to relax beneath towering trees in our quiet cottage on Madison's west side. Cooks love the refreshed kitchen with all the tools! Enjoy a remodeled bathroom, Mid Mod furnishings & comfy beds. Grill & dine on a spacious deck and enjoy the wooded (unfenced) yard. Dog owners: Up to 2 well-behaved pooches are welcome with $125 pet fee at booking; please observe rules so we can keep hosting 4-legged friends and maintain a pristine home for all guests.

4.97 out of 5 average rating, 114 reviews
Top Guest favourite
Home in Madison

Lakeview Loft - Downtown Madison

Stay in the heart of Madison, enjoying exclusive access to our 3rd floor suite with lake views. Located on a quiet street along the Lake Loop bike path/Lake Monona, and close to Willy Street (0.3 mi), the Sylvee (1.1 mi), the Capitol (1.7 mi), Monona Terrace (1.6 mi), and Camp Randall (3.3 mi). Self check-in with keypad and ample parking. Wifi is over 500 Mbps download/upload speeds. #ZTRHP1-2022-00022 Note: Loft is accessed by 3 flights of stairs! Space has coffee bar only (no kitchen).

4.98 out of 5 average rating, 280 reviews
Top Guest favourite
A spacious studio featuring two green upholstered benches arranged on a decorative area rug. Natural light floods the room through skylights, illuminating the cozy sleeping area with a large bed and a dining nook equipped with a small table and chairs.
Guest suite in Middleton

Quiet sunlit studio near vibrant downtown

This architect-designed studio is bathed in natural light, with skylights and a breakfast nook with a wrap-around window. Featuring an upscale bathroom with a walk-in shower, this comfortable space has all the amenities perfect for a quick weekend getaway or a week-long business trip. The studio adjoins a house and is up a flight of stairs through a separate outdoor entrance. Located just up the hill—a 5-minute walk—to Downtown Middleton and a 15-minute drive to UW and Downtown Madison.

4.98 out of 5 average rating, 277 reviews
Top Guest favourite
The outdoor area of the home is visible, featuring a spiral staircase leading to a deck with a covered area. A hot tub is positioned on the patio below, surrounded by lush greenery and string lights hanging above, providing a relaxed and inviting ambiance.
Guest suite in Madison

Downtown Lake Monona Haven | SUPs, Hot Tub & Sauna

Stay in your private 3BR, 2BA section of our lakefront home. Paddle from the dock, relax in the hot tub or sauna and enjoy mornings on the balcony with coffee. You’re moments from Willy Street restaurants and right on the bike path. Inside, find a full kitchen, comfy living spaces. Two parking spots included. Spend days on the water or exploring the city and evenings grilling or roasting marshmallows by the fire. Paddleboards included. Pontoon rental available in warmer months.

4.96 out of 5 average rating, 665 reviews
Guest favourite
This spacious bedroom contains a comfortable bed dressed in white linens, with a decorative throw and pillows. Natural light filters through the window, illuminating a wooden dresser and bedside tables. A textured area rug adds warmth to the room, creating a cozy atmosphere.
Home in Fitchburg

Comfortable Madison Area Retreat In The Trees

Tri-level duplex centrally located in Fitchburg. Nestled in a quiet residential neighborhood backing up to a small patch of woods for privacy. Feel away from it all with the sights and sounds of nature yet close to all the modern conveniences. Enjoy separated living spaces, a fully equipped kitchen (per WI health code, edible cooking supplies are not allowed–we do provide untamperable salt and pepper), 3 bedrooms, 2 full bathrooms, fully stocked laundry room and attached garage!

4.91 out of 5 average rating, 158 reviews
Top Guest favourite
The exterior of a charming two-story home is displayed, featuring white clapboard siding and grey shutters. A welcoming front door is flanked by small, well-tended shrubs and flower boxes, with a neat pathway leading to the entrance.
Home in Madison

Cozy, Sunny Artist's House (UW/Near West)

Our historic, art-filled home is close to the UW hospital and campus, but is located in a quiet and pretty neighborhood. Madison is known for its open-mindedness, amazing farm-to-table restaurant scene, walk- and bike-ability, and lots of performing arts for the small size of the city. We're Superhosts in our tenth year and we'd love to comfortably accommodate you. Please take the time to read our entire listing if you'll be staying with us to learn details about the house.

4.92 out of 5 average rating, 193 reviews
Guest favourite
A spacious living area features a modern design with comfortable leather sofas, a round coffee table, and a large television. The open layout leads to a dining area and a fully equipped kitchen, illuminated by natural light from the windows.
Home in Fitchburg

Luxurious & Spacious 4 BR Home w/o Cleaning Fees

Escape to our stunning Madison home! Luxuriate in the sleek contemporary design, spacious living areas with high-end finishes and tasteful furnishings. Unwind in the comfortable bedrooms with ample storage. Step outside to our backyard oasis for al fresco dining and relaxation. Our exceptional customer service and thoughtful touches guarantee an unforgettable stay. Close to Madison's best shopping, dining, and entertainment. Book now for an experience you won't forget!

4.95 out of 5 average rating, 110 reviews
Guest favourite
The exterior of the property is framed by lush greenery and blooming flowers. Soft lighting highlights the architectural features of the building, showcasing large windows that reflect the evening sky. A welcoming entrance leads toward a porch area nestled among the trees.
Home in Madison

Madison's Premier EcoLodge

Welcome to Premier Ecolodge on Monroe Street! Award winning 3800 sq. ft. home, with 3 guest rooms with queen beds and whirlpool baths, and 2 large bedrooms with for 4 beds, for a total of 12 guests. Relax in the sauna and enjoy a full kitchen to share your favorite meals. The house is near great restaurants, biking, running trails, and the Arboretum. Lake Wingra trail is across the street. UW and State Street are a mile away. Previous superhosts under new management.

4.87 out of 5 average rating, 109 reviews
Top Guest favourite
The kitchen features white cabinetry with sleek hardware and a large sink positioned under a window. A tile backsplash adds a modern touch. Ample counter space is available for meal preparation, and kitchen essentials are organized in drawers.
Home in Sun Prairie

Nothing Else Like It!

There is absolutely nothing else like it available, and you’ll agree as soon as you step foot inside! This beautifully designed home makes your stay comfortable with it's high end furnishings, bedding, towels, mattresses and dishes. Kick back and relax in this calm, stylish space. Fully fenced backyard great for dogs, entertaining and room for kids to play. Private work space available too! All bedrooms have room darkening shades!

4.97 out of 5 average rating, 170 reviews
Top Guest favourite
A spacious dining area features a rectangular table set with a checkered tablecloth and surrounded by blue chairs. A decorative arrangement of flowers sits at the center of the table, and a patterned rug adds warmth to the space. Shelving with books is visible in the background.
Guest suite in Madison

Far Westside Home Away From Home

Your own 820 square foot space with full bathroom. Located 6.2 miles from the UW Madison. Inside, you will find a bedroom with a queen bed, living room w/a comfortable queen size sofa bed, a 54”HDTV, a kitchenette (not a full kitchen) w/a dining room table, a mini-fridge, and a library. To see a video of the space go to YouTube and search on “v=hDgEasBTxoA” (cut and paste recommended). ZTRHP1-2020-00044

4.94 out of 5 average rating, 428 reviews
Top Guest favourite
Townhouse in Sun Prairie

Prime Time - 3 Bedroom with Fireplace! Sleeps 12

Newly remodeled....3 levels, 3 bedrooms and an entire lower level with 2 queen beds and 75in TV. Access within a block to just about anything....restaurants, movie theater, gym, parks, pond, etc.... Large backyard, Fireplace for those cools nights.... 6 miles from downtown Madison. An Uber away! 30 min from Cascade Mountain for skiing, tubing hiking!! Devils Head Mountain/Lake is a short drive

4.96 out of 5 average rating, 151 reviews

Popular amenities for Middleton family-friendly rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Superhost
A view from the breakfast nook captures a sunset over Lake Mendota. The serene water reflects hues of orange and gold, while a grassy area and few remnants of snow are visible. A coffee maker and glass kettle rest on the windowsill, enhancing the cozy setting.
Guest suite in Waunakee

Private guest suite on beautiful Lake Mendota

4.81 out of 5 average rating, 334 reviews
Top Guest favourite
The open living area features high ceilings and large windows that allow natural light to fill the space. A green sectional sofa and matching ottoman are arranged around a coffee table. A wooden dining table is visible in the background, along with a modern kitchen.
Cabin in Portage

Secluded WI River Getaway w/ Hot Tub near Golfing

4.96 out of 5 average rating, 135 reviews
Top Guest favourite
A friendly sheep stands in a green pasture, its fluffy wool coat visibly soft and light-colored. The sheep's gentle expression is captured as it gazes directly at the viewer, with trees and a cloudy sky in the background.
Farm stay in Argyle

Rustic Barn Loft at Oak Springs Farm

4.98 out of 5 average rating, 340 reviews
Top Guest favourite
A rustic cabin is surrounded by lush greenery, showcasing a spacious front porch with multiple wooden chairs and a swing. An outdoor fire pit is surrounded by seating, creating an inviting space for gatherings. A shaded gazebo adds to the outdoor comforts.
Cabin in Hill Point

Big R's Retreat Secluded and located in Nature

4.97 out of 5 average rating, 632 reviews
Guest favourite
Barn in Wisconsin Dells

12 ppl | Wild Oak Barndo. Hot Tub. Sauna. Trails

4.93 out of 5 average rating, 201 reviews
Guest favourite
A sunroom features a vintage fireplace at the center, surrounded by a circular brick hearth. Soft seating is arranged nearby, and a large wooden table with white chairs is positioned to one side. String lights provide a warm glow, enhancing the inviting ambiance.
Home in Baraboo

Secluded Patio! Game Room! Fire Pit! Hot Tub!

4.97 out of 5 average rating, 156 reviews
Top Guest favourite
The hot tub is positioned on a deck with two glasses of red wine placed on its edge. A sunset casts warm hues over the water, while the silhouette of trees frames the scene. The distant hills create a serene backdrop.
Home in Poynette

Quietwater Cottage-Peaceful, On Water, Sandbars!

4.86 out of 5 average rating, 301 reviews
Superhost
Condo in Wisconsin Dells

Luxurious Chula Vista Retreat

4.76 out of 5 average rating, 144 reviews

Family- and pet-friendly home rentals

Guest favourite
The collage displays various sleeping arrangements within the home. The first image shows a spacious bedroom with a soft blue bedspread and neatly placed towels. Adjacent, a cozy room features a pink bedspread. The basement showcases three twin beds with muted plaid bedding, providing ample sleeping options.
Home in Madison

Kid+Pet Friendly Entire Home No Clean/Service Fees

4.91 out of 5 average rating, 221 reviews
Top Guest favourite
Farm stay in Monroe

The Dairy at the Wegmueller Farm

4.99 out of 5 average rating, 175 reviews
Top Guest favourite
Apartment in Madison

The Wilson Unit F | Handcrafted Downtown Retreat

4.98 out of 5 average rating, 107 reviews
Top Guest favourite
A spacious studio area features a comfortable queen-sized Murphy bed dressed in white linens. An accent chair in a soft blue is positioned beside a wooden dresser. Natural light spills from a window above, and a room divider offers additional privacy options.
Apartment in Madison

Camp Randall - FREE parking! Walk to everywhere!

4.91 out of 5 average rating, 103 reviews
Top Guest favourite
Guest suite in Madison

Peaceful 2 BR/1 BA w/ patio, fireplace, pool table

4.99 out of 5 average rating, 257 reviews
Guest favourite
A spacious seating area is highlighted by a large sectional sofa adorned with decorative pillows. A glass coffee table sits in the center, with a television positioned nearby. Natural light enters through large windows, complemented by greenery visible outside.
Apartment in Deforest

Private DeForest Flat| *Walk to Parks*

4.91 out of 5 average rating, 127 reviews
Top Guest favourite
A spacious living area features a modern design with two teal sofas and a round coffee table positioned on a geometric rug. Large windows allow natural light to fill the room, and a television is mounted on a wooden media console against the wall.
Apartment in Madison

Mendota Lake View Flat

4.98 out of 5 average rating, 180 reviews
Guest favourite
Home in Madison

Gorgeous Eastside Home+Yard+Bikes+5 Star Hosts

4.95 out of 5 average rating, 361 reviews

Family-friendly home rentals with a pool

Top Guest favourite
A well-maintained home exterior is surrounded by a lush garden, featuring a variety of plants and shrubs. The entrance is framed by a decorative archway, and a large tree provides shade. An inviting walkway leads up to the front door, enhancing the overall charm of the property.
Guest suite in Spring Green

Spring Green River Pines

4.92 out of 5 average rating, 194 reviews
Guest favourite
Home in Janesville

*Family Retreat* *Indoor Pool* *Arcade*

4.97 out of 5 average rating, 111 reviews
Top Guest favourite
The living area showcases a spacious layout with a leather pullout couch and armchair, complemented by a modern coffee table. A smart TV is mounted on one wall, while an electric fireplace adds warmth. The kitchen features a bar with three stools, enhancing the inviting atmosphere.
Condo in Wisconsin Dells

The Wanderlust at the Sunset Cove

4.97 out of 5 average rating, 214 reviews
Superhost
A unique A-frame exterior features a mix of black wooden siding and natural brown shingles. A small patio area is visible with a round table and four black chairs, surrounded by well-kept shrubs and landscaped gravel.
Condo in Wisconsin Dells

Dells Retreat-A Romantic Haven-Jacuzzi,Pool&HotTub

4.9 out of 5 average rating, 136 reviews
Superhost
Home in Wisconsin Dells

Dells Retreat - Sleeps 8 + Jacuzzi

4.85 out of 5 average rating, 133 reviews
Superhost
A spacious bedroom features a large bed with white linens and decorative pillows. A comfortable chair sits beside a small side table. Soft lighting is provided by lamps on either side of the bed, and a window allows natural light to fill the room.
Apartment in Middleton

Private yet close to everything!

4.85 out of 5 average rating, 48 reviews
Guest favourite
A functional kitchen is presented with wooden cabinets and a light countertop. Appliances include a refrigerator and microwave. A view into a dining area is visible through an opening, featuring a round table and chairs in a carpeted space.
Apartment in Madison

1BR Professionally Serviced Private Apartment

4.91 out of 5 average rating, 23 reviews
Top Guest favourite
Cabin in Lodi

Private Resort Cabin | Pool • Hot Tub • Sauna

4.99 out of 5 average rating, 68 reviews

Destinations to explore