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Family-friendly holiday rentals in Sun Prairie

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Sun Prairie

  • Total holiday rentals

    Explore 20 holiday rentals in Sun Prairie

  • Nightly prices starting at

    Sun Prairie holiday rentals start at $119 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,010 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Sun Prairie holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Sun Prairie rentals

  • 4.8 Average rating

    Sun Prairie stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated family-friendly rentals in Sun Prairie

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

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Guest favourite
A two-story home with a mix of stone and wood siding sits on a grassy lot. Large windows allow natural light inside. A paved driveway leads to the garage, with trees and a view of open land in the background.
Guest suite in Sun Prairie

Entire Lower Level, Countryside Garden Suite

Welcome to our home! We have upgraded our Garden (lower) Level to host travelers much like ourselves and long-term guests. The view of our backyard is incredible! You will find yourself lost in the country, yet less than ten minutes from all the excitement that Madison has to offer. Along with a private drive and entrance, you will have 1,000 square feet of comfort all to yourselves. This property is perfect for a quiet getaway we all need from time to time. All designed with you in mind.

Indoor spacesFamilyLayout

4.89 out of 5 average rating, 447 reviews
Top Guest favourite
A cozy outdoor space is featured with a wooden pergola providing shade, surrounded by blue siding. Seating includes two cushioned chairs and a swing chair, all arranged around a fire table set on a patterned rug, enhancing the inviting atmosphere.
Guest suite in Madison

Cottage Suite + Jacuzzi Bathtub & Sauna

This Suite is perfect for 1-5 people seeking convenient proximity to most things Madison 10-15 minutes to downtown. *Freshly remodeled guest dedicated- full 1st floor private suite. You will enjoy a bright- enclosed front porch & welcoming pergola in back. *Please note: 2nd floor is a seperate apartment. Fast WIFI●Infrared Sauna●2 Smart TV 's●Full Kitchen●Washer/Dryer●Dishwasher ●Off-Street parking●Quiet neighborhood ●Reverse osmosis H²O●Smart lock's●Jacuzzi tub/shower●Shampoo/Cond/Bodywash

FamilyIndoor spacesParks

4.95 out of 5 average rating, 438 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).

KitchenIndoor spacesWalkability

4.97 out of 5 average rating, 276 reviews
Top Guest favourite
A serene outdoor patio area is shown, featuring a cobblestone surface surrounded by well-maintained gardens and tall, manicured hedges. A central fountain adds visual interest, while a dining table and chairs invite relaxation. Potted plants and seasonal flowers enhance the garden's charm.
Home in Monona

Private apartment -2 Beds, Kitchen Office, Sunroom

COVID CLEANED Private Garden Apartment. Feel at home in your private lower level living space. Our home is surrounded by beautiful landscaped gardens and patios. We are located near the lake, on the lake bike loop, in the heart of Madison. Relax outside, enjoy dinner on the patio or have a bonfire. Venture out on a bike ride to the farmer's market on the Capital Square, or visit Monona Terrace, State Street, Olbrich Gardens or the Alliant Energy Center; just a short distance away.

Indoor spacesKitchenShared spaces

4.88 out of 5 average rating, 319 reviews
Top Guest favourite
A cozy living area features a white-bricked fireplace with an arch-shaped mirror above it. A round table with two chairs stands adjacent to the fireplace, while a light blue chair is positioned nearby. Soft natural light enters through the window, enhancing the serene atmosphere.
Guesthouse in Sun Prairie

Charming Milkhouse Cottage, minutes from Madison!

Welcome to The Milkhouse Cottage! Serving as an original milkhouse from the late 1800s on our pre-civil war farmhouse property, you will feel the timeless elegance of the original character and the beautiful french cottage decor. Perfect for couples, travelers, or business persons -- come and unwind in the scenic heartland countryside and rustic elegance, all with the convenience of location -- we are a quick 15 minute drive from the airport and all that Madison has to offer!

FamilyKitchenGetting around

4.98 out of 5 average rating, 409 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.

KitchenFamilyTV

4.97 out of 5 average rating, 661 reviews
Top Guest favourite
Guest suite in Madison

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

• 1400 sq. ft. lower level suite • Private backyard with patio • Two TVs • Electric Fireplace • Pool table • Stocked kitchenette w/ bar seating area • Workspace • Blackout shades and curtains • On-site parking in the driveway for one vehicle • Ample street parking • 16-min drive to the UW campus and downtown • 9-min drive to the airport • 6-min drive to shopping and restaurants • Extremely safe neighborhood • License No. LICHMD-2022-00079 • Zone Permit ZTRHP1-2022-00005

FamilyKitchenHospitality

4.99 out of 5 average rating, 254 reviews
Guest favourite
Cabin in Merrimac

Lakeview Cabin> Unique Mid-Century Tucked in Bluff

Nestled in the bluffs of Caledonia, this cabin offers a true Wisconsin experience! Floor to ceiling windows boast amazing water views of Lake Wisconsin, all while you reside in the charm of the mid-century architecture of this cabin. Minutes from the bluffs of Devil's Lake which offer some of Wisconsin's best hiking, biking, walking trails, and swimming! Plus, a short drive from Baraboo or Wisconsin Dells, where you can check out shops, restaurants and local attractions!

Indoor spacesFamilyBackyard

4.92 out of 5 average rating, 278 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!

FamilyIndoor spacesQuiet

4.98 out of 5 average rating, 163 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

Indoor spacesFamilyLocation

4.96 out of 5 average rating, 149 reviews
Guest favourite
A welcoming entryway features a large chalkboard inscribed with 'Welcome.' Decorative elements include a circular sign with floral accents and a quote, complemented by natural touches such as dried flowers and small candle holders.
Home in Windsor

3BR,1.5Ba half-duplex w/driveway near golf course

Relax with the whole family at this peaceful place to stay. Close to trails, 15-20 mins from Madison Airport. All bedding and towels are washed in all free-n-clear or equivalent between each stay. house is 2 levels about 11 steps up to bedrooms...basement available with a dart board but I don't advertise as usable space. laundry available in basement but I do not provide laundry detergent

FamilyIndoor spacesView

4.84 out of 5 average rating, 188 reviews
Superhost
A comfortable living area features two leather sofas adorned with decorative pillows. A round coffee table sits in the center, while a bookshelf filled with books lines one wall. Natural light filters through floral-patterned curtains, and a framed artwork adds a touch of personality.
Townhouse in Madison

Quiet Eastside Madison Home

Nestled in a quiet, diverse, and family friendly neighborhood on the Eastside of Madison. Guests will enjoy the feel of home while exploring all that Madison, and Southern Wisconsin has to offer. The house offers guests a clean, private, convenient, and a welcoming place to stay.

FamilyIndoor spacesWalkability

4.91 out of 5 average rating, 383 reviews

Popular amenities for Sun Prairie family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

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

FamilyIndoor spacesCheckout

4.95 out of 5 average rating, 132 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

KitchenIndoor spacesBathroom

4.98 out of 5 average rating, 337 reviews
Top Guest favourite
An open-concept living space is captured, featuring a modern kitchen, a dining table, and a stone fireplace. The cozy seating area invites togetherness. An inviting hot tub sits on a covered deck, surrounded by trees. A sauna made of warm wood offers an additional relaxation option.
Cabin in Baraboo

Sauna | Hot Tub | EV+ | Luxury | Cozy | Private

FamilyIndoor spacesNearby

4.98 out of 5 average rating, 119 reviews
Guest favourite
Barn in Wisconsin Dells

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

Indoor spacesKitchenBathroom

4.93 out of 5 average rating, 195 reviews
Top Guest favourite
The spacious lakehouse exterior features a blue façade with white trim, accentuated by a welcoming front porch. Vibrant flower beds and lush landscaping surround the property, while large windows offer glimpses of the lake. An American flag adds a touch of charm to the inviting entrance.
Home in Lake Geneva

The Ultimate Luxury Lakehouse

KitchenFamilyHot tub

4.95 out of 5 average rating, 125 reviews
Top Guest favourite
A spacious hot tub features multiple massaging jets, creating bubbling water that invites relaxation. The tub is positioned on a wooden deck, offering a serene spot to unwind while enjoying the surrounding views.
Home in Milton

FirePit/Grill/Arcade Your Fall Escape Starts Here

Indoor spacesKitchenHeating

4.99 out of 5 average rating, 118 reviews
Top 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!

Indoor spacesFamilyCheckout

4.97 out of 5 average rating, 155 reviews
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

KitchenFamilyCheck-in

4.81 out of 5 average rating, 332 reviews

Family- and pet-friendly home rentals

Guest favourite
A bright dining area is highlighted by a wooden table surrounded by chairs. A chandelier hangs above the table, while natural light enters through sliding glass doors leading to an outdoor space. A nearby console table displays decorative items, enhancing the open atmosphere.
Home in Cambridge

Quiet country retreat

KitchenIndoor spacesRiver

4.93 out of 5 average rating, 111 reviews
Top Guest favourite
A two-story lake house is surrounded by lush greenery. The exterior is finished in deep red, complemented by a spacious deck with seating and an umbrella. Large windows provide ample natural light, while an outdoor seating area features chairs arranged around a fire pit.
Home in Cambridge

Welcome to the Cambridge Lake House in Wisconsin!

Indoor spacesFamilyCheck-in

4.96 out of 5 average rating, 116 reviews
Top Guest favourite
A spacious living area is arranged with two red sofas flanking a central wooden coffee table. A patterned couch with black and white designs provides additional seating. Natural light enters through large windows, illuminating the warm wooden floors.
Home in Monona

It's called the Annex-right next door to us!

Indoor spacesFamilyParks

4.94 out of 5 average rating, 125 reviews
Top Guest favourite
Farm stay in Monroe

The Dairy at the Wegmueller Farm

FamilyIndoor spacesAccuracy

4.99 out of 5 average rating, 173 reviews
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

*No Cleaning Fee* Kid+Pet Friendly Entire Home

FamilyIndoor spacesLayout

4.92 out of 5 average rating, 217 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*

Indoor spacesKitchenGetting around

4.91 out of 5 average rating, 127 reviews
Guest favourite
The image displays a serene waterfront view showcasing a private pier extending over calm waters. A stylish three-story house is framed by lush greenery, offering a welcoming outdoor space. The interior features a spacious living room with comfortable seating and a modern kitchen visible in an open layout.
Home in Edgerton

Fun Lake Kosh Private Pier, Decks, Fire Pit, Grill

Indoor spacesKitchenNearby

4.92 out of 5 average rating, 154 reviews
Top Guest favourite
Cabin in Fort Atkinson

Cozy Lakefront Cottage With The Best View

KitchenFamilyView

4.93 out of 5 average rating, 187 reviews

Family-friendly home rentals with a pool

Guest favourite
Home in Janesville

*Family Retreat* *Indoor Pool* *Arcade*

Indoor spacesKitchenHeating

4.97 out of 5 average rating, 110 reviews
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

FamilyIndoor spacesAccuracy

4.92 out of 5 average rating, 191 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

KitchenIndoor spacesCleanliness

4.97 out of 5 average rating, 212 reviews
Superhost
Condo in Wisconsin Dells

Luxurious Chula Vista Retreat

FamilyKitchenAccess

4.76 out of 5 average rating, 141 reviews
Top Guest favourite
A manicured lawn gently slopes towards a serene body of water in the distance, framed by tall trees on either side. The landscape features lush greenery under a partly cloudy sky, creating an open and inviting outdoor space.
Condo in Lake Geneva

Lake Geneva Cloud 9

FamilyIndoor spacesWalkability

4.98 out of 5 average rating, 257 reviews
Top Guest favourite
A spacious living area features comfortable gray sectional sofas adorned with turquoise cushions. A light wooden coffee table is centered on a soft area rug. Soft lighting is provided by table lamps, and large sliding doors lead to an outdoor space with a view of greenery.
Home in Lake Geneva

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

FamilyKitchenWalkability

4.95 out of 5 average rating, 119 reviews
Top Guest favourite
A decorative wall sign displays the word 'WELCOME' prominently. Beneath it, a white vase filled with yellow flowers adds a touch of color, set against a soft green wall, creating a friendly and inviting ambiance.
Home in Lake Geneva

Home away from Home

Indoor spacesFamilyBiking

4.93 out of 5 average rating, 172 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

Indoor spacesKitchenOutdoor spaces

4.9 out of 5 average rating, 133 reviews

When is the best time to visit Sun Prairie?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$377 NZD$387 NZD$484 NZD$450 NZD$502 NZD$565 NZD$534 NZD$499 NZD$489 NZD$534 NZD$438 NZD$389 NZD
Avg. temp-7°C-5°C1°C8°C15°C20°C22°C21°C17°C10°C3°C-4°C

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