Family-friendly vacation rentals in Fitchburg

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Fitchburg family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
A charming gray house is set against a backdrop of colorful autumn foliage. The front porch features a red door, framed by shrubs and well-maintained landscaping. A clear blue sky provides a bright contrast to the warm tones of the trees.
Home in Galena
4.96 out of 5 average rating, 279 reviews

Comfortable 4 Bed 4 Bath in the Galena Territory!

SofRating, 5 stars1 week ago
Beautiful place and James is very good host . Thank you
Superhost
A cozy family room is illustrated, featuring a stone fireplace as a focal point. Comfortable seating is arranged around the space, complemented by a ceiling fan and warm lighting from lamps. A wall-mounted TV provides entertainment options, while natural light filters through the window.
Home in Wisconsin Dells
4.71 out of 5 average rating, 14 reviews

Our Place To Chill @ Spring Brook Resort

ScottRating, 5 stars3 months ago
would recommend staying here while in town! Definitely be booking any time we're in the area.
Superhost
The family room features a comfortable sofa with decorative pillows facing a large 58" Roku TV mounted on a wooden accent wall. An electric fireplace adds warmth, while a coffee table occupies the center space. Large windows allow natural light and open to a door leading outside.
Condo in Wisconsin Dells
4.87 out of 5 average rating, 293 reviews

The Docksider for Couples & Young Families

NinaRating, 5 stars1 week ago
Great location and very clean!
Superhost
A spacious resort building is framed by lush green grass and towering trees. The structure features a stone and wood facade, highlighted by a prominent entrance with large windows. Balconies extend from the upper level, adding to the welcoming outdoor ambiance.
Condo in Galena
4.81 out of 5 average rating, 16 reviews

Galena, IL, 1 Bedroom #1

KeithRating, 5 stars22 months ago
Jan was great!! The place messed up our room but she did her best to make it right. We appreciate her attention and her desire to fix the situation.
Top guest favorite
A charming two-story home is set among lush greenery, featuring a welcoming porch and a winding pathway leading to the entrance. Surrounding trees offer a sense of seclusion, enhancing the natural environment of the location.
Home in Galena
4.92 out of 5 average rating, 159 reviews

DunPuttin Place

AndrewRating, 5 stars3 weeks ago
Excellent house for our guys golf trip! Lots of amenities at the house and a 10 minute to all of the different Eagle Ridge golf courses. House is a 15 minute drive to downtown Galena that has a lot of shops and restaurants. Very responsive and friendly hosts. 10/10!
Guest favorite
The exterior of CountryView Home is showcased at dusk, featuring warm string lights outlining the porch. The structure displays a blend of traditional and modern elements with an expansive deck, inviting seating areas, and surrounded by well-maintained grass and natural landscapes.
Vacation home in Galena
4.91 out of 5 average rating, 251 reviews

Beautiful 5-BR CountryViewHome w/jacuzzi

BillRating, 5 stars1 month ago
Outstanding! There are so many adjectives to describe this location! We are looking forward to going back!!! So much to do and fun for everyone! The hosts were so responsive! Highly recommend for a family getaway!
Superhost
A living area features a striped armchair and a blue upholstered chair by a wooden coffee table. A warm-toned cabinet houses a queen murphy bed, and a fireplace with decorative mantel is positioned beside a television. A dining area is visible in the background.
Apartment in Galena
4.79 out of 5 average rating, 29 reviews

Studio at Beautiful WorldMark Galena!

JoseRating, 5 stars55 months ago
Fred's place is such a cute oasis for anyone seeking a nice weekend getaway alone or for two. We took advantage of the jetted tub and fire place our entire stay, and were able to check out the pool and gym as well. We wanted to cook all our meals there due to covid, and the place was equipped with everything we needed. It was a perfect 10 mins from Galena's Main Street which also made it really convenient. I would definitely look to stay here again if I ever find myself back in Galena.
Guest favorite
An expansive wooden deck offers a welcoming outdoor space, featuring a dining table surrounded by chairs and a cozy rattan chair. A large umbrella stands in one corner, while lush greenery and blue skies create a serene backdrop.
Cabin in Elkhorn
4.97 out of 5 average rating, 302 reviews

The Retreat: 5 Acre Log Cabin

AllisonRating, 5 stars1 week ago
I cannot recommend this Airbnb enough! Our group of 9 loved staying in this private, spacious lodge over Memorial Day weekend. A short 20 minute drive from Lake Geneva and only 5 minutes away from town, you can't find this kind of privacy and charm anywhere else. Check in/check out was seamless, and we were delighted by our host leaving us snacks, pancake mix, and coffee to enjoy. We enjoyed many beach volleyball games and bonfires, and the hot tub was an added bonus! Yecenia was friendly and responsive, and even dropped off an Apple TV console when our WiFi connection was unstable. Our large group never felt crowded in the space. I would absolutely book again!

Family- and pet-friendly home rentals

Superhost
A front porch is illuminated by string lights, creating a cozy ambiance. A dining table with several chairs is visible, along with comfortable seating. Two American flags are displayed, and surrounding greenery adds a natural touch to the welcoming outdoor space.
Home in Williams Bay
4.87 out of 5 average rating, 340 reviews

The Bay House - one block from Geneva Lake

JessicaRating, 5 stars2 weeks ago
The house was cozy and had everything we needed for a comfortable stay. Very close to Geneva National and Lake Geneva trail.
Guest favorite
A single-story house is set on a well-maintained lawn, featuring a wooden exterior with a front porch and red railing. A paved driveway leads up to the house, while trees and open space are visible in the background under a clear blue sky.
Home in Baraboo
4.89 out of 5 average rating, 109 reviews

Wild Rose Ranch Guest house

ChristyRating, 5 stars5 months ago
The house was very spacious for our family of 6. We loved the location, view, and short drive to everything we wanted to do.
Guest favorite
A spacious living area features two bright orange couches positioned around a central black coffee table. Light wood flooring complements the neutral walls, and natural light fills the room through multiple windows. A plant is placed on the coffee table, adding a touch of greenery.
Apartment in Madison
4.97 out of 5 average rating, 301 reviews

Prairie-Chic Downtown Lakeside

JoeRating, 5 stars8 months ago
Alexander's flat in Madison was perfect for our stay. Right downtown, a stone's throw from the capital, and about a mile from the heart of the UW campus, this home was fantastic with a beautiful view of Lake Mendota. The best part of the experience was how easy it was to work with Alexander. He was very responsive to every question, he was proactive about giving us information needed for an easy and comfortable stay, and he was extremely thorough in the information needed about checking in and out of the apartment. All in, this was a great experience and I would absolutely stay here again. Thanks Alexander. - Joe S
Guest favorite
A historic Gothic Revival house is seen with its original charm. Lush greenery surrounds the property, with a large yard and well-maintained gardens. A signpost is located at the intersection of two streets, indicating the house's position in a quiet residential area.
Cottage in Bellevue
4.94 out of 5 average rating, 162 reviews

Cute cottage, short stroll to Mississippi River!

KylieRating, 5 stars3 months ago
This place is a beautiful little getaway. Right up the road from the river, it is peaceful and quiet. Lots of fun architecture to see in town and the river walk is lovely. Our dogs were welcomed which made the trip 10x more enjoyable. The house is cozy, warm and feels very much like home. Sue has an entry table in the home with suggestions for local activities, eateries, shopping which was nice to refer to. Overall we were happy with the space. It was nice to know that Sue was in the house next door for questions, but she very much provided privacy unlike some places I’ve stayed. I highly recommend!
Guest favorite
A spacious outdoor seating area features a comfortable sectional sofa adorned with blue cushions and decorative pillows. A coffee table sits in the center, accompanied by potted plants. Two dogs relax on the wooden deck, enjoying the sunny day.
Cabin in Fort Atkinson
4.91 out of 5 average rating, 425 reviews

Cozy Lakeside Cabin on Lake Koshkonong

EmilyRating, 5 stars5 days ago
My husband, two dogs and I thoroughly enjoyed our stay at the cabin! The point of my vacation was going somewhere we could take our dogs and this was the perfect spot to relax with them for a few days. Everything was clean and there was a perfect amount of space for us to relax. It was very quiet in the neighborhood and most of the time it felt like we were the only ones around. It was great to be able to walk to a very nice restaurant and bar a minute or two down from the cabin since we wanted to stay close. The only thing that bummed me out was we went at the end of May and the dock wasn’t put out - and I was hoping to spend time sitting out on the water. That could have been me not realizing the typical “season” but had assumed it’d be out so I recommend checking if that’s important to you :)
Superhost
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
4.85 out of 5 average rating, 266 reviews

Quietwater-Peaceful, On Water, Nature, Sandbars!

AndrewRating, 5 stars3 weeks ago
We loved staying here so much that we decided to stay an extra night. David was very responsive and hospitable. Already making plans on coming back here again next year!
Guest favorite
A fire pit is surrounded by several adirondack chairs on a stone patio. The log cabin is positioned in the background, illuminated by warm light as dusk settles. Green hills and trees provide a natural backdrop, enhancing the outdoor setting.
Cabin in Richland Center
4.9 out of 5 average rating, 143 reviews

The Driftless Escape! Modern, large cabin/57 acres

ChristineRating, 5 stars2 months ago
My family and I stayed at the Driftless Escape Cabin and had a wonderful time! The interior was even more beautiful in person with plenty of space for my whole family. The Kitchen was well stocked, the beds were very comfy and they had everything you needed. The property was gorgeous with lots of open space and amazing views. We loved playing in the yard and s’mores by the fire. And even though the cabin is close to town, we still felt like we were miles away in nature and truly disconnected!!
Guest favorite
A well-maintained garden area features a variety of plants and flowers, surrounded by decorative stone paths. Two comfortable outdoor chairs sit adjacent to a small fire pit, with a patio umbrella providing shade. A gas grill is visible nearby, completing the inviting outdoor space.
Guesthouse in Spring Green
4.95 out of 5 average rating, 113 reviews

Teacher’s Lounge

HollieRating, 5 stars1 week ago
Cute little spot. Great for weekends away. Downtown is walking distance and has a variety of shops. Cell service can be hit or miss, but not fault of host. Daisy is very sweet and will come greet you for pets. House was very comfortable and has everything you need (except washcloths, so if you're used to that bring your own). We enjoyed our time and would recommend it for anyone coming to the area.

Family-friendly home rentals with a pool

Guest favorite
Home in Apple River
4.92 out of 5 average rating, 79 reviews

The Ho Hum East on Apple Canyon Lake

LatashaRating, 5 stars8 months ago
Alex was a Great host! His lake house was clean and cozy.. The view was beautiful! My children and I really enjoyed ourselves.. Thanks Alex!!
Top guest favorite
A circular swimming pool is surrounded by a spacious patio with numerous lounge chairs. Lush greenery and trees frame the area, while nearby, a gazebo offers shaded seating. The multi-story condominium buildings in the background complete the inviting outdoor environment.
Condo in Fontana-on-Geneva Lake
5 out of 5 average rating, 58 reviews

2 BD 2 BA Abbey Villa with Pool

GavinRating, 5 stars9 months ago
Great spot! The condo was clean, comfortable, and quiet. It was a short walk to the beach and restaurants. Mandy’s detailed directions and instructions made checking in a breeze. Our group of four had a fantastic time.
Guest favorite
A warm and inviting living area features wood paneling and exposed beams. A spacious sofa, adorned with patterned throws, faces a large flat-screen TV. Natural light filters through sliding glass doors that lead to an outdoor space. A rustic stone fireplace adds a cozy touch.
Home in Wisconsin Dells
4.88 out of 5 average rating, 215 reviews

Spacious Pine Cabin at Island Pointe

KellyRating, 5 stars1 month ago
Cute little cabin near a lake in the WI Dells. It was too cold to use the lake or the pool but they were both very convenient.
Guest favorite
A cozy living area showcasing a rustic wood-burning fireplace against a wood-paneled wall. Comfortable seating is provided by a sectional sofa adorned with patterned cushions. A wooden dining table accommodates several chairs, with natural light streaming through window blinds.
Townhouse in Galena
4.87 out of 5 average rating, 172 reviews

Galena Territories 3 level Townhome Sleeps nine

EthanRating, 5 stars1 month ago
Thanks Ryan. We had a great time.
Superhost
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
4.94 out of 5 average rating, 16 reviews

1BR Professionally Serviced Private Apartment

LisaRating, 5 stars2 months ago
Sally's place was amazing for my first month in Madison. It was 15 minutes away from everything but tucked away in a quiet neighborhood. the roo. was beautiful, any issues were addressed quickly. communication was great. I loved having a maid service come by. Will definitely be staying here when I come back to Madison!
Superhost
A light-filled living area features a stone fireplace as a central focal point. Leather seating surrounds a wooden coffee table, while artwork depicting Lake Geneva adorns the walls. Large windows provide views of the outdoor scenery, and a staircase leads to an upper level.
Home in Fontana
4.6 out of 5 average rating, 5 reviews

Abbey Spring Resort Home |North Shore Hideaway

MichelleRating, 5 stars10 months ago
We had a fantastic time here! The property has an incredible deck that extends into the surrounding forest. We had breakfast outside every morning! If you love wildlife, you'll love this place.
Top guest favorite
A serene outdoor area features a saltwater pool surrounded by lounge chairs and a stone patio. Lush green grass and flower beds enhance the setting, with sprawling fields visible in the background under a clear blue sky.
Guest suite in Mount Horeb
4.99 out of 5 average rating, 75 reviews

Rural Luxury w/pool in the heart of Wisconsin!

StaceyRating, 5 stars9 months ago
Beautiful house and view. Would definitely stay again!
Guest favorite
A two-story home is set within a green landscape, featuring a dark exterior with light trim. A covered porch offers seating and welcomes guests. The sloping lawn leads to a manicured pathway, while trees provide a natural backdrop. A screened area is visible on the right.
Home in Galena
4.82 out of 5 average rating, 293 reviews

Galena Retreat - Eagle Ridge Territories

TracyRating, 5 stars7 months ago
Really enjoyed our stay! Clean and comfortable and felt right at home. Thanks Sandy!

Quick stats about vacation rentals that are family-friendly in Fitchburg

  • Total rentals

    40 properties

  • Nightly prices starting at

    $60 before taxes and fees

  • Total number of reviews

    1.3K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore