Family-friendly holiday rentals in Fitchburg

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Popular amenities for Fitchburg family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
Home in Galena
4.96 out of 5 average rating, 282 reviews

Comfortable 4 Bed 4 Bath in the Galena Territory!

DianeRating, 5 stars1 week ago
Stayed here for a sisters weekend- and it was great for 6 sisters between the ages of 60-75. Two bedrooms on main floor and 2 downstairs worked great for us. Things were a little dated- but hey- so are we. We had a couple of issues that needed attn and James was most attentive and took care of them immediately. I would recommend. Great value for 6 women with varying needs! Especially loved the hot tub in the natural surroundings!!!
Superhost
Flat in Galena
4.88 out of 5 average rating, 8 reviews

Galena 1 Bdrm Condo Resort

NnekaRating, 5 stars66 months ago
This place was amazing! Fireplace. Bigger than expected. Very clean. The hospitality was dope! Great view of the "mountains" . Pretty cool experience. The extra pull out bed is such a nice touch!
Guest favourite
Flat in Wisconsin Dells
4.92 out of 5 average rating, 12 reviews

Double Queen Hotel Room @ Spring Brook Resort

AlfredoRating, 5 stars2 months ago
Great place,clean,indoor pool was great and our daughter loved,great food and bar
Superhost
Apartment in Wisconsin Dells
4.87 out of 5 average rating, 295 reviews

The Docksider for Couples & Young Families

LucyRating, 5 stars1 week ago
This was our first vacation as a family with a 5 and 3 year old. Our neighbors were lovely. The beach was a great addition. The place was pristine and exactly enough for us. Perfect location close to everything and the communication leading up to the vacation was top notch. We had chilly weather but the vacation was just what we needed. Amazing view and super relaxing (even with the kids!) will definitely come back!
Top guest favourite
Home in Galena
4.92 out of 5 average rating, 160 reviews

DunPuttin Place

EmilyRating, 5 stars1 week ago
Stayed here for a girl’s trip! The home is lovely. The game room downstairs was a blast. The deck in back was perfect for drinks and conversation at night and calm morning coffee in the morning! Todd is quick to respond if anything is needed. Would definitely go back
Superhost
Apartment in Galena
4.93 out of 5 average rating, 28 reviews

Galena, IL, 1 Bedroom S #1

HollyRating, 5 stars33 months ago
Jan’s condo is a perfect location for galena. It’s not far from downtown or Eagle Ridge. It’s like the comfort of home without being home.
Superhost
Home in Galena
4.74 out of 5 average rating, 27 reviews

Amazing 6BR! Whiskey Room, pool table & hot tub-su

ThomasRating, 5 stars3 weeks ago
This was a great spot. The surrounding area is really beautiful, especially when I visited (in the late spring), and lots of the house layout helps you appreciate this, whether it’s inside or out. The home is spacious, the fire pit was lovely at night (and well stocked), and the host was plenty responsive. Would stay again.
Guest favourite
Holiday home in Galena
4.91 out of 5 average rating, 253 reviews

5BR Country Stay | Pond, Jacuzzi & Views

AaronRating, 5 stars6 days ago
Lovely home and property, lots for the kids to do outside, easy to get to, very private. Three families with young children stayed here comfortably. Easy access to Galena but honestly we could have just stayed at the house all weekend. The play equipment and treehouse were safe and sturdy. Would definitely stay here again!

Family- and pet-friendly home rentals

Guest favourite
Yurt in Cambridge
4.98 out of 5 average rating, 189 reviews

YurtSimple

BethanyRating, 5 stars1 week ago
This was a beautiful, peaceful stay and the hosts were friendly and helpful! Lots of amenities to make it a great “glamping” experience.
Top guest favourite
Barn in Freeport
4.97 out of 5 average rating, 556 reviews

Cute Little Country Guest House

MikeRating, 5 stars6 days ago
Very quaint and rustic place. Jilly was very helpful and communicative during our stay. We loved our stay!
Top guest favourite
Guest house in Stockton
4.98 out of 5 average rating, 363 reviews

Highview Country Escape - Cozy Cabin with a view

RafalRating, 5 stars1 month ago
We had a fantastic stay at this beautiful property nestled on a hill in the middle of nature. The location is peaceful and scenic—perfect for a relaxing getaway. Our dogs absolutely loved the wide open space to run and explore, which made the trip even more special. One of the highlights was the lovely pond on the property, full of fish and a great spot to sit by and enjoy the surroundings. Highly recommend this place for nature lovers and pet owners alike!
Top guest favourite
Flat in Madison
4.98 out of 5 average rating, 165 reviews

Mendota Lake View Flat

michelleRating, 5 stars1 month ago
This place was wonderful!!!! Alexander is a wonderful host. He had so many amenities- kitchen spices, dish detergent, shampoo, towels, extra blankets- anything you could think of! Place was so fun- fabulously decorated! Kitchen had everything for us to cook a large family meal! Porch has spectacular views. Very walkable to everywhere. Host responded to everything we asked so kindly and quickly!!!! Wonderful experience! Celebrated our son’s graduation and would recommend to any other family to stay here- it was perfect!!! Thanks.
Superhost
Home in Poynette
4.85 out of 5 average rating, 268 reviews

Quietwater-Peaceful, On Water, Nature, Sandbars!

BarbaraRating, 5 stars2 weeks ago
We very much enjoyed our stay. The location and view were lovely and quiet. We especially enjoyed the wildlife from the deck and the hot tub! We even had a bald eagle visit for a couple of hours on the sandbar right in front of us. The cottage was very clean and comfortable. A very relaxing weekend!!
Guest favourite
Cabin in Richland Center
4.9 out of 5 average rating, 144 reviews

The Driftless Escape! Modern, large cabin/57 acres

ChristineRating, 5 stars3 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 favourite
Guest house in Spring Green
4.95 out of 5 average rating, 115 reviews

Teacher’s Lounge

KimRating, 5 stars6 days ago
LOVED this place!! The garden outside is spectacular. Daisy the dog is a sweet greeter, and Aaron was super friendly and helpful. We love the Spring Green area, and this location could not be more perfect. The space is spotless, comfy, quiet, and looks exactly like the pictures. We will be back the next time we come to see a show at APT!! Thank you for your kind hospitality.
Guest favourite
Home in Edgerton
4.92 out of 5 average rating, 121 reviews

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

JoeyRating, 5 stars1 month ago
Wonderful home for a big family or group! Lots to do (if you’re not already busy!). The home has everything you need to rest, relax, and make killer meals. Madison is a quick 30 minute drive away as well. Highly recommend.

Family-friendly home rentals with a pool

Guest favourite
Home in Apple River
4.93 out of 5 average rating, 81 reviews

The Ho Hum East on Apple Canyon Lake

KathyRating, 5 stars1 week ago
This was our second time at Ho Hum East and we had a great time! The new deck updates were super nice adding outdoor space to layout food and enjoy most meals on the deck. The outdoor kitchen wasn't completed yet but, will be a great addition to the new deck when it's done. The main bath was newly remodeled and was very nice and spacious. The lake front was well maintained and a great space for us to spend most of our time enjoying the water, sun, fishing, boating, nature and wildlife. The dock was a little wobbly although, we were told that was being replaced at some point but it worked for us. The airbnb owner provided a paddleboard, rubber raft, corn hole boards and other outdoor items to use. The proximity of the home was only a few minutes from amenities i.e. pool, golf course, beach and The Cove (restaurant). The only drawback is all the steps - it would be great if there was a pulley system or other system to take items up and down the steps from the house to the lake front.
Guest favourite
Flat in Madison
4.85 out of 5 average rating, 13 reviews

Professionally Serviced Private 1BR Apartment

CatherineRating, 5 stars4 months ago
great place to stay, central to the madison area, clean, and great community.
Guest favourite
Apartment in Fontana-on-Geneva Lake
5 out of 5 average rating, 58 reviews

2 BD 2 BA Abbey Villa with Pool

GavinRating, 5 stars10 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.
Superhost
Apartment in Wisconsin Dells
4.83 out of 5 average rating, 232 reviews

*Pool/Hot Tub | 2 BR Condo | Waterfront | Downtown

KathrynRating, 5 stars2 months ago
Really nice apartment in a beautiful location right on the river. So peaceful in the morning. Very easy to find and get into. Exactly as described. Coffee pot with coffee bags, sugar and creamer including microwave popcorn and chocolate biscuits. Nice welcome pack. Lots of cutlery crockery and pans but didn’t see any oil or condiments. If you are going to cook you’d need to bring some. Had problems with the tv instructions but after contacting Ashley somebody came to the condo within 15 mins and sorted out for us. May need to update instructions or check settings haven’t been touched to save inconvenience. Just to note the smaller bedroom has the boiler in it which is very noisy. We had ear plugs so was ok for us but if you come in the cold weather and need heating you would need to bear in mind. Overall a lovely stay in a quiet area of town within a short walk to all amenities. Would recommend.
Guest favourite
Home in Wisconsin Dells
4.88 out of 5 average rating, 216 reviews

Spacious Pine Cabin at Island Pointe

LoganRating, 5 stars2 weeks ago
Overall the experience at this cabin was great! The kids really enjoyed the pool as much as possible. A bit confusing getting in when we arrived as there are 3 lock box keypads. We saw the front door one last. The only other confusing thing was just making sure the laminated directions have only one WiFi address and password, and hopefully they will work next time. We weren't able to watch any tv at night when winding down with the kids, but it wasn't a huge deal, just would've been nice.
Guest favourite
Home in Galena
4.98 out of 5 average rating, 43 reviews

3 Greenwood Trail The Galena Territory

BraydanRating, 5 stars2 months ago
Proposed to my girlfriend out there and it was so beautiful and peaceful thank you!
Top guest favourite
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 stars10 months ago
Beautiful house and view. Would definitely stay again!
Guest favourite
Home in Galena
4.82 out of 5 average rating, 295 reviews

Galena Retreat - Eagle Ridge Territories

RayRating, 5 stars1 week ago
Even better than advertised. Sandy was wonderful and so was the home. We were very pleased with our stay and her communication. The house is in a nice, quiet neighborhood, close to the strip, around golf courses, wineries, great food, fishing, historical places, and kayaking. Thanks again Sandy, we will be talking to you soon I’m sure.

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

  • Total rentals

    40 properties

  • Nightly prices starting at

    ₹5,194 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

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Dane County
  5. Fitchburg
  6. Family-friendly rentals