Kid-friendly vacation rentals in Madison

5 out of 5 average rating, 238 reviews

Home in La Grange

Your Cozy Get Away Cabin with Hot Tub

RobertRating, 5 stars2 weeks ago

A great place to stay This is our second time around @ Tim & Cheryl's place. We brought the grandkids this time and they had a blast. The yard is spacious and perfect for running around and playing dodge ball. We made use of the corn hole game provided by our hosts. And, the wildlife was out in full gear for the kids to see. Deer, foxes and a special appearance by a peacock. The inside of the cabin was wonderfully decorated for Easter. The kids loved the games provided as well. It felt like home. A perfect setting to get away!

4.84 out of 5 average rating, 194 reviews

Cabin in Patriot

Goose Creek Getaway--A Classy Country Cabin

AliceRating, 5 stars2 months ago

We wanted a quiet getaway for a nice long weekend and this spot was perfect! We loved the hot tub and used it everyday. Randy mentioned some short trails to walk on which we would have done if the weather was better. The location was great if you want to get away from the city.

4.99 out of 5 average rating, 218 reviews

Townhouse in Madison

Cozy downtown home with patio. Walk to everything.

MartaRating, 5 stars1 month ago

Booked a last minute weekend get away with the family and we were not disappointed! The home was stunning, very clean, and had everything we could possibly need. We were so grateful for all of the baby supplies thoughtfully provided to reduce our packing: covered outlets, monitor, sound machine, pack n play with sheet, rocking chair, baby plates/bowls/utensils, and more. The kitchen was fully stocked and also had pantry staples as well! The only thing we could've asked for was a small card table & folding chair for our travel highchair and to contain the baby mess to the kitchen, but we made so no problem. :) Madison was a beautiful, little historic town and Ashley's home is right in the middle of downtown for easy walking. It's a small city so you don't have to worry about noise even though you're staying downtown. Overall we were so thankful for a cozy, easy stay in a beautiful historic home & town. Would stay again in a heartbeat!

4.97 out of 5 average rating, 322 reviews

Cabin in Henryville

Close to Louisville~Hot Tub~Fire Pit~Game Room

JeffreyRating, 5 stars3 days ago

A wonderful spot for a relaxing weekend away. Between the outdoor fire place, hot tub, back deck, game garage, 3 wrap around porches, and cozy living room, you will never run out of places to kick your feet up or have some fun. The cabin is both beautiful and feels clean. The host was very nice. The neighborhood allows for a feeling of privacy. Tons to do on site. Would highly recommend

4.98 out of 5 average rating, 103 reviews

Cabin in Vevay

The Cabin

AshleyRating, 5 stars2 days ago

This cabin was great! The back porch faces the scenic view in the pictures and the cabin itself is private and just off a secluded road. It was so peaceful to sit outside and listen to the birds and different animals in the woods. Vevay is a cute charming town and it was fun to drive around the narrow and winding roads to Madison. I feel so rejuvenated and the cabin was everything I needed for a weekend away.

4.96 out of 5 average rating, 118 reviews

Home in Florence

The Little Farm House

SharleneRating, 5 stars1 week ago

This home is beautiful. Outside is so pretty and very peaceful; inside is clean and has all the necessities. The beds and pillows are comfortable and clean, the bathrooms have shampoo, conditioner, body wash, and nice towels. The only thing I wish we would have had were full-length mirrors in the bedrooms (or bathrooms) so we could see what we look like before going out, but that is only a minor thing. Jennifer was great with communication and responded promptly to any questions I had before arrival. We will definitely stay here again if we are in the area. Such a beautiful place! Highly recommended.

4.98 out of 5 average rating, 262 reviews

Guesthouse in Madison

Mulberry Cottage In The Heart Of Downtown Madison

KatelynRating, 5 stars4 days ago

Jerome’s Mulberry Cottage was a wonderful place to stay. Literally a few steps from the main shopping and dining of Madison. It was so clean and felt super secluded with a beautiful garden space. I would definitely recommend and would stay again!

4.97 out of 5 average rating, 167 reviews

Home in Dillsboro

Spacious home in a quaint small town setting

LoraRating, 5 stars2 weeks ago

This was our third stay. We love the Dillsborough Inn and truly appreciate all of the little extras, like the muffins and fruit Pam left for us. Two of my favorite things about this beautiful home are the stained glass windows and the quilts that Pam has made!

4.97 out of 5 average rating, 155 reviews

The Crafty Fox Den - Retreat House

DeniseRating, 5 stars4 weeks ago

A lovely, comfortable, spacious, artistically decorated and peaceful, this was a perfect spot for our team retreat. We loved the big family table for meetings and meals, the kitchen worked well for cooling together, 3 comfy sitting areas, 3 bathrooms and 3 bedrooms, plus walkable into sweet Madison and a short car ride to hike at Clifty Falls. we loved it!

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Popular amenities for Madison kid-friendly rentals

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Wifi

Pool

Free parking on premises

Air conditioning

Kid-friendly house rentals

4.98 out of 5 average rating, 64 reviews

Home in Sparta

Lake House with River Dock - Ark & Creation Museum

JamesRating, 5 stars2 months ago

This was a great place to stay. Justin was very helpful and accommodating.

4.92 out of 5 average rating, 66 reviews

Home in Aurora

Unique Luxury Family Retreat

AliciaRating, 5 stars3 days ago

We had a great stay. No issues , everything went smoothly and the house was perfect!

4.9 out of 5 average rating, 213 reviews

Rivertown Retreat in Historic Downtown

CliffRating, 5 stars2 weeks ago

We have stayed here 4 or 5 times it's our go to home away from home!

4.99 out of 5 average rating, 209 reviews

Home in Bedford

Atoka Farms

MariaRating, 5 stars1 month ago

Kevin was very responsive to messages. Also I arrived late to check in but he trued to go out of his way to explain to me how to get in the property. He followed up while driving to the property. This was an amazing experience. Definitely will be going back in the summer.

4.96 out of 5 average rating, 167 reviews

Home in Vevay

Secluded Country Home in Historic Hoosier Hills

BrylynRating, 5 stars2 weeks ago

We had a great time! Private fishing pond, if you are wanting a nature getaway this is your place. Very secluded, big yard, fire pit, was a very relaxing weekend! The hosts are very responsive. All around a wonderful stay.

4.85 out of 5 average rating, 20 reviews

Beautiful Bungalow on Main

MeganRating, 5 stars1 month ago

So nice, I’ve stayed twice! This is my second time in the bungalow and my second great experience! The bungalow is such a relaxing stay. We will see you again!

5 out of 5 average rating, 170 reviews

Charming shotgun in the heart of downtown Madison

NancyRating, 5 stars2 weeks ago

This was such a nice getaway!! The host was quick to respond and so helpful! The house was adorable and very comfortable! It was spotlessly cleaned! There was everything we needed and more! A quick walk to lots of great restaurants, shops, wineries and the river! We walked around looking at all the beautiful homes and cute shops. Easy parking and plenty of it. 2 cute places to sit outside and have coffee or drinks. The neighborhood is so safe and cute! We will definitely stay here again!

4.85 out of 5 average rating, 362 reviews

Historic Home on Main St., USA

RonRating, 5 stars1 month ago

If you're looking for a great location to downtown Madison attractions, look no further! Walking distance to all shops and restaurants on Main Street. Melissa was a great host, always responsive and willing to help.

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Kid-friendly apartment rentals

4.88 out of 5 average rating, 26 reviews

Apartment in Aurora

Family-friendly 2BR Hot Tub & Pool

Richard RossRating, 5 stars2 weeks ago

We were looking for a quiet weekend stay with our two kids for a quick getaway. Danessa’s place was perfect! The place was quiet, surrounded by trees, great hot tub, spacious living area for the kids to play, and comfy beds!

4.94 out of 5 average rating, 49 reviews

Apartment in Rising Sun

Harefoote Hollar

SaraRating, 5 stars7 months ago

Lovely quiet space. A little tricky with multiple levels in the space. Beds were great with lots of room. Shower is really tight and kitchen is sparse and small. Good enough for snacks and had what we needed.

5 out of 5 average rating, 4 reviews

Apartment in Madison

Southern view on Main suite 202

ZackRating, 5 stars7 months ago

Justin was a great host. He had very clear and specific directions. The place was clean and organized.

4.98 out of 5 average rating, 107 reviews

Apartment in Madison

The Treehouse - Hot Tub - Indoor Pool Get Away!

MelissaRating, 5 stars1 week ago

Pictures do not do this amazing home justice. It’s just magical. Sandy is soooo sweet and helpful. I can’t wait to go back! I felt like a Disney princess when the deer came strolling by. ❤️ peaceful beautiful surroundings and the pool is to die for! Thank you Sandy!

4.98 out of 5 average rating, 104 reviews

Apartment in Dillsboro

B-Lovely 2-bedroom unit In Dillsboro, IN Cottage B

JulioRating, 5 stars2 days ago

Larry was an awesome host! If you’re traveling through Indiana it’s a hidden gem. Don’t stay anywhere else!

4.96 out of 5 average rating, 505 reviews

Apartment in Madison

Dragonfly Suite

JesseRating, 5 stars5 days ago

I really appreciate that Tamara doesn't not have cleaning fees added on to her rental. it's nice to see the listed price and know that's how much it will cost.