Family-friendly vacation rentals in Columbia County

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Popular amenities for Columbia County family-friendly rentals

Family-friendly home rentals with a hot tub

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, 268 reviews

Quietwater-Peaceful, On Water, Nature, Sandbars!

BarbaraRating, 5 stars3 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 favorite
A hot tub is shown in the foreground, its water illuminated in soft light. Behind, a cottage is visible with large windows revealing a warm, inviting glow. The exterior is adorned with twinkling lights that enhance the cozy atmosphere of the setting.
Home in Poynette
4.92 out of 5 average rating, 189 reviews

Island View Hideaway-Peaceful, On Water, Sandbars!

SandyRating, 5 stars1 month ago
Beautiful spot to relax, close to great hiking trails. The home was comfy and had some thoughtful extras.
Top guest favorite
A spacious living area features modern furniture with a large sectional sofa and a coffee table. A mounted large smart TV is adjacent to a stylish modern fireplace, providing a warm ambiance. Light-colored walls and flooring create an airy feel throughout the space.
Condo in Wisconsin Dells
4.97 out of 5 average rating, 182 reviews

Stunning Condo, Beachfront, Fireplace, Jacuzzi

KellyRating, 5 stars4 days ago
Pretty and peaceful lake complex. This condo is in a great location within the well maintained complex. Jody and Jana are great hosts, the condo was well stocked and had all the little extras that made it very comfortable for our family.
A quaint outdoor space features a substantial picnic table atop a concrete surface, complemented by a propane grill nearby. The serene view reveals Lake Delton with trees lining the banks and boats visible in the distance, providing a peaceful backdrop for gatherings.
Condo in Wisconsin Dells
4.56 out of 5 average rating, 34 reviews

Light House Cove 205 on Lake Delton

IngaRating, 5 stars25 months ago
Great stay on Lake Delton. Staff was very helpful and responsive about our stay including helping us make some changes. Such a beautiful location right on the water. We had a toddler with us and it was great!
Guest favorite
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, 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!

Family- and pet-friendly home rentals

Guest favorite
A hot tub is shown in the foreground, its water illuminated in soft light. Behind, a cottage is visible with large windows revealing a warm, inviting glow. The exterior is adorned with twinkling lights that enhance the cozy atmosphere of the setting.
Home in Poynette
4.92 out of 5 average rating, 189 reviews

Island View Hideaway-Peaceful, On Water, Sandbars!

SandyRating, 5 stars1 month ago
Beautiful spot to relax, close to great hiking trails. The home was comfy and had some thoughtful extras.
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.
Home in Wisconsin Dells
5 out of 5 average rating, 9 reviews

4 Bedroom Lakefront Home on Stunning Lake Delton

ScottRating, 5 stars24 months ago
We had a very nice stay with a multi-generational family of 7 plus 2 dogs. The location was great (we were able to watch ducks and bald eagles from the pier). The house was very well equipped and spacious, and provided many spaces for us to gather and move around. The fenced in yard was great for the dogs. The host was very responsive to our questions as we planned for our trip. Overall, we enjoyed it very much and appreciate the effort that the hosts made to provide an accommodating vacation spot!
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, 268 reviews

Quietwater-Peaceful, On Water, Nature, Sandbars!

BarbaraRating, 5 stars3 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!!
The deck features a spacious wooden surface with a round table and two metal chairs, offering serene views of the Wisconsin River and surrounding trees. The peaceful setting is enhanced by the greenery along the water's edge.
Cottage in Wisconsin Dells
4.54 out of 5 average rating, 13 reviews

Bird House on Wisconsin River

GregRating, 5 stars8 months ago
We had a wonderful time, it was specifically meaningful for us to have our dog with us and enjoying the riverfront. It was not a big deal for us but there is a noticeable amount of steps to get down to the river. We had a great weekend stay and will consider coming back!
Superhost
An outdoor space is depicted, featuring a swing set and slide alongside a grassy area. Two chairs are situated near a picnic table, and a small storage area is visible at the corner of the house. Lush greenery surrounds the space.
Cottage in Baraboo
4.78 out of 5 average rating, 50 reviews

Cozy Cottage in Baraboo Bluffs

RiesRating, 5 stars5 months ago
We very much enjoyed our stay at Granny's cottage. We went skiing at Devil's Head for the weekend and this place was the perfect place to stay! (Especially after reading the online reviews about the Devil's Head hotel/lodging...yikes!!). This place has everything you could possibly need, and then some. I would definitely recommend staying here to anyone looking for a simple, peaceful, country getaway! Gretchen was very clear and upfront with her communication, and always very responsive to any questions we had. She does have a lot of "rules" but none of them are hard to follow as long as you are a semi-decent human being.
Guest favorite
A covered porch features string lights illuminating the space, with a view of the river beyond. Green grass and trees line the water's edge, creating a serene outdoor setting. Comfortable seating is arranged on the porch for relaxation.
Home in Poynette
4.75 out of 5 average rating, 104 reviews

Fisher's Flop- One night stays available weekdays!

JohnRating, 5 stars3 weeks ago
Great family getaway. Super low key. Loved the front lawn with a view to the Wisconsin River
Guest favorite
A welcoming living space features a brown sofa adorned with patterned pillows, complemented by a cozy armchair. The room transitions to a kitchen area with modern white cabinetry, three bar stools, and stainless steel appliances visible in the background.
Cottage in Merrimac
4.95 out of 5 average rating, 59 reviews

Rustic View Cottage

ChristineRating, 5 stars4 weeks ago
Wendy was a wonderful host and very accommodating. The house was perfect for what we needed and the location was beautiful!

Family-friendly home rentals with a pool

Top guest favorite
An indoor pool area features warm wood paneling and bright lighting. The pool is surrounded by tiled flooring, with seating available along one side. Large windows allow natural light to fill the space, creating an inviting atmosphere for relaxation.
Condo in Wisconsin Dells
4.99 out of 5 average rating, 227 reviews

Penthouse, Lakefront, Pontoon Ride, No Resort Fees

JeremyRating, 5 stars3 weeks ago
getaway weekend at Jody and Jana's was just what we needed. a cozy couch and comfy bed, ample space for the two of us and that view of the lake was unbeatable! loved the little snacks they left us and the home was perfectly clean and comfortable.
Top guest favorite
An outdoor pool is surrounded by lounge chairs and shaded by trees, creating a relaxing environment. A few red umbrellas are positioned near the poolside, offering spots for shade. The pool's clear water reflects the sky, inviting guests for a refreshing swim.
Condo in Wisconsin Dells
4.97 out of 5 average rating, 478 reviews

COZY, Lakefront, Fireplace, Kayaks, Pontoon Ride

ColinRating, 5 stars2 weeks ago
Beautiful place and gorgeous scenery right on the water. We enjoyed the stay very much, didn’t even feel like you were in the dells but still close enough if you wanted that experience. However, we enjoyed how secluded it felt. We would stay here again and recommend it to any of our friends.
Superhost
A covered patio area features a set of four cushioned chairs and a small decorative table. The view overlooks a calm stretch of water, with boat docks visible in the distance and gently sloping green grass leading down to the water's edge.
Condo in Wisconsin Dells
4.83 out of 5 average rating, 233 reviews

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

MirenasRating, 5 stars2 weeks ago
Very cute corner unit. My dad would just sit out on the patio, watching people put their boats in the water and take their boat out of the water. Beds were very comfortable place was nice and clean. I would stay here again.
Top guest favorite
A swimming pool is surrounded by a patio with several lounge chairs and umbrellas, providing a relaxing atmosphere. The pool features a crystal-clear blue surface, and a small building with a roof is visible in the background, likely used for amenities.
Condo in Wisconsin Dells
4.97 out of 5 average rating, 182 reviews

Stunning Condo, Beachfront, Fireplace, Jacuzzi

KellyRating, 5 stars4 days ago
Pretty and peaceful lake complex. This condo is in a great location within the well maintained complex. Jody and Jana are great hosts, the condo was well stocked and had all the little extras that made it very comfortable for our family.
Two individuals are relaxing beside an outdoor pool, with one sitting on a chair and the other dipping their feet into the water. A green fence provides privacy, while trees line the background. Beach items are spread out nearby, suggesting a leisurely day.
Home in Wisconsin Dells
4.29 out of 5 average rating, 7 reviews

10 Person Lakefront Villa on the Lake Delton (720)

DaynaRating, 5 stars11 months ago
Excellent, clean cottage right on lake Delton! Beautiful beach, live music, pontoon rentals, pool, so much to do for kids and adults! Right by Noah’s Ark! Wonderful place for families!
Superhost
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, 217 reviews

Spacious Pine Cabin at Island Pointe

MarjorieRating, 5 stars1 week ago
Lovely updated cabin among other cabins in resort on Lake Delton. Spent 3 days with my 2 sisters and enjoyed the peaceful surroundings as great getaway from, yet easy to reach Dells attractions. As summer fully starts next week I expect the place will be much busier as it seems a very good family resort with pool and playground for kids. Nice, sandy beach on lake a short walk away. There are stairs to access the cabin from the deck. Use key pad hidden behind upper deck screen/storm door. Lower level has nice extra family room to spread out guests. Bring Duraflame type logs if you’d like to use fireplace. We enjoyed that on a cooler night.
Guest favorite
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, 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!

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