Family-friendly vacation rentals in Dell Prairie

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Top-rated family-friendly rentals in Dell Prairie

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

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Guest favorite

A playground area is featured with colorful equipment, including swings and climbing structures, set on a gravel surface. Two benches are positioned on the grassy edge, offering comfortable seating. The lodge with red siding is visible in the background, surrounded by trees.

Villa in Baraboo

4.96 out of 5 average rating, 147 reviews

HUGE! 5king,86"TV> Dells, Waterparks, Devil's Lake

Welcome to Devil's Lodge! Amazing home, perfect location and unforgettable experience are all waiting for you and your group. Lodge offers 3 separate living spaces, each with large TV. Huge dining table, pool and foosball table and beautiful outdoor space with games, firepit area and playset. For those looking for adventure, Devil's Lake, Wisconsin Dells attractions, Casino, shopping, nightlife, restaurants and ski hills are short drive away. Please contact us before booking for best pricing!

Guest favorite

A charming wooden cabin nestled among tall pines showcases a welcoming deck with steps leading to the entrance. A flower-filled barrel planter adds a touch of color, while the surrounding natural landscape enhances the serene atmosphere of this secluded retreat.

Cabin in Hancock

4.95 out of 5 average rating, 422 reviews

Peaceful Wooded Sanctuary- with private dog park!

Unplug. Unwind. Connect with nature. Come enjoy our 700 sq.ft. cabin on 6 wooded acres. Fish the trout stream, hike, bike, swim! See hummingbirds hover at the feeder, watch for deer or bald eagles. The outdoor recreational opportunities are endless. Listen to the wind whisper while you sway in the hammock. Play in the treehouse! Escape to the peaceful pines and let whippoorwills sing you to sleep at day's end. The cabin accommodates every guest, dogs too! New in 2023, a 1,200 sq. ft. dog park.

Guest favorite

The exterior of a spacious log cabin is shown, featuring a large screened-in porch and a stone chimney. The surrounding area is filled with trees and grassy spaces, providing a natural and serene setting for relaxation.

Cabin in New Lisbon

4.93 out of 5 average rating, 135 reviews

Cozy, dog friendly, cabin, Castle Rock Lake area.

*Escape to Our Cozy Log Cabin* Discover the perfect blend of tranquility and adventure at our charming log cabin, nestled on 4 beautifully wooded acres on a quiet, dead-end road. Whether you're seeking peace and quiet or looking to explore the vibrant surroundings, our cabin is ideally located for a memorable getaway. Whether you're hitting the snowmobile trails, enjoying ice fishing, or simply relaxing in the cozy comforts of our log cabin, you'll find everything you need for a perfect stay.

Guest favorite

A restored red cabin is set amidst a lush green lawn, surrounded by trees. Large windows provide natural light to the inviting interior. The sloping hills of the farm are visible in the background, creating a serene rural atmosphere.

Farm stay in Plain

4.94 out of 5 average rating, 208 reviews

Grateful Farms Cabin: Hills, Creek, Gorgeous Views

Fully-renovated 1890s cabin located on a 60+ acre farm just north of Spring Green. The cabin has radiant floor heat, is air conditioned, has a small kitchenette, bathroom with shower, and wireless internet. The farm has a barn from 1895, a main home built in 1923, apple trees, hiking trails, creek with a swimming hole, and a large hill with marvelous views. Make this your private weekend cabin or a longer-term retreat. Farm powered primarily by a large solar array atop one of the barns.

Top guest favorite

A rustic log cabin is framed by trees, featuring a wrap-around porch with ample seating. The exterior showcases natural wood tones, while large windows allow for abundant light. The surroundings appear serene, with a well-kept lawn leading to the entrance.

Cabin in New Lisbon

4.98 out of 5 average rating, 329 reviews

Log Cabin Near Castle Rock Lake

This is a real Amish built log cabin located in Central, WI. Located 30 min from WI Dells and 10 min to Castle Rock Lake/Petenwell Lake area. Close to State Parks and State bike trails. Close to Neceedah wildlife refuge. Renting year-round. Discounted weekly rate. Very private. Great reviews! One bedroom with 2 queen beds, strict 4 guests max! We only welcome responsible renters to share our family's treasured cabin, no party situations. Please be honest about # of guests to avoid eviction.

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!

Rent this furnished cottage to enjoy the beauty of nature on the Wisconsin River and Lake Wisconsin. Conveniently located on the Lake Wisconsin waterfront between Madison and the Wisconsin Dells, just 1.5 hours from Milw and 3 hours from Chicago. We are pet friendly for well behaved dogs with a $25/night pet fee per dog. Beautiful views out the large living room windows look onto green, sandbars, islands and the undeveloped distant shores of the Wisconsin River as it opens up into Lake WI.

Guest favorite

An outdoor area is shown with a picnic table and a gas grill set against a backdrop of greenery. The space is surrounded by grass and trees, providing a tranquil setting for meals or gatherings.

Condo in Wisconsin Dells

4.88 out of 5 average rating, 287 reviews

The Docksider for Couples & Young Families

NO SMOKING The Docksider is the original Williamson Family Condo. Located right by the boat docks, this is perfect for a quick getaway as a couple or bring the kids. The property is situated right on beautiful Lake Delton in a quiet neighborhood in the heart of the Dells. The property has both indoor and outdoor (open seasonally only) pools and hot tubs for your year-round enjoyment. In the summer you are just steps away from the private beach and you can fish from the docks or the ice.

Guest favorite

The log cabin features a covered front porch with seating areas, surrounded by landscaped greenery. Tall trees and shrubs frame the property, creating a sense of privacy. A gravel path leads to the entrance, enhancing the rustic charm of the home.

Cabin in Montello

4.95 out of 5 average rating, 128 reviews

True Log Cabin Montello 1/2 hr to WI Dells on 10ac

Lazy Fawn Cabin Escape reality and surround yourself with nature at this quiet peaceful log cabin sitting on 10 acres. Camp fires, grilling or lay in the hammock. 2 bedrooms with queen beds and a large loft with 1 queen and 2 full beds. 1/2 hour from Wisconsin Dells and 7 minutes off I-39. Rustic cabin with all the modern amenities. Area lakes for fishing or recreation, or take a ride to an amazing Amish bakery and shops. 10 minutes to downtown Montello for groceries and restaurants.

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

Nested in between 2 valleys is this abundant log cabin next to a stream. WI river: fishing, tubing, canoeing, water sports 10 min away. Nearby: biking, trout fishing, hiking, cross country skiing, sledding, snowmobiling, wine tasting tours, historic towns and sights. Note some photos are of the surrounding area/opportunities. The 2150 square foot home boasts a fireplace enhanced by a 2 story rock faced chimney, an expansive wrap-around porch, a master suite, and a generous great room.

Top guest favorite

A single-level home is surrounded by a well-maintained lawn, featuring green grass and a gravel road. The exterior showcases a combination of gray siding and a welcoming porch with seating, bordered by small plants and trees.

Home in Richland Center

4.95 out of 5 average rating, 252 reviews

Gramps Getaway

Gramps Getaway is a spacious 3 bedroom 2 Bath home five minutes from Richland Center, Featuring a new Amish made kitchen and lots of open spaces. Located on a quiet Lane, enjoy hiking, bicycling, or simply enjoy the quietness of country life. Gramps Getaway is a family friendly, all on one level home, You will enjoy the comfy gas fireplace in the Sun Room We have a gas grill on the back deck, lots of yard to roam and a life size Checker board and fire pit area for your enjoyment!

Top guest favorite

A spacious deck is equipped with multiple colorful chairs and a large green umbrella offering shade. A glass-top table is positioned in the center, surrounded by a relaxed outdoor seating arrangement, inviting guests to enjoy the outdoor setting.

Home in Wisconsin Dells

4.94 out of 5 average rating, 228 reviews

Arcade Games | 5 BR |Huge Deck | Fire Pit

**DISCOUNTED ATTRACTION TICKETS AVAILABLE This is one of the most popular vacation rentals in Wisconsin Dells! This spacious split level home offers 5 bedrooms, 2 full bathrooms & 2400 square feet deck! Beautifully situated along a picturesque tree lined ridge, this home will allow plenty of room for guests. DISCOUNTED ATTRACTION TIX: Ask about discounted tickets ahead of time. This home makes for the perfect spot for holiday gatherings, a waterpark home base & more!

Top guest favorite

A welcoming living area is highlighted by a comfortable seating arrangement, featuring a leather sofa and accent chairs. Natural light pours in through the windows, illuminating the wood flooring and a stone fireplace. A large SMART TV is mounted on the wall, adding modern convenience.

Condo in Wisconsin Dells

4.97 out of 5 average rating, 473 reviews

COZY, Lakefront, Fireplace, Free Kayaks

Relax on the porch and watch the boats glide by, soaking in the serene lake views. Whether you're looking for relaxation or recreation, our condo offers the best of both worlds. Book your stay today and experience the ultimate lakeside escape! Resort-Style Amenities • Indoor and outdoor pools • Hot tub • Walking distance to Noah's Ark • Proximity to numerous restaurants and activities • First Responder Discounts • Smart TVs • Jetted Tub • Fireplace • Washer/Dryer