Family-friendly holiday rentals in Dell Prairie

4.97 out of 5 average rating, 159 reviews

The dome structure glimmers in the moonlight, surrounded by tall trees that create a serene ambiance. A warm glow from a nearby fire pit reflects off the dome's surface, enhancing its unique design. The wooden platform adds a cozy touch to the natural setting.

Dome in Wisconsin Dells

Dells Domes - Riverview Escape - Glamping Dome 4

Staying in a dome amidst nature is a unique experience. The circular structure offers an amazing view of the surroundings, with peaceful sounds of rustling leaves, chirping birds, and a flowing river below. The cozy dome has a queen size bed, night stands, a seating area, mini fridge, and a k-cup coffee maker & heater/ac. At night, the starry sky and nature's sounds lull you to sleep. Waking up, you feel refreshed, and the peaceful surroundings and breathtaking views leave a lasting impression.

Apartment in Wisconsin Dells

A spacious outdoor porch is equipped with comfortable seating arranged around a central coffee table. A gas grill is positioned nearby, and decorative cafe lights add a cozy ambiance. Lush greenery surrounds the area, enhancing the inviting outdoor space.

5 out of 5 average rating, 114 reviews

Downtown! Updated cozy unit. Firepit*Porch*Patio!

Coming in 2026! We will be adding a washer/dryer plus an outdoor TV! Welcome to DELL-ightfully Downtown Dells! This comfy, cozy, and crazy clean 1 bedroom downstairs unit, also boasts 2 separate outdoor spaces, so you may never want to leave! All of this PERFECTLY located just one block off of the Downtown Strip. And because we want you to focus on enjoying yourself, we provide our guests with everything we can think of and more, and not just for your first night, but for your ENTIRE stay!

Guesthouse in Wisconsin Dells

A multi-level deck is set amidst trees, featuring vibrant pink flowers in hanging baskets. A stone pathway leads up the stairs, showcasing landscaped garden beds with seasonal blooms. The cozy cottage is visible in the background, surrounded by greenery.

4.85 out of 5 average rating, 350 reviews

Waterfront Cottage with beautiful views

This waterfront cottage has beautiful views of the Wisconsin River. My husband and I have lived here for more than 20 years. We love this area - there is nothing like a cool, crisp Midwest morning overlooking the Wisconsin River. Or enjoying a great glass of wine (or Wisconsin beer) while watching a spectacular summer sunset from the deck. Expect peace and tranquility as we are far enough from Downtown Dells to avoid the crowds and noise. We look forward to hosting you and your loved ones.

4.94 out of 5 average rating, 465 reviews

A cozy log cabin is surrounded by a winter landscape, with a blanket of snow covering the ground. Several outdoor seating options, including a picnic table and benches, are visible amidst the snow. Firewood is stacked nearby, contributing to the inviting atmosphere.

Cabin in Adams

Cozy Log Cabin in the Woods

Adams County TRH License #7333 Welcome to the Lucky Dog Cabin! Nestled in the trees, our charming log cabin is located 25 minutes North of the Wisconsin Dells and less than 10 minutes from Castle Rock Lake, Wisconsin River, and Quincy Bluff State Park. Come relax, unplug, and get away from it all. Enjoy the fresh air, starry nights, and peaceful nature sounds. Our 9 acre property offers a beautiful trail that leads to gorgeous sunset views, through the forest. A true nature-lover's paradise!

4.92 out of 5 average rating, 109 reviews

A traditional log cabin, surrounded by tall trees, sits in a spacious clearing. The porch features a rail and seating area. A picnic table can be seen in the yard, with the natural landscape providing a peaceful backdrop.

Cabin in Wisconsin Dells

Cozy Log Cabin with Private Hiking Trail & Firepit

Come relax at this secluded 3 bedroom cabin just moments from Wisconsin Dells! Our traditional log cabin provides a clean and comfortable experience for your vacation stay. Enjoy the peaceful setting, private hiking trail, and convenient location. You'll be less than five minutes from the Woodside Sports Complex, Coldwater Canyon Golf Course, Chula Vista Resort & Waterpark, Downtown Wisconsin Dells, and the Wisconsin River! You won't find a better "Home Base" for your Dells vacation.

4.88 out of 5 average rating, 358 reviews

Farm stay in Montello

20 Acre Farm- Goats, Games & Movie Theater Access

Escape the crowds and unwind on a secluded 20-acre Wisconsin farm surrounded by whispering pines. Enjoy starlit nights by the firepit, mornings with farm-fresh eggs, and friendly goats who love going on walks. Kids will love the retro arcade, adults the peaceful screened porch, and everyone will love the chance to recharge. Guests also enjoy free movie access and an optional personal history tour at the World Famous Montello Movie Theater, owned by your hosts! (Located about 10 min away).

The living area showcases a spacious layout with a leather pullout couch and armchair, complemented by a modern coffee table. A smart TV is mounted on one wall, while an electric fireplace adds warmth. The kitchen features a bar with three stools, enhancing the inviting atmosphere.

4.97 out of 5 average rating, 185 reviews

The Wanderlust at the Sunset Cove

Riverfront one bedroom condo in a tranquil area of Downtown Wisconsin Dells. Take a stroll near the beautiful River Walk and enjoy the magnificent scenery and unique attractions of Downtown Wisconsin Dells. Whether you need a few days to relax and decompress or if you are in town for business or games, our condo offers a fully equipped kitchen, a king size bed and a queen size pull out couch . There is an indoor community pool, hot tub and sauna. There is also a seasonal outdoor pool .

This vibrant indoor water park features several water slides of varying heights and twists, surrounded by playful structures. Shallow pools for children and lounging areas are visible, while guests engage in water activities. Lush tropical landscaping enhances the fun environment.

4.78 out of 5 average rating, 106 reviews

Luxurious Chula Vista Retreat

No resort fees! Experience all the Wisconsin Dells has to offer while staying in this luxurious condo, located inside the action-packed Chula Vista Resort! Enjoy the resort's waterparks, restaurants, 18-hole golf course, zip line and so much more! Minutes from all of the area's attractions including Noah's Ark and hiking trails! Then relax in our Jacuzzi tub, cozy up to our two fireplaces, hang out in our spacious living room or cook a family meal in our full-size kitchen!

A unique A-frame exterior features a mix of black wooden siding and natural brown shingles. A small patio area is visible with a round table and four black chairs, surrounded by well-kept shrubs and landscaped gravel.

4.89 out of 5 average rating, 101 reviews

Dells Retreat - A Romantic Haven- Luxury Living

GIFTS FOR THE GUESTS: 1. TWO MT. OLYMPUS WATER PARK PASSES INCLUDED WITH A MINIMUM OF 4 NIGHT STAY. 2. TWO SPLASH PASSES INCLUDED WITH EACH STAY, BUY 1 GET 1 DEAL FOR NATURA WATER PARK PASSES & MORE. EXCLUSIVE DISCOUNTS FOR GOLF, ADVENTURES, WATER PARKS, RESTAURANTS & THEATER Dells Retreat is located in Tamarack Resort. A perfect escape in the heart of Wisconsin Dells. An ideal place for travelers of all ages. Endless amenities and so close to all attractions.

A spacious living area features a wooden ceiling and walls, enhancing a rustic feel. A large sectional sofa is positioned near a wooden coffee table. A dining table with sturdy stools is visible, accompanied by a well-equipped kitchen with modern appliances and wooden cabinetry.

4.98 out of 5 average rating, 172 reviews

The Beautiful Whitetail Ridge-Luxury 5BR Cabin

This thoughtfully finished home is ready to host your next vacation or weekend away. Whitetail Ridge is located just out of the Dells making this a perfect spot to have privacy and yet be very close to attractions, supplies and more! You'll feel at home as soon as you walk in the door. We've worked hard to make sure this space is inviting, very comfortable and well equipped so that all you have to do is bring some food and RELAX! Whitetail Ridge sleeps 13.

Guest suite in Wisconsin Dells

The image captures a serene view of a resort building reflected in a calm pond, surrounded by lush greenery. Tall grasses and reeds frame the foreground, while soft pastel hues of sunset illuminate the sky, adding a tranquil ambiance to the scene.

4.84 out of 5 average rating, 615 reviews

Spacious 2 Bedroom - 8 Complimentary Park Passes!

Welcome to Wisconsin Dells and the city of Baraboo, a popular vacation playground best known for its beautiful river scenery, endless entertainment options and larger-than-life water parks. Inside the Wilderness Territory a theme park where family fun reign supreme is a top ranked indoor and outdoor water park. You can also find some excellent shopping, visit wineries for tastings, practice your swing on local golf courses, and win big at Ho-Chunk Casino.

4.99 out of 5 average rating, 121 reviews

A charming chalet is nestled among tall trees, featuring a stone and wood exterior. The expansive deck wraps around the house, with an inviting gas grill positioned for outdoor cooking. The sun sets in the background, casting a warm glow through the leaves.

Chalet in Oxford

Parker Lake | Ice Fishing | Near Dells + Skiing

Welcome to Parker Lake Chalet! Your perfect lakeside getaway awaits at this modern 3-bedroom lake house in Oxford, WI—just 20 minutes from the Dells and an hour from Madison. Enjoy stunning lake views from huge windows, paddle the crystal-clear waters, or kick back on the deck, dock, or around the fire. Inside, we've thought of everything to make your stay effortless and fun. In winter? Hit the slopes at Cascade Mountain, just 30 minutes away.

Popular amenities for Dell Prairie family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 138 reviews

An indoor recreational area features a black felt pool table beside an outdoor spa suite. The jacuzzi is equipped with built-in lighting and is positioned next to a large garage door, allowing natural light to fill the space. Additional seating is visible nearby.

Home in Lyndon Station

Wisconsin Dells Country Chalet & Spa

4.91 out of 5 average rating, 207 reviews

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

Island View Hideaway-Hot Tub, Near Skiing, Nature!

A full kitchen is shown with wooden cabinetry and modern appliances, including a refrigerator, microwave, and stove. A granite countertop with seating for four is visible. The room features tile flooring and warm-colored walls, creating a comfortable cooking space.

4.87 out of 5 average rating, 151 reviews

Awesome Condo in Wisconsin Dells – Chula Vista

4.96 out of 5 average rating, 127 reviews

A warmly lit entrance to the home features a wooden sign reading 'Welcome to Sunset Cottage.' Natural wood accents, including decorative fish, complement the rustic design. A ceiling fan above provides a sense of comfort, while the inviting space transitions into the cozy living area.

Home in Friendship

Sunset Cottage

The image displays a scenic view of a riverfront condo complex with balconies overlooking the water. A red boat is docked nearby, reflecting blue skies and clouds. Below, a cozy interior is showcased with a queen bed, a television, and a seating area featuring a fireplace and large windows for natural light.

4.93 out of 5 average rating, 282 reviews

1BR UpperDells Riverfront: Jacuzzi, Pool & Hot Tub

An outdoor area showcases a private hot tub beside an outdoor sauna. The enclosed sunroom, with large windows, features a comfortable seating arrangement. A fire pit with seating is positioned in front of a rustic mural, adding a natural touch to the serene surroundings.

5 out of 5 average rating, 38 reviews

Oakwood Manor | Hot Tub, Sauna, Fire Pit, Games

4.96 out of 5 average rating, 178 reviews

The exterior of a green cottage is surrounded by trees, featuring a welcoming front porch with a swing. A small bistro table and two red chairs are visible, complemented by natural landscaping of gravel and stones.

Cottage in Baraboo

Cottage near Devils Lake Baraboo

A welcoming living area with a spacious sofa and a wooden coffee table is presented. A modern ceiling fan is installed, and a large Roku TV is positioned on a console. The area also includes a dining table with chairs and access to a patio through glass doors.

4.87 out of 5 average rating, 173 reviews

Kate's Place - Newly Remodeled - Romantic

Family- and pet-friendly home rentals

The exterior of the studio is showcased, highlighting a multi-story building with warm-toned siding and stone accents. Balconies with railings overlook a well-maintained green area. A broad lawn and a nearby golf setup add to the natural surroundings, inviting relaxation and recreation.

4.91 out of 5 average rating, 43 reviews

Studio on the Green - 2BD just Walk to Attractions

4.95 out of 5 average rating, 441 reviews

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

Peaceful Wooded Sanctuary:A/C and private dog park

4.9 out of 5 average rating, 123 reviews

A log cabin-style home features a wide front deck with sturdy railings, complemented by large windows that allow natural light to flood the interior. A stone chimney and well-maintained landscaping add to the inviting exterior.

Cabin in Nekoosa

Lake Arrowhead Brown Bear Lodge Sand Valley GOLF

4.96 out of 5 average rating, 156 reviews

A cozy seating area showcases a wood-burning stove set against a rustic brick wall. A warm plaid blanket is draped over a plush sofa, while a small side table holds a book and a glass of wine. Soft light filters through large windows, highlighting the inviting atmosphere.

Cottage in Neshkoro

Pet Friendly Antique Schoolhouse with Fenced Yard

4.93 out of 5 average rating, 199 reviews

A quaint a-frame cabin is nestled among tall trees, with a wooden path leading to its entrance. A small porch features a wooden chair, while a sauna is positioned nearby, blending seamlessly into the forested surroundings.

Cabin in Cazenovia

Drift House, a peaceful a-frame retreat

4.98 out of 5 average rating, 155 reviews

A spacious outdoor area is featured with four black Adirondack chairs arranged around a metallic fire pit. The background showcases a modern black cottage framed by trees and a lush lawn. Gravel paths and stones provide a natural ambiance.

Cabin in Montello

BL2 Cottage - Firepit, Lake Access, Scandinavian

4.98 out of 5 average rating, 368 reviews

A cozy nook features a large window adorned with a stained glass design, allowing natural light to fill the space. A plush armchair sits beside a simple blue table, while a window seat is decorated with soft cushions, inviting relaxation in a wooden interior.

Cabin in Baraboo

Private Baraboo Bluffs Cabin with Peacocks!

4.86 out of 5 average rating, 104 reviews

A serene lakeside view captures a vibrant sunset, with hues of orange and blue reflecting on the calm water. Clouds scatter across the sky, complementing the tranquil scene where the water mirrors the colorful sky, suggesting a peaceful natural environment.

Cottage in Poynette

Riverbluff Cottage *near WI's best hiking& Cascade

Family-friendly home rentals with a pool

A spacious jacuzzi tub is featured, surrounded by decorative stone tiles. In the background, an open living area is visible with a comfortable sofa, dining space, and a kitchen, providing a welcoming atmosphere for relaxation and gathering.

4.92 out of 5 average rating, 38 reviews

Condo in Wisc Dells for 10-14 ppl

An indoor pool area is featured with large windows allowing for ample natural light. Two separate outdoor seating areas overlook the water, with patio chairs positioned along the poolside and balcony. A comfortable living room setup includes a sofa, coffee table, and window view of the surroundings.

4.84 out of 5 average rating, 252 reviews

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

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.

4.89 out of 5 average rating, 227 reviews

Spacious Pine Cabin at Island Pointe

A serene night view of the Wisconsin River is captured from a patio. The calm water reflects lights from nearby buildings and trees along the shore. A boat is moored nearby, enhancing the tranquil riverside ambiance.

4.93 out of 5 average rating, 61 reviews

Upper Dells River Walk [1BR]

A spacious outdoor wave pool is surrounded by shaded lounge areas and seating. Guests are seen enjoying the water on inflatable floats, while a nearby snack bar is partially visible in the background, framed by lush greenery.

5 out of 5 average rating, 24 reviews

Hotel-Style Room with a View

Apartment in Wisconsin Dells

A spacious living area is furnished with a large sectional sofa and a wooden coffee table. A kitchenette is visible in the background, equipped with wooden cabinetry and modern appliances. Soft lighting from table lamps emphasizes the warm palette of the room.

4.8 out of 5 average rating, 60 reviews

Condo in Wisconsin Dells, WI

5 out of 5 average rating, 3 reviews

Condo in Baraboo

Luxury Family Getaway | 4BR Condo - Glacier Canyon

An outdoor view of a two-story home features a large heated saltwater pool surrounded by a concrete patio. Several lounge chairs are positioned next to the pool. Mature trees and greenery create a natural backdrop, lending a sense of privacy to the space.