Family-friendly holiday rentals in Dell Prairie

4.97 out of 5 average rating, 136 reviews

Cabin in Wisconsin Dells

Black sheep cabin with barrel sauna

Discover peace and style in this brand-new cabin tucked away in the woods—just minutes from the Dells. Modern aesthetic and thoughtful details, this secluded retreat blends natural beauty with upscale comfort. Wake up to birdsong, sip coffee on the private patio, and unwind in a space that feels serene & sophisticated. Whether you're seeking a romantic getaway, a quiet workcation, or a base for Dells adventures, this peaceful woodland hideaway offers the perfect balance of privacy and proximity

Indoor spacesFamilyLocation

5.0 out of 5 average rating, 17 reviews

Cabin in Wisconsin Dells

The Point at Oak & Ember Luxury Micro Resort

Welcome to The Point at the BRAND NEW Oak & Ember Luxury Micro Resort. Recently launched in July, The Point is a bespoke, modern 1-bedroom cabin on 40 private wooded acres. Nestled amongst a plateau in the woods, you can enjoy a suite with luxury living space, gas fireplace, glass foyer, deck, wood-fired hot tub, Finnish sauna, fire pit, grill, and miles of wooded trails. Nordic inspired, floor to ceiling windows, and cozy living spaces make this a great place to recharge in this crazy world.

Indoor spacesKitchenOutdoor spaces

4.97 out of 5 average rating, 192 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.

FamilyIndoor spacesOutdoor spaces

5.0 out of 5 average rating, 65 reviews

Waterfront Cabin w/Private Beach + Kayaks!

Experience the ultimate all-seasons getaway at this unique waterfront retreat on the Upper Dells of the Wisconsin River! This rustic cabin features 3 bedrooms, 1.5 baths, a spacious family room, an all-enclosed patio room, a boat dock, and stunning views. Relax on the private sand beach, explore the recreational lake with a canoe or kayaks, and unwind with a bonfire under the stars, either on the beach or in the yard. In the winter, enjoy ice-fishing or skiing nearby! *PLEASE NOTE* No parties.

Indoor spacesFamilyAccuracy

Guesthouse in Wisconsin Dells

A serene view of the Wisconsin River is framed by two trees adorned with planters. A birdhouse is visible, surrounded by colorful flowerbeds that enhance the natural beauty of the waterfront landscape.

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.

Indoor spacesFamilyShared spaces

4.87 out of 5 average rating, 388 reviews

4.95 out of 5 average rating, 502 reviews

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!

FamilyKitchenHiking

4.95 out of 5 average rating, 112 reviews

The rustic log cabin is surrounded by trees and features a green metal roof. Stone steps lead to the entrance, where a decorative flower bed enhances the natural setting. A flag gently flutters, adding a welcoming touch to the facade.

Cabin in Grand Marsh

Private Log Cabin in 10 Acre Forest

Take it easy at this rustic authentic log cabin. Deep in the woods, your private haven awaits on over 10 acres to hike or hunt. Enjoy the stunning rock formations in the backyard and shady trees welcoming you along the drive to this peaceful escape! Sit on the wrap around deck and watch the deer, turkey and other wildlife or build a bonfire to warm yourself on the cool evenings. This is a truly unique and tranquil getaway. Less than 20 minutes to all the action of The Wisconsin Dells.

KitchenFamilyQuiet

4.76 out of 5 average rating, 144 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 restaurants, 18-hole golf course, zip line and so much more! Minutes from all of the area's attractions including Mt. Olympus, 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!

KitchenIndoor spacesAccess

4.99 out of 5 average rating, 159 reviews

Farm stay in Briggsville

Dells Barn • Highland Cows • Lake • Sleeps 16

Have coffee mini Highland cows Boone & Crockett, gather fresh eggs from the coop, and watch the sun set over Lake Mason from a wraparound deck — all 15 minutes from Wisconsin Dells. This 4,500 sq ft renovated dairy barn sleeps 16 across 5 bedrooms and 3 full baths, with a pool-table game room in the old milking parlor, a stone firepit, and a private mowed trail to the lake. Built for reunions, retreats, and getaways your group will talk about for years.

KitchenFamilyWalkability

4.87 out of 5 average rating, 52 reviews

Hot Tub | Fire Pit | Theater | Game Rm

Our Driftless Glen brings cozy cabin vibes for family gatherings under serene pine trees with accessibility to all the fun the Wisconsin Dells has to offer. -8-10 minutes from downtown Wisconsin Dells -Theater room -Hot tub -Gym -Fire pit -Game room -Telescope -Kids room -Reading nook -2 decks & outdoor patio -Nearby attractions include: waterparks, Timbavati zoo, mini golfing; Mirror Lake or Devil’s Lake state park; Cascade Mountain; Sundara spa

Indoor spacesFamilyQuiet

4.99 out of 5 average rating, 163 reviews

Chalet in Oxford

Lakefront Chalet, Fire Pit, Dock, 20 Mins to Dells

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.

KitchenFamilyBarbecue

Place to stay in Wisconsin Dells

The exterior of the unique a-frame cabin is highlighted, showcasing a blue wooden facade combined with a warm, red brick chimney. Two windows are visible, offering a glimpse of the nature surrounding the home.

Dell Prairie A-Frame Chalet

Visit the Wisconsin Dells area and relax in a nature inspired, chalet-in-the-front and a-frame-in-the-back. Located 10 minutes from downtown Wisconsin Dells near Fawn Lake. This unique home is truly a work of art, designed and decorated intentionally for guests to enjoy and be inspired by. Enjoy your morning coffee on the large deck or sit around the campfire while watching the wildlife and planning your Dells adventures.

Indoor spacesKitchenCheckout

4.96 out of 5 average rating, 471 reviews

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

4.85 out of 5 average rating, 133 reviews

Dells Retreat - Sleeps 8 + Jacuzzi

Indoor spacesKitchenQuiet

4.95 out of 5 average rating, 158 reviews

Home in Lyndon Station

Luxury Dells Chalet | Spa Suite + Putting Green

FamilyKitchenAccess

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, 215 reviews

The Wanderlust at the Sunset Cove

Indoor spacesFamilySleep quality

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.

4.92 out of 5 average rating, 308 reviews

1BR UpperDells Riverfront: Jacuzzi, Pool & Hot Tub

KitchenFamilyParking

4.99 out of 5 average rating, 102 reviews

An A-frame home is featured, showcasing large glass windows that allow natural light to fill the interior. An outdoor deck is furnished with a cozy seating area and a fire pit. A hot tub is positioned nearby, surrounded by trees on the spacious property.

Home in Hancock

Luxury A-Frame | Sauna | Hot & Cold Tub | 7 acres

Indoor spacesKitchenSleep quality

4.96 out of 5 average rating, 135 reviews

The open living area features high ceilings and large windows that allow natural light to fill the space. A green sectional sofa and matching ottoman are arranged around a coffee table. A wooden dining table is visible in the background, along with a modern kitchen.

Cabin in Portage

Secluded WI River Getaway w/ Hot Tub near Golfing

Indoor spacesKitchenLocation

4.97 out of 5 average rating, 156 reviews

A sunroom features a vintage fireplace at the center, surrounded by a circular brick hearth. Soft seating is arranged nearby, and a large wooden table with white chairs is positioned to one side. String lights provide a warm glow, enhancing the inviting ambiance.

Home in Baraboo

Secluded Patio! Game Room! Fire Pit! Hot Tub!

FamilyKitchenHeating

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.

4.88 out of 5 average rating, 160 reviews

Awesome Condo in Wisconsin Dells – Chula Vista

FamilyKitchenTV

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 196 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

KitchenIndoor spacesView

4.98 out of 5 average rating, 100 reviews

A spacious outdoor area is shown, featuring a gravel fire pit surrounded by wooden benches. The house's two-story structure, with multiple windows, is visible in the background. The surrounding landscape includes manicured grass and a tree line in the distance under a cloudy sky.

Home in Mauston

Woodland Retreat | 40 acre 4BR for Families & Dogs

Indoor spacesKitchenWi-Fi

5.0 out of 5 average rating, 108 reviews

Cabin in Montello

Haven on the Lake

FamilyIndoor spacesCheckout

4.89 out of 5 average rating, 177 reviews

Holiday home in Adams

Vacation on the Lake! 20 min from Downtown Dells!

FamilyIndoor spacesHiking

4.78 out of 5 average rating, 104 reviews

A spacious living area features a comfortable sectional sofa with decorative pillows, alongside a large coffee table. Natural light floods through the windows, highlighting the open-concept layout, which includes views of the kitchen and dining area. Modern pendant lights hang from the ceiling.

Cabin in Lyndon Station

Reset- by the River w/ Game Room - near Wisc Dells

Indoor spacesKitchenNearby

4.93 out of 5 average rating, 127 reviews

An inviting log home is set amidst a natural landscape, surrounded by trees showcasing autumn colors. A fire pit with stone edging is complemented by several red Adirondack chairs arranged around it. The spacious yard offers ample outdoor space for relaxation and gatherings.

Home in Arkdale

Cozy Hideaway

FamilyKitchenHiking

4.88 out of 5 average rating, 262 reviews

A peaceful scene on a private pond features individuals enjoying the water. One person paddles a yellow kayak, accompanied by a dog, while two others relax on a floating lounge. Lush greenery surrounds the pond, providing a serene natural backdrop.

Cabin in Montello

Cabin in the woods with a pond!

Indoor spacesFamilyCheckout

4.91 out of 5 average rating, 194 reviews

A cozy dining area features a dark wooden table surrounded by four chairs, with a view of the lake visible through large windows. The ceiling showcases natural wood finishes, complementing the warm, neutral tones of the room. The front door is situated to the left, maintaining easy access.

Cabin in Oxford

Lakefront cabin, kayaks, just 40 min to the Dells

Indoor spacesKitchenCheck-in

Family-friendly home rentals with a pool

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, 272 reviews

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

KitchenFamilyBathroom

5.0 out of 5 average rating, 4 reviews

Private Heated Pool | Family Home - Dells Address

FamilyKitchenCheck-in

An outdoor area features a small fenced pool surrounded by neatly trimmed grass and shrubbery. Wooden structures with stone accents provide a rustic touch, while a tree-lined backdrop enhances the natural setting.

4.55 out of 5 average rating, 80 reviews

Wyndham Chula Vista Resort Villa w/Free Water Park

Indoor spacesKitchenHospitality

A scenic view of the outdoor pool area is displayed, with clear blue water surrounded by lush green trees. Guests are seen enjoying the pool, while the resort's lounging area is visible in the background, featuring wooden structures and sunlit spaces.

4.96 out of 5 average rating, 70 reviews

Spacious 3BR Condo Retreat

Indoor spacesFamilyCheckout

4.85 out of 5 average rating, 60 reviews

Studio on Green - Walk to Attractions | Remodeled

Indoor spacesFamilyParking

Apartment in Wisconsin Dells

A welcoming living space is highlighted by a cozy sofa, an armchair, and a wooden coffee table. Soft lighting from two bedside lamps enhances the atmosphere. A large window offers views of the surrounding area, while a jacuzzi is positioned nearby for relaxation.

Chula Vista Resort Condo

Indoor spacesKitchenValue

4.87 out of 5 average rating, 31 reviews

4.93 out of 5 average rating, 15 reviews

Bennett Chalet @ Spring Brook Resort

FamilyIndoor spacesHospitality

An open living space is featured with a cozy sofa and armchair arranged around a wooden coffee table. A round dining table occupies one corner, and a large Jacuzzi tub is visible in the background, paired with stone wall accents. Soft lighting enhances the tranquil environment.