Family-friendly holiday rentals in Wisconsin Dells

Guest house 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.

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, 464 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!

4.91 out of 5 average rating, 191 reviews

A sunroom features large windows draped with sheer curtains, allowing natural light to fill the space. A hanging swing chair invites relaxation, while a plush sofa is accompanied by decorative cushions. A vibrant area rug anchors the seating area, enhancing the serene atmosphere.

Bungalow in Baraboo

Close to Wisconsin Dells freshly renovated home!

Beautiful bungalow located 15 minutes away from Lake Delton and all Wisconsin Dells attractions. And 4 minutes from gorgeous Devils Lake park. 15 minutes from all 3 different winter activities. Place has a beautiful sunroom, where you can enjoy a quiet neighborhood and read a book on the swing chair. House comes with a full kitchen, air fryer, coffee maker etc. Wi-Fi and electric fireplace. Fire pit with comfy chairs. We have variety of board games. House could accommodate up to 9 people.

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, 184 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, 105 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, 100 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.

Guest suite in Wisconsin Dells

The exterior view showcases a modern multi-story building, featuring balconies with railings and stone accents. Lush greenery and decorative rocks landscape the property, creating a welcoming atmosphere. A paved road leads to the entrance, providing access to the well-maintained surroundings.

4.84 out of 5 average rating, 460 reviews

★GLACIER CANYON RESORT WITH WATER-PARK AMENITIES★

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.

4.87 out of 5 average rating, 288 reviews

Two light-colored Adirondack chairs are positioned on a grassy area, offering a view of the lush surrounding landscape. Wildflowers and tall grasses are visible in the background, providing a natural setting. A cluster of trees stands nearby under a clear blue sky.

Flat in Baraboo

Orchard Prairie B&B

Welcome to my home - Orchard Prairie Air B&B! This unique space was built by an amateur pilot, "MacGyver-Type," Renaissance Man roughly 30 years ago. It is set on 38 acres of pristine Wisconsin Land and is perfect for nature lovers and "Glampers" looking for the great outdoors with the comforts of home. It is a "rustic-industrial" oasis in the heart of South Central Wisconsin, steps from Devils Lake and miles from Baraboo and the 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!

Welcome to DELL-ightfully Downtown Dells! This 1 bedroom downstairs unit, being designed with your utmost comfort in mind, 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!

4.99 out of 5 average rating, 120 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 Wisconsin Dells family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.92 out of 5 average rating, 257 reviews

A covered porch features a spacious seating area with a wooden railing. A blanket drapes over a chair next to a potted arrangement of vibrant yellow chrysanthemums. A bottle of wine rests on the table, inviting relaxation in a tranquil natural setting.

Guest suite in Reedsburg

Tamarack Guest House - Hay Creek Cabins

4.96 out of 5 average rating, 125 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

5 out of 5 average rating, 68 reviews

Cabin in Baraboo

4.86 out of 5 average rating, 145 reviews

A private wooden pier extends into the calm waters of Lake Decorah, surrounded by lush greenery. Reflections of trees and clouds are visible on the water's surface. A screened porch is located nearby, providing a serene lakeside view.

Home in Mauston

Tranquil lake house. Near Castle Rock Lake/WIDells

4.99 out of 5 average rating, 219 reviews

The cabin exterior is surrounded by a serene pine forest. A spacious porch features a dining table and seating areas, while a fire pit is situated nearby. A hot tub rests on the patio, inviting relaxation amidst nature.

Cabin in Montello

The Loch at WhiskyWood, secluded cabin + hot-tub

5 out of 5 average rating, 37 reviews

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.

Home in Wisconsin Dells

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

4.96 out of 5 average rating, 176 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

4.85 out of 5 average rating, 276 reviews

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

Quietwater-Peaceful, On Water, Nature, Sandbars!

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.

4.9 out of 5 average rating, 42 reviews

Studio on the Green - 2BD just Walk to Attractions

A spacious bedroom features two queen beds dressed in soft blue bedding. Natural light enters through a large sliding door, leading to a patio area. A wooden dresser and a wall-mounted mirror enhance the functional design, framed by subtle artwork on the walls.

4.87 out of 5 average rating, 38 reviews

First Floor Room Chula Vista - Pet Friendly!

4.9 out of 5 average rating, 122 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

4.95 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

4.91 out of 5 average rating, 103 reviews

An open-concept living area displays a combination of natural wood beams and a stone fireplace. A dark brown sofa and a wooden coffee table are positioned on a large area rug. Large windows allow natural light to illuminate the space, leading to the dining area and kitchen in the background.

Cabin in New Lisbon

Totally remodeled 3 bedroom cabin in the woods

4.83 out of 5 average rating, 132 reviews

A modern cabin is set amidst tall trees, with a gravel driveway leading to the entrance. The cabin features a red-trimmed roof and is surrounded by lush greenery, providing a peaceful and natural atmosphere.

Cabin in Wisconsin Dells

Wisconsin Dells Cabin in the Woods

4.99 out of 5 average rating, 129 reviews

A cozy living area features a large brown couch positioned around a wooden coffee table, with a warm rug beneath. The space is complemented by wooden paneling and overhead lighting, while a large window offers views of the surrounding landscape. A dining table with metal chairs is visible in the background.

Home in Wisconsin Dells

*The Famous Dells Rustic Shed-Amazing Game Room!

4.97 out of 5 average rating, 112 reviews

The living room features a spacious layout with soft seating, including a sofa, and two wooden coffee tables. A large wall-mounted Roku TV displays various apps. Surrounding the TV, an array of framed movie posters adds interest to the walls, while natural light enters through the front door.

Townhouse in Mauston

(70#1) Dogs stay 4 free! Only 20 mins to WI Dells!

Family-friendly home rentals with a pool

A dining area features a round wooden table surrounded by four metal chairs. A stone fireplace serves as a backdrop, with a television mounted above displaying a game. The warm orange walls and tasteful lighting contribute to a cozy ambiance.

4.92 out of 5 average rating, 36 reviews

Condo in Wisc Dells for 10-14 ppl

The exterior of the resort is showcased, featuring a blend of rustic and modern architecture. Lush grass and well-maintained landscaping surround the entrance. A clear blue sky and subtle clouds highlight the inviting atmosphere of the complex.

5 out of 5 average rating, 17 reviews

3 bedroom deluxe Wyndham Glacier Canyon WI Dells

4.85 out of 5 average rating, 60 reviews

Your Boho Retreat

4.89 out of 5 average rating, 226 reviews

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

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]

The open hotel room features two queen beds with light bedding, positioned against a simple wooden headboard. A large flat-screen TV is mounted on the wall opposite. A compact refrigerator and microwave are located on a countertop, and natural light filters in through the window.

4.94 out of 5 average rating, 16 reviews

Double Queen Hotel Room @ Spring Brook Resort

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

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.