Family-friendly holiday rentals in Town of Dell Prairie

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, 349 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, 463 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!

4.91 out of 5 average rating, 105 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, 357 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).

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.

4.77 out of 5 average rating, 101 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!

4.99 out of 5 average rating, 117 reviews

A spacious living area features high wooden ceilings and large windows, allowing natural light to illuminate the comfortable seating. A stone fireplace serves as a focal point, while a wooden table and shelves complete the inviting space, promoting relaxation and connection.

Cabin in Wisconsin Dells

Caribou Crossing 5 bed cabin 10 min from Dells

Tall pines and towering oaks and maples welcome you to the serene woodland setting surrounding your private retreat at Caribou Crossing. Once you've driven up the beautiful winding drive, you'll find a lovely covered front porch with seating, a large paved parking area, basketball hoop and gorgeous fire pit area. This home is brand new-complete with beautiful hardwood flooring, unique hand made furnishings, custom crafted log furniture by local artisans and much more.

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, 450 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, 285 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.

5 out of 5 average rating, 110 reviews

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.

Flat in Wisconsin Dells

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, 116 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 Chalet | Dock • Near Dells • Fire Pit

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.

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.

4.97 out of 5 average rating, 407 reviews

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.

4.96 out of 5 average rating, 295 reviews

A cozy living area showcases a grey sofa and a patterned armchair, complemented by a wooden coffee table. Soft lighting is provided by two table lamps, and the space features wooden floors with area rugs. An archway leads to the adjoining kitchen area.

Flat in Wonewoc

Winding River Air BnB

We offer a private upstairs furnished AirBnB overlooking Wonewoc's business district. One queen bedroom, queen sofa sleeper, open kitchen, dining, and living area with Smart TV and WIFI. Winding River is located mid point of the 400 State Bike Trail and 40 minutes from Wisconsin Dells. Wonewoc is a small rural farming community on picturesque Hwy 33 between Madison and LaCrosse.along the Baraboo River.

Popular amenities for Town of Dell Prairie family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 136 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

4.85 out of 5 average rating, 60 reviews

Your Boho Retreat

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, 122 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, 39 reviews

A home theater room features eleven reclining seats arranged in a staggered layout, with a large screen and cozy decor. The outdoor area showcases a hot tub and a fire pit surrounded by blue adirondack chairs, perfect for evening gatherings under string lights.

Home in Wisconsin Dells

The Dells Den-Hot Tub-Theater-Fire Pit-Game Room!

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, 216 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

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, 60 reviews

Upper Dells River Walk [1BR]

Family- and pet-friendly home rentals

4.9 out of 5 average rating, 120 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, 439 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

4.92 out of 5 average rating, 177 reviews

An outdoor seating area is centered around a fire pit, surrounded by shaded trees and lush greenery. Two picnic-style tables are positioned nearby, providing ample space for gatherings. In the background, a serene lake is visible, enhancing the tranquil setting.

Cabin in Oxford

Kayaks included! Lakefront cabin 40 mins to Dells!

4.85 out of 5 average rating, 131 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

4.95 out of 5 average rating, 152 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

4.9 out of 5 average rating, 262 reviews

A serene lakeside view is captured, featuring calm waters reflecting the sky and surrounding greenery. A sandy beach is visible in the foreground, complemented by a large tree providing shade. Soft clouds drift across the blue sky, enhancing the tranquil atmosphere.

Guest house in Poynette

Simple Cabin*Lake View rustic cabin in rural WI

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

4.97 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.

4.91 out of 5 average rating, 35 reviews

Condo in Wisc Dells for 10-14 ppl

4.81 out of 5 average rating, 31 reviews

Riverview Big Family Condo 3 bedroom/3 bath for 16

4.95 out of 5 average rating, 20 reviews

A rustic log cabin is surrounded by greenery, featuring wooden walls and a peaked roof. A picnic table and flower planter are positioned in front of the cabin. A neighboring RV is visible in the background, integrating outdoor living with nature.

Cabin in Montello

The Rabbit Retreat #1

4.91 out of 5 average rating, 11 reviews

A spacious hotel room is shown, featuring a king-size bed with crisp white linens. A large flat-screen TV is mounted on the wall. A leather sofa and a small workspace with a chair are positioned nearby. Light enters through a window, highlighting warm wall colors.

Flat in Wisconsin Dells

King Hotel Room @ Spring Brook Resort

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, 251 reviews

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

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 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