House holiday rentals in Baraboo

4.95 out of 5 average rating, 326 reviews

A remodeled country farmhouse is situated on a spacious lawn surrounded by greenery. The building features a pitched roof and a large deck extending from one side, inviting outdoor relaxation. Bright blue skies with wispy clouds create a picturesque backdrop.

Home in Muscoda

Century Old Charming Farmhouse Atop Rolling Hills

All Season fun! A place to get out in the fresh air, sit by the campfire, & gaze at the stars. Fish the many TROUT streams nearby. Hike, bike, and horseback trails at Ash Creek Forest. WI River-4 miles away. Wild Hills Winery - right next door! Richland Center offers a Drive-in, Pine River Trails & Kayaking, beautiful parks, aquatic center, 18 hole disc golf course, books, coffee shop. Eagle Cave is a fun,brief, tour -10 miles away. *NOTE: NO PETS, NO SMOKING! **WE ARE 1 Hour from the DELLS!

A quaint gray house features a dark front door framed by two windows with flower boxes. A stone path leads to the entrance, surrounded by lush green grass and shrubs. The home's simple design is complemented by a picturesque backdrop of leafy trees.

4.96 out of 5 average rating, 141 reviews

Cottage Near Devil's Lake

Perfect Location! Under ten minutes to almost everything. Our cozy and romantic getaway is nestled in the scenic Baraboo Bluffs, just minutes to Devil's Lake, Devil's Head Resort, Historic Downtown Baraboo, wineries, distilleries & more. Take the picnic set to Devil's Lake or Parfrey's Glen, then relax on the patio for smores and yard games around the fire pit. Finish the evening snuggled up with wine & vinyl on the player. We have ample parking so bring the boat, we'd love to help you getaway.

The house is illuminated at night, revealing a spacious deck adorned with soft lighting. Large windows display a welcoming interior ambiance. The surrounding garden features lush greenery and blooming flowers, while the towering trees create a serene backdrop.

5 out of 5 average rating, 155 reviews

Crown Lodge, Baraboo Bluffs

Nestled deep in the Baraboo Bluffs on a dead-end country road. A true cabin-in-the-woods feel without sacrificing space or amenities. Perfect for family getaways, outdoor enthusiasts, or anyone craving a peaceful recharge. Whether you’re sipping coffee or drinks on the deck while watching wildlife, hiking the bluffs, skiing nearby or visiting the Dells, there’s no shortage of things to do, or not do! Minutes from Devil’s Lake, Devil’s Head Resort, Ice Age Trails & 25 minutes to Wisconsin Dells

4.93 out of 5 average rating, 187 reviews

The exterior of a recently remodeled lake house showcases a modern green facade and wooden front steps leading to a welcoming porch. A large window offers glimpses of the lake, while a grassy area and utility pole are present in the foreground.

Home in Briggsville

The Lake House on beautiful Mason Lake

"The Lake House" is located on beautiful Mason Lake in Briggsville, WI. Our home is a freshly remodeled 2 bedroom, 1 bathroom lake house with 36 ft. of lake frontage. The property has a huge fenced in back yard, concrete patio and a new pier (2021) for outside fun. We can accommodate two vehicles on the black top driveway, public street parking and a large public parking lot for boat / rec. trailers right across the street. The property is also located on a ATV/UTV and snowmobile trail system.

4.89 out of 5 average rating, 130 reviews

Home in Richland Center

The Sweet Suite

The Sweet Suite is an upper duplex unit. We are located in the middle of the Driftless Area known for its scenic beauty and charm. A comfortable country atmosphere ideal for relaxation. We welcome traveling nurses! Feel free to inquire about a longer stay. The distance is: 8 miles to Richland Hospital in Richland Center 19 miles to Muscoda Health Center in Muscoda 24 miles to Gundersen St Joseph's Hospital in Hillsboro The location is also ideal for hunters and other sports enthusiasts.

4.99 out of 5 average rating, 105 reviews

NEW Hot Tub! Perfect Location, Downtown Baraboo

Welcome to this thoughtfully renovated 80-year-old home that lives in the heart of Baraboo. With its perfect blend of vintage charm and modern comfort, this adorable home will be the perfect getaway. From being in the perfect neighborly location between Wisconsin Dells and Devils Lake State Park you have endless options to cater to any of your desires. You are only: 2 min to Downtown Baraboo 4 min to Circus World 11 min to Devils Lake 18 min to Wisconsin Dells 18 min to Cascade Mountain

4.85 out of 5 average rating, 282 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 Cottage-Hot Tub, Nearby Skiing, Nature!

Hot Tub on deck with sunset and water view! Near Cascade Mountain Ski Resort, Devilshead, Christmas Mountain!!! XC skiing nearby at Mirror Lake State Pk & Lodi Ski Trails. Great place to come back to after a day of skiing for a soak with a GREAT view of nature! 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.

4.97 out of 5 average rating, 150 reviews

A hot tub sits on a patio, surrounded by a well-maintained yard. Colorful fall foliage is visible in the background, with vibrant red and yellow leaves contrasting against a white privacy fence. Steam rises gently from the water, suggesting a warm and inviting experience.

Home in Spring Green

Cozy Home/Large Backyard/Privacy FenceThe Hemlock

Our 4 bedroom, 2.5 bath home in downtown Spring Green, Home to Frank Lloyd Wright’s Taliesin, American Players Theater, the House on the Rock, and Tower Hill State Park, the vibrant village of Spring Green is a place where nature and art meet. Just 45 minutes from Madison, And the Dells Waterpark. Do You enjoy Golfing Or snow mobile Riding? Relax with the whole family at this peaceful place to stay. walk to downtown or the Rec Park with soft ball diamond and skate board Park.

A cozy seating area features a blue sectional sofa complemented by two bedside tables with lamps. A vibrant green wall adorned with faux plants adds a natural element. A neon sign stating 'Wisconsin Dells' is prominently displayed above the sofa.

4.91 out of 5 average rating, 112 reviews

Family-Friendly Dells Stay | Sleeps 8 + Jacuzzi

Perfect for groups! This condo sleeps 8 and features a king master suite with private bath, plus 2nd bedroom with 2 queens. Enjoy new LVP floors, ROKU Smart TVs, a full kitchen stocked with cookware & basics, and an in-suite jacuzzi tub. Capture insta-worthy shots at the neon green wall before exploring Wisconsin Dells attractions just minutes away. 🌊 Water park passes not included. Complimentary WiFi (sometimes can be spotty) Please read "other details section below."

4.98 out of 5 average rating, 130 reviews

A scenic view showcases the modern home nestled among vibrant trees on a Christmas tree farm. Rolling hills are seen in the background, adorned with foliage in shades of red, orange, and green. Neatly arranged rows of Christmas trees line the foreground.

Home in Merrimac

Real Christmas Tree Farm! Skiing nearby

Get lost in nature and stay where the magic grows on a real Christmas tree farm! Situated on rolling hills below the Baraboo bluffs, this 125 acre farm and nature preserve has several miles of hike/bike/ski trails, a private lake and two creeks. Modern home in a quiet rural neighborhood. Easy drive on beautiful country roads to the many attractions in the area--less than 10 minutes to Devil's Lake State Park, Lake Wisconsin as well as Devil's Head & Cascade ski areas.

A dining area features a light wood table surrounded by six chairs, positioned beneath a modern light fixture. Green walls offer a warm contrast to white accents. A decorative centerpiece holds plants, while large windows allow natural light to illuminate the space.

4.91 out of 5 average rating, 138 reviews

Green Door Getaway

Take a moment. Make yourself a cup of coffee in the bright kitchen. Find a cozy corner to read a good book. Grab the yoga mat and get your workout in while you stay. Spread out at the desk and finish your project. Connect with family and friends in the spacious living and dining areas. Enjoy a hike at a nearby State Park. Take in the thrills in the Dells. Ski down Christmas Mountain, Devil's Head or Cascade. Maggie's Green Door Getaway is ready for you to enjoy!

4.96 out of 5 average rating, 308 reviews

The exterior of the cottage-style home features a brick facade with a stone chimney and green accents. Well-maintained landscaping includes a manicured lawn and shrubs, while the front path leads to a welcoming entrance. A clear blue sky provides a bright backdrop.

Home in Loganville

Hido House - cottage, 1 block from eateries

Enjoy a small village's most iconic home only about 30 minutes from Wisconsin Dells, Baraboo and Spring Green. This cottage-style home was built in the 1920s, and within walking distance to a few delicious eateries & bars. Visit Wis. Dells waterparks, Circus World (Baraboo), Devil's Lake State Park (Baraboo), House on the Rock (Spring Green), American Players Theater (Spring Green), Amish country (Loganville/Hillpoint), and more! We're also licensed & insured.

Popular amenities for house rentals in Baraboo

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 24 reviews

An aerial view of a spacious Amish-built cabin surrounded by lush greenery, featuring a prominent green metal roof. Two outbuildings are visible, along with a large driveway leading to the main entrance, creating a tranquil and inviting setting amidst expansive natural landscapes.

Home in Mauston

Revilo Moose Ridge Mauston

A spacious living area features a leather sectional sofa positioned near a stone fireplace. A wooden dining table with eight chairs is visible in the background, along with a modern kitchen equipped with wood cabinetry. Natural light floods the space through a skylight.

4.81 out of 5 average rating, 259 reviews

Tree House Home

Superhost

A circular, above-ground swimming pool with clear, inviting water is visible, surrounded by lush greenery. The pool deck features wooden planks, and a set of steps leads into the water, creating easy access. The tranquil lake can be seen in the background.

Home in Montello

4.81 out of 5 average rating, 48 reviews

3bed lake house, private pool near WI Dells

Superhost

Home in Windsor

New place to stay

4 Bed, 3 Bath with Pool, Hot Tub, Gym, Fire Pit

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, 228 reviews

Spacious Pine Cabin at Island Pointe

4.89 out of 5 average rating, 300 reviews

An expansive outdoor deck is revealed, featuring a canopy-covered dining area alongside several lounge chairs. Umbrellas provide shade over seating arrangements, surrounded by lush trees. A glimpse of a pool is visible in the background, enhancing the inviting outdoor space.

Home in Madison

Luxurious BBQ and Pool House

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.

4.88 out of 5 average rating, 40 reviews

Papas Pool House: Private Pool Family Retreat

4.94 out of 5 average rating, 34 reviews

An aerial view captures a spacious private backyard, featuring a heated pool and hot tub surrounded by lounge seating. A wooden deck offers space for outdoor dining. Lush greenery and trees provide privacy, while colorful pool floats add a playful touch to the scene.

Home in Sun Prairie

Private Pool - Hot Tub - Sauna - Game Room - Pets

Weekly house rentals

5 out of 5 average rating, 58 reviews

Home in Merrimac

Ski season is in full swing!

The exterior of the home is highlighted by a welcoming front porch, featuring two hanging chairs and a spacious walkway leading to the entrance. The grey siding and stone foundation complement the surrounding greenery, while large windows invite natural light into the living spaces.

5 out of 5 average rating, 12 reviews

Baraboo Bungalow

A welcoming entrance features a wooden bear sculpture holding a sign that reads 'Canyon Lodge.' The home’s exterior is complemented by a well-manicured lawn with dandelions and a wide staircase leading to a covered porch, framed by a wooden fence in the background.

4.93 out of 5 average rating, 45 reviews

Canyon Lodge 1

A comfortable living area is defined by soft gray carpeting and natural light streaming through sliding glass doors. The room includes a sectional sofa, a coffee table, two armchairs, and a television mounted on the wall, with decor enhancing the inviting ambiance.

4.92 out of 5 average rating, 90 reviews

Devil's Lake Cottage -Family Friendly, Sleeps 7

4.97 out of 5 average rating, 65 reviews

Home in Markesan

Charming Cottage

An entertainment room features a red pool table, an air hockey table, and a shuffleboard setup. Two TVs display engaging games. Soft lighting from overhead string lights complements the playful atmosphere, while wooden beams add warmth to the modern design.

5 out of 5 average rating, 51 reviews

Cabin Near Dells! Hot Tub! Game Room! Fire Pit!

5 out of 5 average rating, 30 reviews

A charming fire pit area is surrounded by wooden structures and barrel seating, creating an inviting setting. Soft lights illuminate the space, contrasting with the deep blue sky. Falling leaves cover the ground, enhancing the rustic atmosphere of the outdoor retreat.

Home in Arkdale

Family-friendly Arkdale cabin w/fire pit area

5 out of 5 average rating, 51 reviews

Home in Portage

Sweet Farmhouse Retreat - Amazing Sunporch!

Private house rentals

Superhost

5 out of 5 average rating, 20 reviews

Slope&Stable | Pickleball, Hot tub, Sauna, Arcade

A single-story home is set within a lush green yard, framed by a cluster of trees in the background. A gravel driveway leads to a garage on the right, while a fire pit surrounded by seating is positioned in the front yard.

4.87 out of 5 average rating, 61 reviews

The Hideout Haven

4.93 out of 5 average rating, 30 reviews

The exterior of a modern-style home is presented, featuring a light-colored metal facade with dark accents. Three large garage doors occupy the front, framed by a clear blue sky and colorful autumn foliage in the surrounding trees.

Home in Lake Wisconsin

Lake Landing

5 out of 5 average rating, 52 reviews

A spacious living area features large windows providing natural light and views of the surrounding nature. Comfortable seating includes a sectional sofa and an armchair. A coffee table is positioned centrally, with a side table and lamp enhancing the functional layout.

Home in Richland Center

Local Charm at Natures Door

4.9 out of 5 average rating, 39 reviews

A serene view of Fox River is presented with a wooden dock extending into the water. Tall trees provide shade along the bank, and the gentle ripples of the water reflect the surrounding greenery. A comfortable seating area is visible at the end of the dock.

Home in Montello

Perfect Waterfront Getaway

4.98 out of 5 average rating, 60 reviews

Comfy & Tranquil Gem: Hot Tub - Close to the Dells

A modern kitchen features white cabinetry and a spacious island with seating for five. New stainless-steel appliances complement the design. Mosaic backsplash adds texture, while natural light illuminates the area through a nearby window. Open shelving displays decorative items, enhancing the airy feel.

5 out of 5 average rating, 14 reviews

Gracie Manor - Modern 7 Acre Estate

A spacious living area features a grand fireplace with ornate detailing, complemented by a plush purple ottoman. A coffee table holds a vibrant flower arrangement, while a mix of plants and decorative items enhance the inviting atmosphere. Soft natural light filters through the windows.