Family-friendly holiday rentals in Lake Arrowhead

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.

4.9 out of 5 average rating, 124 reviews

Lake Arrowhead Brown Bear Lodge Sand Valley GOLF

Lake Arrowhead Brown Bear Lodge in Rome WI. 2 HOA golf courses + Sand Valley Golf resort 1.5 miles away. Enjoy all lake Arrowhead offers including Heated private pools (seasonal), 4 private beaches, 2 club houses. Ski Chalet & winter activities. ATV friendly area with miles and miles of trails. This home is also on the Snowmobile trail! Wood burning fire place, lower level wet bar with slate pool table, hardwood floors, new appliances and furnishings. 4 Tvs, wifi and beautiful north woods view!

4.94 out of 5 average rating, 109 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

Kick back, Unplug. Connect with nature and enjoy this calm, cozy and relaxing place. Over 1,000 sqf of log home on 8 acres of pure nature, Bring your boat or watercraft to use on many nearby lakes or enjoy a day at the beach (10 min away), many state parks in the area. Fish, hike, bike, swim. The outdoor recreational opportunities are endless. Bring your snowmobile or ATV. Property will satisfy anything from a romantic getaway, family get together, or simply taking a few days off to recharge. --

A wood-paneled living area features a stone fireplace as a focal point. Comfortable seating surrounds a dark coffee table, with soft textures provided by throw pillows and blankets. Natural light filters through double windows, offering views of the outdoors.

4.97 out of 5 average rating, 152 reviews

Hot Tub | Fire Pit | Smart TV | Fireplace| BBQ

Explore everything beautiful Rome has to offer in this 4BR, 3BA log cabin with a firepit, BBQ and smart TV. Cozy up to the fireplace or relax in the hot tub to end your day! Custom designed with thoughtful touches, this vacation home in Central Wisconsin easily fits up to 10 guests in 6 comfortable beds. Guests have nearby access to 5 golf courses, hiking trails & the resort amenities of Lake Arrowhead including private beaches and an outdoor pool! This space has everything for a memorable 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.

4.86 out of 5 average rating, 353 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.

4.99 out of 5 average rating, 355 reviews

A rustic log cabin is framed by trees, featuring a wrap-around porch with ample seating. The exterior showcases natural wood tones, while large windows allow for abundant light. The surroundings appear serene, with a well-kept lawn leading to the entrance.

Cabin in New Lisbon

Log Cabin Near Castle Rock Lake

This is a real Amish built log cabin located in Central, WI. Located 30 min from WI Dells and 10 min to Castle Rock Lake/Petenwell Lake area. Close to State Parks and State bike trails. Close to Neceedah wildlife refuge. Renting year-round. Discounted weekly rate. Very private. Great reviews! One bedroom with 2 queen beds, strict 4 guests max! We only welcome responsible renters to share our family's treasured cabin, no party situations. Please be honest about # of guests to avoid eviction.

4.94 out of 5 average rating, 468 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!

A serene winter scene is presented, showcasing a snow-covered landscape with a view of the Wisconsin River at sunset. Trees frame the image, and a deck is visible in the foreground, offering a peaceful space to enjoy the natural beauty and vibrant colors of the sky.

4.97 out of 5 average rating, 185 reviews

River Cottage!

Located in a quiet neighborhood on Lake Petenwell, Wisconsin’s second-largest lake. This cozy well loved 80s-style bi-level home sits on a peaceful canal off the Wisconsin River, offering great fishing just steps from the back door. The upper level features two bedrooms, a full bath, kitchen, living room, and dining area. The lower level includes a family room, additional bed, and hideaway beds on both floors. Ample parking for cars, trailers, and gear makes it perfect for outdoor getaways.

4.88 out of 5 average rating, 359 reviews

Farm stay in Montello

20 Acre Farm- Farm Fun, Games & Movie Theater

Unplug and recharge on a secluded 20-acre Wisconsin farm surrounded by towering pines, friendly goats, and star-filled skies. Enjoy firepit nights, farm-fresh eggs, a retro arcade, and exclusive movie theater perks just minutes away. Kids love the wide-open space and goat walks, while adults unwind on the screened porch. Guests also enjoy free movie access and the option for a personal history tour of the World Famous Montello Movie Theater, owned by your hosts and just 10 minutes away.

4.95 out of 5 average rating, 101 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.

4.89 out of 5 average rating, 147 reviews

A durable fabric shelter is set amidst lush greenery, featuring an inviting porch with outdoor seating. Flower boxes are trimmed with vibrant blooms, and a picnic table is positioned nearby. The structure is designed for comfort, blending seamlessly with the natural surroundings.

Campsite in Kendall

Driftless Bluff Glamping Cabin, Peaceful, Secluded

Rustic forest glamping in a heavy duty waterproof fabric shelter, 14 x 20ft. with a 5ft. awning. The perfect get away from it all, relax and enjoy nature. Flashlights, solar lights, propane 2-burner stove, and fire pit with grate. Kitchen set up with dishes, silverware, fully stocked coffee bar, filter water pitcher, shower bucket and most everything else. Compost toilet and foot pump sink. Small wood stove for when it's cold and a fan for when it's hot with battery to charge extras.

4.96 out of 5 average rating, 228 reviews

The cabin features a welcoming front porch with a swing and a picnic table. A charcoal grill is positioned nearby, set against a backdrop of lush greenery. The exterior is adorned with wood siding and large windows, creating a pleasant connection with the surrounding nature.

Cabin in Hancock

Peaceful Cabin in the Woods

🌲 Welcome to Your Secluded Cabin Getaway 🌲 Escape the city and enjoy a peaceful retreat on 5 private acres in Hancock, Wisconsin, just minutes from downtown Wautoma. Surrounded by woods, our cabin offers the perfect setting to: Sip your morning coffee or an evening glass of wine on the front porch swing ☕🍷 Relax around the crackling fire pit 🔥, roasting marshmallows, and enjoying the stars ✨ This cabin is designed for comfort, relaxation, and creating unforgettable memories.

4.95 out of 5 average rating, 442 reviews

Cabin in Hancock

Cozy Cabin Retreat | Fireplace & Movie Nights

Unplug. Unwind. Connect with nature. Come enjoy our 700 sq.ft. cabin on 6 wooded acres. Fish the trout stream, hike, bike, swim! See hummingbirds hover at the feeder, watch for deer or bald eagles. The outdoor recreational opportunities are endless. Listen to the wind whisper while you sway in the hammock. Play in the treehouse! Escape to the peaceful pines and let whippoorwills sing you to sleep at day's end. Bring your pup and enjoy the 1,200 sq. ft. private dog park.

Popular amenities for Lake Arrowhead 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, 139 reviews

Home in Lyndon Station

Wisconsin Dells Country Chalet & Spa

4.93 out of 5 average rating, 219 reviews

A hot tub is set against a backdrop of snowy terrain and bare trees. The clear blue water appears inviting under the bright sky, with steps leading up to the side for easy access.

Cabin in Grand Marsh

Easton Lake Retreat – Cozy Cottage & Hot Tub

4.96 out of 5 average rating, 129 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

4.99 out of 5 average rating, 139 reviews

The cabin is illuminated against the evening sky, reflecting warmly in the calm pond below. Its wooden structure features a gabled roof and expansive windows, creating a welcoming ambiance. Surrounding trees enhance the secluded feel of this tranquil retreat.

Cabin in Necedah

Little Cabin in the Big Woods - Cabin #2

4.86 out of 5 average rating, 146 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

4.96 out of 5 average rating, 116 reviews

An A-frame cabin is framed by lush greenery, with large windows reflecting warm interior light. A circular fire pit with wooden chairs is set in a garden area, inviting outdoor relaxation. The surrounding foliage creates a serene atmosphere, enhancing the property's connection to nature.

Cabin in Stevens Point

Maple Bluff Escape | Hot Tub A-Frame Getaway

4.99 out of 5 average rating, 225 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

The log cabin stands prominently, featuring a stone-accented facade and a welcoming covered entrance. The surrounding greenery enhances the natural setting, with a gravel driveway leading to the property. Clear blue skies and scattered clouds add to the serene ambiance.

4.98 out of 5 average rating, 50 reviews

Little Valley private log cabin

Family- and pet-friendly home rentals

The front of the house is framed by a well-kept lawn, featuring a wide concrete walkway that leads to the entrance. A circular seating area with chairs surrounds a fire pit, enhancing the outdoor space. Tall trees border the property, providing a natural backdrop.

4.94 out of 5 average rating, 16 reviews

Entire Lakehouse with Game Room on Lake Arrowhead

4.84 out of 5 average rating, 25 reviews

The exterior of a custom-designed tiny cabin is displayed, featuring a wooden porch with a railing and steps leading to a grassy area. Large windows offer natural light, while the brown siding contrasts with the light-colored trim.

Tiny home in Necedah

Custom Tiny Cabin

4.91 out of 5 average rating, 105 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

4.92 out of 5 average rating, 178 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!

4.93 out of 5 average rating, 72 reviews

A living room area features a gray sectional sofa adorned with orange cushions, complemented by two modern chairs. A light-colored coffee table, featuring two round orange coasters, sits in the center. Natural light filters through sheer curtains on two windows, enhancing the spacious feel.

Cabin in Necedah

Remodeled, cozy, pet friendly cabin near lakes.

5 out of 5 average rating, 12 reviews

A spacious living area features a comfortable sectional sofa positioned around a faux stone fireplace. Large windows allow natural light to fill the space, while a flat-screen TV is mounted above the fireplace. The open layout connects to a dining area and kitchen, enhancing the inviting atmosphere.

Home in Lake Arrowhead

"Birdie Bunkhouse" Lake Arrowhead - Rome WIsconsin

4.98 out of 5 average rating, 160 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

5 out of 5 average rating, 73 reviews

The exterior of the tiny home is presented, featuring a dark metal facade with wooden accents. A covered porch is visible, alongside a small seating area. Snow blankets the ground, while trees in the background display hints of autumn colors.

Tiny home in Necedah

Timber Landing Winter Listing-hot tub and sauna

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 31 reviews

The living area features comfortable plaid sofas and a wooden coffee table, complemented by a plush area rug. A ceiling fan provides ventilation. The open space extends into the dining area, where wooden chairs surround a large table, and the kitchen is visible in the background.

Condo in Arkdale

Gorgeous Lakeview Balcony 4 Bedrooms next to pool

A spacious game room features a hockey table with blue pucks and a television mounted on the wall. A bar-style table with stools is positioned nearby, while a mini putting green and a net for a ball game are visible in the background.

4.96 out of 5 average rating, 24 reviews

Lake Arrowhead Retreat. Game Room, VIP Pool Access

A spacious game room garage features a pool table, foosball table, and a round table for games. Lounge seating is available, along with modern lighting and blue walls adorned with the word 'BIRDIES.' The layout encourages social interaction and fun after a day outdoors.

4.91 out of 5 average rating, 11 reviews

The Arrowhead House – Golfer’s Paradise Retreat

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

A single-story home is set against a backdrop of autumn foliage. The structure features a covered front porch with two columns. A two-car garage is visible on the left side, and a well-maintained lawn leads to the driveway.

5 out of 5 average rating, 44 reviews

Be Blessed at Kinship Casa in Rome, WI

A covered deck overlooks a lush golf course, furnished with a table and chairs under a shaded umbrella, providing a perfect outdoor relaxation space. The kitchen features modern appliances and ample counter space, seamlessly integrating functionality and style.

5 out of 5 average rating, 35 reviews

Tranquil Retreat on Lake Arrowhead Golf Course

The exterior of a log cabin features a triangular roof and a spacious front porch with wooden railings. Two welcoming porch lights illuminate the entrance. A door at the center is surrounded by stone steps, providing access to the cabin's interior.

4.98 out of 5 average rating, 43 reviews

Relax & Enjoy Deep Water Getaway

An outdoor dining area features a stone fireplace with light strings overhead, creating a cozy ambiance. A table surrounded by metal chairs is positioned on a concrete patio, with steps leading to a pool area in the background. Lush trees provide a natural backdrop.