House holiday rentals in Town of Dell Prairie

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Top-rated house rentals in Town of Dell Prairie

Guests agree: these houses are highly rated for location, cleanliness and more.

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Guest favourite
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
4.93 out of 5 average rating, 104 reviews

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. --

Top guest favourite
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.
Home in Baraboo
4.96 out of 5 average rating, 137 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.

Top guest favourite
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
4.97 out of 5 average rating, 118 reviews

Holiday Ski House! Hot Tub! Game Room! Near Dells!

Are you ready to be the booking hero? 🦸‍♀️🏆 Unwind, reconnect and play. Secluded in the country on 5 acres, yet minutes from great skiing at Cascade and Devil's Head. Stacked with a game room, cozy 4 season room w/fireplace and a traditional family room. Whether you’re planning a family getaway, friends’ reunion, or weekend adventure near the Dells, this cabin delivers the perfect blend of comfort, fun, and tranquility. ✨ Ready to make memories? Book now and experience for yourself! 📅🏕️

Top guest favourite
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
4.93 out of 5 average rating, 187 reviews

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.

Guest favourite
A hot tub is shown in the foreground, its water illuminated in soft light. Behind, a cottage is visible with large windows revealing a warm, inviting glow. The exterior is adorned with twinkling lights that enhance the cozy atmosphere of the setting.
Home in Poynette
4.91 out of 5 average rating, 205 reviews

Island View Hideaway-Peaceful, On Water, Sandbars!

Rent this furnished cottage to enjoy the beauty of nature on the Wisconsin River and Lake Wisconsin. 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. Beautiful views out the large living room windows look onto green, sandbars, islands and the undeveloped distant shores of the Wisconsin River as it opens up into Lake WI.

Top guest favourite
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
4.98 out of 5 average rating, 117 reviews

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.

Top guest favourite
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
4.96 out of 5 average rating, 306 reviews

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.

Guest favourite
The exterior of the home features a light green facade with a metal roof. A welcoming porch is visible, furnished with white rocking chairs. Lush grass surrounds the house, and a large tree can be seen beside it, contributing to a peaceful countryside setting.
Home in Union Center
4.99 out of 5 average rating, 126 reviews

Charming country home - great vacation area.

This attractive, peaceful country home is nearby to many family tourist attractions: including Wisconsin Dells, Lake Redstone Park, Elroy-Sparta Bike Trail, fishing, hiking, and canoeing. Provisions for a simple country breakfast are included in your stay. This newly remodeled home with a 2 story layout provides plenty of room for up to 7 guests. Large backyard includes a firepit, as well as a view of the adjacent golf course. Large driveway to park in.

Top guest favourite
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
4.96 out of 5 average rating, 124 reviews

Sunset Cottage

Quaint quiet two bedroom house with a full kitchen, spacious living room, hot tub, fire pit, gas grill along with a nice view of Castle Rock Lake. Relax with the whole family playing games at this peaceful place. This house is a no smoking , no pets. When using the hot tub, food and glass containers are not allowed.We have added a washer and dryer, electric fireplaces and a work space that is at the table in the rec room. The Wi-Fi is wireless.

Guest favourite
A serene view of the Wisconsin River is framed by lush greenery. A gently sloping lawn leads towards the water, with outdoor seating and a firepit visible in the distance. An American flag gently flutters in the foreground under a clear sky.
Home in Poynette
4.94 out of 5 average rating, 100 reviews

Robin's Roost - One night stays available weekday!

Ahhh.... just look at that sunrise over the Wisconsin River. What??!! We're facing west? Huh, must be the sunset. You'll lose track of time but never your direction. Kick back and watch the river flow by from your private patio along the river's edge. Whether you’re looking for a fun vacation for the whole family or a romantic weekend getaway, Robin's Roost at Hookers Resort is the perfect answer!

Top guest favourite
A scenic view from above showcases the lush, green lawn leading down to the riverbank. Cozy seating areas with umbrellas are visible on the patio, surrounded by well-maintained flower beds and a pathway that guides to the water's edge.
Home in Wisconsin Dells
4.93 out of 5 average rating, 129 reviews

Breezeway Bay - Waterfront House

Relax with the whole family (and friends) at this peaceful place. Breezeway Bay is a spacious home-like place with an amazing riverfront view. Enjoy time outside on the breezeway and in front of the fire pit. Go back inside to the sun porch (3-season room) and 3 bedrooms, 2 bathrooms, full kitchen, dining area and living room. You also have water views from the second floor balcony!

Top guest favourite
A spacious bedroom features a wooden bed frame with a large comforter in shades of blue. A flat-screen television is mounted on the wall above a faux fireplace. Natural light enters through a large window with dark blue curtains, complemented by a side table and a decorative plant.
Home in Wisconsin Dells
4.92 out of 5 average rating, 100 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

Popular amenities for house rentals in Town of Dell Prairie

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Quick stats about house rentals in Town of Dell Prairie

  • Total holiday rentals

    Explore 40 holiday rentals in Town of Dell Prairie

  • Nightly prices starting at

    Town of Dell Prairie holiday rentals start at £53 per night before taxes and fees

  • Verified guest reviews

    Over 2,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Town of Dell Prairie holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Town of Dell Prairie rentals

  • 4.8 Average rating

    Town of Dell Prairie stays are highly rated by guests – averaging 4.8 out of 5!

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