Vacation rentals · United States

Wisconsin vacation rentals you can book direct

315 homes from independent hosts and managers · every one bookable on the host's own site

As of November 2026, CielStay lists 315 homes for rent in Wisconsin, run by independent hosts and property managers. All of them can be booked on the host's or manager's own website, across 34 booking sites. Some are also listed on Airbnb and Vrbo; each listing shows every place it can be booked.

They include 186 houses, 72 condos and 40 resort suites. The most common size is two bedrooms (55 homes). 68 homes sleep 10 or more.

Wisconsin rentals at a glance

Counted from what hosts list. Check the listing before you book.

By size
Studio or 1 bedroom50
2 bedrooms55
3 bedrooms39
4 bedrooms34
5 or more bedrooms22
Sleeps 10 or more68
Homes that list
Air conditioning188
Fireplace65
Pets allowed61
Hot tub57
Pool52
EV charger1

Homes in Wisconsin for 6 or more

8 of the 188. Search them with your dates →

Orchard Ranch

Orchard Ranch

Escape to Orchard Ranch in Fish Creek—a newly remodeled home that sleeps 10 and offers private walking trails, a fire pit, ping pong table, and a cozy coffee bar. Just minutes from Peninsula State Park and Fish Creek dining. Great for families, friend groups, or couples' getaways.

📍 Fish Creek, WI
👥 10🛏️ 4🚿 2
$595 / night
excl. host's fees
The July House: Steps From the Lake

The July House: Steps From the Lake

You’re invited to come enjoy amazing lake views from this adorable 1920s house! Our family used to live here, and we loved it way too much to sell it. The whole space has since been re-imagined for guests, including two full newly-renovated modern baths.

📍 Racine, WI
👥 10🛏️ 3🚿 2
~$420 / night
estimate
Farmhouse with Heated Pool on almost 160 Acres!

Farmhouse with Heated Pool on almost 160 Acres!

Set on almost 160 acres of rolling farmland, this unique retreat in Elkhorn, Wisconsin offers an immersive experience on a working regenerative farm in progress, where you can wake up to the sounds of farm animals and take in the peaceful countryside.

📍 Elkhorn, WI
👥 10🛏️ 4🚿 3
$154 / night
Tide & Timber Cabins

Tide & Timber Cabins

Reserve both cabins at Tide & Timber for your group getaway. Each cabin is uniquely designed to provide a relaxing retreat, featuring fully stocked kitchens, coffee bars, walk-in showers, plush memory-foam beds, electric fireplaces, Roku TVs, private fire pits, and grills.

📍 Lake Geneva, WI
👥 7🛏️ 4🚿 2
$375 / night
excl. host's fees
Grand Pines Cabin 28

Grand Pines Cabin 28

Modern Northwoods Cabin on Little Round Lake – New Pontoon Included! Enjoy lakefront living in this beautifully designed three-bedroom presidential cabin located on the shores of Little Round Lake in Hayward, Wisconsin.

📍 Hayward, WI
👥 10
$435 / night
excl. host's fees
Lakefront, Dock, Game Room, Sauna & Hot Tub, Sleeps 16

Lakefront, Dock, Game Room, Sauna & Hot Tub, Sleeps 16

Escape to Tall Pines Lodge, a luxurious lakefront haven nestled on the shores of Yellow Birch Lake in the heart of the world-famous Eagle River Chain of 28 Lakes.

📍 Eagle River, WI
👥 16
$354 / night
excl. host's fees
Loon Song on Lost Land Lake

Loon Song on Lost Land Lake

Welcome to Loon Song, a private 4-acre Northwoods lake home on Wisconsin’s renowned Lost Land Lake. One of the region’s legendary quiet lakes, free from heavy boat traffic and protected for peaceful recreation.

📍 Town of Spider Lake, WI
👥 8
$995 / night
excl. host's fees
Hidey - Ho on Clam Lake WI

Hidey - Ho on Clam Lake WI

Escape to this charming cabin on over 50 private acres surrounded by the Chequamegon National Forest. Nestled on a quiet peninsula, where peaceful surroundings and beautiful lake views create the perfect setting to relax and recharge.

📍 Town of Spider Lake, WI
👥 6
$200 / night
excl. host's fees

Homes in Wisconsin with a pool

8 of the 52. Search them with your dates →

New Listing! Near Lakes & Trails | Hot Tub | Trailer Parking | Dogs OK

New Listing! Near Lakes & Trails | Hot Tub | Trailer Parking | Dogs OK

Nestled deep in the woods and backing up to pristine National Forest, Dawson’s Den offers the perfect blend of rustic charm and modern comfort—with no neighbors in sight. Just minutes from sparkling lakes and scenic trails, this secluded log cabin is your gateway to relaxation and adventure.

📍 Eagle River, WI
👥 4
$197 / night
excl. host's fees
Pools & Beach! Briarwood Serenity at Abbey Springs

Pools & Beach! Briarwood Serenity at Abbey Springs

Whether enjoying a quiet morning coffee on your deck or strolling through manicured pathways with the beauty of Lake Geneva as an ever-present backdrop, your vacation to Briarwood Serenity at Abbey Springs will be nothing short of picture-perfect.

📍 Fontana, WI
👥 8🛏️ 4🚿 3
$174 / night
Island Getaway on Delavan Lake

Island Getaway on Delavan Lake

Outdoor enthusiasts and relaxation seekers alike will find plenty to indulge in at this luxurious 8-bedroom home on the shores of Delavan Lake, the ideal getaway to host your upcoming family vacation!

📍 Delavan, WI
👥 16🛏️ 8🚿 5.5
$600 / night
Eagle Trail Escape

Eagle Trail Escape

Escape to the Lake Arrowhead Retreat, a spacious 5-bedroom, 4-bathroom house perfect for families and groups. Enjoy easy access to world-class golf at Sand Valley, boating, and ATV trails. This retreat offers a blend of comfort and outdoor adventure, making it an ideal base for your Wisconsin getaway.

📍 Nekoosa, WI
👥 14🛏️ 5🚿 4
$307 / night
Upscale, Riverview, 3BR, 3BA 2040SF, Main Floor

Upscale, Riverview, 3BR, 3BA 2040SF, Main Floor

Enjoy spacious living with 14-ft ceilings and breathtaking river views. This ground-floor condo features an open layout, 3 bedrooms, 3 bathrooms, and modern amenities. Step into your private backyard, ideal for relaxation or entertaining.

📍 Wisconsin Dells, WI
👥 14🛏️ 3🚿 3
~$253 / night
estimate
Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

✔ 1000 Sq. Ft. Ground Level Condo ✔ Patio overlooking expansive lawn ✔K-cup & drip coffee, Big Screen TV, Cable, FAST wifi ✔Steps to the Ridge Hotel w/ restaurant, coffee/wine shop ✔ Direct lake access w/boat launch, kayak, SUP board rental ✔ 5 min drive to Shops and dining in DT Lake Geneva ✔ Close to summer fun:…

📍 Lake Geneva, WI
👥 6🛏️ 2🚿 2
~$170 / night
estimate
Golf Resort 3BR Condo | Game Room + Pool + Lake

Golf Resort 3BR Condo | Game Room + Pool + Lake

Welcome to Lakeside Haven — your perfect golf/pool/lake resort getaway at Northern Bay. This spacious 3-bedroom condo overlooks the course and offers the ideal mix of relaxation and fun, with a private game room, access to resort pool and beach on Castle Rock Lake.

📍 Arkdale, WI
👥 10🛏️ 3🚿 2
~$356 / night
estimate
Lakefront Condo, Private Beach/Pools, Walk to Town - Apartment

Lakefront Condo, Private Beach/Pools, Walk to Town - Apartment

Elkhart Lake’s beauty awaits year-round! This 3BR/3BA condo boasts a 600 ft private beach, private outdoor pool, hot tub, water sports rentals, Tiki Bar and nearby Osthoff Lake Deck, hiking, golfing, and town. Fall brings vibrant foliage, trail hiking, and golf on scenic courses.

📍 Elkhart Lake, WI
👥 9🛏️ 3🚿 3
~$398 / night
estimate

Homes in Wisconsin

Homes with the host's own booking site first. Prices can change and may not be exact; the asterisk shows what each one includes.

The Treehouse at Plum Bottom

The Treehouse at Plum Bottom

Located on 20 acres among the prairies and woods of Plum Bottom. The Treehouse enjoys high speed fiber internet and is also located in the heart of Door County Wine Country. 4 wineries and their tasting rooms are within a short 10 minute drive.

📍 Egg Harbor, WI
👥 1🛏️ 1🚿 1
~$136 / night
estimate
Orchard Ranch

Orchard Ranch

Escape to Orchard Ranch in Fish Creek—a newly remodeled home that sleeps 10 and offers private walking trails, a fire pit, ping pong table, and a cozy coffee bar. Just minutes from Peninsula State Park and Fish Creek dining. Great for families, friend groups, or couples' getaways.

📍 Fish Creek, WI
👥 10🛏️ 4🚿 2
$595 / night
excl. host's fees
The July House: Steps From the Lake

The July House: Steps From the Lake

You’re invited to come enjoy amazing lake views from this adorable 1920s house! Our family used to live here, and we loved it way too much to sell it. The whole space has since been re-imagined for guests, including two full newly-renovated modern baths.

📍 Racine, WI
👥 10🛏️ 3🚿 2
~$420 / night
estimate
Bolo’s Landing: Northwoods Retreat on Water

Bolo’s Landing: Northwoods Retreat on Water

Modern comfort meets rustic charm at Bolo’s Landing on Muskie Lake. With direct trail access, a private pier, kayaks, and stunning lake views, it's your perfect Northwoods getaway year-round. We have room for your trailer and are just off of Iron County Trail 8 and 8a.

📍 Park Falls, WI
👥 5🛏️ 2🚿 2
~$300 / night
estimate
Parker Lake Chalet

Parker Lake Chalet

Welcome to Parker Lake Chalet. A modern 3-bedroom lake house located in Oxford, WI, just 20 minutes from the Wisconsin Dells and 1 hour from Madison. Enjoy lake views from the oversized windows, take a paddle on the crystal clear water, or simply relax on the deck, the dock, the screened porch, or around the fire.

📍 Oxford, WI
👥 4🛏️ 3🚿 1
~$445 / night
estimate
Farmhouse with Heated Pool on almost 160 Acres!

Farmhouse with Heated Pool on almost 160 Acres!

Set on almost 160 acres of rolling farmland, this unique retreat in Elkhorn, Wisconsin offers an immersive experience on a working regenerative farm in progress, where you can wake up to the sounds of farm animals and take in the peaceful countryside.

📍 Elkhorn, WI
👥 10🛏️ 4🚿 3
$154 / night
Tide & Timber Cabins

Tide & Timber Cabins

Reserve both cabins at Tide & Timber for your group getaway. Each cabin is uniquely designed to provide a relaxing retreat, featuring fully stocked kitchens, coffee bars, walk-in showers, plush memory-foam beds, electric fireplaces, Roku TVs, private fire pits, and grills.

📍 Lake Geneva, WI
👥 7🛏️ 4🚿 2
$375 / night
excl. host's fees
Owl’s Roost•Lit Canyon Trail•FirePit•River

Owl’s Roost•Lit Canyon Trail•FirePit•River

Some places quiet you the moment you arrive. If the world’s been loud lately, this is where you exhale. Owl’s Roost is a couples cabin tucked inside Sandstone Rustic Retreat — a private, six-acre, nature-forward boutique resort in Wisconsin Dells designed for couples who want more stars, fewer people, & space to rec…

📍 Wisconsin Dells, WI
👥 4🛏️ 1🚿 1
~$426 / night
estimate
Grand Pines Cabin 28

Grand Pines Cabin 28

Modern Northwoods Cabin on Little Round Lake – New Pontoon Included! Enjoy lakefront living in this beautifully designed three-bedroom presidential cabin located on the shores of Little Round Lake in Hayward, Wisconsin.

📍 Hayward, WI
👥 10
$435 / night
excl. host's fees
Lakefront, Dock, Game Room, Sauna & Hot Tub, Sleeps 16

Lakefront, Dock, Game Room, Sauna & Hot Tub, Sleeps 16

Escape to Tall Pines Lodge, a luxurious lakefront haven nestled on the shores of Yellow Birch Lake in the heart of the world-famous Eagle River Chain of 28 Lakes.

📍 Eagle River, WI
👥 16
$354 / night
excl. host's fees
Loon Song on Lost Land Lake

Loon Song on Lost Land Lake

Welcome to Loon Song, a private 4-acre Northwoods lake home on Wisconsin’s renowned Lost Land Lake. One of the region’s legendary quiet lakes, free from heavy boat traffic and protected for peaceful recreation.

📍 Town of Spider Lake, WI
👥 8
$995 / night
excl. host's fees
Hidey - Ho on Clam Lake WI

Hidey - Ho on Clam Lake WI

Escape to this charming cabin on over 50 private acres surrounded by the Chequamegon National Forest. Nestled on a quiet peninsula, where peaceful surroundings and beautiful lake views create the perfect setting to relax and recharge.

📍 Town of Spider Lake, WI
👥 6
$200 / night
excl. host's fees
Tide

Tide

Welcome to the Tide Cabin—an airy, coastal-inspired retreat designed for the ultimate lakeside reset. This light-filled space includes a full kitchen, coffee bar, walk-in shower, two memory-foam queen beds, an electric fireplace, two Roku TVs, and a private fire pit and grill.

📍 Lake Geneva, WI
👥 2🚿 1
$195 / night
excl. host's fees
Beechwood Cottage

Beechwood Cottage

Trade the hustle and bustle for peace and quiet at our cozy retreat, just 5 minutes from the heart of Sister Bay. Tucked away on 1.6 acres of serene woods filled with beautiful beech trees, the cottage is your perfect getaway spot.

📍 Sister Bay, WI
👥 2🛏️ 2🚿 1
~$370 / night
estimate
The Cabin at Plum Bottom

The Cabin at Plum Bottom

Located on 20 acres among the prairies and woods of Plum Bottom. The Cabin enjoys high speed fiber wifi and is also located in the heart of Door County Wine Country. 4 wineries and their tasting rooms are within a short 10 minute drive. Enjoy some of the County's best beaches also within a short 5 minute drive.

📍 Egg Harbor, WI
👥 4🛏️ 3🚿 2
~$229 / night
estimate
Gatsby Theme Near Downtown with Hot Tub & Game Room

Gatsby Theme Near Downtown with Hot Tub & Game Room

Hi, we’re Tim and Bethany, and we’re so excited to welcome you to Boujee on Barry, an Airbnb Guest Favorite! This is more than just a place to stay—it’s a Gatsby-themed portal to the finer things of the past, just a stone’s throw from the best shopping, dining, and, of course, those beautiful lake shores.

📍 Lake Geneva, WI
👥 8🛏️ 4🚿 2
$139 / night
Shady Rest Cabin 1

Shady Rest Cabin 1

Escape to our serene lakeside retreat on Manson Lake. Located on a private peninsula, this cottage offers stunning sunset views, a large firepit, and a crystal-clear beach perfect for swimming, kayaking, or relaxing in the sun. Enjoy the local wildlife, from loons and eagles to great blue herons.

📍 Rhinelander, WI
👥 1🛏️ 2🚿 1
~$257 / night
estimate
Cozy historic Cream City Brick Workers Cottage

Cozy historic Cream City Brick Workers Cottage

Cozy and charming 2 bedroom historic cream city brick workers cottage built in 1881. A certified Century Building by the Racine Historical Society with original Italianate windows, central air, WiFi and a full kitchen.

📍 Racine, WI
👥 6🛏️ 2🚿 1
~$210 / night
estimate
Timber

Timber

Welcome to the Timber Cabin—where elevated design meets the beauty of the surrounding woods. Natural greenery and a cozy, moody atmosphere create the perfect retreat.

📍 Lake Geneva, WI
👥 2🛏️ 2🚿 1
~$228 / night
estimate
Dells Domes - Riverview Escape - Glamping Dome 4

Dells Domes - Riverview Escape - Glamping Dome 4

Staying in a dome amidst nature is a unique experience. The circular structure offers an amazing view of the surroundings, with peaceful sounds of rustling leaves, chirping birds, and a flowing river below.

📍 Wisconsin Dells, WI
👥 2🛏️ 1🚿 1
~$292 / night
estimate
Stonewall Cottage

Stonewall Cottage

Pull off the highway and unwind at Stonewall Cottage, a charming century-old retreat on nearly three private acres. With tongue-and-groove pine walls, original hardwood floors, vaulted ceilings, and cozy mid-century modern decor, it’s fully equipped for a relaxing stay.

📍 Baileys Harbor, WI
👥 8🛏️ 2🚿 1
~$445 / night
estimate
Sandstone Rustic Retreat & Dells Domes - Sleeps 26

Sandstone Rustic Retreat & Dells Domes - Sleeps 26

Escape to our serene 6-acre retreat on the Wisconsin River, featuring 4 cozy cabins, 4 unique glamping domes, and a charming studio cottage. Gather in our welcoming Gathering House for shared moments and memories, enjoy our private dock, kayaks and nearby trails.

📍 Wisconsin Dells, WI
👥 16🛏️ 9🚿 7
$4,165 / night
excl. host's fees
Lake Mohawksin Hideaway

Lake Mohawksin Hideaway

Escape to this cozy 2-bedroom, 1-bath waterfront property on the Wisconsin River and Lake Mohawksin. Perfect for fishing trips or year-round getaways, it features a private dock, stunning sunset views, and easy access to public boat landings.

📍 Tomahawk, WI
👥 1🛏️ 2🚿 1
~$179 / night
estimate
1868 Farmhouse on 4.5 Acres | Fire Pit | Sleeps 10

1868 Farmhouse on 4.5 Acres | Fire Pit | Sleeps 10

For families and friend groups who want a fall weekend with room to be together: a restored 1868 farmhouse for 10 on 4.5 private acres in Kettle Moraine country.

📍 East Troy, WI
👥 10🛏️ 4🚿 3
$408 / night

All 315 homes in Wisconsin

Questions about renting in Wisconsin

How many vacation rentals are there in Wisconsin?

CielStay lists 315 homes in Wisconsin, counted from the homes live today. By type: 186 houses, 72 condos and 40 resort suites.

Can I book a vacation rental in Wisconsin directly with the host?

Yes. Every home here can be booked on the host's or manager's own website. Each listing links to it, along with any other place the home is listed.

How do I book a Wisconsin vacation rental directly with the owner?

Open a home and choose Book direct: it takes you to the host's or manager's own booking site, where you see their price and terms. You can also message the host first. CielStay doesn't take the booking or the payment. Booking direct often costs less, because no platform fee or commission is added; compare the final totals before you pay.

Where can I rent a house in Wisconsin for 6 people?

188 homes here sleep 6 or more; 140 are houses, the rest condos or resort suites. Add your dates and group size in the search to see which are free.

Are there vacation rentals in Wisconsin with a pool?

52 homes list a pool, and 57 homes a hot tub. Some pools are shared, in a resort or community, so check the listing if you want a private one.

Are there pet-friendly rentals in Wisconsin?

61 homes list pets as allowed. Pet fees and limits vary by host, so check the house rules on the listing.

Are there rentals in Wisconsin for large groups?

68 homes sleep 10 or more, and 22 homes have five or more bedrooms.

How are prices shown?

Each home shows one price with a note on what it includes; the asterisk explains how we work it out. Prices can change and may not be exact. If a host hasn't shared a fee with us, we can't include it. The host's site or booking channel has the final total; taxes are extra.