Holiday rentals in Wisconsin

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Top-rated holiday rentals in Wisconsin

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

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Superhost

Home in Harshaw

5 out of 5 average rating, 3 reviews

Lakefront Home on Big Bearskin

Look no further for your Spacious Lakefront Retreat in Wisconsin's Northwoods! Only minutes from Minocqua! Newly Built 4 bedroom, 2.5 bathrooms, very well equipped for your family gatherings. Stunning interior finishes, sitting on the Water's Edge, Large Flat Yard Space for entertaining and enjoyment with yard games or enjoying the FirePit or Grilling on the Gas Grill on the Patio. This home was listed previously on multiple sites and earned over 50 reviews, all 5 stars! Just request the reviews

Guest favourite

Home in Wisconsin Dells

4.93 out of 5 average rating, 233 reviews

Charmed Lodge. Sauna. Games & lots of charm

Timber Lodge Escape! Wisconsin Dells premier vacation rental! Sleeps 16! 5 minutes from Noah's Ark, 7 minutes to downtown Wisconsin Dells, less than 10 minutes to all major resorts and Dells attractions! Plenty Of Amenities! Fireplace in living room, large deck, outdoor fire pit, Jacuzzi in basement + games. 3 levels. Plenty of space for large family gatherings and groups! Very peaceful and quiet. Newly updated Golf/waterpark/Dells Trolley tickets available at a discounted rate!

Guest favourite

Home in New Lisbon

5 out of 5 average rating, 30 reviews

Retreat on the Beach! EV Friendly! Hot tub!

Escape the craziness of life in this new construction home. This Beach Cottage home is perfect for your family to enjoy all Wisconsin seasons. Beach Lake is a clear Six acre private lake with a sandy bottom located near Buckhorn State Park, Castle Rock Lake, lots restaurants, and is only a 30-minute drive to the Wisconsin Dells. Our home has 4-bedrooms and 2 full baths, Full Kitchen, huge basement, patio, deck, private beach, insulated/heated garage with a EV charger. Hot tub October 2023.

Guest favourite

Treehouse in Iron River

4.92 out of 5 average rating, 61 reviews

Waterfront Tree House I Couples Retreat I Dogs OK

Fall graciously into autumn with your 5* stay at The Glass Tree House. Inclusive with all stays, an exclusive, luxury, wine and cheese cruise aboard the Lady Joanne. Take in the brilliant foliage and reflections on the sparkling waters of the Pike Lake Chain. The Glass Tree House truly is a special, private, couples retreat. Luxury amenities include plush robes/slippers and morning Caribou coffee in bed. Enjoy magnificent sunset views and the call of the loons at twilight on your private deck.

Guest favourite

Home in Sheboygan

4.94 out of 5 average rating, 51 reviews

3-bdrm beachfront home on Lake Mich, Sheboygan WI

3 BR. 3 BA. Fully furnished. Granite counters and stainless steel appliances in large kitchen overlooking the lake. King and Queen suites with 2nd King and full Bath. Sleeps 6, but very large sofa. Washer/Dryer. Lake Michigan views throughout, Pool table room, work space, 2 levels of patios. Sits on landscaped sand dunes and beach. 10 min drive to Black Wolf Run Golf and resort. Front row for boat races from 2 decks. Den with large fireplace. Dining table overlooking lake + lighthouse.

Guest favourite

Home in Lake Geneva

4.98 out of 5 average rating, 130 reviews

Updated luxury country getaway short walk to lake!

Luxury getaway close to private beaches, downtown Lake Geneva, and many area amenities. Relax in comfort in this newly renovated 3-bedroom. Enjoy all that the Lake Geneva area has to offer while unwinding in a modern, comfortable retreat. Conveniently located a 3-min walk to Lake Como and a 10-min drive to downtown Lake Geneva. Charming golf cart community with so much to do. Perfect for couples, families, and business travelers. Ideal space for up to 4 adults and great for families of 5.

Guest favourite

Home in Marinette

5 out of 5 average rating, 17 reviews

Fair Winds Guesthouse

Whether traveling with friends or with a small crew, this unique property offers both quiet and cozy nooks as well as spacious gathering areas. Decorated to reflect the region’s rich maritime tradition, you’ll instantly feel at home when you drop anchor. Your kids and and your pets will love the freedom of our fenced in back yard while you grill or enjoy the fire pit. Centrally located to all the offerings of our wonderful city, you’ll know you’ve found safe harbor the minute you arrive!

Guest favourite

Home in Lake Geneva

4.96 out of 5 average rating, 78 reviews

Huge! Sleeps 12, Perfect getaway for a large group

Pretend you are lost in a magical place as you curl up on the porch on a rocking chair. Then fall asleep in a heavenly bedroom in a luxurious king size bed. When you wake up, all your worries have faded away and the espresso machine awaits. This is Como! We designed the most heavenly home for you so the minute you step inside you're on vacation. Perfect for all seasons! Two living rooms, game room, 5 bedroom, 2.5 bath, stocked with everything we can think of to make your stay perfect.

Guest favourite

Home in Crivitz

5 out of 5 average rating, 7 reviews

Up North Cabin on the Lake

Vacation at one of our brand new lakeshore homes on Lake Noquebay's southwest shore. Patio with gas firepit & grill only steps away from lake. Over 500 ft of sandy shoreline on 2400 ac. full-recreation lake. On-site private beach, boat landing, bar & restaurant. Enjoy boating, fishing and year-round fun! Rental includes dock slip. Pontoons, kayaks rental available. Direct access to snowmobile trails. Snowmobile & UTV rental available! Bigger group? Rent 2, 3 or all 4 homes!

Superhost

Home in Amherst

4.84 out of 5 average rating, 32 reviews

Hilltop Views & water access-20 acres!

Enjoy the amazing views from inside and outside. Includes access to kayaks, a golf cart, HOT TUB and game room! Outside fire ring and spacious deck. Trails to enjoy the outdoors & hiking. With 4 comfortable bedrooms, 3 with a queen size bed, and plenty of bunks this property easily sleeps 14 guests. The home is newly renovated with open concept floor plan & game room on the lower walk out. A full sized dining table can seat everyone. Wi-fi included with two smart TVs.

Guest favourite

Cabin in Eagle River

4.98 out of 5 average rating, 45 reviews

Cozy Lakeside Log Cabin on Sunset Lake

Relax with family and friends on peaceful Sunset Lake. Enjoy swimming, fishing, napping, reading or just plain relaxing on the large deck, at the shore or in the screen porch. Ask about our pontoon boat rental. Enjoy autumn colors, biking, snowshoeing, snowmobiling, and ATV trails throughout the area. Full scribed log cabin is freshly remodeled with new appliances and mattresses. Pets are allowed for a $100 fee. Please let us know if you are bringing a pet.

Guest favourite

Cabin in Wisconsin Dells

4.88 out of 5 average rating, 211 reviews

Lake-view 3-bedroom Cabin Home on Lake Delton

Our place is close to ALL Lake Delton, WI Dells Downtown attractions. You’ll love our place because of the views of lake & pine trees, quiet setting, brand-new remolded interior with upscale furnishings, high ceilings, and the cabin coziness. Our Large, cabin accommodates up to 8 people very comfortable at over 1600 sq. ft. Best Resort in Town!!! Family fun atmosphere with two sandy beaches & large swimming pool. Kids love to fish off the piers.