Holiday rentals in Caroline

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Top-rated holiday rentals in Caroline

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Top guest favourite
A functional kitchen area features an island with seating for four. Light wood cabinetry contrasts with the dark countertop. A stone accent wall enhances the space, and modern appliances are visible, creating a welcoming environment for meal preparation.
Cottage in Wittenberg
4.94 out of 5 average rating, 113 reviews

River Road Peaceful Country Cottage (near trails)

Our Cottage is secluded in the country near a river, with no other houses nearby, just Wildlife and peace and quiet. A Front porch for relaxing and a newer deck on the back for cooking out or watching the wildlife. The inside has just been completely updated, with a few original antique touches. Upstairs there are 3 bedrooms and a half bath, downstairs a master bedroom with bathroom, open concept living room kitchen area. And Main level laundry area. Ready for a long vacation or a quick getaway.

Guest favourite
A spacious living area is highlighted by exposed wooden beams and rich natural wood paneling. A large sectional sofa with neutral tones surrounds a coffee table, while wall art and decorations reflect local charm. Sunlight streams through the windows, illuminating a quaint dining area nearby.
Cabin in Little Suamico
4.97 out of 5 average rating, 136 reviews

Lakefront Log Cabin – Cozy Wood Burning Fireplace

Welcome to Huntsville! 🌲🏡 Escape to this rustic lakefront log cabin, where adventure meets relaxation! Paddle the day away in our kayaks, fish from the private pier, or just soak in the serene waterfront views. Whether you're sipping coffee at sunrise or stargazing by the fire, this cozy retreat is the perfect getaway! 🌊 Just a short stroll to Geano's Boat Launch and only 22 minutes from Lambeau Field—perfect for outdoor lovers and football fans alike! 🏈🚤 Follow @stayathuntsville on IG

Superhost
A gravel driveway leads to a charming grey house surrounded by greenery. Mature trees provide shade, while a well-kept lawn offers a spacious area. A detached garage is visible to the right, contributing to the property’s rural charm.
Home in Shawano
4.89 out of 5 average rating, 281 reviews

Shawano WI Wolf River home with lake access

This 3 bedroom 1.5 bath home below the upper Balsam dam close to County A bridge, with stairs to dock on Wolf River so you have boat access to Shawano Lake, takes about 20 min to lake with 35 HP pontoon you can rent from American Marine. I'll send youtube link upon request. House is 3 miles south of Menominee casino and 3 miles north of downtown. Snowmo trails nearby, great place to stay for Packer games bring your family or plan a get away with your friends. WiFi and YouTube TV available.

Guest favourite
Home in Shawano
4.95 out of 5 average rating, 22 reviews

Welcome to Greenwood Cottage!

Take it easy at this unique and tranquil getaway! Located on the north side of Shawano Lake, Greenwood Cottage is conveniently located near many great restaurants and bars, golf courses, casinos, Shawano County Park. This newly modeled 2-bed/1-bath home comes with all the necessities to make your stay exceptional. Plenty of outdoor space to grill, play games, have a bonfire, and relax on the deck. Greenwood Cottage is an affordable stay for Packer games - just 40 minutes to Lambeau Field.

Top guest favourite
A private fishing dock extends into the calm water, framed by tall trees and vibrant flower arrangements. Sunlight filters through the leaves, casting gentle shadows on the grassy shoreline adjacent to the lake.
Flat in Waupaca
4.98 out of 5 average rating, 194 reviews

Columbia Lake Sunset View

Beautiful apartment on Columbia Lake on the Chain 'O Lakes. Private deck and fishing dock. Perfect location for kayaking, fishing, or any other water recreational activity. Walking distance to two restaurants, two marinas and ice cream shop. Close to Hartman Creek State Park to access trails. Please be aware that a close venue has bands/music that can easily be heard when outside and the music may be heard when indoors. Three night minimum Memorial Day weekend - Labor Day weekend.

Guest favourite
A cozy bedroom features a metal framed bed with fresh linens and a decorative throw. Light-colored walls contrast with a wood accent wall. Two large windows provide natural light, with sheer white curtains framing the view. A bedside lamp and a small side table complete the space.
Guest suite in Waupaca
4.92 out of 5 average rating, 266 reviews

Adventure Outpost for 8 near Chain O Lakes

We’re located just outside of town with easy access to all that the beautiful Waupaca area has to offer. Only 10 minutes from the Chain! The property is surrounded by Maple and Oak mature forest yet has an open meadow perfect for picnics and star gazing. It is beautiful here; you can rest and recharge close to nature. Adventure Outpost is totally updated and designed for your comfort and convenience. The space is cozy, light and refreshing and big enough for the whole family!

Top guest favourite
A wooden dock extends into a serene lake, framed by tall grasses on either side. The sun shines brightly overhead, casting reflections on the water's surface. Lush trees line the opposite shore, contributing to the peaceful atmosphere.
Cabin in Iola
4.86 out of 5 average rating, 121 reviews

Charming cabin on a lake with 2 bedrooms, one bath

Escape to central Wisconsin in your own private cabin! One bedroom with a full bed and single bed. Second bedroom with a queen bed. Full kitchen. Full use of water toys and kayaks. Toddler toys to entertain the kids. You can also fit 3 to 4 campers on site with plenty of parking. Air conditioning. Central heat and electric fireplace. Refrigerator, microwave, electric stove, coffee pot. Private dock with public boat landing. There is not a beach. Wifi. Now open year round!

Top guest favourite
The exterior of a historic schoolhouse is displayed, featuring a white facade with a green metal roof. A charming open-air porch is visible, along with several windows framed in dark. The surrounding grounds include a grassy area, providing a peaceful rural setting.
Home in Scandinavia
4.95 out of 5 average rating, 175 reviews

Peterson Mill Schoolhouse

The Peterson Mill Schoolhouse is a rural and historic one classroom school converted into a guest house. Located next to a trout stream and operating dairy farm, you can sit on the open-air porch, relax by the creek, or take a walk on the country roads. The Schoolhouse is open year-around, welcoming all who enjoy fishing, biking, hunting, and other outdoor activities. Enjoy your time in the peaceful surroundings or drive 15 minutes to the beautiful Waupaca Chain-O-Lakes.

Guest favourite
Home in Stevens Point
4.8 out of 5 average rating, 108 reviews

Lake Cottage-Hike, Mt Bike, frisby golf 1 mi. away

Leave city living for a countryside escape to this remodeled 3-bedroom, 1-bathroom Stevens Point duplex! Featuring a dock on Adams Lake, with beautiful serene surroundings and just 1-mile to Standing Rocks County Park for downhill & XC skiing, mountain biking, hiking and more. The neighboring towns of Amherst, Stevens Point and Waupaca offer charming parks, great eats, and activities sure to please; don't forget to dine or take a boat ride at Clearwater Harbor!

Top guest favourite
A tranquil cabin is set against a night sky, featuring a distinctive green metal roof. The structure's wooden architecture is highlighted by soft interior lighting, while surrounding trees and vegetation provide a natural frame to the serene outdoor setting.
Cabin in Birnamwood
4.95 out of 5 average rating, 43 reviews

Spring hideaway with nature all around

Your ideal escape awaits at this charming cabin set along a quiet country road. Explore nearby Ice Age trails, lakes, and winding streams, or hop on the ATV and snowmobile routes just minutes from the door. After a day out, return to cozy up by the wood stove, gather around the firepit, or relax on one of the three peaceful porches. Whether you’re craving adventure or looking to unwind, this retreat is made for comfort, connection, and unforgettable memories.

Top guest favourite
The modern exterior of the home is framed by tall pine trees, with a carport extending to one side. Clean lines and dark siding give the structure a contemporary look. A gravel driveway leads up to the entrance, inviting guests into a serene wooded setting.
Home in Waupaca
4.99 out of 5 average rating, 134 reviews

The Raven

Nestled in a quiet, wooded neighborhood, The Raven boasts all the comforts and conveniences of home while offering the peace that only comes when you get away from it all. We're just ten minutes from charming restaurants, local shops, the chain of lakes, and only five minutes from Hartman Creek State Park and the Ice Age National Scenic Trail. Whether to relax, to recharge, or to explore, welcome to your modern escape to the woods. Welcome to The Raven.

Superhost
Guest suite in Gresham
4.8 out of 5 average rating, 71 reviews

Sunset Studio on Red Lake

Kick back in this calm, stylish space. Excellent WIFI! Brand-new interior designed for your comfort and relaxation! Get away from the stress and fish for bass, bluegill, sunfish from the pier or sit on the bench and gaze out at the peaceful water. Drive 5 minutes to the faster water of the Red River to float or kayak. Grill out on the deck; enjoy dinner alfresco. Village of Gresham is a 5-minute drive to pick up a few items or grab a bite to eat.

Popular amenities for Caroline holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Shawano County
  5. Caroline