Holiday houses in Caroline

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Top-rated holiday rentals in Caroline

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

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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, 123 reviews

River Road Peaceful Country Cottage

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.

Top Guest favourite
A spacious studio apartment is highlighted by a large, unique chandelier above the bed. Natural light floods the area through multiple windows, illuminating the polished wooden floors and cozy seating arrangement. The open layout includes a kitchenette visible in the background, enhancing the inviting atmosphere.
Loft in Amherst
4.97 out of 5 average rating, 214 reviews

Tiny Town Bakery Flatlet

Ever wanted to see what goes on in a commercial bakery? Imagine waking to the aroma of baking bread and cinnamon rolls? Get a bird's eye view into the kitchen of the Village Hive Bakery Kitchen while staying in the newly renovated "flatlet". Salvaged & repurposed building supplies used to create a unique studio apartment above the bakery retail. Guests can enjoy the retail farmhouse table and comfortable seating space by the Main Street picture window. Cooking/baking classes available.

Top Guest favourite
A fire pit is surrounded by wooden chairs, creating a cozy gathering space outdoors. The cabin is visible in the background, softly illuminated from within, with a deck that features a patio umbrella. Trees provide a natural backdrop, adding to the serene atmosphere.
Cabin in Mountain
4.92 out of 5 average rating, 194 reviews

Sasquatch Shores: Cozy Lakeside Cabin on Star Lake

Resting on Star Lake and tucked into the north woods, this tiny home offers the tranquility you need to completely decompress. The Sasquatch Shores cabin is right on Star Lake, a quiet no wake lake that gives you the peace and quiet you want. Watch the sunset off of the dock or cast a line into the water! The cabin is also situated right on the ATV trail. The main offers a King sized bed and the guest room offers a Queen/Twin Loft bed. There is also sectional couch as a sleeping option!

Top Guest favourite
The exterior view of a two-story home is shown, featuring a second-floor balcony with white railings. Lush green leaves from nearby trees frame the structure, while a clear blue sky provides a bright backdrop.
Loft in Shawano
4.94 out of 5 average rating, 480 reviews

Charming Studio on the Wolf River. Amazing View!

Come relax and unwind and enjoy the water & amazing view. Check in/out with keybox on your own private balcony. Cozy, fresh, clean upstairs two-room studio in the heart of Wisconsin's beautiful natural resources! Kayak the river, hike Hayman Falls . Hang out or fish from the spacious NEW dock! Walk downtown to charming shops, bakery, cafes, and two coffee houses. Green Bay is 40 mins east. Whitewater rafting at Big Smoky Falls. Fast wifi speed. Boat to Shawano Lake or cruise the river.

Top Guest favourite
The exterior of a cozy cabin is framed by lush greenery, with a rustic red façade and a stone chimney. A pathway leads to the entrance, while the serene Grass Lake glimmers in the background, surrounded by trees and natural landscaping.
Cabin in Crivitz
4.97 out of 5 average rating, 274 reviews

Scenic, Serene Lakefront Cabin — Wood Stove

Nestled on the tranquil Grass Lake, your cozy cabin retreat awaits! Whether enjoying yard games, the crackling bonfire, or the snug embrace of the wood stove, this space is thoughtfully crafted for your next family getaway or peaceful solo escape. Bask in the breathtaking lakefront views from the dock, deck, or four-seasons room. Immerse yourself in a space designed to foster connections and spark creativity. We welcome you to join us and create your own beautiful memories at the cabin.

Top Guest favourite
The exterior of a cabin is depicted, featuring large windows framed by wood. Warm light emanates from within, revealing a cozy interior with a lamp and seating. Snow covers the ground, and icicles hang from the roof, creating a serene winter scene.
Cabin in New London
4.98 out of 5 average rating, 133 reviews

Secluded Cabin with Sauna

Place yourself in nature. Put down your phone and pick up a book. Clear your mind, focus on your breath, connect with your inner self. Sleep like you’ve never slept before accompanied only by the sound of owls and wind in the pines. The Belden Farm offers land that is a true retreat. Enjoy the privacy and quiet of our cabin in the woods. Extensive, well-maintained trails for hiking, skiing or Fattire biking lead you through towering hardwoods, cathedral white pines, and golden meadows.

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
4.87 out of 5 average rating, 140 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!

Guest favourite
The 1941 WWII Douglas DC-3 Airliner is positioned among trees, elevated on stilts. Soft lights illuminate the wings and tail. The surroundings feature a natural landscape with ferns and foliage, enhancing the setting. The sky shows a gradient of dusk colors, creating a serene ambiance.
Plane in Deerbrook
4.86 out of 5 average rating, 111 reviews

Stay in a piece of History! 1941 WWII Douglas DC-3

1941 WWII Douglas DC-3 Airliner. Flown by the United States Marines for military transport services between Guam, Midway, and Pearl Harbor. Retrofit for overnight comfort with A/C, heat, bathroom, shower, kitchen with outside deck and grilling area, and campfire pit set amongst the trees alongside a private lake with dock. Sleeps four comfortably. Sit in the fully restored, lit cockpit, and feel what it was like to fly one of the most iconic aircraft ever built!

Top Guest favourite
A hot tub with soft blue and green lighting is seen under warm string lights. The surrounding area features trees and a view of the lake, creating a serene atmosphere. A table is visible nearby, enhancing the outdoor setting.
Cabin in Gresham
4.94 out of 5 average rating, 254 reviews

Adorable Lakefront Cabin with HOT TUB!

Experience Wisconsin summer at Pine & Pier Retreat! Fish from the dock, paddle the peaceful lake, or swim to the floating dock. Unwind in the hot tub and gather around the fire pit for s’mores. This private cabin blends rustic charm with modern comforts—new kitchen, indoor fireplace, and Wi-Fi. Enjoy kayaks, a paddleboard, and pet-friendly stays. With a sandy shoreline and stunning lake views, it’s the perfect getaway to relax and recharge!

Top Guest favourite
Home in Waupaca
4.99 out of 5 average rating, 165 reviews

The Raven | Modern Escape To The Woods

Welcome to The Raven, a modern escape to the woods tucked among towering pines near Hartman Creek State Park. Soak in the private hot tub beneath the stars, gather around the fire pit, hike nearby trails, or unwind with records, movies, and woodland views. Just minutes from the Chain O' Lakes, restaurants, and shops, The Raven combines contemporary comfort with the peace and privacy of the Wisconsin woods.

Top Guest favourite
An inviting interior features wooden walls that highlight natural textures. A comfortable seating area includes a recliner and side table. A spiral staircase leads to the loft. Large windows offer a view of the surrounding woods, and a patterned rug adds color to the warm tones.
Cabin in Athens
5 out of 5 average rating, 112 reviews

Grass Creek Getaway: Private, romantic, cozy cabin

Words that past guests have used to describe their stay at Grass Creek Getaway and why I think they chose these words. PRIVATE: located a 1/4 mile off a country road. AMAZING CRAFTSMANSHIP: interior is tediously handcrafted from top to bottom. TRANQUIL: located in wooded area your amongst nature. If you want to get away from the hustle and bustle of everyday life this is the place for you.

Top Guest favourite
A cozy outdoor gathering space is shown with four Adirondack chairs arranged around a firepit. The firepit is surrounded by smooth stones, with flames casting a warm glow. The remodeled farmhouse is visible in the background, framed by lush greenery and evening light.
Cottage in Wittenberg
5 out of 5 average rating, 40 reviews

Riverfront Trout Retreat | Firepit | Dog Friendly

Riverfront retreat on Wisconsin's Middle Branch Embarrass River, a DNR-stocked trout stream. Enjoy fishing, snowmobiling, wildlife, fall colors, and evenings around the firepit overlooking the water. Recently renovated with modern comforts while surrounded by peaceful woods. Conveniently located near Wittenberg, Tigerton OHV Park, Granite Peak, the Iola Car Show, and Lambeau Field.

Popular amenities for Caroline holiday rentals

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