Holiday houses in Gresham

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Top-rated holiday rentals in Gresham

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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.

Top Guest favourite
The logo for Witt's End Weekend Retreat features a stylized silhouette of a cottage surrounded by tall pine trees and a rising sun. The design incorporates earthy orange and green hues, conveying a sense of tranquility amidst nature, with the text prominently displayed.
Cottage in Mountain
4.98 out of 5 average rating, 203 reviews

Witt's End, a relaxing Northwoods Lakeside Retreat

Our property on Little Gillett Lake is a special place. The cottage is new, but exudes the charm and character of classic Northwoods Americana. The clear, beautiful lake allows access to Big Gillett Lake and a tributary of the Oconto River by paddle. The Nicolet National Forest offers trails while nearby larger lakes provide beaches and access for motor boats. Swim, paddle, fish, snowshoe, ATV, snowmobile, hike, eat, chill... come enjoy some worry free relaxation or step away for an adventure!

Superhost
A rustic A-frame cabin is seen nestled among tall pine trees, with a grassy yard leading to Lower Red Lake. The structure features a steep green roof and multiple windows. A gravel path winds towards the entrance, creating a welcoming approach.
Cottage in Gresham
4.9 out of 5 average rating, 29 reviews

A-frame getaway cottage on Red Lake

Perfect for group get-togethers! You'll dig the retro vibe of our rustic A-frame - right on the water. Great fishing (year-round), kayaking, canoeing, and biking in the great outdoors of beautiful Northeast Wisconsin. You're sure to spy eagles fly overhead, geese, foxes, ducks, and other wildlife. Store, gas station, are just 5 minutes away. Drive 5 minutes to the Red River and go tubing down rapids in summer or the sledding hill in winter! Enjoy simple, quiet time away. No pets please.

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.

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, 168 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!

Guest favourite
A cozy cottage is set amidst lush greenery, featuring a large wooden deck with a ramp for accessibility. Large windows allow natural light to fill the interior. Surrounding trees provide shade and enhance the tranquil atmosphere.
Cabin in Mountain
4.95 out of 5 average rating, 103 reviews

Cozy 2 bedroom cottage on lake!

Enjoy some time away in the north woods! Cozy cottage on Chute Pond to enjoy some swimming and water fun! ATV/snowmobile trails right out driveway. Pontoon available for rent with cabin. (Separate Contract) Cornhole boards, fishing rods, paddle boat, 2- kayaks, 2 adult size bikes. Fire pit is available, NO wood provided. Take a walk down to Slippery Rock! Then walk through the park a little further for some rock jumping! Our family enjoys Chute Pond and everything it has to offer.

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
4.99 out of 5 average rating, 118 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
The cottage is surrounded by vibrant autumn foliage, showcasing shades of orange and yellow. A spacious deck extends from the wood-paneled structure, which features large windows. A welcoming hot tub sits outside, inviting relaxation amidst the natural setting.
Cottage in Mountain
4.99 out of 5 average rating, 112 reviews

Hot Tub in the Forest Cozy Home on Peaceful Lake

Our Cottage atop of Big Gillette Lake(a quaint no gas motor lake) offers a unique Northwoods experience. Nestled on a dead end road in the middle of the 1.5 million acre Nicolet National Forest, enjoy panoramic views of the lake. Soak in the relaxing hot tub King/Queens chair with a birds eye view of the lake! Winter season is upon us! Watch the snow fall from the hot tub! Then enjoy the fireplace inside. We are on a ATV/Snowmobile route. 1 mile away from being on the trail!!

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!

Guest favourite
A spacious living area is highlighted by a comfortable sectional sofa arranged around a wooden coffee table. Soft lighting is provided by tall floor lamps with greenery accents, and framed artwork adorns the gray walls, creating a cozy and inviting atmosphere.
Apartment in Gresham
4.91 out of 5 average rating, 33 reviews

Gresham "Modern" Side

Kick back and relax in this calm, stylish space. Located right on the outskirts of town, this unique spot is a great place to relax after a day of fishing, hunting, hiking, swimming, round of golf, or a long night at North Star Casino! Gresham has many activities to offer and there is no better place to stay then our "Modern" duplex with a homey environment. No space is shared between the sides besides the outside parking, so make your self at home, kick back and relax!

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.

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, 234 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!

Popular amenities for Gresham holiday rentals

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