Holiday rentals in Gresham

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Top-rated holiday rentals in Gresham

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Top guest favourite
A covered porch features two green chairs placed on a wooden deck, surrounded by a natural wooded setting. Lush trees form a backdrop, creating a serene atmosphere. The porch offers a view of the grassy area beyond the railing.
Cabin in Crivitz
4.93 out of 5 average rating, 167 reviews

Northwood's Crivitz Cabin.

2 bedrm family friendly cabin on a dead end rd with a covered porch off the kitchen - a great spot for morning coffee. Pack n Play with Bassinet feature, outlet plugs, drawer locks etc. Fully equip Kit. Towels, bed linens, Toiletries, Marshmallow sticks, pudgy pie, games, 60+ movies, campfire chairs, bug spray, sunscreen. We enjoy the cabin as a retreat from our normal busy life & technolog, to disconnect & reconnect with loved ones. State forest trail off back yard. There is air conditioning.

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
4.93 out of 5 average rating, 105 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.

Superhost
A charming exterior view of the lake house surrounded by lush greenery. A stone pathway leads to the front door, framed by vibrant garden beds featuring various plants. The house features a mix of wood and painted walls, set against a backdrop of trees.
Home in Gresham
4.83 out of 5 average rating, 163 reviews

Modern Lake House w/ Rec Room Garage & Hot Tub!

This extraordinary four bedroom private lake house is the perfect destination for those seeking a way to relax, have fun, enjoy unbelievable forest lakefront views, and experience some of the things our area is known best for. Our detached Rec house gives you a private theater, a pool table, and a corner bar to entertain after a long weekend of hunting and fishing, or cruising our ATV/UTV and snowmobile trails, all within a mile or two. Fully furnished, inside and out. Private dock & Canoe.

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
4.97 out of 5 average rating, 187 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!

Top guest favourite
A rustic cabin is illuminated under a starry night sky, with a hammock gracefully hanging between two tree stumps in the foreground. Warm lighting highlights the cabin's inviting entrance and wooden deck, surrounded by lush greenery.
Cabin in Mountain
4.97 out of 5 average rating, 175 reviews

Sasquatch Hideaway A-Frame |Sauna| Lake-ATV Access

Tucked away in the woods, and steps away from the national forest, this tiny home offers the tranquility you need to completely decompress. The Sasquatch hideaway offers you direct access to the ATV trail, a 600ft walk to the crystal clear waters of Paya lake. New for 2025 is a Wood fired barrel sauna for to decompress. The main offers a queen sized bed and the guest room offers a Full/Twin Loft bed, as well as a twin Murphy bed. There is also a massive sectional couch as a sleeping option.

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, 275 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
The image displays a serene private pond surrounded by lush greenery. Several docks are visible near the water, with a rowboat anchored and grass gently sloping toward the pond's edge, offering a peaceful natural setting.
Flat in Birnamwood
4.89 out of 5 average rating, 425 reviews

Secluded apartment at Summerwynd farmette

My place is quiet, serene and private, and secluded. Hear the rooster crow or collect your own eggs for your breakfast. Head down to the private pond to try your luck at fishing (no license required) or paddle boarding. If you need to warm up, use the sauna or the outdoor hot tub year round. It is an easy drive to the interstate. My place is good for couples, solo adventurers, and furry friends (pets). ski Granite Peak. Hike the Ice Age Trail. Close to Q&Z Expo and Pike Lake Wedding Barn

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
4.96 out of 5 average rating, 173 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
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, 474 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 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, 102 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
4.86 out of 5 average rating, 115 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 charming dining area features a large round table surrounded by wooden chairs, set against a backdrop of eclectic mirrors and wall decor. Natural light streams through the windows, illuminating the rustic elements and adjoining open kitchen area.
Home in Green Bay
4.93 out of 5 average rating, 102 reviews

Charming 1870s Downtown Loft

Like your favorite cup of coffee, this sunlit haven energizes and comforts. Just steps from downtown's vibrant pulse, this thoughtfully restored 1870s duplex is crafted for connection, creativity, and relaxation. Work under high ceilings bathed in natural light, or gather with friends in the spacious, open kitchen and dining area. Modern amenities ensure a home-like experience in a space that seamlessly combines the warmth of history with the ease of modern living.

Popular amenities for Gresham holiday rentals

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