Holiday houses in Gresham

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Top-rated holiday rentals in Gresham

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, 119 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.

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Top Guest favourite

A split log cabin features a green metal roof and stone accents, surrounded by lush trees. A gravel driveway leads up to the entrance, while a porch can be seen at the front. The peaceful setting emphasizes the natural surroundings.

Cabin in Gresham

4.94 out of 5 average rating, 50 reviews

Lakeside log cabin with sandy beach

A peaceful lakeside retreat in the north woods of Shawano County. This family friendly split log cabin sits on 2 clear no wake/no gas motor lakes! Soak up sun on the lake, go swimming, kayaking, or try out the SUP with provided amenities, swim to the floating raft, go fishing or relax on the dock! Finish your evening relaxing by the campfire with some smores before drifting off in your CertiPUR-US Memory foam mattress. Nearby golf, casinos and beautiful Shawano! Follow us on IG @puravidacabinwi

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Guest favourite

A wooden dock extends over calm waters, featuring a rustic bench at the end for seating. The surrounding landscape showcases trees in the distance, with a cloudy sky overhead that reflects softly on the lake's surface.

Home in Gresham

4.95 out of 5 average rating, 19 reviews

Charming Lakefront Retreat on Upper Red Lake

Welcome to your serene getaway at our freshly remodeled lake house. This inviting full house features 3 bedrooms and 2 bathrooms, providing a comfortable and stylish stay for families, friends, or a romantic retreat. Inside: - 3 cozy bedrooms, each designed for relaxation and comfort - Two well-appointed bathrooms with contemporary fixtures - A bright, open-plan living area with scenic lake views - Recently updated fully equipped kitchen with new appliances and additional full beverage fridge

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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, 284 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.

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Guest favourite

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

4.84 out of 5 average rating, 186 reviews

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

*Update - New Bed Mattresses added January 2025! 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 what Northern Wisconsin is best known for. Our detached Rec house gives you extra room to roam, projector TV, pool table, and corner bar to entertain after a long weekend of hunting and fishing, or cruising our ATV/UTV and snow trails. Private Dock, Canoe & Kayaks.

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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

4.93 out of 5 average rating, 187 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!

LocationFamilyBackyard

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, 270 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.

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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, 128 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.

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Superhost

A red, single-story home is depicted with a black roof and garage door. A large window is visible on the front, providing views of the nearby lake. The driveway is paved, leading to a spacious outdoor area with green grass and trees in the background.

Home in Gresham

4.87 out of 5 average rating, 15 reviews

Sunrise Place

Welcome to our relaxing and cozy home with a stunning water view! This spacious Airbnb home is perfect for up to 6 guests, offering 3 comfortable bedrooms and 2 full bathrooms. The driveway and back yard and dock are shared with the Sunset Studio on the right side of duplex. The back decks have a privacy wall between them. One of the highlights of our home is the fully equipped kitchen! Unwind in our inviting living room, complete with plush seating and a flat-screen TV.

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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, 132 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!

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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

4.92 out of 5 average rating, 38 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!

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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, 107 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!

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