Holiday rentals in Monona

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Top-rated holiday rentals in Monona

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

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Top guest favourite
A park model home is positioned on a stone terrace, surrounded by lush greenery. Large windows offer expansive views of the surrounding landscape. A wooden deck with seating is visible, extending the living space outdoors, with a tranquil atmosphere conveyed by the scenic backdrop.
Cabin in De Soto
4.96 out of 5 average rating, 134 reviews

Paradise Point sleeps 2 Hot Tub

1 bedroom 1 bath with loft. Cozy home where you can see Paradise. This memorable place is anything but ordinary. Views for miles of the Mississippi River, bluff tops and you can soar with the Eagles. What a place to relax in the newly added hot tub while you enjoy the view in what is call "God's Country". This is promised to be a one of a kind view. The Deck with comfortable outdoor seating Located in the heart of WIsconsin's Driftless Region. New workout center for all our guest to use.

Guest favourite
A quaint blue house is shown from the side, surrounded by lush green grass. A wooden fence partially outlines the property, with a few flowering plants positioned along the edge. Clear skies and sunlight illuminate the exterior, highlighting its welcoming presence.
Home in Prairie du Chien
4.98 out of 5 average rating, 161 reviews

Ohio Street Retreat- hot tub, massage chair, pool

After a fun day in The Driftless Area, come relax and unwind in Prairie du Chien. Beautifully decorated 2 bedroom home with a spacious kitchen, large island, dishwasher, washer/dryer & 5' walk in shower. We supply all cooking/baking items/utensils. High-speed internet with smart TVs in both bedrooms and living room. Outdoor pool (seasonal), hot tub and massage chair. We love dogs too, so we provide a dog run (there is a pet fee). For our fishermen- there is off street parking for your boats.

Top guest favourite
A rustic barn exterior is displayed, featuring weathered red wood and a metal roof. A covered porch with white rocking chairs invites relaxation, while lush green grass surrounds the structure. Tall trees provide a natural backdrop against a blue sky dotted with clouds.
Farm stay in Postville
5 out of 5 average rating, 104 reviews

Tranquility & Vistas on the Farm in the Guest Barn

When you arrive at our 16 acre farmstead and enter the Guest Barn, you'll notice the construction materials which were salvaged from a nearby barn and corncrib. The timbers from these buildings were torn down, moved to our farm and rebuilt into a smaller “new” barn. It truly represents a real farm experience you can feel. While here, you'll slow down and enjoy the tranquility. Walk around the farm, make friends with a cow, watch barn kitties play, while gazing across the vast farm vistas.

Top guest favourite
Home in Lynxville
4.86 out of 5 average rating, 268 reviews

Highland Hideaway

A cozy, secluded two bedroom cabin located in the driftless region with incredible views of the Mighty Mississippi!!! If you’re looking for peace & quiet, beautiful sunsets, watching wildlife or barges cruise this is your place. Only 20 minutes from Wyalusing or pikes peak state park, The Effigy Mounds (Indian Burial Grounds)and Historic Villa Louis. This beautiful cabin centers you 30 miles from amazing hiking, fishing, hunting and nature for a weekend of disconnecting from busy life.

Top guest favourite
A tranquil pond reflects a vibrant sky filled with fluffy clouds, bordered by lush greenery. A small, light-colored building is nestled at the water's edge, enhancing the serene setting.
Tiny home in Monona
4.94 out of 5 average rating, 206 reviews

Creekside-water and nature lovers paradise

Is this Heaven? Maybe. Are you looking for a fun getaway for yourself, family, or friends? Well, look no further. Our place is ready for you to make lifelong memories. Create and tell stories while sitting under the stars next to the crackling campfire. Do your morning yoga by the babbling stream. Hike the trails. Soak up the sun on the sandy beach while listening to the waterfall. Laugh and splash your kiddos in our pond. Beach chairs, sand toys, floaties, kayaks, and more.

Top guest favourite
The house is situated on a gently sloping hill, surrounded by colorful flower gardens and lush greenery. A bright blue sky adds to the peaceful setting, while a wide deck is visible, offering access to outdoor relaxation.
Home in Waterville
4.99 out of 5 average rating, 157 reviews

Chimney Rock Retreat

Beautiful, Peaceful Setting to get away and unwind. Quiet and Private for a Couples Retreat, Weekend Getaway, or Family Gathering. The House is nestled among the trees, up on a lovely hill. Scenic views and walking trails through the woods. Relaxing and Private. Campfire Pit for fun outdoors on chilly evenings. Nightly Price Listed for 1-6 Guests; Groups of 7 or 8 will have additional fees. Only Registered Guests are allowed on the Property during your stay

Top guest favourite
A two-unit cabin structure is visible, featuring a covered porch with wooden railings. Each unit is adorned with two windows and a front door. Lush greenery surrounds the building, and a gravel path leads to the entrance, ensuring easy access from the yard.
Cabin in Fayette
4.92 out of 5 average rating, 102 reviews

Cushion Cabins East

Very private, secluded and relaxing spot within 30 yards of walking or biking trail. Enjoy wildlife, plenty of deer and eagles to watch off the large open front porch. Fire pits for each cabin with firewood provided. Grill provided in front yard. Two private bedrooms with a queen bed in each. Kitchen included microwave, 2-burner stove and full size refrigerator. Coffee make and toaster also provided. River for canoeing and kayaking within walking distance.

Superhost
A fire pit surrounded by green adirondack chairs is positioned on a gravel area, with a view of the Mississippi River in the background. Large trees provide shaded spots, and additional seating is visible near the water.
Tiny home in McGregor
4.8 out of 5 average rating, 129 reviews

The Cottage

A Quaint Cottage on the Mississippi River one mile north of Marquette, IA. One bedroom with additional sofa sleeper in the common area. Public boat landing, Casino and Winery all within one mile. Gas grill and fire pit on site. Effigy Mounds and Pikes Peak within 3 miles. Prairie du Chien just across the bridge. Great eating and shopping in nearby McGregor! Fun family getaway or great area for fishermen! Seasonal cottage books May thru Mid October.

Top guest favourite
The exterior of the 1884 Red Brick Cottage is shown, featuring a classic brick facade and a welcoming front porch with a screened area. Lush green lawns surround the property, with a driveway leading to the house. Scenic hills are visible in the background.
Home in Marquette
4.96 out of 5 average rating, 201 reviews

1884 Red Brick Cottage

Step back in time to a quiet small town in Iowa, nestled within the hills of the driftless area. Time seems to stand still while you're here. The 1884 Red Brick Cottage offers 3+ Bedrooms in a peaceful neighborhood, close to riverfront activities, casino and downtown Marquette. Spacious backyard and sideyard, house is fully furnished and includes a firepit and gas grill for evening outdoor activities.

Top guest favourite
A contemporary cabin is set on a lush green lawn, featuring a spacious front porch with a wooden railing. Large windows allow natural light to flood the interior, while trees and open space create a peaceful country setting.
Cabin in Harpers Ferry
4.97 out of 5 average rating, 329 reviews

Yellow River Getaway

2 Bedroom cabin with Queen Beds and Queen Sofa sleeper with comfortable mattress if you want to pitch a tent in the yard feel free. Large open living area. with firepit. 170 acres of private property with cell phone service. Nestled in the country on a dead end road. One mile from trout fishing, hunting, hiking, horseback riding and 8500 acres of Yellow River State Forest.

Top guest favourite
The kitchen features modern appliances and a spacious island with seating for several guests. Light wood cabinetry complements the kitchen's decor. A dining area with a wooden table and chairs is visible in the background, illuminated by natural light from nearby windows.
Home in Monona
4.98 out of 5 average rating, 128 reviews

Driftless Manor Getaway

The Driftless Manor Getaway is a perfect location for you and your friends or family to stay! The Driftless area has many activites such as antiquing, biking, boating, fishing, gambling, hiking, hunting, shopping, and winery/brewery hopping! Come explore the area to see what adventures you can find while staying in a roomy, relaxing space!

Top guest favourite
A charming bungalow with a black and white exterior stands peacefully on a tree-lined street. The inviting front porch, complemented by large windows, faces a well-maintained lawn. Nearby trees provide shade, while a sidewalk leads to the entrance, creating a welcoming approach.
Bungalow in Prairie du Chien
4.95 out of 5 average rating, 137 reviews

Prairie Street Bungalow steps from Blackhawk Ave

Experience the century old charm of our refinished bungalow and soak in all the outdoor opportunities of the Driftless Region. The Prairie Street Bungalow is located steps from the mighty Mississippi and just two blocks from the historic Blackhawk Avenue.

Popular amenities for Monona holiday rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Clayton County
  5. Monona