
Family-friendly holiday rentals in Lake Monona
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Top-rated family-friendly rentals in Lake Monona
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Lake Monona Waterfront+HOT TUB+Game Room+EVCharger
🔹Lake Monona waterfront - easy access for fishing & boating 🔸Game room w/ pool table, PacMan, Centipede, 65” smart TV, board games, & bar 🔹King bed suite w/ 50" smartTV & walkout sliding door to the HOT TUB 🔸1 min drive to wine tasting, coffee, & restaurants 🔹2 min walk to Monona ice skating 🔸10min drive to downtown Madison & 15min to the airport 🔴You'll find "The Kohl Center, UW-Madison, Camp Randall Stadium, State Street, The Capitol, & The Alliant Energy Center" within 5 miles
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Entire Lower Level, Countryside Garden Suite
Welcome to our home! We have upgraded our Garden (lower) Level to host travelers much like ourselves and long-term guests. The view of our backyard is incredible! You will find yourself lost in the country, yet less than ten minutes from all the excitement that Madison has to offer. Along with a private drive and entrance, you will have 1,000 square feet of comfort all to yourselves. This property is perfect for a quiet getaway we all need from time to time. All designed with you in mind.
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Lakeview Loft - Downtown Madison
Stay in the heart of Madison, enjoying exclusive access to our 3rd floor suite with lake views. Located on a quiet street along the Lake Loop bike path/Lake Monona, and close to Willy Street (0.3 mi), the Sylvee (1.1 mi), the Capitol (1.7 mi), Monona Terrace (1.6 mi), and Camp Randall (3.3 mi). Self check-in with keypad and ample parking. Wifi is over 500 Mbps download/upload speeds. #ZTRHP1-2022-00022 Note: Loft is accessed by 3 flights of stairs! Space has coffee bar only (no kitchen).
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Madison Lakefront Oasis in the Heart of Madison
Enjoy all that Madison has to offer from this beautiful lakefront property. BRING YOUR BOAT, our private dock on Yahara River has 3 slips with access to both Lake Monona & Lake Waubesa. Central location offers multiple restaurants, shops & public boat launch all within walking distance. Breath-taking sunsets over the lake. Quick 5-10 minute commute to downtown Madison, UW-Campus, Hospitals, Alliant Energy & Sylvee, State Street, hundreds of other Madison attractions east or west side!
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MCM Ranch by Lake & DT Madison
Immerse yourself in the best of mid-century living in this true-to-era retro ranch. Located across the street from picturesque Lake Monona, this is the perfect spot to come home to after exploring the Madison area. Enjoy coffee and board games in the expansive nature-themed living room; rest in any of the three comfy bedrooms; lounge on the front porch or backyard or whip up a meal in the 1950s kitchen. This is more than just an Airbnb; this is an experience you won't forget!
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Downtown Lake Monona Haven | SUPs, Hot Tub & Sauna
Stay in your private 3BR, 2BA section of our lakefront home. Paddle from the dock, relax in the hot tub or sauna and enjoy mornings on the balcony with coffee. You’re moments from Willy Street restaurants and right on the bike path. Inside, find a full kitchen, comfy living spaces. Two parking spots included. Spend days on the water or exploring the city and evenings grilling or roasting marshmallows by the fire. Paddleboards included. Pontoon rental available in warmer months.
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Comfortable Madison Area Retreat In The Trees
Tri-level duplex centrally located in Fitchburg. Nestled in a quiet residential neighborhood backing up to a small patch of woods for privacy. Feel away from it all with the sights and sounds of nature yet close to all the modern conveniences. Enjoy separated living spaces, a fully equipped kitchen (per WI health code, edible cooking supplies are not allowed–we do provide untamperable salt and pepper), 3 bedrooms, 2 full bathrooms, fully stocked laundry room and attached garage!
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It's called the Annex-right next door to us!
The house is located in a quiet and friendly neighborhood. Community parks and city pool within 2 blocks of of the home. Close to all schools, library, parks and bike paths. Very safe and enjoyable neighborhood. Many good restaurants in the area and lots of things to do in the area Two bedrooms are upstairs with its' own bathroom. House is air conditioned and has a full and complete kitchen. The washer/dryer are located in the basement and guest have full access to it
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Lakeview Cabin> Unique Mid-Century Tucked in Bluff
Nestled in the bluffs of Caledonia, this cabin offers a true Wisconsin experience! Floor to ceiling windows boast amazing water views of Lake Wisconsin, all while you reside in the charm of the mid-century architecture of this cabin. Minutes from the bluffs of Devil's Lake which offer some of Wisconsin's best hiking, biking, walking trails, and swimming! Plus, a short drive from Baraboo or Wisconsin Dells, where you can check out shops, restaurants and local attractions!
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Centrally located 4 Bedroom beautiful home
Renovated 4 bedroom/2 bath home with spacious open floorplan. Home is close to downtown Madison and centrally located. Lake Monona access, & on Madison's #1 bike trail, Lake Monona Loop within walking distance. Large backyard with gas grill, 3 season porch, off-street parking, laundry facilities, high speed internet & TV. The newly renovated kitchen is great for preparing meals. This is the ideal location to explore all that this amazing region has to offer.
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Comfy 3 bedroom Cottage
It would be our pleasure to host you during your next adventure to Madison! You will have access to the entire house containing 3 bedrooms & 1 bathroom. Quick access to everything Madison! UW, Alliant Energy Center (Cross-fit Games), Monona Terrace (Ironman), Epic and Dane County Regional Airport. Drive times: Beach - 3 min Olbrich Gardens - 7 min Alliant center - 10 min Capitol/Downtown - 13 min Camp Randall Stadium - 15 min Airport - 15 min
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Nothing Else Like It!
There is absolutely nothing else like it available, and you’ll agree as soon as you step foot inside! This beautifully designed home makes your stay comfortable with it's high end furnishings, bedding, towels, mattresses and dishes. Kick back and relax in this calm, stylish space. Fully fenced backyard great for dogs, entertaining and room for kids to play. Private work space available too! All bedrooms have room darkening shades!
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Popular amenities for Lake Monona family-friendly rentals
Family-friendly home rentals with a hot tub

Rustic Barn Loft at Oak Springs Farm
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Private guest suite on beautiful Lake Mendota
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Secluded WI River Getaway w/ Hot Tub near Golfing
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Sauna | Hot Tub | EV+ | Luxury | Cozy | Private
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Secluded Patio! Game Room! Fire Pit! Hot Tub!
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FirePit/Grill/Arcade Your Fall Escape Starts Here
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Quietwater Cottage-Peaceful, On Water, Sandbars!
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Lake House Summer Getaway
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Family- and pet-friendly home rentals

The Dairy at the Wegmueller Farm
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Fun Lake Kosh Private Pier, Decks, Fire Pit, Grill
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Cozy Lakefront Cottage With The Best View
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The Wilson Unit F | Handcrafted Downtown Retreat
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Mendota Lake View Flat
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Vast Lake Koshkonong Views from Pier, Deck, & Home
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Cozy Magnolia Style 2-Bedroom Home with Loft
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Prime Time - 3 Bedroom with Fireplace! Sleeps 12
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Family-friendly home rentals with a pool

HD Jameson House at River’s Edge
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*Family Retreat* *Indoor Pool* *Arcade*
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Spring Green River Pines
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Downtown Spring Green Oasis | Steps to Park & Golf
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Best Pool View 2 BR 2 BA Abbey Villa D
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Private Resort Cabin | Pool • Hot Tub • Sauna
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Private Pool - Hot Tub - Sauna - Game Room - Pets
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Private Pool - Hot Tub - Game Room - 20 min DT
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Destinations to explore
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- Family-friendly rentals United States
- Devil's Lake State Park
- House on the Rock
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Mirror Lake State Park
- Glacier Canyon Lodge
- Wollersheim Winery & Distillery
- University of Wisconsin
- Cascade Mountain
- Governor Dodge State Park
- Henry Vilas Zoo
- Camp Randall Stadium
- American Players Theatre
- Chazen Museum of Art
- Tyrol Basin
- Overture Center For The Arts
- Dane County Farmers' Market
- Monona Terrace Community And Convention Center
- Madison Childrens Museum
- Ho-Chunk Gaming Wisconsin Dells
- Cave Of The Mounds Lowest Point
- Kettle Moraine State Forest Lapham Peak Unit
- Blue Mound State Park





