
Holiday houses in Lake Monona
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Top-rated holiday rentals in Lake Monona
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YurtSimple
YurtSimple is where life slows down and people unplug. It’s forest bathing in nature. It’s getting away from it all to spend time with a partner, by oneself, and sometimes with pets. You’ll be driving past YurtCation (about 300 feet past YurtCation) to get to YurtSimple. YurtCation is 20’ in diameter and YurtSimple is 16’ in diameter. Wood and charcoal are provided. You may cook on the indoor wood stove top, or visit any number of great restaurants 2 miles away. You can even order pizza delivery
LocationFamilySleep quality

Wonderful 3 bed home close to downtown & the lake
Fully renovated home in the heart of Madison! Located on a quiet street near Lake Monona, parks, & just one block from the Lake Monona bike trail. Home features a beautifully updated kitchen & bath along w/2 spacious living areas. Enjoy the screened porch overlooking a fully fenced yard with mature trees, perfect for outdoor relaxation. Amenities include a gas grill, off-street parking, laundry facilities, high-speed internet&cable TV. With hosts nearby, assistance is always available if needed.
LocationFamilyPool

LakeWaubesa+HotTub+Dock+GameRoom+SmartTV+EVCharger
- Quiet Lake Waubesa Waterfront - Large private dock for water activities and fishing - Hot Tub - 4 King bed suites & twin bunk room w/smart TVs in each. - 1 min drive to grocery, coffee, & restaurants - 5 min walk to parks or bike path - 15 min drive to downtown Madison & 20min to the airport You'll find "The Kohl Center, UW-Madison, Camp Randall Stadium, State Street, The Capitol, & The Alliant Energy Center" within 8 miles whole family to this great place with lots of room for fun.
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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).
ValueLocationTV

Peaceful, artistic home in the heart of downtown
This inviting, historic home is situated in the most walkable, friendly neighborhood in the city. Just around the corner is a local co-op, loads of quality restaurants, cafes, coffee shops, a park, and easily accessible public transportation. The Capitol and State Street are only about a mile away, making this an ideal location for people in town for business or pleasure. Bright, peaceful, cozy, and outfitted with every convenience in mind, this property will make any guest feel at home.
ValueFamilyLong stay

Private apartment -2 Beds, Kitchen Office, Sunroom
COVID CLEANED Private Garden Apartment. Feel at home in your private lower level living space. Our home is surrounded by beautiful landscaped gardens and patios. We are located near the lake, on the lake bike loop, in the heart of Madison. Relax outside, enjoy dinner on the patio or have a bonfire. Venture out on a bike ride to the farmer's market on the Capital Square, or visit Monona Terrace, State Street, Olbrich Gardens or the Alliant Energy Center; just a short distance away.
FamilyValueHospitality

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!
FamilyValueNearby

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.
ValueFamilyBiking

Quiet country retreat
Peaceful solitude or exciting sightseeing? You’ll have the best of both worlds at this quiet country home located just outside Madison on 10 magnificent acres. After, enjoying your morning coffee, take a stroll on the grounds and enjoy the sweeping views of the pastoral landscape. Then head into Wisconsin’s state capital (23 minutes by car) for an exciting day of sightseeing. Or visit the quaint town of Cambridge (8 minutes by car) to explore its unique pottery and antique shops.
LocationFamilyBathroom

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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The Dylin Hotel | Studio
● Size: 372 SQFT ● Guests: 2 Guests ● Bed: 1 Queen Bed Experience a thoughtfully designed fully furnished Studio Apartment featuring a fully equipped kitchen, in-unit laundry, Wi-Fi, smart TV and a cozy sleeping area. The Dylin is a modern aparthotel in Madison’s Cap East neighborhood, offering apartment-style comfort with hotel consistency. Perfect for travelers who want more room to relax and live like a local —ideal for short or extended stays.
ValueLocationHospitality

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 holiday rentals
Other great holiday rentals in Lake Monona

LakeSide Living, Sunsets, & More
ValueFamilyTV

Waterfront Condo Excellent Views/Parking/Pier/Wifi
LocationFamilyTV

Welcome Home-Convenient to Everything Madison!
LocationValueHospitality

Historic guesthouse near UW
FamilyLocationDecor

Middleton springs
ValueFamilyGetting around

The Orchard House
ValueFamilyBathroom

Lake Loop Garden Flat
LocationKitchenGetting around

Brittingham Cottage - Steps to the Beach -1.5 Bath
LocationFamilyParks
Destinations to explore
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- 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
- 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
- Madison Childrens Museum
- Cave Of The Mounds Lowest Point
- Kettle Moraine State Forest Lapham Peak Unit
- Parfrey's Glen State Natural Area
- Blue Mound State Park
- Tommy Bartlett Exploratory
- Ho-Chunk Gaming Wisconsin Dells
- Cascade Mountain





