Family-friendly holiday rentals in Lake Monona

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Top-rated family-friendly rentals in Lake Monona

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Guest favourite

Home in Madison

4.85 out of 5 average rating, 200 reviews

House on water! Near UW, Capital & Alliant Center

Enjoy a drink while sitting in the living room, looking out over Monona Bay & the Capital. What is better?--the view, or your proximity to downtown, UW campus, & the Alliant Center? Most mention the view. (Read some reviews!) Grill out and light the fire pit on the front lawn. Cross the street, and you're at the edge of Monona Bay. Parking is easy. Click “Show more” for things you might NOT like about the house: I'll be in the basement, pricing nuances, etc. Business travelers?--read on!

Guest favourite

Loft in Belleville

4.98 out of 5 average rating, 419 reviews

Mill House Retreat

The Mill House Retreat is a 2 story loft set in a park like setting next to the Sugar River. Built in 1864, this stone grist mill has soaring 15ft ceilings, original fittings and luxurious finishes. You will be greeted by chesterfield sofas, a large bar, a copper tub and comfortable beds. Just minutes to bike trails, live music, restaurants, and bars. Guests are welcome to have local friends over to enjoy the setting and reminisce. Madison, New Glarus and Epic are just minutes away.

Guest favourite

Farm stay in Plain

4.94 out of 5 average rating, 214 reviews

Grateful Farms Cabin: Hills, Creek, Gorgeous Views

Fully-renovated 1890s cabin located on a 60+ acre farm just north of Spring Green. The cabin has radiant floor heat, is air conditioned, has a small kitchenette, bathroom with shower, and wireless internet. The farm has a barn from 1895, a main home built in 1923, apple trees, hiking trails, creek with a swimming hole, and a large hill with marvelous views. Make this your private weekend cabin or a longer-term retreat. Farm powered primarily by a large solar array atop one of the barns.

Top guest favourite

Guest suite in Madison

4.98 out of 5 average rating, 611 reviews

DT+Bikes+Pvt Suite+Jacuzzi+Parking+Near Campus

Located in a unique pocket of DT, across from Brittingham Park, Monona Bay, Brittingham Boat Rental & a bike/walking path. You will love our welcoming neighborhood! We are a short walk from UW-Madison, Hospitals, State Street & the Capitol. We have a dog, Bella, who stay upstairs, but you could see her wandering outside. We have been inspected & are licensed with the city. ZTRHP1-2020-00027. Ask us prior to arrival about availability of our high-quality mid-drive ebikes to use when you stay!

Top guest favourite

Guest house in Mount Horeb

4.96 out of 5 average rating, 606 reviews

Cool, Scenic Country Art Studio

Creative souls love my marvelous studio retreat, a delightful one-room loft-style space featuring tall ceilings, an entire wall of sliding glass doors, kitchenette, piano, and an expansive view of a picturesque barn, pasture, and wooded hills. This amazing, heated, spacious country getaway has no plumbing— it's just a few steps across the yard to the main house guest bathroom. Come create, relax, and renew here! Well-behaved dogs, included in your reservation, must be leashed when outside.

Guest favourite

Guest suite in Madison

4.96 out of 5 average rating, 569 reviews

Lakefront downtown private 3 BR. Hot Tub. Kayaks.

Stay in your own private 3 BR, 2 bathroom section of our lakefront downtown home. Not only will you have lake access, but you'll be steps away from amazing restaurants. In addition to being in the Willy Street neighborhood, we are on the bike path and a short walk to anywhere downtown. Don't feel like going out? Take a hot tub, sauna, kayak/paddleboard, have a cup of coffee on the dock, or roast marshmallows by the campfire. Or rent our pontoon (Friday through Sunday) for an additional fee.

Guest favourite

Guest house in Stoughton

4.94 out of 5 average rating, 374 reviews

Country cabin, birders paradise.

Country cabin with small kitchen, SMALL BATHROOM, large porch, gardens and birds galore. Located in the country just south of Madison WI. Enjoy the country life, quiet yet close enough to the city to enjoy Madison's activities or Stoughton's Opera House. Sauna, Fire pit, hiking, ask about pets. WiFi is available but not reliable, this is a country setting with slow connections. Please communicate with me regarding pets before booking.

Guest favourite

Cabin in Fort Atkinson

4.91 out of 5 average rating, 426 reviews

Cozy Lakeside Cabin on Lake Koshkonong

Cozy Lakeside cabin on Lake Koshkonong. Outdoor space for cookouts & lawn games, wrap around deck to enjoy lake views, dock access for swimming, walking distance to the lake's most popular restaurants and bar & grill. Close to Madison (45 min), Milwaukee(75 min) & Chicago(120 min), 1 bath/2 bedrooms featuring 1 Queen Bedroom , Full over Full Bunk with trundle & optional air mattress/sofa bed to accommodate guests.

Guest favourite

Flat in Albany

4.94 out of 5 average rating, 188 reviews

Sugar River Hideaway

Newly renovated, 3-bedroom vacation home located on the Sugar River in downtown Albany. Albany is a quaint little town with a lot to offer. Enjoy tubing/canoeing down the river, a diner, pizza place, Italian restaurant, 3 taverns, and a bowling alley all within the downtown block. With being only 30 miles away from Madison and 17 miles from New Glarus, Albany is a prime location for your stay!

Top guest favourite

Guest suite in Helenville

4.95 out of 5 average rating, 366 reviews

Chic Loft Surrounded by Nature

This charming shabby chic loft sits in the heart of the country between Madison and Milwaukee. The Lighthouse Farm is also a wedding/event venue (please inquire for more details) . A quiet relaxing environment, with lots of open space, natural sunlight and lush green landscape. Great for those looking to get away with easy access to metropolitan areas, lakes, rivers and hiking/biking trails.

Guest favourite

Flat in Madison

4.97 out of 5 average rating, 301 reviews

Prairie-Chic Downtown Lakeside

Spacious & historic lakeside flat in the heart of Downtown Madison. Just a few blocks to State Street, The Capitol, UW Madison and Willy Street. Stunning lake views of James Madison Park & Beach on Lake Mendota. Over 1700 sq ft of living space with panoramic sunset views & updated 1920's character. City of Madison Permit # ZTRHP1-2021-00009 Maximum Occupancy: 4 adults + 2 children

Top guest favourite

Guest house in Stockton

4.98 out of 5 average rating, 363 reviews

Highview Country Escape - Cozy Cabin with a view

Quiet secluded setting, with spectacular view, on one of the highest hilltops in Illinois! Morning sunrises are exceptional. Evening sunsets are breathtaking. Starry nights are amazing. Not far from Galena and other small towns that offer charm, restaurants and shopping. Our rental is fully independent and has everything that you need for your getaway. Please see all photos