Pet-friendly holiday rentals in Monona

Great location near the lake/bike loop!

Welcome to our home! Just 1 block from Lake Monona and the Lake Loop bike path, our home is the perfect Madison destination location. Numerous great bars/restaurants nearby and its in the middle of everything fantastic Madison has to offer! With easy access to downtown, The Sylvee, Epic, State Street, Camp Randall, Kohl Center, west/east side, airport and everything in between. Walking distance to the Alliant Energy Center/Colliseum for concerts and events. Come enjoy your stay! Emily and Mark.

#301 Private Apartment in Historic McFarland House

*** Our 2nd Floor is being remodeled throughout 2025 adding 4 more units to the old McFarland House This newly remodeled unit is located in the attic of the Historic McFarland House, built in 1857 in the community that bears its name. Nestled in our small suburban downtown, this unit is perfect for travelers visiting the Madison area or nomads making a pit stop in the mid-west. Only 8mi to campus or a quick commute to the capitol, McFarland is an easy exit off multiple highways and interstates.

The Bobber Simple Cabin -Quaint 1BR/1BA-perfect HQ

This cottage is located in a beautiful rural setting. Set back off the main street with a private dead-end gravel drive. It's quiet and dark - perfect for stargazing. This is a simple, clean, and affordable space for those who are looking to get closer to nature. Conveniently located nearly equidistant to Madison, Wisconsin Dells, and Devil's Lake State Park. A wonderful HQ for exploring the natural beauty of Driftless Wisconsin. Plenty of hiking, skiing, breweries, wineries, and agri-tourism.

Cool, Roomy, 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.

The Napping Farm

For ten years we have welcomed travelers from all over the world to our cozy and unique farm house and we would love to host you, come as you are. If you can, please read all information provided in this listing. This is a private country house on 120 acres of woods and fields, cut in with trails, in Wisconsin's Driftless Region. Located 30 min to Devil's lake, 45 to Wisconsin Dells and only 25 Minutes to downtown Madison. Events or a party, Common Gardens for more details, we love events.

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).

The little Green Birdhouse-McFarland/Monona

Adorable tiny house located just 1/2 block to Lake Waubesa with public lake access. It's a 1/2 mile walk to the Yahara bike path, access to the Capital City bike path and into downtown Madison. Spacious, open living room. Open concept kitchen with butcher block countertops. One bedroom with an attached full bath. Laminate hardwood floors throughout. 2 car parking pad. Large backyard with a firepit, brand new fence, and a nice view of the lake. The neighborhood is quiet and welcoming.

*No Cleaning Fee* Kid+Pet Friendly Entire Home

Our kid and pet friendly home on Madison's East Side is a short distance to some of the funkiest and most eclectic parts of the city, and just a short drive to the rest of what Madison has to offer! The house comes fully stocked with cooking essentials, a private workspace, free parking, and more. Whether you're in town for a Badger game, visiting friends or family, or just want to explore the city, this is an ideal home base to explore all of the city! The best part - NO CLEANING FEE!!!

Downtown Condo, 5 blocks from Capital, Btn 2 Lakes

Entire first floor of a two story condo. Each floor has it's own private locked entrance. What you see in the pictures is all your space, NO SHARED SPACE. Great Downtown location. Grocery/Liquor store next door. 1 block from Sylvee (holds events/concerts), restaurants, Breeze Field (Holds events/concerts). 5 Blocks from the Capital/State Street/Overture Center/Orpheum Theatre/Majestic Theatre/Kohl Center/Monona Terrace Roof Top/Live on King St/Monona Terrace Convention Center.

Nördlich Chalet - Trail-side, 1 Bdrm in New Glarus

Enjoy access to all that America's Little Switzerland has to offer! This one bdrm chalet apartment offers a bright spacious living area w/ kitchenette, bedroom and bath, and balcony. Set just off of the highway and next to the biking and snowmobile trails and within walking distance to downtown New Glarus shopping, bars, restaurants, festivals and more, this is the spot to be! Check out Bailey's Run Winery or the New Glarus Brewery and New Glarus Woods State Park, just up the trail!

Peaceful 2 BR/1 BA w/ patio, fireplace, pool table

• 1400 sq. ft. lower level suite • Private backyard with patio & gas fire pit • Two TVs • Electric Fireplace • Pool table • Stocked kitchenette w/ bar seating area • Workspace • Blackout shades and curtains • Onsite parking in the driveway for one vehicle • Ample street parking • 16-min drive to UW campus and downtown • 9-min drive to the airport • 6-min drive to shopping and restaurants • Extremely safe neighborhood • License No. LICHMD-2022-00079 • Zone Permit ZTRHP1-2022-00005

Vast Lake Koshkonong Views from Pier, Deck, & Home

Our 2 Bedroom, 1 Bathroom House is located directly on the shores of Lake Koshkongong. The back deck overlooks thousands of acres of lake with endless lake views. Just steps off the deck, one can enjoy the grassy landscape leading to the lakeside fire-pit. Then continue out onto the end of the 140 foot top notch pier. The pier (seasonally of course) includes a bench on the end and stairs into the water so that you can take a refreshing swim on our sandy bottom shoreline.