Holiday houses in Monona

4.92 out of 5 average rating, 303 reviews

Home in Madison

Grooviest | Quiet | Close | Upscale MCM | Records!

• NEWLY RENOVATED SPACE. • Two floor upper unit in a private home • Private backyard with patio & fire pits • Flatscreen TV in living room with Chromcast and Antenna. • Luxury Mid Century Modern Stereo Console with records, bluetooth • Over 12 classic albums to listen to (jazz, rock, classical, eclectic) • Access to over 3000 classic albums at our downtown Music Studio • Electric fireplace w/ multi heat settings • Full Size Kitchen, Full Size Appliances, Fully stocked, Keurig • Vintage Bar Cart

4.98 out of 5 average rating, 419 reviews

Loft in Belleville

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 suite in Sun Prairie

4.88 out of 5 average rating, 335 reviews

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.

Guesthouse in Mount Horeb

4.96 out of 5 average rating, 603 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.

4.89 out of 5 average rating, 425 reviews

Guest suite in Madison

Cape Cod Loft, High-Speed internet + King bed

Welcome! This property is on Madison’s funky-up & coming East side. Quiet, conveniently located residential neighborhood with great neighbors & free street parking. This 2nd floor unit is a private guest-dedicated suite with it's own kitchenette, full fridge & side entrance. Massage chair. GPS: Airport- 7 min. Wisconsin State Capitol- 12 min. Ulbrich Botanical Garden's- 5 min. Camp Randall Stadium- 16 min. Walkable to Starkweather Creek Trail. *Bike *Lyft *Uber *Nearby public bus stops

4.97 out of 5 average rating, 364 reviews

Guest suite in Eken Park

Private & Clean Apartment Near Downtown & Airport

Private, sunny basement unit with separate entry accessible by keycode. 1 bedroom (queen), full bath, sitting area (2 twins/king bed), desk, WI-FI, TV, mini fridge, microwave, & coffee/tea. On street parking. Kid friendly! Note: We live with kids above the apartment - you will hear us walking around & some water pipes. 2-4 mi from Airport, Capitol, & UW Campus. Walk to brunch, pub, jazz lounge, bubble tea, grocery store, park, & bike path. Licensed by City & State. Paying all taxes & fees.

4.97 out of 5 average rating, 186 reviews

Home in Marquette

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).

4.88 out of 5 average rating, 262 reviews

Home in Madison

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.

4.98 out of 5 average rating, 191 reviews

Guest suite in Middleton

Quiet sunlit studio near vibrant downtown

This architect-designed studio is bathed in natural light, with skylights and a breakfast nook with a wrap-around window. Featuring an upscale bathroom with a walk-in shower, this comfortable space has all the amenities perfect for a quick weekend getaway or a week-long business trip. The studio adjoins a house and is up a flight of stairs through a separate outdoor entrance. Located just up the hill—a 5-minute walk—to Downtown Middleton and a 15-minute drive to UW and Downtown Madison.

4.98 out of 5 average rating, 751 reviews

Tiny home in Darlington

Arbor Crest Cottage

Thank you for checking out Arbor Crest Cottage! Jeremiah and I would be happy to host you. We are entering our 5th year of hosting and have been enjoying the experience. The farmette is conveniently located 2 miles from town, set off the road, and through the woods. The cottage is located on the edge of our woodland area. We invite you to explore our property and enjoy the animals. The west end of our land over looks town and is a great place to watch the sunset and the goats graze.

Guesthouse in Sun Prairie

4.98 out of 5 average rating, 352 reviews

Charming Milkhouse Cottage, minutes from Madison!

Welcome to The Milkhouse Cottage! Serving as an original milkhouse from the late 1800s on our pre-civil war farmhouse property, you will feel the timeless elegance of the original character and the beautiful french cottage decor. Perfect for couples, travelers, or business persons -- come and unwind in the scenic heartland countryside and rustic elegance, all with the convenience of location -- we are a quick 15 minute drive from the airport and all that Madison has to offer!

4.99 out of 5 average rating, 101 reviews

Bungalow in Monona

Retro Charm Near DT Madison & Lake Monona

Experience the best of Wisconsin’s Capital City in this newly remodeled 1930's bungalow in one of Madison’s most desirable neighborhoods. Take the provided bikes for a spin on the famous 13-mile Lake Loop, just steps from our front door. Grab fun pool floaties and relax on Lake Monona at nearby Schluter Beach. Treat yourself to an ice cream cone at the retro ice cream parlor. When you're ready to shop or hit the farmer's market, downtown Madison is an easy 15-minute drive.

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Other great holiday rentals in Monona

5 out of 5 average rating, 18 reviews

Warm, modern family home on lake and bike path

JenniRating, 5 starstoday

Very nice place for family stay in Monona. Especially nice kitchen space and amenities. Our family really enjoyed the screened patio and backyard space, as well as adorable friendly cat.

4.89 out of 5 average rating, 89 reviews

Comfy 3 bedroom Cottage

LyndleyRating, 5 stars3 weeks ago

Katherine’s place was perfect for our family with kids. The neighborhood was full of families and parks, making us feel right at home. Easy to get to everything too. The place was very clean and had what we needed to make it feel like home for our stay. Bedrooms were more spacious than the photos make them look. Main living room was spacious and the couch was comfy and clean! We would definitely stay again!

4.93 out of 5 average rating, 15 reviews

Home in Stoughton

The Orchard House

JenniferRating, 5 stars1 month ago

This is one of the most aesthetically gorgeous, peaceful and unique Airbnb experiences I've enjoyed. What an absolutely lovely sanctuary of light, simplicity, and calm refuge just 30 minutes drive through rolling farmland, woods and wetlands from downtown Madison and the UW campus. The indoor fireplace and hot tub are such fabulous highlights! I loved every aspect of the orchard house including Josh's proactive tips and quick responses to a couple of minor questions I had. This was a really lovely place to spend a long weekend. I will be back and have already told all my friends about it. Bravo!

4.93 out of 5 average rating, 89 reviews

Madison Lakefront Oasis in the Heart of Madison

JacquelineRating, 5 stars2 weeks ago

This is a gem if you like to walk to local restaurant have access to all the stores you need and a need to feel surrounded by nature. The master bedroom was so wonderful with a screen door to leave open at night for fresh air, also a small balcony to view the water from bedroom. We left the outdoor summer lights on the deck that somehow reflected on the ceiling of the master bedroom at night it left a beautiful light pattern, magical place, to see turtles, birds and we saw a heron as we left the house, resting on the dock. Great location and amazing hosts! We had dinner on the grill with music it was simply perfect.- Thanks, again to our hosts! Worth it!

5 out of 5 average rating, 14 reviews

Cabin in Baraboo

SamanthaRating, 5 stars1 week ago

My two best friends and I stayed at the fabulous Refugio Graziella for a relaxing girls’ weekend and it. was. perfect. Most of the weekend was spent lounging and chatting in all the many wonderful spaces the home offers: sipping coffee on the peaceful screened-in porch, relaxing in the hot tub, roasting marshmallows at the serene fire pit under the string lights with ample firewood and supplies, doing crafts and playing games at the inviting dining room table, cooking meals in the fully equipped kitchen, and listening to music in the cozy living room. We did not end up using the sauna (just didn’t have time), but are already planning a winter getaway to RG. We absolutely loved our stay and highly recommend it if you are looking for a quiet getaway, surrounded by nature but still a short drive away from anything you need or want. Clearly, so much thought was put into anticipating the needs of their guests, and that makes Refugio Graziella a place you immediately feel comfortable. 🥰

4.86 out of 5 average rating, 7 reviews

Cape cod in the HEART of Monona!

KalebRating, 5 stars1 month ago

Great stay fit everyone comfortable, lots of living space and a short drive to Madison.

5 out of 5 average rating, 73 reviews

Farm stay in Cambridge

Camb-Cation w/ Icelandic Horses, 25 mins 2 Madison

CharlanneRating, 5 stars1 week ago

Robin, Wil and the horses far beyond exceeded expectations!! Robin and Wil took us in like family. Beautiful property! Amazing experience, would absolutely go back.