Holiday houses in Lake Wingra

4.92 out of 5 average rating, 308 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

Guest suite in Sun Prairie

4.88 out of 5 average rating, 337 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.

4.92 out of 5 average rating, 173 reviews

Home in Madison

Tranquil Bay Creek Home: Ideal location

Tranquil Bay Creek Home: The Ideal location for all of your Madison Adventures ZTRHP1-2020-00049 Enjoy the very best of Madison from my comfortable, ideally situated home. You will enjoy off-street parking, locked storage for your bicycles and even sometimes eggs courtesy of my hens. (Update- retired my girls and hoping for new chicks soon.) *I adhere to all recommended cleaning/sanitizing protocols during the Covid-19 pandemic. I keep the house unrented for 3 to 5 days between guest stays.

4.98 out of 5 average rating, 611 reviews

Guest suite in Madison

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!

4.89 out of 5 average rating, 426 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

Guesthouse in Mount Horeb

4.96 out of 5 average rating, 607 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.

4.97 out of 5 average rating, 187 reviews

Home in Madison

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).

4.94 out of 5 average rating, 53 reviews

Apartment in Madison

Camp Randall - FREE parking! Walk to everywhere!

Welcome! Steps from the UW, Camp Randall, Edgewood College, Vilas Zoo, the bike path system, EPIC, all 3 local hospitals, downtown, the Capitol, & the lakes. With a combined 80+ years living in Madison, we’re available to you & will do everything in our power to provide for anything you may need as our guest. We’ve raised our family in this home over the past 25 years & look forward to hosting you! We allow dogs, but I’m afraid no cats. PLEASE read the ENTIRE description before booking!

4.93 out of 5 average rating, 260 reviews

Guesthouse in Madison

Historic guesthouse near downtown, hospital and UW

Featured on the National Register of Historic Places, this unique 1916 “granny cottage" stands behind our home in the gorgeous Village of Shorewood Hills. Centrally located, we are just a few walkable blocks from UW Hospital and Picnic Point, and walking/biking distance from UW, the Capitol, Hilldale Shopping Mall, Whole Foods and plenty of restaurants. Because we are in a quiet neighborhood, we have a 3 guest maximum. This is a place to retreat and relax and enjoy the best of Madison.

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, 756 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.

5 out of 5 average rating, 25 reviews

Apartment in Madison

Cozy Garden Apartment Near it All!

Stay in comfort at this peaceful and centrally-located place. Unwind in our cozy garden oasis after a day of exploring or visiting! This stylish well-lit studio basement apartment offers the perfect blend of comfort and convenience. Centrally located in a prime Madison Monroe Street neighborhood spot near shopping, dining, and UW or Edgewood sports venues, you'll have everything you need right at your fingertips.

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Lake Wingra holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Lake Wingra

4.97 out of 5 average rating, 491 reviews

Spacious private level with garden view and more.

JanRating, 5 stars3 days ago

We stayed many days and were comfortable and felt welcome the entire time. The space is very comfortable with several areas to keep things interesting. The gardens are magical. I saw squirrels, rabbits, birds. Watched a male cardinal eat from the feeder one morning. I was in heaven. Gregory was so helpful! Made sure we had everything we needed multiple times. The neighborhood is beautiful to walk thru and the neighbors were friendly. Easy driving to restaurants, entertainment etc. We recommend this accomodations and would return in a heartbeat.

4.91 out of 5 average rating, 252 reviews

Cozy 1-bedroom steps from Lake Monona

NikoRating, 5 stars2 weeks ago

This was a great place to stay - location is amazing, it was very easy to walk lots of places, parking was easy, getting in and out was easy, and the space was quiet and comfortable.

Superhost

4.75 out of 5 average rating, 227 reviews

Private room near downtown- The Madison room

GabrielRating, 5 stars2 weeks ago

Angela was extremely nice and the space was inviting. the room had everything and then some. my favorite part of the stay was the heated mattress pad. honestly one of the best experiences I've had with an Airbnb.

4.97 out of 5 average rating, 815 reviews

Private Garden Level Guest Suite

DebbieRating, 5 starstoday

Angie’s place exceeded our expectations. I love the set up of the living space, bedroom and bathroom. Everything was well appointed, with just the right amount of cozy, without clutter. The soda/beer vending machine was a treat, and I loved the selection of books available. I can totally see myself relaxing on the couch with a cup of tea, just plowing through book after book. The bed was very comfortable, and the shower was superb. We hope to stay again!

4.88 out of 5 average rating, 286 reviews

Private Upstairs Guest Suite - East Madison

MichaelRating, 5 stars3 weeks ago

Communication was very smooth and helpful. The place was well equipped and comfortable. Thank you, Jordan!

4.99 out of 5 average rating, 123 reviews

Adjacent University, Lovely Neighborhood, Quiet

KaoruRating, 5 stars2 weeks ago

Thank you very much for offering me a very quiet and private rooms to stay. I could work efficiently for the week, and the conference I organized at UW was a great success.

4.95 out of 5 average rating, 284 reviews

Private room in Verona

Private Bedroom downtown Verona.

Terence SeldonRating, 5 stars1 week ago

Very lovely couple, we really enjoyed their house. Baxter is calm, friendly, and a joy to be around. Jonathan gave us a tour of the house. It felt like walking through a museum. Lovely artwork throughout the house. Will surely love to stay there again.