Vacation rentals in Lake Waubesa

4.92 out of 5 average rating, 306 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

An inviting open space features a large custom breakfast bar with barstools, complemented by rustic stone walls and wooden beams. Chesterfield sofas provide comfortable seating, while natural light filters through the windows, creating a warm atmosphere. Decorative elements include vintage clocks and unique wall art.

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

A scenic view of a sunset reflecting vibrant colors in the sky over a tranquil waterway. Silhouetted trees create a natural frame along the shoreline, while gentle ripples on the water's surface capture the fading light of the day.

4.88 out of 5 average rating, 336 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.

4.95 out of 5 average rating, 376 reviews

Guest suite in Madison

Cottage Suite + Whirlpool Tub.

This Suite is perfect for 1-4 people seeking convenient proximity to most things Madison 10-15 minutes to downtown. *Freshly remodeled guest dedicated- full 1st floor private suite. You will enjoy a bright- enclosed front porch & welcoming pergola in back. *Please note: 2nd floor is a seperate apartment. Fast WIFI●Infrared Sauna●2 Smart TV 's●Full Kitchen●Washer/Dryer●Dishwasher ●Off-Street parking●Quiet neighborhood ●Reverse osmosis H²O●Smart lock's●Jacuzzi tub/shower●Shampoo/Cond./Bodywash

Guesthouse in Mount Horeb

The cozy studio retreat is nestled at the edge of a snowy yard, framed by tall trees. Sunlight filters through the branches, casting a soft glow on the rustic wooden exterior and a small set of stairs leading to the entrance.

4.96 out of 5 average rating, 605 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, 186 reviews

A spacious loft area features vaulted ceilings with exposed beams, allowing natural light from multiple skylights. The layout includes a designated sleeping area with a queen bed, a comfortable seating arrangement surrounding a smart TV, and a cozy nook with a pop of color from a yellow accessory.

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).

Superhost

A tranquil garden area is depicted with tall, lush evergreens lining the background. A stone path leads to a central fountain surrounded by well-maintained flower beds and greenery. Outdoor seating is visible in the foreground, nestled on a brick patio beside colorful floral arrangements.

Home in Madison

4.88 out of 5 average rating, 262 reviews

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.

4.84 out of 5 average rating, 130 reviews

A pathway leads down to the water's edge, bordered by rocks and greenery. Two boat docks with covered pontoon boats are visible in the water, reflecting sunlight that creates a shimmering effect on the surface.

Home in McFarland

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. A brand new 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.

4.98 out of 5 average rating, 191 reviews

A compact kitchen area is featured, showcasing a sleek silver refrigerator and a microwave. A coffee maker is positioned nearby on a wooden counter. A whiteboard with a welcoming message is mounted on the wall, alongside a holder with various brochures and a framed decorative sign.

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, 754 reviews

A small cottage is illuminated by warm outdoor lighting, creating a welcoming ambiance. A gravel path leads up to the door, surrounded by trees. Two white chairs are positioned nearby, inviting relaxation amid the tranquil woodland setting.

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.

4.91 out of 5 average rating, 185 reviews

A charming cabin structure is illuminated at night, showcasing its mid-century architectural style. The building features large, glowing windows that highlight the warmth inside, surrounded by lush greenery and gently lit pathways leading to a peaceful outdoor setting.

Cabin in Merrimac

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!

5 out of 5 average rating, 135 reviews

A private deck area features wooden lattice gates that open toward the bustling street below. The ground is composed of wooden planks, and two outdoor chairs with patterned cushions offer a cozy spot to relax. A decorative mat lies at the entrance.

Apartment in Stoughton

Bees on Main: a Honey of a Place

Located in the heart of Stoughton's Downtown Historic District, "Bees on Main" is a lovingly renovated upstairs apartment. You'll find the Opera House, Chorus, and Stoughton's wonderful shops, restaurants, pubs, and galleries only steps away. The Yahara River and Fairgrounds are within a few blocks, and there's space on the private deck to safely store your bikes or kayaks if you want to enjoy the great outdoor activities and nature surrounding Stoughton.

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Popular amenities for Lake Waubesa vacation rentals

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Other great vacation rentals in Lake Waubesa

A serene outdoor area is presented, featuring a well-maintained lawn with various green plants and trees. A small blue shed is visible, along with colorful flags strung above. The space is complemented by flowerbeds that add gentle bursts of color to the lush surroundings.

4.92 out of 5 average rating, 283 reviews

1 sunny Yellow BR and lounge in Artist’s home!

WilliamRating, 5 stars1 week ago

I had a great stay! The house was clean and the hosts were very welcoming. The lounge space and coffee + tea were great touches. There were a lot of great paths and parks nearby and the hosts even had bikes to borrow. Couldn’t recommend enough!

A cozy outdoor seating area features a firepit surrounded by decorative stones. A foot in black sandals rests comfortably on the edge, while a nearby chair stands ready for use. Lush greenery, including a large tree and landscaped shrubs, creates a serene backdrop.

4.97 out of 5 average rating, 490 reviews

Spacious private level with garden view and more.

BeverlyRating, 5 stars1 week ago

Outstanding Airbnb. The room was spacious, fridge was stocked with bottled water and soda. Nice little kitchenette area. Cozy wonderful sitting area near the fire place looking out at gorgeous serene gardens. We spent hours on the patio! Bed was super comfy and quality linens were appreciated. Clean bathroom with toiletries and thick large towels. Loved all the art work, stained glass and collection of books. Guest book with recommendations was very thorough. Looking forward to returning next summer! Greg and Fred were great hosts!!

A spacious back deck features a smooth wooden surface, surrounded by a black railing. Two metal chairs and a small table are positioned on the deck, offering a view of a lush green lawn with trees in the background, creating a serene outdoor space.

4.94 out of 5 average rating, 286 reviews

Private Suite on Park & Bike Trail

NicholasRating, 5 stars2 weeks ago

Excellent hosts. Had a very nice cat. (It’s not aloud in the rooms I stayed at due to possibly allergic guests)

A snow-covered park scene is depicted, featuring a wooden sign that identifies Orton Park. A gazebo is visible in the background, framed by large trees while the snowy landscape creates a serene winter setting.

4.91 out of 5 average rating, 249 reviews

Cozy 1-bedroom steps from Lake Monona

TosiRating, 5 stars2 weeks ago

This is a beautiful area to walk in and visit, a quiet neighborhood steps from the lake and parks, Michael’s place is minimalist and you will need to eat out for your meals but there are walkable eateries nearby. Very comfy bed too!

A spacious kitchen features modern cabinetry and a central island with seating. Natural light fills the room through windows, with a view of greenery outside. A dining table is set with blue placemats, while appliances and kitchenware are neatly arranged on countertops.

4.97 out of 5 average rating, 331 reviews

Mornings with Meg in Madison ZTRHP1-2020-00006

JasmineRating, 5 stars5 days ago

Meg was a very knowledgeable hostess - gave us detial information on places to go and things to do with young kids, shared great details of the history of the area. She was wonderful with kids. She let us use the kitchen to cook meals - which was very helpful to us. She was very kind to do some of our laundry. We would definitely stay here again!

The sitting room features hardwood floors and a large window allowing natural light. A vintage Pepsi vending machine is positioned against the wall, alongside a small TV on a desk. Comfortable seating includes a chaise lounge and a love seat, complemented by a decorative area rug.

4.97 out of 5 average rating, 812 reviews

Private Garden Level Guest Suite

RebeccaRating, 5 stars1 day ago

Angie's place was clean and very comfortable with the best book assortment of any Airbnb I've ever stayed in! The neighborhood was quiet and there is a lovely park nearby that I walked around. So beautiful! Thank you for recommending Mercies for coffee and a quick breakfast nearby. It was great.

Superhost

A wooden swing bed is positioned on a covered porch, featuring comfortable cushions and pillows. A dog sits on the swing, surrounded by a green lawn and nearby trees. Soft light filters through the porch roof, creating a cozy outdoor seating area.

4.77 out of 5 average rating, 207 reviews

Homeshare room near downtown - “Milwaukee room”

SergRating, 5 stars2 weeks ago

Had a lovely stay at Angela’s during a family trip. Her doggie Imogene is the greatest host in the world. Looking forward to staying again the next time I’m in Madison.

A welcoming entrance features a pair of dark double doors. Accompanying the doors is a decorative wrought iron chair and a small shelving unit adorned with various items. A pathway lined with fallen leaves leads towards the entrance, framed by greenery on either side.