Holiday rentals with a pool in Dane County

Hot Tub - Private Pool - Game Room - 20 min DT

🔹Private fenced in backyard w/ heated pool w/ pool toys & HOT TUB 🔸Outdoor living w/ lounge seating on the deck, gas grill, outdoor dining & fire pit 🔹Sleeps families & groups - 3 King, 4 Queen 🔸Game room w/ pool table, smart tv, board games, & gas fireplace 🔹5 min to Sun Prairie restaurants & shopping 🔸Pets welcome 🔹Highchair & pack n’ play on site 🔸You'll find "The Kohl Center, UW-Madison, Camp Randall Stadium, State Street, The Capitol, & The Alliant Energy Center" within 20min

Luxurious Bright Golfing Oasis!

Escape to our stunning, spacious home nestled on a beautiful golf course! Enjoy breathtaking views, abundant light and all the comforts of home. Perfect for golfers, families, or anyone seeking a relaxing getaway. This airy retreat offers ample space to unwind. Panoramic golf course views and outdoor four seasons room. Open living area with large windows. Fully equipped gourmet kitchen. Pristine bedrooms with plush bedding. Patio and huge backyard on hole 4, ideal for morning coffee and sunsets.

Country Living/Downtown Access

A gracious getaway on a large, wooded lot in a country neighborhood that's just 10 minutes to Downtown Madison and UW campus. It's less to the Alliant Center and just 15 minutes to Epic taking Whelan Rd. This rental has four bedrooms and four bathrooms (three are en suite). Swim in the saltwater pool from Memorial Day weekend into September (weather permitting). Dog-friendly home (a small fee) with a fenced in yard. Relax on the large deck and pool-side patio or in one of three living areas.

Outdoor Oasis: Luxe Flat in Mt Horeb!

Serene Setting | Poolside Relaxation | Group Getaway Get ready for fresh air and endless fun at this inviting 3-bedroom, 1.5-bath vacation rental flat! This Mt Horeb retreat treats guests to laid-back luxury — soak in the private pool, savor freshly grilled feasts on the patio, and settle around the fire table for peaceful evenings under string lights and starry skies. With room for everyone — including your furry friends — this property is built for relaxation and lasting memories.

Luxurious BBQ and Pool House

Hosting a summer barbecue, a pool party, or just looking for a relaxing getaway with your friends? The unique combination of indoor and outdoor space provides something for everyone. This is a modern, spacious, and luxurious 3 bedroom, 2.5 bath home, conveniently located 15 minutes from downtown. Situated on a 3/4 acre lot, this house is fully equipped w/ premium amenities for your friends and family:Swimming pool, hot tub, big yard, deck with a gas grill and dining area

Private yet close to everything!

Our 900 sqft basement apartment features a master bedroom, connecting kitchenette/sitting room, and bathroom. We are a 20-minute drive to the UW campus, Capitol Square, and Dane County Airport—minutes from Middleton Pheasant Branch Conservancy for hiking and biking. Madison and Middleton consistently win "Best Places to Live" awards for quality of life. As past Superhosts, we are excited to start hosting again after COVID!

The Getaway Loft

Nestled in Madison Wi, this charming loft offers a relaxing retreat with all the comforts of home. Whether you’re here for a weekend escape or an extended stay, you’ll love the cozy atmosphere, modern amenities, and convenient location. Relax, recharge, and make yourself at home. We’d love to host you!

1BR Professionally Serviced Private Apartment

Located just minutes from both downtown and the west and east sides of Madison, WI, Countryside Corporate Apartments makes short-term fully furnished housing easy, flexible, and stress free. Guests can rent for specific dates, or weekly/ monthly, even if your end date is uncertain.