Madison Summer Rentals, Cottages & Cabins

There are a lot of options in Madison. If you plan on staying in the Madison area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Madison:

• A Home Away from Home in the Quaint Village of New Glarus
• Perfect For Large Groups And Families ~ 7.1 Miles From UW Madison
• Welcome To Your Home Away From Home. Welcome To Cambridge Lake House.
• Madison/Stoughton 3 BR/3 BA Lake Kegonsa Cottage
• Beautiful White Barnnn
• Beautiful New Glarus, WI Apartment
• Lake Kegonsa 1BR Cottage 15 Min.to Madison,Sleeps 3 ,Kayaks
• Two Bedroom Cottage with Great Lake Views!
• Adorable Updated Cozy Cottage set on Lake Wisconsin's Sunset Bay
• Cozy cabin one block from lake, private beach and close to hiking/biking trails

In 2026, Madisonvacationrental offers 544 summer rentals in or around Madison. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.

The average price per night for a summer rental in Madison is $330. Check the full list of summer accommodations in Madison.

There are 544 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Madisonvacationrental.

Yes, here are some popular summer holiday rentals in Madison that have a private or indoor pool:

• Waterfront Lake Ripley getaway. Kayak, paddleboard and fish from private pier!
• Lake House-Stoughton
• Mendota Lake House Inn
• Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

Check all holiday rentals with a pool in Madison on Madisonvacationrental.