
Cottage holiday rentals in Madison
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Top-rated cottage rentals in Madison
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Madison
Cottage rentals with a hot tub

Christmas Mountain Village - 2BR Cottage 2

Warm & Cozy 3-Bedroom Cottage - With Hot Tub

Enjoy Fun & Relaxation This Summer in Wis. Dells!

Clover Cottage in Williams Bay - with Hot Tub!

Christmas Mountain Village two bedroom cottage

The Cottage on Lake Galena

Fontana, Wis, Lake Geneva 4bd 2.5ba Abbey Springs
Pet-friendly cottage rentals

Waterfront w/Dock, Incredible Views, & King Bed

Rock River Hideaway - Waterfront w/ Dock

Charming Lakeside Cottage

Cottage next to Ski/Golf/Hike

A vintage charming 2-bedroom cottage!

Cute & Cozy Cottage

3BD/Sleeps 8 - cozy cottage + lake view and access

Bird's Nest - Quaint cabin atop bluff*Rural
Private cottage rentals

Lake shore cottage on beautiful Rock Lake

The Avoca Stone Cottage

Beautifully Designed Lake Geneva Escape

Peaceful, cozy cottage overlooking Prentice creek

Giggletree

Hummingbird Haven Cottage on Lake Koshkonong

Lake View Cottage near Public Boat Launch

Sunset Cottage at Lake Wi. Newly Remodeled!!!
Destinations to explore
- Chicago Holiday rentals
- Upper Peninsula of Michigan Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Platteville Holiday rentals
- Minneapolis Holiday rentals
- Milwaukee Holiday rentals
- Wisconsin River Holiday rentals
- Traverse City Holiday rentals
- Lake Geneva Holiday rentals
- Ann Arbor Holiday rentals
- Wisconsin Dells Holiday rentals
- Villa rentals Madison
- Flat rentals Madison
- Rentals with outdoor seating Madison
- Rentals with pools Madison
- Rentals with lake access Madison
- Rentals with a hot tub Madison
- Family-friendly rentals Madison
- Rentals with a firepit Madison
- Private suite rentals Madison
- Rentals with a fireplace Madison
- Waterfront rentals Madison
- Cabin rentals Madison
- Ski-in/ski-out rentals Madison
- Hotel rentals Madison
- Fitness-friendly rentals Madison
- Rentals with a patio Madison
- Rentals with breakfast Madison
- Beachfront rentals Madison
- Rentals with a washing machine and dryer Madison
- Serviced apartment rentals Madison
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- Apartment rentals Madison
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- House rentals Madison
- Rentals with beach access Madison
- Cottage rentals Wisconsin
- Cottage rentals United States
- Wilderness Territory
- Chula Vista Resort Water Parks
- Devil's Lake State Park
- Kalahari Resorts Wisconsin Dells
- Mt. Olympus Water & Theme Parks
- Noah's Ark Waterpark
- Mt. Olympus Parks, Outdoor Theme Park
- Wisconsin State Capitol
- Mirror Lake State Park
- Yellowstone Lake State Park
- Lake Kegonsa State Park
- Devil's Head Resort
- Kalahari Indoor Water Park
- Tyrol Basin
- Henry Vilas Zoo
- Cabin 857-1- Christmas Mountain Village
- Mt. Olympus Parks, Parthenon Indoor Theme Park
- Alligator Alley
- Tom Foolerys Adventure Park
- Lost World Water Park
- Wild Rock Golf Club
- Wild West water park
- Cascade Mountain
- University Ridge Golf Course