Cottage holiday rentals in Madison
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Top-rated cottage rentals in Madison
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Holiday rentals for every style
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Popular amenities for Madison cottage rentals
Cottage rentals with a hot tub
Cottage in Wisconsin Dells
4.67 out of 5 average rating, 39 reviewsChristmas Mountain Village - 2BR Cottage 2
11–18 May
Cottage in Lake Geneva
4.99 out of 5 average rating, 70 reviewsModern Cozy 2-bedroom cottage with Hot Tub
26 Feb – 5 Mar
Cottage in Williams Bay
4.99 out of 5 average rating, 90 reviewsClover Cottage in Williams Bay - Walk to Beach
26 Nov – 3 Dec
Cottage in Wisconsin Dells
4.77 out of 5 average rating, 35 reviewsMy Friends Cabin - Cozy Cottages WI Dells 2Br1Ba
3–10 May
Cottage in Fontana-on-Geneva Lake
4.98 out of 5 average rating, 94 reviews3bd 2ba cottage Abbey Springs on Lake Geneva
10–17 Mar
Cottage in Galena
The Cottage on Lake Galena
24–31 Mar
Cottage in Wisconsin Dells
4.88 out of 5 average rating, 25 reviewsChristmas Mountain Village Cottage No added fees
12–19 Jul
Cottage in Wisconsin Dells
4.75 out of 5 average rating, 8 reviewsChristmas Mountain Village two bedroom cottage
11–16 May
Pet-friendly cottage rentals
Cottage in Poynette
4.88 out of 5 average rating, 66 reviewsBird's Nest - Quaint cabin atop bluff*Rural
3–10 May
Cottage in Beaver Dam
4.95 out of 5 average rating, 21 reviewsCozy lakeside getaway
22–29 Oct
Cottage in Mount Horeb
4.95 out of 5 average rating, 77 reviewsBarnhaus on the prairie
10–17 Apr
Cottage in Monona
4.94 out of 5 average rating, 36 reviewsCheerful 3-bedroom cottage 2 blocks from the lake
17–24 Jun
Cottage in Poynette
4.9 out of 5 average rating, 48 reviewsNorth Cliff Cabin on Lake Wisconsin
23–30 Jan
Cottage in Hustisford
5.0 out of 5 average rating, 41 reviewsCharming Lakeside Cottage, perfect Winter retreat
11–18 Jan
Cottage in Edgerton
5.0 out of 5 average rating, 21 reviewsRock River Hideaway - Waterfront w/ Dock
22–29 Sep
Cottage in Lake Mills
4.97 out of 5 average rating, 37 reviewsQuiet Cottage-Lakeview-Gym-No Cleaning Fee
13–20 May
Private cottage rentals
Cottage in Wisconsin Dells
4.84 out of 5 average rating, 141 reviewsPine View Cottage W/Lake Access, Inc. Boats/Beach
6–13 Sep
Cottage in Madison
4.98 out of 5 average rating, 59 reviewsMadison Garden Cottage (ZTRHP2-2021-00048)
11–18 Jul
Cottage in McFarland
5.0 out of 5 average rating, 4 reviewsCozy Cottage on Lake Kegonsa
15–22 May
Cottage in Avoca
5.0 out of 5 average rating, 26 reviewsThe Avoca Stone Cottage
13–20 Dec
Cottage in Hustisford
4.99 out of 5 average rating, 91 reviewsCharming and Cozy Cottage on Lake Sinissippi!
25 Dec – 1 Jan
Cottage in Pardeeville
5.0 out of 5 average rating, 20 reviewsBoho Lake Cottage perfect for Couples Getaway
9–16 Oct
Cottage in Lodi
4.95 out of 5 average rating, 21 reviewsSunset Cottage at Lake Wi. Newly Remodeled!!!
8–15 Nov
Cottage in Edgerton
4.87 out of 5 average rating, 69 reviewsSit Back and Relax on Lake Koshkonong
5–12 Mar
Destinations to explore
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Wisconsin Dells Holiday rentals
- Schaumburg Holiday rentals
- Oshkosh Holiday rentals
- Galena Holiday rentals
- Lake Wisconsin Holiday rentals
- Appleton Holiday rentals
- Sheboygan Holiday rentals
- Dubuque Holiday rentals
- Rockford Holiday rentals
- Chicago Holiday rentals
- Rentals with pools Madison
- Rentals with outdoor seating Madison
- Family-friendly rentals Madison
- Rentals with a washing machine and dryer Madison
- Rentals with a fire pit Madison
- Cabin rentals Madison
- Kid-friendly rentals Madison
- Rentals with a fireplace Madison
- Pet-friendly rentals Madison
- Rentals with lake access Madison
- Rentals with beach access Madison
- Rentals with breakfast Madison
- Apartment rentals Madison
- Waterfront rentals Madison
- Rentals with a hot tub Madison
- Private suite rentals Madison
- Monthly Rentals Madison
- House rentals Madison
- Rentals with a patio Madison
- Cottage rentals Milwaukee
- Cottage rentals Lake Geneva
- Cottage rentals Wisconsin Dells
- Cottage rentals Wisconsin
- Yurt Rentals United States
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- Castle Rentals United States
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