A cityscape at dusk with a prominent dome-shaped building, a waterfront, and a circular structure with multiple towers.

Holiday Homes in Madison

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Madison holiday homes

A large, multi-story house with a stone facade, a spacious driveway, and a well-maintained lawn.

1. 3-bedroom pet friendly home in Madison walking distance to beach & winery

3-bedroom pet friendly home in Madison walking distance to beach & winery
Madison-on-the-Lake
10.0 out of 10, Exceptional, (2 reviews)
"The host was responsive and kind. The house was very well equipped, clean and comfortable! 5 stars!"
United States
Stacy S.
The price is AU$388
includes taxes & fees
11 Nov - 12 Nov
3-bedroom pet friendly home in Madison walking distance to beach & winery
A modern kitchen with blue cabinets, a stainless steel dishwasher, a gas stove, and a microwave.

2. Dog-Friendly Retreat Near Wineries/Spire/GOTL

Dog-Friendly Retreat Near Wineries/Spire/GOTL
Madison-on-the-Lake
9.6 out of 10, Exceptional, (39 reviews)
"Great stay will be back again "
United States
andrea c.
The price is AU$455
includes taxes & fees
20 Oct - 21 Oct
Dog-Friendly Retreat Near Wineries/Spire/GOTL
A foosball table with a wooden frame and black handles.

3. Ledge House Vintage Retreat | Hot Tub & Fire Pit

Ledge House Vintage Retreat | Hot Tub & Fire Pit
Madison
The price is AU$524
includes taxes & fees
20 Oct - 21 Oct
Ledge House Vintage Retreat | Hot Tub & Fire Pit
A large two-story house with a covered porch and a small shed.

4. Highland House | Wine Country | Private Hot Tub

Highland House | Wine Country | Private Hot Tub
Madison
The price is AU$515
includes taxes & fees
21 Oct - 22 Oct
Highland House | Wine Country | Private Hot Tub
A backyard patio with a table and chairs, a grill, and a barbecue smoker.

5. Charming 2-bedroom house in delightful Madison with AC

Charming 2-bedroom house in delightful Madison with AC
Madison-on-the-Lake
8.0 out of 10, Very good, (5 reviews)
"The host was very accommodating and very helpful. This house was just what I needed."
United States
Toni L.
The price is AU$497
includes taxes & fees
29 Oct - 30 Oct
Charming 2-bedroom house in delightful Madison with AC
A lakeside dock with a wooden pier extending into the water, surrounded by lush greenery and trees.

6. Lakeside Chalet | Private Lake | Hot Tub | Views

Lakeside Chalet | Private Lake | Hot Tub | Views
Madison
The price is AU$789
includes taxes & fees
28 Oct - 29 Oct
Lakeside Chalet | Private Lake | Hot Tub | Views
A bedroom with a bed, a ceiling fan, a TV on a dresser, and two windows with blinds.

7. A great stay, close to Spire, GOTL, & Wineries....King Bed!

A great stay, close to Spire, GOTL, & Wineries....King Bed!
Geneva
10.0 out of 10, Exceptional, (48 reviews)
"The house was clean, well furnished, and comfortable. Anthony was in contact and available if needed. We enjoyed our visit very much."
United States
Nancy M.
The price is AU$285
includes taxes & fees
18 Oct - 19 Oct
A great stay, close to Spire, GOTL, & Wineries....King Bed!
A living room with a brown sofa, a coffee table, a TV, and a ceiling fan.

8. A great stay, Two, close to Spire, GOTL, & Wineries....King Bed!

A great stay, Two, close to Spire, GOTL, & Wineries....King Bed!
Geneva
10.0 out of 10, Exceptional, (24 reviews)
"Good stay"
Canada
Corey
The price is AU$301
includes taxes & fees
27 Oct - 28 Oct
A great stay, Two, close to Spire, GOTL, & Wineries....King Bed!
A stone fire pit with burning logs, surrounded by a grassy area and two wooden chairs.

9. Center Strip | Pets OK | Wi-Fi | Near Wineries

Center Strip | Pets OK | Wi-Fi | Near Wineries
Geneva
9.4 out of 10, Exceptional, (258 reviews)
"Very enjoyable stay. Very clean and well kept . Very convenient location. We highly recommend !"
United States
Kevin A.
The price is AU$265
includes taxes & fees
18 Oct - 19 Oct
Center Strip | Pets OK | Wi-Fi | Near Wineries
A square fire pit table with two metal chairs on a wooden deck.

10. Beautiful cabin situated on wooded land with nice yard clearing and small stream

Beautiful cabin situated on wooded land with nice yard clearing and small stream
Madison
9.8 out of 10, Exceptional, (14 reviews)
"Wonderful stay :) "
United States
Jennifer S.
The price is AU$247
includes taxes & fees
30 Oct - 31 Oct
Beautiful cabin situated on wooded land with nice yard clearing and small stream
A bedroom with a bed, a ceiling fan, a window with patterned curtains, and a door.

11. Quaint cottage a short walk from the GTOL strip!

Quaint cottage a short walk from the GTOL strip!
Geneva-on-the-Lake
9.6 out of 10, Exceptional, (92 reviews)
"Clean, great location, plenty of space for two people, arcade was a nice touch!"
United States
Rita D.
The price is AU$285
includes taxes & fees
20 Oct - 21 Oct
Quaint cottage a short walk from the GTOL strip!
A compact room with a blue sofa, a wooden bench, a small table, and a white chair. A lamp is on the floor, and a door leads to a bathroom with a sink and a mirror.

12. King Bed With Living Room - NKS

King Bed With Living Room - NKS
Geneva
8.6 out of 10, Excellent, (10 reviews)
"Had a wonderful one night stay. Will definitely stay again. Everything was so clean, updated and comfortable. The location is fantastic for walking the strip."
United States
Robin S.
The price is AU$104
includes taxes & fees
29 Oct - 30 Oct
King Bed With Living Room - NKS
A modern kitchen with a white countertop, a built-in sink, and a flat-screen TV mounted above the counter.

13. GOTL Cozy Cottage- Sunset Vacation Rentals

GOTL Cozy Cottage- Sunset Vacation Rentals
Geneva
9.6 out of 10, Exceptional, (93 reviews)
"Wonderful service!!"
United States
Ramona
The price is AU$360
includes taxes & fees
18 Oct - 19 Oct
GOTL Cozy Cottage- Sunset Vacation Rentals
Living area

14. Spacious 2bed on a Private 1 acre Lot by Lake, Sleeps 8--Walk to Strip & Golf

Spacious 2bed on a Private 1 acre Lot by Lake, Sleeps 8--Walk to Strip & Golf
Geneva
9.0 out of 10, Wonderful, (59 reviews)
"Great location. Walkable to town. Very clean home and very comfortable. Great backyard and front and back decks. Great amenities"
United States
Susanne
The price is AU$330
includes taxes & fees
4 Nov - 5 Nov
Spacious 2bed on a Private 1 acre Lot by Lake, Sleeps 8--Walk to Strip & Golf
A living room with a sofa, a coffee table, and a door.

15. GOTL Hideaway Hut- Sunset Vacation Rentals

GOTL Hideaway Hut- Sunset Vacation Rentals
Geneva
9.4 out of 10, Exceptional, (74 reviews)
"We always enjoy our stay in Geneva and using sunset! The fenced in backyard was great for our dog!"
United States
Shelby B.
The price is AU$366
includes taxes & fees
26 Oct - 27 Oct
GOTL Hideaway Hut- Sunset Vacation Rentals
A modern kitchen with white cabinets, a stainless steel microwave, a gas stove, and a tiled backsplash.

16. GOTL Coastal Cottage- Sunset Vacation Rentals

GOTL Coastal Cottage- Sunset Vacation Rentals
Geneva
9.0 out of 10, Wonderful, (88 reviews)
"location"
United States
Donna T.
The price is AU$363
includes taxes & fees
21 Oct - 22 Oct
GOTL Coastal Cottage- Sunset Vacation Rentals
A modern kitchen with stainless steel appliances, a wooden dining table, and a bench.

17. GOTL Retreat, short walk to strip, 15 min to Spire

GOTL Retreat, short walk to strip, 15 min to Spire
Geneva on the Lake
9.0 out of 10, Wonderful, (8 reviews)
"We had a wonderful stay! The house and location were perfect."
United States
Amanda M.
The price is AU$486
includes taxes & fees
1 Nov - 2 Nov
GOTL Retreat, short walk to strip, 15 min to Spire
A vineyard with rows of grapevines, a large building with a triangular roof, and a tower in the background.

18. This is ideal for families, SPIRE & winery visits.

This is ideal for families, SPIRE & winery visits.
Geneva-on-the-Lake
9.0 out of 10, Wonderful, (6 reviews)
"Adorable and host thought of everything. "
United States
Kimberly M.
The price is AU$376
includes taxes & fees
29 Oct - 30 Oct
This is ideal for families, SPIRE & winery visits.
A modern kitchen with white cabinets, a built-in microwave, and a stove. There is a ceiling fan, a flat-screen TV mounted above a fireplace, and a coffee machine on the counter.

19. GOTL Comfy Cottage- Sunset Vacation Rentals

GOTL Comfy Cottage- Sunset Vacation Rentals
Geneva
8.8 out of 10, Excellent, (19 reviews)
"Very comfortable cottage. Convenient to the strip but far enough away to not have all the nighttime noise."
United States
Mary S.
The price is AU$350
includes taxes & fees
18 Oct - 19 Oct
GOTL Comfy Cottage- Sunset Vacation Rentals
A modern kitchen with a large island, stainless steel appliances, and pendant lighting.

20. Wine Country Escape - Hot Tub - Sleeps 12

Wine Country Escape - Hot Tub - Sleeps 12
Geneva
10.0 out of 10, Exceptional, (15 reviews)
"Great place to stay! Everything was wonderful, including host!"
United States
caryn l.
The price is AU$808
includes taxes & fees
21 Oct - 22 Oct
Wine Country Escape - Hot Tub - Sleeps 12
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Madison Hotel Reviews

Hampton Inn Madison

Hampton Inn Madison

10/10 Excellent
"Clean and spacious. I would stay here again."
Barbara 1-night trip
Posted 17 hours ago
Hampton Inn Madison

Find out more about Madison

Madison Holiday Homes information

Number of reviews
718
Accommodation
234 Holiday Homes
Lowest Price
AU$104
Highest Price
AU$515