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

Madison Vacation Rentals

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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 vacation rentals

A bedroom with a wooden ceiling, a bed with a wooden headboard, a blue chair, a bench, and a cowhide rug.

1. Romantic Woodside Cabin | Hot Tub & Fire Pit

Romantic Woodside Cabin | Hot Tub & Fire Pit
Madison
9.6 out of 10, Exceptional, (5 reviews)
"This was an incredible stay for my wife and I. The cleanliness, quietness, and coziness was amazing. We will definitely be back for another anniversary stay. The multiple wineries around also help enhance the stay even more. You’re missing out if you don’t book this cabin. "
United States
Matthew
The price is SAR 816
SAR 1,029 total
includes taxes & fees
25 Oct - 26 Oct
Romantic Woodside Cabin | Hot Tub & Fire Pit
A living room with a leather couch, a fireplace, and a large window offering a view of the ocean.

2. SeaSide Lake-Front Cottage

SeaSide Lake-Front Cottage
Madison-on-the-Lake
10.0 out of 10, Exceptional, (16 reviews)
"The cottage is beautifully cared for and filled with little thoughtful details. The view is great and the location is perfect. We absolutely loved our stay and can't wait to go back!"
United States
Jocelyn S.
The price is SAR 627
SAR 1,033 total
includes taxes & fees
2 Nov - 3 Nov
SeaSide Lake-Front Cottage
A dining area with a white table and black chairs, large windows with a view of a green landscape, and a small potted plant on the table.

3. Updated Cottage - Great Location Near Lake, Wineries, and SPIRE Institute!

Updated Cottage - Great Location Near Lake, Wineries, and SPIRE Institute!
Madison-on-the-Lake
10.0 out of 10, Exceptional, (5 reviews)
"Good location and a cute space. "
United States
Veronica K.
The price is SAR 524
SAR 1,155 total
includes taxes & fees
20 Oct - 21 Oct
Updated Cottage - Great Location Near Lake, Wineries, and SPIRE Institute!
A foosball table with a wooden frame and black handles.

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

Ledge House Vintage Retreat | Hot Tub & Fire Pit
Madison
The price is SAR 1,119
SAR 1,380 total
includes taxes & fees
20 Oct - 21 Oct
Ledge House Vintage Retreat | Hot Tub & Fire Pit
A modern kitchen with blue cabinets, a stainless steel dishwasher, a gas stove, and a microwave.

5. 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 SAR 723
SAR 1,202 total
includes taxes & fees
14 Oct - 15 Oct
Dog-Friendly Retreat Near Wineries/Spire/GOTL
A large two-story house with a covered porch and a small shed.

6. Highland House | Wine Country | Private Hot Tub

Highland House | Wine Country | Private Hot Tub
Madison
The price is SAR 1,119
SAR 1,350 total
includes taxes & fees
20 Oct - 21 Oct
Highland House | Wine Country | Private Hot Tub
A large, multi-story house with a stone facade, a spacious driveway, and a well-maintained lawn.

7. 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 SAR 597
SAR 995 total
includes taxes & fees
1 Nov - 2 Nov
3-bedroom pet friendly home in Madison walking distance to beach & winery
A beach with a chair and a rock formation in the background.

8. LemonDrop Lake-Front Cottage

LemonDrop Lake-Front Cottage
Madison-on-the-Lake
10.0 out of 10, Exceptional, (22 reviews)
"We really enjoyed our stay in the Lemon Drop Cottage. It was clean with a comfortable bed, wonderfully decorated, in a great location, and had everything we needed plus access to the lake and plenty of room for our dog."
United States
David D.
The price is SAR 590
SAR 988 total
includes taxes & fees
12 Nov - 13 Nov
LemonDrop Lake-Front Cottage
A backyard patio with a table and chairs, a grill, and a barbecue smoker.

9. 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 SAR 1,127
SAR 1,333 total
includes taxes & fees
13 Oct - 14 Oct
Charming 2-bedroom house in delightful Madison with AC
Property grounds

10. Gorgeous Tent Rental Great for Glamping in Ohio

Gorgeous Tent Rental Great for Glamping in Ohio
Madison
The price is SAR 484
SAR 583 total
includes taxes & fees
25 Oct - 26 Oct
Gorgeous Tent Rental Great for Glamping in Ohio
A lakeside dock with a wooden pier extending into the water, surrounded by lush greenery and trees.

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

Lakeside Chalet | Private Lake | Hot Tub | Views
Madison
The price is SAR 1,421
SAR 1,711 total
includes taxes & fees
18 Oct - 19 Oct
Lakeside Chalet | Private Lake | Hot Tub | Views
A living room with a leather sofa, a dining table with chairs, a TV, a fireplace, and large windows overlooking the ocean.

12. Tree-Top Lake-Front Cottage

Tree-Top Lake-Front Cottage
Madison-on-the-Lake
9.6 out of 10, Exceptional, (20 reviews)
"Excellent cottage,location,& Host"
United States
Kelly Lee F.
The price is SAR 627
SAR 1,029 total
includes taxes & fees
1 Nov - 2 Nov
Tree-Top Lake-Front Cottage
A living room with a brown sofa, a coffee table, a TV, and a ceiling fan.

13. 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 SAR 355
SAR 772 total
includes taxes & fees
13 Oct - 14 Oct
A great stay, Two, close to Spire, GOTL, & Wineries....King Bed!
A bedroom with a bed, a ceiling fan, a TV on a dresser, and two windows with blinds.

14. 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, (47 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 SAR 355
SAR 745 total
includes taxes & fees
18 Oct - 19 Oct
A great stay, close to Spire, GOTL, & Wineries....King Bed!
A single-story house with a porch, a door, and a window.

15. Adorable and Cozy GOTL Cottage - Pet Friendly

Adorable and Cozy GOTL Cottage - Pet Friendly
Geneva
10.0 out of 10, Exceptional, (3 reviews)
"Everything was top rate right down to the plush bathroom towels and as others have mentioned the shower was doable. We were in the area to visit family, so we only needed a place to sleep and clean up. Would differently use again."
United States
George
The price is SAR 620
SAR 1,166 total
includes taxes & fees
13 Oct - 14 Oct
Adorable and Cozy GOTL Cottage - Pet Friendly
A small cabin with a porch, two Adirondack chairs, a round table, and a screened-in area.

16. Cabin 1 The Sunrise Patio

Cabin 1 The Sunrise Patio
Geneva
9.4 out of 10, Exceptional, (18 reviews)
"Host was amazing"
United States
Kim C.
The price is SAR 526
SAR 638 total
includes taxes & fees
24 Oct - 25 Oct
Cabin 1 The Sunrise Patio
A compact living space with a kitchenette, a dining area with bar stools, a television, and a ceiling fan.

17. The Riesling Cottage - GOTL Strip - Cozy & Quaint

The Riesling Cottage - GOTL Strip - Cozy & Quaint
Geneva
10.0 out of 10, Exceptional, (26 reviews)
"Loved it!! I’ll definitely stay here again! "
United States
Rebecca S.
The price is SAR 203
SAR 786 total
includes taxes & fees
25 Oct - 26 Oct
The Riesling Cottage - GOTL Strip - Cozy & Quaint
A beach at sunset with waves crashing onto the shore.

18. LAKEFRONT LOFT-PERFECT COUPLES GETAWAY--rent 2 get 3rd free-until Oct. 30- ask!

LAKEFRONT LOFT-PERFECT COUPLES GETAWAY--rent 2 get 3rd free-until Oct. 30- ask!
Geneva
10.0 out of 10, Exceptional, (400 reviews)
"Great place to stay! Convenient location!"
United States
Debbie C.
The price is SAR 394
SAR 557 total
includes taxes & fees
26 Oct - 27 Oct
LAKEFRONT LOFT-PERFECT COUPLES GETAWAY--rent 2 get 3rd free-until Oct. 30- ask!
A square fire pit table with two metal chairs on a wooden deck.

19. 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 SAR 488
SAR 634 total
includes taxes & fees
30 Oct - 31 Oct
Beautiful cabin situated on wooded land with nice yard clearing and small stream
A small house with solar panels, a porch with outdoor furniture, and a wooden deck.

20. Cozy Shed-Teau in Geneva + Firepit

Cozy Shed-Teau in Geneva + Firepit
Geneva
9.6 out of 10, Exceptional, (14 reviews)
"Very nice property"
United States
William M B.
Cozy Shed-Teau in Geneva + Firepit
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

The Ours at Geneva on the Lake

The Ours at Geneva on the Lake

10/10 Excellent
"Amazing time and stay"
Tara 1-night trip
Posted 6 hours ago
The Ours at Geneva on the Lake

Frequently asked questions

Can I find a vacation rental in Madison?

Yes, you can find vacation rentals in Madison close to Rabbit Run Community Arts Association, or you can go with a secluded option if you want a relaxing stay. Madison is known for its wineries and theaters. Make sure you have time to check out the restaurants while you're in the area.

What's the top vacation rental in Madison?

Charming 2-bedroom house in delightful Madison with AC: Visitors give good reviews to this Madison vacation home rental, which is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You can relax into your vacation with a garden and a selection of books. Some other top choices in Madison are Lakefront Retreat w/ Private Beach. Sleeps 12 and Lake Erie Beachfront Retreat - 8 BR + Private Beach & Hot tub!.

How many vacation rentals will I find in Madison?

With 38 Expedia vacation rentals, you're sure to find just the right place for your Madison stay.

What can I see and do in Madison?

Lake Erie and Hogback Ridge are a couple of scenic spots to enjoy the outdoors, whereas Rabbit Run Community Arts Association is one of the cultural attractions. While here, Laurentia Vineyard & Winery and Grand River Cellars Winery are other places worth a visit.

What are vacation rentals like in Madison?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Madison. Vacation rentals offer extras such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.