Photo by Eric O

Search Holiday Homes in Madison

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Browse Select Madison Holiday Homes

Dog-Friendly Retreat Near Wineries/Spire/GOTL
Fridge, microwave, oven, stovetop

Dog-Friendly Retreat Near Wineries/Spire/GOTL

9.8 out of 10, Exceptional, (22)
"Quiet place great location to where we needed to be. "
The price is £167
includes taxes & fees
24 Aug - 25 Aug
Dog-Friendly Retreat Near Wineries/Spire/GOTL
Madison on the Lake Home with Lake Erie views & Pool in Wine Country!
Fridge, microwave, oven, stovetop

Madison on the Lake Home with Lake Erie views & Pool in Wine Country!

9.4 out of 10, Exceptional, (23)
"Pool and Proximity to lake were just what we needed to relax!"
Madison on the Lake Home with Lake Erie views & Pool in Wine Country!
Best location in Ohio's wine country! Minutes to all wineries, Spire, & GOTL!
Fridge, microwave, oven, stovetop

Best location in Ohio's wine country! Minutes to all wineries, Spire, & GOTL!

10.0 out of 10, Exceptional, (41)
"Perfect location next to all of the wineries. Very clean spacious house with great amenities including a hot tub, fire pit and large yard. "
The price is £278
includes taxes & fees
19 Aug - 20 Aug
Best location in Ohio's wine country! Minutes to all wineries, Spire, & GOTL!
Lakeside Serenity, Peace, and Tranquility in Madison!
Exterior detail

Lakeside Serenity, Peace, and Tranquility in Madison!

8.0 out of 10, Very good, (1)
"House had no air conditioning downstairs. Was not informed beforehand. "
Lakeside Serenity, Peace, and Tranquility in Madison!
Lakefront Property, Family Friendly and Pets Allowed
Terrace/patio

Lakefront Property, Family Friendly and Pets Allowed

9.8 out of 10, Exceptional, (111)
"We have stayed at this property multiple times and recently were able to stay at one of the owner's other properties. Great location and good for friends' trip! Darlene and Bud are always communicative and available for questions!"
Lakefront Property, Family Friendly and Pets Allowed
Madison Lakehouse – Spectacular Sunsets, Triple Lot.
Beach towels

Madison Lakehouse – Spectacular Sunsets, Triple Lot.

10.0 out of 10, Exceptional, (60)
"Our family came for the weekend. The house was exactly as described and pictured. Very clean and well stocked. We enjoyed the fire pit in the back yard as well as sitting on the deck down by the water. We would highly recommend this home!"
Madison Lakehouse – Spectacular Sunsets, Triple Lot.
Lakefront home just minutes from wineries. Backyard sunsets!
Property grounds

Lakefront home just minutes from wineries. Backyard sunsets!

9.8 out of 10, Exceptional, (32)
"Celebrated a 60th Birthday with good friends and this house was perfect! The views of the Lake are spectacular and the house came as advertised. Steve the owner, was great to work with and we’ll definitely be back!"
Lakefront home just minutes from wineries. Backyard sunsets!
LakePointe Shores #3 ~ 200 Feet Of Private Beach!
Property grounds

LakePointe Shores #3 ~ 200 Feet Of Private Beach!

9.8 out of 10, Exceptional, (6)
"Uniquely beautiful setting. 8 single storey houses set in a private park with big trees right on the lake. Golf course w nice driving range a 2 mins walk across the road. Bud & Darleen the owners, and Barry the property manager always helpful and responsive. Houses well equipped. Lots of repeat guests including me."
LakePointe Shores #3 ~ 200 Feet Of Private Beach!
Chic Cottage • Hot Tub • Wine Tours • Geneva & SPIRE
Smart TV

Chic Cottage • Hot Tub • Wine Tours • Geneva & SPIRE

9.8 out of 10, Exceptional, (26)
"This place is an absolute gem. We thoroughly enjoyed our stay! The place was very clean, within 15 minutes of many wineries, close location to the water, and it had great amenities. It was so cute and we had many great photo opportunities. I will certainly be back! "
The price is £296
includes taxes & fees
2 Sept - 3 Sept
Chic Cottage • Hot Tub • Wine Tours • Geneva & SPIRE
Walk to Lake Erie: Sleek Retreat w/ Screened Patio
Fridge, microwave, stovetop, dishwasher

Walk to Lake Erie: Sleek Retreat w/ Screened Patio

9.4 out of 10, Exceptional, (3)
"The home was beautiful and very comfortable. Enjoyed our star had lots of laughs and created many wonderful family memories. Would most definitely recommend and would stay there again. "
Walk to Lake Erie: Sleek Retreat w/ Screened Patio
Charming renovated historical farmhouse in the heart of wine country!
4 bedrooms, desk, iron/ironing board, free WiFi

Charming renovated historical farmhouse in the heart of wine country!

10.0 out of 10, Exceptional, (11)
"We loved our stay at this beautifully renovated home. Plenty of space, tons of extras for ensuring you have everything you need like kitchen supplies, bathroom "
The price is £418
includes taxes & fees
20 Aug - 21 Aug
Charming renovated historical farmhouse in the heart of wine country!
LakePointe Shores #1 ~ 5 Acres along the coast of Lake Erie in Madison!
Fridge, microwave, oven, stovetop

LakePointe Shores #1 ~ 5 Acres along the coast of Lake Erie in Madison!

9.6 out of 10, Exceptional, (14)
"Clean, great location, perfect size for our family"
LakePointe Shores #1 ~ 5 Acres along the coast of Lake Erie in Madison!
Madison Estate · Madison Farmhouse: Lake, Wineries & Family Fun
Fridge, microwave, oven, stovetop

Madison Estate · Madison Farmhouse: Lake, Wineries & Family Fun

2.0 star property
10.0 out of 10, Exceptional, (7)
"We booked this home for a place to stay while in town for my grandmothers 71st birthday. Beautiful home and wonderful stay "
Madison Estate · Madison Farmhouse: Lake, Wineries & Family Fun
Great location to enjoy winery hopping, and close to the Spire Institute!
Exterior

Great location to enjoy winery hopping, and close to the Spire Institute!

10.0 out of 10, Exceptional, (72)
"Jeremy was wonderful. The house was clean and charming. We so appreciated being able to bring our fur child. We would definitely choose to stay here again."
Great location to enjoy winery hopping, and close to the Spire Institute!
Secluded Hot Tub Retreat by Ohio Wine Trail & Lake
Outdoor dining

Secluded Hot Tub Retreat by Ohio Wine Trail & Lake

9.4 out of 10, Exceptional, (9)
"The house was easy to find and appeared just as in the photos. It was a pretty central location to all things in and around Geneva on the Lake. The neighborhood was quiet. "
The price is £426
includes taxes & fees
28 Aug - 29 Aug
Secluded Hot Tub Retreat by Ohio Wine Trail & Lake
Beautiful New Lake House on Lake Erie.
Beach nearby

Beautiful New Lake House on Lake Erie.

Beautiful New Lake House on Lake Erie.
The Little Clubhouse
Outdoor dining

The Little Clubhouse

The Little Clubhouse
The Madison House
3 bedrooms, in-room safe, free WiFi, bed sheets

The Madison House

The Madison House
Casa Sul Lago "House on the Lake" Stunning Sunsets
Exterior detail

Casa Sul Lago "House on the Lake" Stunning Sunsets

10.0 out of 10, Exceptional, (1)
"Loved staying at this property. Highly recommend it. Would rent it again."
Casa Sul Lago "House on the Lake" Stunning Sunsets
The Carriage House at The Lost Pearl
Property grounds

The Carriage House at The Lost Pearl

The Carriage House at The Lost Pearl
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Madison Hotel Reviews

Willow Lodge Willoughby – Cleveland Mentor

Willow Lodge Willoughby – Cleveland Mentor

10/10 Excellent
"This is by far one of the best motels I have ever stayed at. Staff were BEYOND kind and friendly! Perfect place to stay for a weekend trip. "
Rhianna 1-night trip
Posted 2 days ago
Willow Lodge Willoughby – Cleveland Mentor