Madison Vacation Rentals from CA $75: Short-Term Rentals for 2026

Q: 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! .

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Our top choices for Madison vacation rentals

A bedroom with a large bed, a wooden ceiling, and a view of a balcony with outdoor furniture.

1. Romantic Woodside Cabin | Hot Tub & Fire Pit

Madison

Matthew

CA $298 total

includes taxes & fees

Nov 9 - Nov 10

A beach with a chair and a rock formation in the background.

2. LemonDrop Lake-Front Cottage

Madison-on-the-Lake

Michael M.

CA $353 total

includes taxes & fees

Nov 8 - Nov 9

A living room with a leather couch, a fireplace, and a large window offering a view of the ocean.

3. SeaSide Lake-Front Cottage

Madison-on-the-Lake

Mary G.

CA $369 total

includes taxes & fees

Nov 8 - Nov 9

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.

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

Madison-on-the-Lake

Veronica K.

CA $406 total

includes taxes & fees

Nov 17 - Nov 18

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

5. 3-bedroom pet friendly home in Madison walking distance to beach & winery

Madison-on-the-Lake

Stacy S.

CA $343 total

includes taxes & fees

Nov 8 - Nov 9

A modern living room with a wooden wall, a sofa, a coffee table, and a dining area with chairs.

6. Highland House | Wine Country | Private Hot Tub

Madison

CA $373 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with blue cabinets, a stainless steel dishwasher, a gas stove, and a microwave.

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

Madison-on-the-Lake

TerriAnn M.

CA $429 total

includes taxes & fees

Nov 8 - Nov 9

A modern living room with a sofa, chairs, and a coffee table. Large windows offer a view of trees.

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

Madison

CA $414 total

includes taxes & fees

Nov 8 - Nov 9

A backyard patio with a table and chairs, a grill, and a barbecue smoker.

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

Madison-on-the-Lake

Robin T.

CA $406 total

includes taxes & fees

Nov 7 - Nov 8

A living room with a leather sofa, a dining table with chairs, a TV, a fireplace, and large windows overlooking the ocean.

10. Tree-Top Lake-Front Cottage

Madison-on-the-Lake

Kelly Lee F.

CA $369 total

includes taxes & fees

Nov 8 - Nov 9

A cozy living room with a leather sofa, a wooden coffee table, and a large window offering a view of the outdoors.

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

Madison

CA $502 total

includes taxes & fees

Nov 9 - Nov 10

A stone fire pit with burning logs, surrounded by a grassy area and two wooden chairs.

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

Geneva

Jessica B.

CA $243 total

includes taxes & fees

Nov 8 - Nov 9

A compact living space with a kitchenette, a dining area with bar stools, a television, and a ceiling fan.

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

Geneva

Rebecca S.

CA $293 total

includes taxes & fees

Nov 18 - Nov 19

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!

Geneva

frances f.

CA $265 total

includes taxes & fees

Nov 16 - Nov 17

A living room with a brown sofa, a coffee table, a TV, and a ceiling fan.

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

Geneva

Daniel K.

CA $271 total

includes taxes & fees

Nov 8 - Nov 9

A modern kitchen with stainless steel appliances, white cabinetry, and a wooden countertop.

16. Recently updated apartment in a Triplex close to Spire Wineries and the Lake.

Geneva

Devan M.

CA $234 total

includes taxes & fees

Nov 10 - Nov 11

A compact living space with a kitchenette, a dining area, and a sofa with cushions.

17. Little oasis a short walk from GOTL strip

Geneva-on-the-Lake

Jared M.

CA $271 total

includes taxes & fees

Nov 8 - Nov 9

A small house with solar panels, a porch with outdoor furniture, and a wooden deck.

18. Cozy Shed-Teau in Geneva + Firepit

Geneva

William M B.

CA $191 total

includes taxes & fees

Nov 9 - Nov 10

A coastal landscape with a visible rainbow over the sea, rocky outcrops, and a grassy area.

19. "The Beach Hive" unit 1; lower-level apartment on the Lake

Geneva

Nicholas

CA $235 total

includes taxes & fees

Nov 8 - Nov 9

A bedroom with a bed, a ceiling fan, a window with patterned curtains, and a door.

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

Geneva-on-the-Lake

Rita D.

CA $251 total

includes taxes & fees

Nov 15 - Nov 16

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Find vacation rentals that suit your style

Top Madison Hotel Reviews

A Holiday Inn Express & Suites hotel with a modern design, featuring a covered entrance and a well-lit facade.

Holiday Inn Express & Suites Madison by IHG

Madison

10/10 Excellent

Virgino

A modern building with a unique sloped roof, a fire pit, and a landscaped patio area.

Wingate by Wyndham Geneva at SPIRE Academy

Geneva

10/10 Excellent

Kelly

A large, two-story brick house with a symmetrical facade, central entrance, and a well-maintained lawn.

Steele Mansion

Painesville

10/10 Excellent

Mary

A Holiday Inn Express & Suites hotel with a modern design, featuring a well-lit entrance and clear signage.

Holiday Inn Express & Suites Painesville - Concord by IHG

Painesville

10/10 Excellent

I have travelled all over and have stayed at hundreds of hotels. This is by far the cleanest most comfortable hotel Ive ever stayed at. The staff are friendly, helpful and the cleaning staff are exceptional at their job! No matter where I went it was spotless. The hotel is off the highway backing onto trees making it a peaceful stay and is conveniently located across from restaurants, grocery stores and gas station etc. it is very close to the Maple Highlands Trail. This is the second time we...

CATHY

An indoor swimming pool with clear views of the sunset through large windows.

Hampton Inn Ashtabula

Austinburg

10/10 Excellent

Rita

A bar area with a long counter, multiple stools, and a large window with a view.

Riverbend Hotel and Suites, Trademark Collection by Wyndham

Ashtabula

10/10 Excellent

SANDRA R

Best Western Plus Mentor-Cleveland Northeast

Mentor

10/10 Excellent

tara

A buffet with various food items, including omelets and other dishes, served in metal containers.

Holiday Inn Express Hotel & Suites Ashtabula-Geneva by IHG

Austinburg

10/10 Excellent

Michael

A modern dining area with high tables and booths, a kitchen in the background, and a large window providing natural light.

Hampton Inn & Suites Cleveland Mentor

Mentor

10/10 Excellent

Peter

A breakfast area with a sign for Express Start Breakfast, a bakery section, and a display of hot food, cereal, and fruit.

Holiday Inn Express Mentor Banquet Center by IHG

Mentor

10/10 Excellent

Fred

Find out more about Madison

Everything you need to know about Madison vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Madison vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madison vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Madison vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madison. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madison vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madison vacation rentals we have selected for you start as low as CA $75 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Madison rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madison vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madison. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.

Madison Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Madison vacation rentals

1. Romantic Woodside Cabin | Hot Tub & Fire Pit

2. LemonDrop Lake-Front Cottage

3. SeaSide Lake-Front Cottage

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

5. 3-bedroom pet friendly home in Madison walking distance to beach & winery

6. Highland House | Wine Country | Private Hot Tub

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

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

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

10. Tree-Top Lake-Front Cottage

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

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

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

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

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

16. Recently updated apartment in a Triplex close to Spire Wineries and the Lake.

17. Little oasis a short walk from GOTL strip

18. Cozy Shed-Teau in Geneva + Firepit

19. "The Beach Hive" unit 1; lower-level apartment on the Lake

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

Find vacation rentals that suit your style

Top Madison Hotel Reviews

Holiday Inn Express & Suites Madison by IHG

10/10 Excellent

Find out more about Madison

Madison vacation rentals: An excellent choice for every season

How to find incredible deals on Madison rentals

Frequently Asked Questions

Can I find a vacation rental in Madison?

What's the top vacation rental in Madison?

How many vacation rentals will I find in Madison?

What can I see and do in Madison?

What are vacation rentals like in Madison?