Madison Vacation Rentals from CA $1,208: Short-Term Rentals for 2026

Q: What are some of the best vacation home rentals that Madison has to offer?

Private 2 Acre Waterfront Family Retreat with Pool & Pier : This vacation home rental outside of Madison is located on the waterfront and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

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Our top choices for Madison vacation rentals

A living room with two grey sofas, a coffee table, and a ceiling fan.

1. Cambridge Apt in Walkable Neighborhood

Cambridge

LOIS

CA $452 total

includes taxes & fees

Oct 27 - Oct 28

2. Cambridge Apt in Walkable Neighborhood

Cambridge

Anonymous traveller

CA $464 total

includes taxes & fees

Oct 27 - Oct 28

A lakeside view from a deck with a wooden railing, a sandy area with a boat, and a dock extending into the water.

3. 2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.

Cambridge

CA $381 total

includes taxes & fees

Oct 27 - Oct 28

A grassy area with a wooden dock extending into a calm body of water, surrounded by trees and greenery.

4. Waterfront Getaway with Dock

Woolford

Meagan G.

CA $352 total

includes taxes & fees

Nov 1 - Nov 2

A brick building with a white porch and a well-maintained lawn.

5. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge

Mary Beth S.

CA $537 total

includes taxes & fees

Nov 16 - Nov 17

A modern kitchen with white cabinets, a stainless steel stove, a microwave, and a sink.

6. Sailwinds Loft at Cambridge Creek

Cambridge

Sharon D.

CA $356 total

includes taxes & fees

Oct 28 - Oct 29

A covered outdoor dining area with a table and chairs, overlooking a body of water and trees.

7. Sunset Breezes - quiet waterfront retreat

Dorchester County

John C.

A living room with a dark gray sofa, a small round table, and a green throw blanket. There is a brick accent wall and a ceiling fan.

8. The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

Downtown Cambridge

Kristen S.

CA $552 total

includes taxes & fees

Oct 27 - Oct 28

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Top Madison Hotel Reviews

Sleep Inn & Suites California MD

10/10 Excellent

"Very clean and nice"

Holiday Inn Express Easton by IHG

10/10 Excellent

"Stayed for one night on a road trip. Staff for check in & check out very pleasant & helpful. Property & room were very clean. Bed was comfortable. Did not use pool/hot tub so cannot comment on that. Breakfast was buffet style & had pretty good variety to choose from. Not super fancy but no complaints. I would stay here again if I find myself passing through Easton & in need of a convenient place to stay."

Springhill Suites by Marriott Prince Frederick

10/10 Excellent

"The only think I would change is the coffee to one of the more modern automatic types and maybe add flavored creamer. The room coffee maker is older and they only provide a powder packet. I brought my own but the hotel was nice and I would sty again."

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 $1,208 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

Are there vacation rentals in Madison?

Yes, we offer vacation rentals near top attractions in Madison, or you can go with a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Madison has to offer?

Private 2 Acre Waterfront Family Retreat with Pool & Pier: This vacation home rental outside of Madison is located on the waterfront and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

How many vacation rentals will I find in Madison?

Choose from 3 Expedia vacation rentals in Madison for a memorable vacation.

What’s there to see and do in Madison?

Explore the area and family-friendly sights such as Phillips Wharf Environmental Center, or get out into nature at a spot like Blackwater National Wildlife Refuge. Harriet Tubman Underground Railroad National Historical Park and Harriet Tubman Museum and Educational Center are a couple of places you'll find in the larger area.

What’s a vacation rental in Madison like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Madison. Vacation rentals feature extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for family trips.

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Our top choices for Madison vacation rentals

1. Cambridge Apt in Walkable Neighborhood

2. Cambridge Apt in Walkable Neighborhood