Madison Vacation Rentals from ￥46,853: Search Short-Term Rentals

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

Secluded Woodland Waterfront Retreat : This vacation home rental outside of Madison offers a patio, a hot tub, and air-conditioning to help you feel perfectly comfortable in your new surroundings.

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Our top choices for Madison vacation rentals

Soul Oasis - home on the Chesapeake Bay

Lusby

Carver Z.

￥46,853 total

includes taxes & fees

May 4 - May 5

Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

Downtown Cambridge

Sylvie G.

￥71,548 total

includes taxes & fees

May 5 - May 6

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge

Traci C.

￥68,673 total

includes taxes & fees

May 5 - May 6

Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

Downtown Cambridge

Richard D.

￥61,061 total

includes taxes & fees

May 27 - May 28

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

Downtown Cambridge

Kristen S.

￥68,673 total

includes taxes & fees

May 5 - May 6

Sailwinds Loft at Cambridge Creek

Cambridge

Lee P.

￥40,594 total

includes taxes & fees

May 2 - May 3

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Prince Frederick

Colleen G.

￥80,512 total

includes taxes & fees

May 26 - May 27

Family Beach House: Spacious Deck, Grill & Views

Chesapeak beach

Bryan P.

￥70,313 total

includes taxes & fees

May 20 - May 21

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Top Madison Hotel Reviews

Rod 'N' Reel Resort

10/10 Excellent

"Had an amazing girls trip! Looking forward to my next stay."

The Wildset

10/10 Excellent

"We loved everything about this place. Location was walkable to everything on site parking bar and restaurant was not open when we were there on a Tuesday but we did have a wonderful complimentary breakfast which was amazing. Fresh croissants mini crustless quiche yogurt fruit bagels juice and coffee. It was perfect. We indulged in the smores by the fire pit at night. Just loved our room with beautiful decor comfortable bed and pillows and complimentary snacks and water. Will def come back again! Staff was also wonderful!"

Quality Inn

2/10 Terrible

"Stayed from 4/21 to 4/26. Beyond the friendliness of the female desk attendant who checked me in this place leaves much to be desired. Found my room filthy and apparently "missed" by cleaning staff. Was given another room for that night then switched back to my original room next day. The free breakfast was a joke, even the lone waffle maker was broken and the hotel ice machines didn't work. This building is very old and the upgrades need upgrading. The on line pictures are definitely from back whenever last "upgrade" was done which clearly was some time ago. Room flooring was warped (both rooms), room door didn't close right (had to force it shut every time) and refrigerator barely worked. And good luck getting a decent night of sleep, you can hear everything going on around your room and outside including the noises from the highway, sound deadening is virtually non existent. I've stayed a numerous Quality Inn locations in the past without issue but this one might be one to avoid unless you're desperate."

Find out more about Madison

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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?

Secluded Woodland Waterfront Retreat: This vacation home rental outside of Madison offers a patio, a hot tub, and air-conditioning to help you feel perfectly comfortable in your new surroundings.

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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