Madison Holiday Rentals from AU$352: Search Short-Term Rentals

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

Private 2 Acre Waterfront Family Retreat with Pool & Pier : This holiday home rental outside of Madison is located on the waterfront, and has an outdoor pool, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

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Our top choices for Madison holiday rentals

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

1. 2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.

Cambridge

includes taxes & fees

13 Nov - 14 Nov

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

2. Waterfront Getaway with Dock

Woolford

Mills Family A.

includes taxes & fees

15 Nov - 16 Nov

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

3. Cambridge Apt in Walkable Neighborhood

Cambridge

LOIS

includes taxes & fees

14 Nov - 15 Nov

A waterfront restaurant with outdoor seating, a dock with boats, and a building with a green awning.

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

Cambridge

Mary Beth S.

includes taxes & fees

13 Dec - 14 Dec

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

5. Sailwinds Loft at Cambridge Creek

Cambridge

Sharon D.

includes taxes & fees

19 Nov - 20 Nov

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

Downtown Cambridge

Kristen S.

includes taxes & fees

13 Dec - 14 Dec

7. Cambridge Apt in Walkable Neighborhood

Cambridge

Anonymous traveller

includes taxes & fees

14 Nov - 15 Nov

A spacious living room with a large window, a ceiling fan, and a view of the outdoors.

8. WATERFRONT!! HOT TUB 3 bedroom Oasis on 2+ acres - Sleeps 8

Cambridge

Jill C.

includes taxes & fees

16 Nov - 17 Nov

A marina with boats docked, a water tower, and residential buildings with balconies.

9. Marina Views | 3BR Downtown Townhouse, Heated Decks, Pool & Gym

Cambridge

mike

includes taxes & fees

13 Nov - 14 Nov

A dining area with a round table, chairs, and a decorative table runner.

10. More, than just a place to sleep - welcome home!

Cambridge

includes taxes & fees

15 Nov - 16 Nov

A triangular cabin with a wooden staircase leading to a door, surrounded by trees.

11. Soul Oasis - home on the Chesapeake Bay

Lusby

Dusty S.

includes taxes & fees

17 Nov - 18 Nov

A bedroom with a bed, a fireplace, a ceiling fan, and a painting of a beach.

12. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

Saint Leonard

Nancy P.

includes taxes & fees

17 Nov - 18 Nov

A wooden interior with a dining area, sofas, and a table.

13. WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

Cambridge

Anonymous traveller

includes taxes & fees

16 Nov - 17 Nov

14. Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Chesapeak beach

Ben W.

includes taxes & fees

2 Dec - 3 Dec

A house with a large lawn and a dock extending into a calm lake.

15. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Fishing Creek

Thomas S.

includes taxes & fees

16 Nov - 17 Nov

16. Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Fishing Creek

Robin E.

includes taxes & fees

16 Nov - 17 Nov

17. Plum Point Cottage #17

Huntingtown

includes taxes & fees

13 Nov - 14 Nov

A spacious cabin interior with a wooden ceiling, a kitchen area, a living room with a sofa and a dining table, and a large window providing natural light.

18. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lusby

Tanya S.

includes taxes & fees

15 Nov - 16 Nov

A pathway lined with trees and lights leading to a wooden building with a visible window.

19. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

Lusby

Alexander B.

includes taxes & fees

13 Nov - 14 Nov

Three Adirondack chairs facing a beach with a clear view of the ocean.

20. Plum Point Cottage #14

Huntingtown

Yonnick H.

includes taxes & fees

13 Nov - 14 Nov

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Find holiday rentals that suit your style

Top Madison Hotel Reviews

A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.

Inn at Perry Cabin

Downtown St. Michaels

10/10 Excellent

The Inn at Perry Cabin is a beautiful, luxurious hotel in a lovely setting. Our room was elegant and comfortable we had turn down service each night with cookies and slippers left for us. The staff is helpful and friendly. There are fresh flowers and plants throughout the hotel and the grounds are beautifully landscaped. The only negative is that they charge $50 a day to use the fitness facilities! Surprising at a very expensive hotel.

2revs

A covered outdoor seating area with wicker furniture and large windows.

Hilton Garden Inn Solomons

Solomons

10/10 Excellent

Anonymous traveller

Find out more about Madison

Everything you need to know about Madison holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Madison holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Madison holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madison holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madison holiday rentals we have selected for you start as low as AU$352 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison holiday 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 holiday.

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 holiday rentals in Madison?

Yes, there are holiday rentals close to the most popular sights in Madison, or you can select a more secluded option if you're looking for a relaxing stay.

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

Private 2 Acre Waterfront Family Retreat with Pool & Pier: This holiday home rental outside of Madison is located on the waterfront, and has an outdoor pool, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

How many holiday rentals will I find in Madison?

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

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 wider area.

What’s a holiday rental in Madison like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Madison. Holiday rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for family gatherings.

Madison Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Madison holiday rentals

1. 2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.

2. Waterfront Getaway with Dock

3. Cambridge Apt in Walkable Neighborhood

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

5. Sailwinds Loft at Cambridge Creek

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

7. Cambridge Apt in Walkable Neighborhood

8. WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

9. Marina Views | 3BR Downtown Townhouse, Heated Decks, Pool & Gym

10. More, than just a place to sleep - welcome home!

11. Soul Oasis - home on the Chesapeake Bay

12. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

13. WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

14. Beach Front, Bay View, Fishing, chesapeake,Family Getaway

15. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

16. Riverside Lodge Bed & Breakfast on the Honga River UNIT E

17. Plum Point Cottage #17

18. Lakefront Cabin Near Solomons Island w/ Hot Tub

19. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

20. Plum Point Cottage #14

Find holiday rentals that suit your style

Top Madison Hotel Reviews

Inn at Perry Cabin

10/10 Excellent

Find out more about Madison

Madison holiday rentals: An excellent choice for every season

How to find incredible deals on Madison rentals

Frequently Asked Questions

Are there holiday rentals in Madison?

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

How many holiday rentals will I find in Madison?

What’s there to see and do in Madison?

What’s a holiday rental in Madison like?

8. WATERFRONT!! HOT TUB 3 bedroom Oasis on 2+ acres - Sleeps 8