Madison Holiday Rentals from AU$237: Search Short-Term Rentals

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

Mountainside Villas at Massanutten by Tripforth : This holiday home rental outside of Madison is located near skiing, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Amenities such as kitchenware and free parking are also available for your convenience. You and your friends and family can relax into your holiday with amenities such as an outdoor tennis court. Another good choice for your trip to Madison is Old Rag View Horse Farm with Log Lodge and Treehouse .

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Our top choices for Madison holiday rentals

1. Historic Madison Eagle Inn

Madison

Tracy

includes taxes & fees

4 Oct - 5 Oct

2. The Cabin at the Lake

Madison

Leti H.

includes taxes & fees

13 Sept - 14 Sept

3. Charming 4-bedroom house in Madison centrally located!

Madison

Lori K.

includes taxes & fees

14 Sept - 15 Sept

4. Tatum's Mtn View Retreat- SAUNA-Hiking- Unit A

Madison

Megan F.

includes taxes & fees

2 Oct - 3 Oct

5. Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues

Madison

Birgit W.

includes taxes & fees

22 Sept - 23 Sept

6. Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Stanardsville

Humberto

includes taxes & fees

16 Sept - 17 Sept

7. Barn Apartment on Farm Near Old Rag and Shenandoah National Park

Etlan

Ikuo

includes taxes & fees

15 Sept - 16 Sept

8. Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

Etlan

Patrick

includes taxes & fees

13 Sept - 14 Sept

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Top Madison Hotel Reviews

Skyland

10/10 Excellent

"Restaurant food and staff was really good, great view from the room."

Super 8 by Wyndham Charlottesville

8/10 Good

"If you are looking for inexpensive place to put your head down for a couple of days, this motel is perfect. It is reasonably clean (no citrusy aromas but no bugs either). The TV channels are very limited, especially if you’re a sports fan. The refrigerator was broken when we arrived but after notifying front desk, we received a working one within minutes. The refrigerators are outdated big time, however clean and functional. The microwave was very clean and in working order. The bathroom was immaculate, with a working hair dryer and necessary toiletries. The desk chair was broken and almost caused an accident. The windows need a good scrub, or even replacement, but I can’t imagine that there is enough money coming in for such a project. Most importantly, since we were here in the middle of the blistering season, the air conditioning worked perfectly and made the room a great relief to come back to. I can’t say enough about the staff. They are a family working together and they make you feel like you came to visit them at their own house. Their warm and helpful attitude made any hiccup’s inconsequential."

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$237 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. Madison is known for its mountain views.

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

Mountainside Villas at Massanutten by Tripforth: This holiday home rental outside of Madison is located near skiing, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Amenities such as kitchenware and free parking are also available for your convenience. You and your friends and family can relax into your holiday with amenities such as an outdoor tennis court. Another good choice for your trip to Madison is Old Rag View Horse Farm with Log Lodge and Treehouse.

How many holiday rentals will I find in Madison?

With 23 Expedia holiday rentals, you're guaranteed to find just the right place for your Madison stay.

What can I see and do in Madison?

Shenandoah National Park and Rapidan River are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Early Mountain Vineyards and Madison Plaza.

What are holiday rentals like in Madison?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Madison. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a small group gathering.

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Check prices for these dates

Our top choices for Madison holiday rentals

1. Historic Madison Eagle Inn

2. The Cabin at the Lake

3. Charming 4-bedroom house in Madison centrally located!

4. Tatum's Mtn View Retreat- SAUNA-Hiking- Unit A

5. Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues

6. Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

7. Barn Apartment on Farm Near Old Rag and Shenandoah National Park

8. Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

9. Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+

10. The House in the Holla at the foot of Shenandoah National Park

11. Creekside Villa 1 bedroom

12. RiverFront Country Home with Blue Mountain Views

13. Wood Haven Lodge 2 bedroom

14. Whispering Hillside -Coffee Bar, Hot Tub Fire Pit

15. Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP

16. Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

17. Shenandoah Valley Yurt

18. Servants' Cottage on 600 Acre Working Horse/Cattle Estate

19. Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

20. Charming Cottage w/ Incredible Views & Firepit

Find holiday rentals that suit your style

Top Madison Hotel Reviews

Skyland

English Inn of Charlottesville

Holiday Inn Charlottesville-Univ Area by IHG

Hillside

Kimpton The Forum Hotel by IHG

Sonesta ES Suites Charlottesville University

Super 8 by Wyndham Charlottesville

Days Inn by Wyndham Charlottesville/University Area

Mimslyn Inn Historic Hotels Of America

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Frequently asked questions

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