Book Holiday Homes in Madison

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Featured Holiday Homes in Madison

Mountainside Villas at Massanutten by Tripforth

Mountainside Villas at Massanutten by Tripforth

3.5 out of 5
4082 Peak Drive, McGaheysville, VA
Stay at this 3.5-star vacation home in McGaheysville. Enjoy free parking, a fitness center, and conference space. Our guests praise the helpful staff and the ...
Mountainside Villas at Massanutten by Tripforth
Massanutten Resort by Tripforth

Massanutten Resort by Tripforth

3 out of 5
1822 Resort Drive, McGaheysville, VA
Stay at this 3-star vacation home in McGaheysville. Enjoy free parking, a fitness center, and a 24-hour front desk. Popular attractions Massanutten Water Park ...
Massanutten Resort by Tripforth
Massanutten's Woodstone Meadows by Tripforth

Massanutten's Woodstone Meadows by Tripforth

4 out of 5
1822 Resort Dr, McGaheysville, VA
Stay at this 4-star vacation home in McGaheysville. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our ...
Massanutten's Woodstone Meadows by Tripforth
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Massanutten's Regal Vistas by Tripforth

Massanutten's Regal Vistas by Tripforth

3.5 out of 5
1822 Resort Drive, McGaheysville, VA
Stay at this 3.5-star vacation home in McGaheysville. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Massanutten Water Park and Masanutten ...
Massanutten's Regal Vistas by Tripforth
Lux Resort Home - Spectacular multi deck private woods view-Hot Tub Pet Friendly

Lux Resort Home - Spectacular multi deck private woods view-Hot Tub Pet Friendly

McGaheysville
Book a stay at this family-friendly vacation home in McGaheysville. Enjoy a water park, a garden, and tennis courts. Popular attractions Massanutten Water Park ...
Lux Resort Home - Spectacular multi deck private woods view-Hot Tub Pet Friendly
 Beautiful Big Resort Home,Views, Pool table, Ping Pong, Air Hockey, Foosball

Beautiful Big Resort Home,Views, Pool table, Ping Pong, Air Hockey, Foosball

Massanutten
Book a stay at this family-friendly vacation home in McGaheysville. Enjoy free WiFi, a water park, and tennis courts. Our guests praise the helpful staff and ...
Beautiful Big Resort Home,Views, Pool table, Ping Pong, Air Hockey, Foosball
Private Hot Tub and Resort Amenities Included!

Private Hot Tub and Resort Amenities Included!

Massanutten
Stay at this vacation home in McGaheysville. Enjoy a water park, balconies, and in-room fireplaces. Popular attractions Massanutten Water Park and Masanutten ...
Private Hot Tub and Resort Amenities Included!
A Comfortable Home | Walking Distance To Amenities | WiFi | Cable |  Just Relax

A Comfortable Home | Walking Distance To Amenities | WiFi | Cable | Just Relax

McGaheysville
Book a stay at this family-friendly vacation home in McGaheysville. Enjoy free WiFi, a water park, and tennis courts. Popular attractions Massanutten Water Park ...
A Comfortable Home | Walking Distance To Amenities | WiFi | Cable | Just Relax
The Summit at Massanutten Resort by Tripforth

The Summit at Massanutten Resort by Tripforth

3.5 out of 5
1822 Resort Drive, McGaheysville, VA
Stay at this 3.5-star vacation home in McGaheysville. Enjoy free parking, a fitness center, and a pool table. Popular attractions Massanutten Water Park and ...
The Summit at Massanutten Resort by Tripforth
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Madison Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Madison vacation homes are the perfect way for you to wing it.

Holiday houses in Madison let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Madison in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Madison adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Madison with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Madison vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Madison Holiday Homes essential information

Accommodation
541 Holiday Homes
Lowest Price
NZ$162
Highest Price
NZ$208
Popular accommodation
Mountainside Villas at Massanutten by Tripforth, Massanutten Resort by Tripforth, Massanutten's Woodstone Meadows by Tripforth, Massanutten's Regal Vistas by Tripforth, Lux Resort Home - Spectacular multi deck private woods view-Hot Tub Pet Friendly, Beautiful Big Resort Home,Views, Pool table, Ping Pong, Air Hockey, Foosball , Private Hot Tub and Resort Amenities Included!, A Comfortable Home | Walking Distance To Amenities | WiFi | Cable | Just Relax, The Summit at Massanutten Resort by Tripforth

Top trending hotels in Madison

Old Rag View Horse Farm with Log Lodge and Treehouse

Old Rag View Horse Farm with Log Lodge and Treehouse

Madison
Book a stay at this family-friendly vacation home in Madison. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Blue Quartz Winery ...
Old Rag View Horse Farm with Log Lodge and Treehouse
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
2000 Morton Drive, Charlottesville, VA
Fully refundableReserve now, pay when you stay
The price is NZ$162 per night from 10 Dec to 11 Dec
NZ$162
includes taxes & fees
10 Dec - 11 Dec
Stay at this 3-star business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
English Inn of Charlottesville
Massanutten Resort

Massanutten Resort

2.5 out of 5
1822 Resort Dr, McGaheysville, VA
The price is NZ$208 per night from 24 Nov to 25 Nov
NZ$208
includes taxes & fees
24 Nov - 25 Nov
Book a stay at this spa hotel in McGaheysville. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in ...
Massanutten Resort
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Country Inn & Suites by Radisson, Charlottesville-UVA, VA

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

3 out of 5
1600 Emmet Street, Charlottesville, VA
Fully refundable
The price is NZ$184 per night from 4 Dec to 5 Dec
NZ$184
includes taxes & fees
4 Dec - 5 Dec
Stay at this 3-star business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.