Madison Vacation Rentals

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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Madison vacation rentals

Terrace/patio

The Cabin at the Lake

The Cabin at the Lake
Madison
9.8 out of 10, Exceptional, (45 reviews)
"Such a lovely and peaceful location. The proximity to Early Mountain Winery was perfect."
United States
Randy D.
The price is ￥24,956
￥46,229 total
includes taxes & fees
Jan 22 - Jan 23
The Cabin at the Lake
Dining

Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (12 reviews)
"The place was great! It was clean and comfortable - a great jumping off point for a weekend of hiking in Shenandoah. Would definitely stay again. "
United States
Anonymous traveler
The price is ￥22,025
￥39,903 total
includes taxes & fees
Feb 1 - Feb 2
Historic Madison Eagle Inn
Fridge, microwave, oven, stovetop

Charming 4-bedroom house in Madison centrally located!

Charming 4-bedroom house in Madison centrally located!
2.0 star property
Madison
The price is ￥33,116
￥66,937 total
includes taxes & fees
Jan 19 - Jan 20
Charming 4-bedroom house in Madison centrally located!
Interior

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

Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
2.0 star property
Madison
The price is ￥28,521
￥60,471 total
includes taxes & fees
Jan 20 - Jan 21
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
Exterior

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.0 star property
Stanardsville
9.8 out of 10, Exceptional, (61 reviews)
"Great Staff Great Getaway Great Everything "
United States
LaToya
The price is ￥13,334
￥22,287 total
includes taxes & fees
Jan 26 - Jan 27
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Interior

Glade Cottage at White Lotus Eco Spa Retreat

Glade Cottage at White Lotus Eco Spa Retreat
Stanardsville
9.4 out of 10, Exceptional, (22 reviews)
"Great stay"
United States
Caroline T.
The price is ￥18,063
￥29,576 total
includes taxes & fees
Jan 22 - Jan 23
Glade Cottage at White Lotus Eco Spa Retreat
Property grounds

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Gordonsville
9.8 out of 10, Exceptional, (137 reviews)
"Beautiful setting and very peaceful. We enjoyed the friendly horse, too. Next time we are in the area, we will certainly plan on staying here again."
United States
William H.
The price is ￥23,768
￥31,624 total
includes taxes & fees
Jan 27 - Jan 28
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Outdoor dining

Outdoor Theatre | Hot Tub | Fire Pit | Dogs

Outdoor Theatre | Hot Tub | Fire Pit | Dogs
Luray
9.8 out of 10, Exceptional, (59 reviews)
"Great place to stay for a quiet getaway in the mountains! Beautiful property"
United States
Lee S.
The price is ￥15,687
￥46,572 total
includes taxes & fees
Jan 20 - Jan 21
Outdoor Theatre | Hot Tub | Fire Pit | Dogs
Outdoor spa tub

The Blue Pearl by Zen Living

The Blue Pearl by Zen Living
Luray
10.0 out of 10, Exceptional, (11 reviews)
"What a great location to walk to downtown dining, coffee shop, bakery, brewery, meadery and lunch spot w/beer garden and live music! Also a short walk to the Hawksbill Greenway. The hot tub and fire pit were wonderful as was the shower with rain head. The bed was extremely comfortable - as was the entire house! We will definitely stay again."
United States
Andrea M.
The price is ￥15,546
￥45,643 total
includes taxes & fees
Jan 19 - Jan 20
The Blue Pearl by Zen Living
Outdoor spa tub

The Zen Garden by Zen Living

The Zen Garden by Zen Living
Page County
9.6 out of 10, Exceptional, (15 reviews)
"King size bed, fenced yard for our dog, and good mid-week price are what made us choose this place for a short get away. It really suited our needs and we'll be back! Bed was comfortable. House was clean, nicely decorated, and felt welcoming. Could not get WiFi to work, but our cell phone reception was fine."
United States
Joyce F.
The price is ￥15,546
￥43,624 total
includes taxes & fees
Jan 19 - Jan 20
The Zen Garden by Zen Living
Terrace/patio

Elegant Retreat w/Vintage Charm & Modern Comforts

Elegant Retreat w/Vintage Charm & Modern Comforts
Luray
9.8 out of 10, Exceptional, (6 reviews)
"Quaint house in a small town with a wonderdul trail right behind the residence."
United States
Amber K.
The price is ￥12,407
￥22,887 total
includes taxes & fees
Jan 18 - Jan 19
Elegant Retreat w/Vintage Charm & Modern Comforts
Smart TV, Hulu, streaming services

Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4

Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4
Luray
10.0 out of 10, Exceptional, (65 reviews)
"This property was very clean and conveniently located to everything we wanted to do. We enjoyed our stay"
United States
Cindy H.
The price is ￥12,179
￥33,867 total
includes taxes & fees
Jan 20 - Jan 21
Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4
Property grounds

Newly renovated entire guest suite in Orange County.

Newly renovated entire guest suite in Orange County.
Orange
9.8 out of 10, Exceptional, (44 reviews)
"Wonderful rental! Host very friendly! "
United States
Anonymous traveler
The price is ￥17,194
￥26,136 total
includes taxes & fees
Jan 17 - Jan 18
Newly renovated entire guest suite in Orange County.
Interior

The Depot Loft at Shenandoah

The Depot Loft at Shenandoah
Shenandoah
10.0 out of 10, Exceptional, (22 reviews)
"We only stayed for one night but the rental was great"
United States
Mike B.
The price is ￥13,612
￥36,621 total
includes taxes & fees
Jan 18 - Jan 19
The Depot Loft at Shenandoah
Smart TV, fireplace, video games, DVD player

Skyline View: New build! A+ views! Spacious!

Skyline View: New build! A+ views! Spacious!
Stanley
10.0 out of 10, Exceptional, (68 reviews)
"We had a wonderful stay — the property was beautiful, spacious, and had amazing views. Everything was clean and comfortable, and we truly enjoyed our time here.Overall, it was a great experience and I’d be happy to stay again."
United States
Hana K.
The price is ￥41,233
￥67,853 total
includes taxes & fees
Feb 1 - Feb 2
Skyline View: New build! A+ views! Spacious!
Smart TV, fireplace

Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more

Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more
Gordonsville
9.0 out of 10, Wonderful, (10 reviews)
"The host was very nice as well as the room."
United States
Matt M.
The price is ￥19,014
￥28,903 total
includes taxes & fees
Jan 19 - Jan 20
Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more
Exterior detail

Charming 1-bedroom house with WiFi, AC in Pleasant Rixeyville, VA on 13 acres!

Charming 1-bedroom house with WiFi, AC in Pleasant Rixeyville, VA on 13 acres!
Rixeyville
9.6 out of 10, Exceptional, (7 reviews)
"Great little place. Perfect for one or two travelers.Super nice hosts. Would highly recommend."
United States
Terri G.
The price is ￥14,118
￥36,055 total
includes taxes & fees
Jan 16 - Jan 17
Charming 1-bedroom house with WiFi, AC in Pleasant Rixeyville, VA on 13 acres!
Microwave, oven, stovetop, dishwasher

Charming Eastham Guesthouse

Charming Eastham Guesthouse
2.0 star property
Charlottesville
9.6 out of 10, Exceptional, (4 reviews)
"Lovely spot near Charlottesville, great for families or small groups. Guesthouse was clean and has a nice kitchen. "
United States
Nicholas K.
The price is ￥22,975
￥35,317 total
includes taxes & fees
Jan 26 - Jan 27
Charming Eastham Guesthouse
Exterior

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Gordonsville
9.8 out of 10, Exceptional, (87 reviews)
"Fifth year at Wolftrap Farm. Booked again for 2025.Thanks!"
United States
J C.
The price is ￥37,236
￥48,966 total
includes taxes & fees
Jan 22 - Jan 23
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Property grounds

Moonfire Farm Shenandoah region cozy getaway

Moonfire Farm Shenandoah region cozy getaway
Barboursville
10.0 out of 10, Exceptional, (31 reviews)
"Stew was a great surprise, pleasant and very hospitable "
United States
Jeff H.
The price is ￥19,965
￥32,239 total
includes taxes & fees
Jan 24 - Jan 25
Moonfire Farm Shenandoah region cozy getaway
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.
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Top Madison Hotel Reviews

Hampton Inn Charlottesville

Hampton Inn Charlottesville

10/10 Excellent
"Everything was lovely! Comfortable beds and great shower amenities ! "
Monique 1-night trip
Posted 2 days ago
Hampton Inn Charlottesville

Find out more about Madison

Search for holiday rentals in Madison on Expedia! You can easily find your home rentals, villas, holiday apartments in Madison using one of the methods below:

  • View our selection of featured holiday rentals in Madison
  • Use the map to find apartments and other holiday homes in the Madison neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Madison while they last

Look no further and take a look at our great range of rental properties in Madison!

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Frequently asked questions

Are there vacation rentals in Madison?

Yes, we offer vacation rentals near popular points of interest in Madison, or you can select a more secluded option if you're looking for relaxation. Madison is known for its mountain views.

What's the top vacation rental in Madison?

Mountainside Villas at Massanutten by Tripforth: Visitors like this Madison vacation home rental. It is located near skiing and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Amenities like kitchenware and free parking are also available for your convenience. You and your friends and family can relax into your vacation with amenities like an outdoor tennis court.

How many vacation rentals will I find in Madison?

With 22 Expedia vacation rentals, you're sure 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 vacation rentals like in Madison?

Vacation rentals are private accommodations you can book for a short or long stay in Madison. Vacation rentals provide amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family getaway.