Madison Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Madison

Property grounds
The Cabin at the Lake

Cabin in Madison

9.8 out of 10, Exceptional, (41)
"Awesome views! Very clean and welcoming. "
United States
tony a.
The price is ￥24,635
￥45,289 total
includes taxes & fees
Nov 23 - Nov 24
The Cabin at the Lake
Exterior detail
Historic Madison Eagle Inn

Vacation Home in Madison

10.0 out of 10, Exceptional, (11)
"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 ￥24,244
￥42,363 total
includes taxes & fees
Nov 23 - Nov 24
Historic Madison Eagle Inn
Property grounds
Charming 4-bedroom house in Madison centrally located!

Vacation Home in Madison

2.0 star property
The price is ￥28,013
￥58,848 total
includes taxes & fees
Dec 21 - Dec 22
Charming 4-bedroom house in Madison centrally located!
Exterior
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

Camping in Etlan

9.8 out of 10, Exceptional, (6)
"Loved it, clean and as described, great farm."
United States
Trent R.
The price is ￥12,669
￥17,424 total
includes taxes & fees
Nov 24 - Nov 25
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Exterior
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Cabin in Stanardsville

2.0 star property
9.6 out of 10, Exceptional, (49)
"Great cabin!! "
United States
Sami
The price is ￥20,177
￥29,949 total
includes taxes & fees
Nov 30 - Dec 1
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
4 bedrooms, iron/ironing board, travel crib, free WiFi
Peaceful Mountain Hideout | Luray Charm

Vacation Home in Luray

2.0 star property
10.0 out of 10, Exceptional, (5)
"The stay was beautiful. Beautiful scenery and great for families with pets. Awesome rental property!"
United States
Amy R.
The price is ￥10,210
￥37,414 total
includes taxes & fees
Nov 23 - Nov 24
Peaceful Mountain Hideout | Luray Charm
Exterior
Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Cottage in Gordonsville

9.8 out of 10, Exceptional, (137)
"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 ￥23,462
￥31,217 total
includes taxes & fees
Nov 24 - Nov 25
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Outdoor dining
Outdoor Theatre | Hot Tub | Fire Pit | Dogs

Cabin in Luray

9.8 out of 10, Exceptional, (57)
"Lovely! Quiet, comfortable. Great hot tub!"
United States
Molly R.
The price is ￥15,584
￥47,173 total
includes taxes & fees
Dec 9 - Dec 10
Outdoor Theatre | Hot Tub | Fire Pit | Dogs
Property grounds
Glade Cottage at White Lotus Eco Spa Retreat

Cottage in Stanardsville

9.4 out of 10, Exceptional, (22)
"Great stay"
United States
Caroline T.
The price is ￥17,831
￥29,728 total
includes taxes & fees
Dec 1 - Dec 2
Glade Cottage at White Lotus Eco Spa Retreat
1 bedroom, desk, iron/ironing board, WiFi
Log Cabin on the River

Cabin in Stanardsville

9.8 out of 10, Exceptional, (43)
"Great place to get away for peace and quiet"
United States
Winslow
The price is ￥23,462
￥38,590 total
includes taxes & fees
Nov 30 - Dec 1
Log Cabin on the River
Property grounds
Newly renovated entire guest suite in Orange County.

Vacation Home in Orange

10.0 out of 10, Exceptional, (43)
"Nice piece of property for our dogs to run around. Clean and had we had a great experience. "
United States
amy c.
The price is ￥15,485
￥24,167 total
includes taxes & fees
Nov 23 - Nov 24
Newly renovated entire guest suite in Orange County.
Smart TV, Hulu, streaming services
Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4

Vacation Home in Luray

10.0 out of 10, Exceptional, (63)
"Ideal location "
United States
Jeremiah B.
The price is ￥14,781
￥37,062 total
includes taxes & fees
Dec 3 - Dec 4
Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4
Outdoor dining
Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more

Vacation Home in Gordonsville

9.0 out of 10, Wonderful, (10)
"We attended a special dinner at Barboursville and this was a convenient place to stay. "
United States
Brett H.
The price is ￥18,769
￥28,531 total
includes taxes & fees
Nov 23 - Nov 24
Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more
Smart TV, fireplace, video games, DVD player
Skyline View: New build! A+ views! Spacious!

Cabin in Stanley

10.0 out of 10, Exceptional, (67)
"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 ￥35,102
￥59,830 total
includes taxes & fees
Dec 15 - Dec 16
Skyline View: New build! A+ views! Spacious!
Exterior
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

Cottage in Gordonsville

9.8 out of 10, Exceptional, (84)
"Fifth year at Wolftrap Farm. Booked again for 2025.Thanks!"
United States
J C.
The price is ￥36,756
￥47,160 total
includes taxes & fees
Nov 27 - Nov 28
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Exterior
Shenandoah Mansion

Cabin in Elkton

10.0 out of 10, Exceptional, (5)
"All the unusual amenities were a nice touch for our group. Would stay here again if we come back for our annual golf trip or if I bring my family back to the area."
United States
jeremy s.
The price is ￥24,871
￥146,236 total
includes taxes & fees
Dec 8 - Dec 9
Shenandoah Mansion
Outdoor dining
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

Cabin in Luray

9.6 out of 10, Exceptional, (69)
"Check in was easy and I loved that they used my last four of my phone as the door code- made it easy to remember!"
United States
Kathy M.
The price is ￥20,529
￥49,057 total
includes taxes & fees
Nov 30 - Dec 1
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
Terrace/patio
The Deer Den

Vacation Home in Massanutten

9.8 out of 10, Exceptional, (10)
"Very impressive place with nice amenities. Plenty of room and a quiet location with great access to the pool, chair lift and restaurants."
United States
Steven L.
The price is ￥17,945
￥98,438 total
includes taxes & fees
Dec 10 - Dec 11
The Deer Den
Outdoor dining
Elegant Cottage on 600 Acre Horse & Livestock Farm

Cottage in Gordonsville

9.8 out of 10, Exceptional, (147)
"Nice little place to stay and close to downtown Orange and Gordonsville with great food and such. Would recommend if you are in the area and looking for a peaceful getaway and relaxing stay."
United States
Jason L.
The price is ￥34,410
￥45,481 total
includes taxes & fees
Nov 24 - Nov 25
Elegant Cottage on 600 Acre Horse & Livestock Farm
1 bedroom, desk, WiFi
Dog-Friendly Downtown Studio — Walk to Park, Shops

Apartment in Luray

2.0 star property
10.0 out of 10, Exceptional, (9)
"We had a great stay at this pet friendly spot! We were in the area to visit family, and the location was perfect. "
United States
Roberta B.
The price is ￥14,797
￥34,979 total
includes taxes & fees
Nov 25 - Nov 26
Dog-Friendly Downtown Studio — Walk to Park, Shops
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Madison Hotel Reviews

Extended Stay America Premier Suites - Charlottesville

Extended Stay America Premier Suites - Charlottesville

10/10 Excellent
"As always a pleasure!"
Michelle 2-night trip
Posted 1 day ago
Extended Stay America Premier Suites - 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!

Explore a world of travel with Expedia

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 21 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.