Vacation rentals in Madison County, VA

72 available vacation rental offers

airbnbBooking.comVrboExpediaSonderpricelineTripadvisorTrip.comHomestayHotels.comOrbitz

Choose the perfect vacation accommodation

Price per night

Up to $100$100 - 200From $200

Accommodation type

Vacation rentals and Airbnb

Rating

Excellent 9+Very good 8+Good 7+All ratings

Best vacation rentals and Airbnb offers in Madison County, VA

The Studio at Dark Run Retreat - Madison County, VA

The Studio at Dark Run Retreat

Apartment, Madison County

The Studio at Dark Run Retreat is a apartment in Madison County, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

Read more

About The Studio at Dark Run Retreat

The Studio at Dark Run Retreat is a apartment in Madison County, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $706.

From$101/night
Show
Walk to White Oak Canyon Trail in Shenandoah National Park - Madison County, VA

Walk to White Oak Canyon Trail in Shenandoah National Park

Cabin, Madison County

Walk to White Oak Canyon Trail in Shenandoah National Park is a cabin in Madison County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Walk to White Oak Canyon Trail in Shenandoah National Park

Walk to White Oak Canyon Trail in Shenandoah National Park is a cabin in Madison County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $822.

From$117/night
Show
The Cottages - Madison County, VA

The Cottages

Holiday Home, Madison County

The Cottages is a holiday home in Madison County, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About The Cottages

The Cottages is a holiday home in Madison County, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,213.

From$138/night
Show
Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing - Madison County, VA

Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing

Cabin, Madison County

Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing is a cabin in Madison County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable…

Read more

About Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing

Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing is a cabin in Madison County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,054.

From$151/night
Show

Vacation rentals with a pool in Madison County, VA

Add a pool to the search when you want an easy place to cool off between outings.

Fire Pit • Secluded Getaway • Dog Friendly - Madison County, VA

Fire Pit • Secluded Getaway • Dog Friendly

Holiday Home, Madison County

Fire Pit · Secluded Getaway · Dog Friendly is a holiday home in Madison County, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Fire Pit • Secluded Getaway • Dog Friendly

Fire Pit · Secluded Getaway · Dog Friendly is a holiday home in Madison County, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,793.

From$256/night
Show
Private 10-Acre Walden Estate with Pool, Pond & Event Venue - Madison County, VA

Private 10-Acre Walden Estate with Pool, Pond & Event Venue

Holiday Home, Madison County

Private 10-Acre Walden Estate with Pool, Pond & Event Venue is a holiday home in Madison County, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable…

Read more

About Private 10-Acre Walden Estate with Pool, Pond & Event Venue

Private 10-Acre Walden Estate with Pool, Pond & Event Venue is a holiday home in Madison County, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $24,006.

From$3,429/night
Show
Beautiful Log Chalet, Hot Tub, Gas Grill, Secluded 6 wooded acres. Best privacy - Madison County, VA

Beautiful Log Chalet, Hot Tub, Gas Grill, Secluded 6 wooded acres. Best privacy

Chalet, Madison County

Beautiful Log Chalet, Hot Tub, Gas Grill, Secluded 6 wooded acres. Best privacy is a chalet in Madison County, with pet-friendly space and pool access. This stay gives travelers a…

Read more

About Beautiful Log Chalet, Hot Tub, Gas Grill, Secluded 6 wooded acres. Best privacy

Beautiful Log Chalet, Hot Tub, Gas Grill, Secluded 6 wooded acres. Best privacy is a chalet in Madison County, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,591.

From$227/night
Show

Vacation rentals with parking in Madison County, VA

Find vacation rentals that make arriving by car easier.

The Natchez - quiet front porch & rockers. - Madison County, VA

The Natchez - quiet front porch & rockers.

Cabin, Madison County

The Natchez - quiet front porch & rockers. is a cabin in Madison County, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

Read more

About The Natchez - quiet front porch & rockers.

The Natchez - quiet front porch & rockers. is a cabin in Madison County, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,163.

From$166/night
Show
Home 14 Mi to Shenandoah Nat’l Park! Fenced Yard - Madison County, VA

Home 14 Mi to Shenandoah Nat’l Park! Fenced Yard

Holiday Home, Madison County

Home 14 Mi to Shenandoah Nat’l Park! Fenced Yard is a holiday home in Madison County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Home 14 Mi to Shenandoah Nat’l Park! Fenced Yard

Home 14 Mi to Shenandoah Nat’l Park! Fenced Yard is a holiday home in Madison County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,212.

From$173/night
Show
60 acre farm with mountain views & trails. 15 min from Shenandoah National Park - Madison County, VA

60 acre farm with mountain views & trails. 15 min from Shenandoah National Park

Cottage, Madison County

60 acre farm with mountain views & trails. 15 min from Shenandoah National Park is a cottage in Madison County, with pet-friendly space, parking, and kitchen access. This stay gives…

Read more

About 60 acre farm with mountain views & trails. 15 min from Shenandoah National Park

60 acre farm with mountain views & trails. 15 min from Shenandoah National Park is a cottage in Madison County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,216.

From$174/night
Show
Triquetra: A Shenandoah Farmstay Retreat - Madison County, VA

Triquetra: A Shenandoah Farmstay Retreat

Apartment, Madison County

Triquetra: A Shenandoah Farmstay Retreat is a apartment in Madison County, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring…

Read more

About Triquetra: A Shenandoah Farmstay Retreat

Triquetra: A Shenandoah Farmstay Retreat is a apartment in Madison County, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,237.

From$177/night
Show

Pet-friendly vacation rentals in Madison County, VA

Bring your pet along with stays that welcome four-legged travelers.

Manor House, Spring Haven Farm - Madison County, VA

Manor House, Spring Haven Farm

Holiday Home, Madison County

Manor House, Spring Haven Farm is a holiday home in Madison County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Manor House, Spring Haven Farm

Manor House, Spring Haven Farm is a holiday home in Madison County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,059.

From$151/night
Show
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy - Madison County, VA

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Cabin, Madison County

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy is a cabin in Madison County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable…

Read more

About Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy is a cabin in Madison County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,801.

From$187/night
Show
Closest Cabin to Old Rag & Steps to White Oak Canyon; 2 ponds w/ private creek - Madison County, VA

Closest Cabin to Old Rag & Steps to White Oak Canyon; 2 ponds w/ private creek

Cabin, Madison County

Closest Cabin to Old Rag & Steps to White Oak Canyon; 2 ponds w/ private creek is a cabin in Madison County, with pet-friendly space and kitchen access. This stay gives travelers a…

Read more

About Closest Cabin to Old Rag & Steps to White Oak Canyon; 2 ponds w/ private creek

Closest Cabin to Old Rag & Steps to White Oak Canyon; 2 ponds w/ private creek is a cabin in Madison County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,322.

From$189/night
Show
Farm living at it's best! - Madison County, VA

Farm living at it's best!

Holiday Home, Madison County

Farm living at it's best! is a holiday home in Madison County, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Farm living at it's best!

Farm living at it's best! is a holiday home in Madison County, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,034.

From$216/night
Show

Vacation rentals with a kitchen in Madison County, VA

Compare stays with kitchen access for longer trips and easier meals.

Home 14 Mi to Shenandoah Natl Park! Fenced Yard - Madison County, VA

Home 14 Mi to Shenandoah Natl Park! Fenced Yard

Cottage, Madison County

Home 14 Mi to Shenandoah Natl Park! Fenced Yard is a cottage in Madison County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Home 14 Mi to Shenandoah Natl Park! Fenced Yard

Home 14 Mi to Shenandoah Natl Park! Fenced Yard is a cottage in Madison County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,489.

From$162/night
Show
Charming Home near Skyline Drive - Madison County, VA

Charming Home near Skyline Drive

Holiday Home, Madison County

Charming Home near Skyline Drive is a holiday home in Madison County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Charming Home near Skyline Drive

Charming Home near Skyline Drive is a holiday home in Madison County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,364.

From$195/night
Show
Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub - Madison County, VA

Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub

Cabin, Madison County

Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub is a cabin in Madison County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub

Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub is a cabin in Madison County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,619.

From$231/night
Show
Farmhouse close to Wedding venues, Wineries, breweries, shops. Dogs welcome! - Madison County, VA

Farmhouse close to Wedding venues, Wineries, breweries, shops. Dogs welcome!

Country House, Madison County

Farmhouse close to Wedding venues, Wineries, breweries, shops. Dogs welcome! is a country house in Madison County, with pet-friendly space and kitchen access. This stay gives travelers a…

Read more

About Farmhouse close to Wedding venues, Wineries, breweries, shops. Dogs welcome!

Farmhouse close to Wedding venues, Wineries, breweries, shops. Dogs welcome! is a country house in Madison County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,666.

From$238/night
Show

Family-friendly vacation rentals in Madison County, VA

Plan a trip with stays that give families more room to spread out.

Unique Converted Horsebarn - Madison County, VA

Unique Converted Horsebarn

Country House, Madison County

Unique Converted Horsebarn is a country house in Madison County, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Unique Converted Horsebarn

Unique Converted Horsebarn is a country house in Madison County, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $677.

From$97/night
Show
Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+ - Madison County, VA

Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+

Holiday Home, Madison County

Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+ is a holiday home in Madison County, with parking and room for a group. This stay gives travelers a comfortable base…

Read more

About Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+

Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+ is a holiday home in Madison County, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, gym, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,070.

From$153/night
Show
Cozy retreat near Old Rag - Madison County, VA

Cozy retreat near Old Rag

Cottage, Madison County

Cozy retreat near Old Rag is a cottage in Madison County, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

Read more

About Cozy retreat near Old Rag

Cozy retreat near Old Rag is a cottage in Madison County, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,216.

From$174/night
Show
Creekside Cottage - Near hiking + fishing - Madison County, VA

Creekside Cottage - Near hiking + fishing

Holiday Home, Madison County

Creekside Cottage - Near hiking + fishing is a holiday home in Madison County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Creekside Cottage - Near hiking + fishing

Creekside Cottage - Near hiking + fishing is a holiday home in Madison County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,519.

From$217/night
Show