Vacation rentals in Madison, VA

77 available vacation rental offers

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Best vacation rentals and Airbnb offers in Madison, VA

The Studio at Dark Run Retreat - Madison, VA

The Studio at Dark Run Retreat

Apartment, Madison

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

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About The Studio at Dark Run Retreat

The Studio at Dark Run Retreat is a apartment in Madison, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $706.

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

Walk to White Oak Canyon Trail in Shenandoah National Park

Cabin, Madison

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

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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, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $822.

From$117/night
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The Cottages - Madison, VA

The Cottages

Holiday Home, Madison

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

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About The Cottages

The Cottages is a holiday home in Madison, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,213.

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

Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing

Cabin, Madison

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

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

Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing is a cabin in Madison, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,054.

From$151/night
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Family-friendly vacation rentals in Madison, VA

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

Unique Converted Horsebarn - Madison, VA

Unique Converted Horsebarn

Country House, Madison

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

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About Unique Converted Horsebarn

Unique Converted Horsebarn is a country house in Madison, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $677.

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

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

Holiday Home, Madison

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

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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, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,070.

From$153/night
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Home 14 Mi to Shenandoah Natl Park! Fenced Yard - Madison, VA

Home 14 Mi to Shenandoah Natl Park! Fenced Yard

Cottage, Madison

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

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About Home 14 Mi to Shenandoah Natl Park! Fenced Yard

Home 14 Mi to Shenandoah Natl Park! Fenced Yard is a cottage in Madison, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,488.

From$161/night
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Charming 2-bedroom barn with WiFi, AC in brilliant Etlan, minutes from Old Rag. - Madison, VA

Charming 2-bedroom barn with WiFi, AC in brilliant Etlan, minutes from Old Rag.

Holiday Home, Madison

Charming 2-bedroom barn with WiFi, AC in brilliant Etlan, minutes from Old Rag. is a holiday home in Madison, with kitchen access and room for a group. This stay gives travelers a…

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About Charming 2-bedroom barn with WiFi, AC in brilliant Etlan, minutes from Old Rag.

Charming 2-bedroom barn with WiFi, AC in brilliant Etlan, minutes from Old Rag. is a holiday home in Madison, with kitchen access 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, kitchen, with kitchen, and kids friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,266.

From$181/night
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Pet-friendly vacation rentals in Madison, VA

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

Manor House, Spring Haven Farm - Madison, VA

Manor House, Spring Haven Farm

Holiday Home, Madison

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

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About Manor House, Spring Haven Farm

Manor House, Spring Haven Farm is a holiday home in Madison, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,059.

From$151/night
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Home 14 Mi to Shenandoah Nat’l Park! Fenced Yard - Madison, VA

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

Holiday Home, Madison

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

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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, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,212.

From$173/night
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Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy - Madison, VA

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Cabin, Madison

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

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About Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy is a cabin in Madison, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,801.

From$187/night
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Respite from Reality - Madison, VA

Respite from Reality

Holiday Home, Madison

Respite from Reality is a holiday home in Madison, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Respite from Reality

Respite from Reality is a holiday home in Madison, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,341.

From$192/night
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Vacation rentals with a pool in Madison, VA

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

Charming Farmhouse Cottage with Mountain Views - Madison, VA

Charming Farmhouse Cottage with Mountain Views

Holiday Home, Madison

Charming Farmhouse Cottage with Mountain Views is a holiday home in Madison, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for…

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About Charming Farmhouse Cottage with Mountain Views

Charming Farmhouse Cottage with Mountain Views is a holiday home in Madison, with pet-friendly space, pool access, 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, pool, pet friendly, pets friendly, and kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,434.

From$205/night
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Fire Pit • Secluded Getaway • Dog Friendly - Madison, VA

Fire Pit • Secluded Getaway • Dog Friendly

Holiday Home, Madison

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

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About Fire Pit • Secluded Getaway • Dog Friendly

Fire Pit · Secluded Getaway · Dog Friendly is a holiday home in Madison, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,802.

From$257/night
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Historic Manor House with Beautiful Pool and Mountain Views - Madison, VA

Historic Manor House with Beautiful Pool and Mountain Views

Holiday Home, Madison

Historic Manor House with Beautiful Pool and Mountain Views is a holiday home in Madison, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Historic Manor House with Beautiful Pool and Mountain Views

Historic Manor House with Beautiful Pool and Mountain Views is a holiday home in Madison, with pool access 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, pool, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $7,622.

From$1,089/night
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Beautiful Log Chalet, Hot Tub, Gas Grill, Secluded 6 wooded acres. Best privacy - Madison, VA

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

Chalet, Madison

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

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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, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,591.

From$227/night
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Vacation rentals with parking in Madison, VA

Find vacation rentals that make arriving by car easier.

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

The Natchez - quiet front porch & rockers.

Cabin, Madison

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

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About The Natchez - quiet front porch & rockers.

The Natchez - quiet front porch & rockers. is a cabin in Madison, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,163.

From$166/night
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60 acre farm with mountain views & trails. 15 min from Shenandoah National Park - Madison, VA

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

Cottage, Madison

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

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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, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,216.

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

Triquetra: A Shenandoah Farmstay Retreat

Apartment, Madison

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

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About Triquetra: A Shenandoah Farmstay Retreat

Triquetra: A Shenandoah Farmstay Retreat is a apartment in Madison, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,237.

From$177/night
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Creekside Cottage - Near hiking + fishing - Madison, VA

Creekside Cottage - Near hiking + fishing

Holiday Home, Madison

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

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About Creekside Cottage - Near hiking + fishing

Creekside Cottage - Near hiking + fishing is a holiday home in Madison, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,519.

From$217/night
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Vacation rentals with a kitchen in Madison, VA

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

Cozy tiny home w/lofted king bed, outdoor oasis and 5-15m to local activities - Madison, VA

Cozy tiny home w/lofted king bed, outdoor oasis and 5-15m to local activities

Holiday Home, Madison

Cozy tiny home w/lofted king bed, outdoor oasis and 5-15m to local activities is a holiday home in Madison, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy tiny home w/lofted king bed, outdoor oasis and 5-15m to local activities

Cozy tiny home w/lofted king bed, outdoor oasis and 5-15m to local activities is a holiday home in Madison, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,297.

From$185/night
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Closest Cabin to Old Rag & Steps to White Oak Canyon; 2 ponds w/ private creek - Madison, VA

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

Cabin, Madison

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

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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, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,322.

From$189/night
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Charming Home near Skyline Drive - Madison, VA

Charming Home near Skyline Drive

Holiday Home, Madison

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

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About Charming Home near Skyline Drive

Charming Home near Skyline Drive is a holiday home in Madison, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,364.

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

Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub

Cabin, Madison

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

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About Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub

Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub is a cabin in Madison, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,619.

From$231/night
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