Madison, VA 22727, USA Vacation Rentals

Need help finding the right place?

Beta

Tell our AI assistant what you need. Get rentals that fit your trip, help you book more confidently, with potential savings.

May not work with Brazil or Indonesia numbers right now.

Chat on WhatsApp

United States Virginia Madison vacation rental compare prices direct by owner 808048

Comfortable, scenic farm Living

5.0 (232)

3 Bedrooms • 6 Guests

$318 avg/night

United States Virginia Madison vacation rental compare prices direct by owner 36039498

Downtown Madison Home:Near Wineries and Venues

5.0 (36)

4 Bedrooms • 10 Guests

$370 avg/night

United States Virginia Madison vacation rental compare prices direct by owner 37920975

NEW l Near Shenandoah•Pool•Hot Tub•Fire Pit•10Acre

5.0 (52)

6 Bedrooms • 16 Guests

$1,268 avg/night

United States Virginia Madison vacation rental compare prices direct by owner 1270937

The Apartment at Dark Run Retreat

5.0 (233)

1 Bedroom • 4 Guests

$137 avg/night

United States Virginia Madison vacation rental compare prices direct by owner 26606525

Brewery Manor Sleeps 10 Hot Tub

5.0 (139)

4 Bedrooms • 10 Guests

$750 avg/night

ShakaCodedata

Curious how HiChee gets its data?

ShakaCode scrapes. So you don't have to.

Delegate all scraping burden to us. Get the data you need. Focus on your primary goals.

Learn More

United States Virginia Madison vacation rental compare prices direct by owner 29493022

Downtown Madison Studio near Hiking and Venues

4.9 (92)

1 Bedroom • 4 Guests

$226 avg/night

United States Virginia Madison vacation rental compare prices direct by owner 454606

The Studio at Dark Run Retreat

4.9 (280)

1 Bedroom • 2 Guests

$140 avg/night

United States Virginia Madison vacation rental compare prices direct by owner 11168968

The Loft at Hebron Valley Overlook

4.8 (117)

1 Bedroom • 4 Guests

$149 avg/night

United States Virginia Madison vacation rental compare prices direct by owner 2633514

Fishback Cottage, Central, Hiking, Wineries

5.0 (177)

3 Bedrooms • 5 Guests

Available on

United States Virginia Madison vacation rental compare prices direct by owner 24294022

Lucian's Place

5.0 (86)

3 Bedrooms • 6 Guests

$299 avg/night

United States Virginia Madison vacation rental compare prices direct by owner 24661291

Blue Ridge Views + Firepit: Oak Hill Overlook

5.0 (109)

2 Bedrooms • 4 Guests

$296 avg/night

United States Virginia Madison vacation rental compare prices direct by owner 1422984

THE PERFECT HIKING & WINERY COUNTRY RETREAT

5.0 (515)

2 Bedrooms • 6 Guests

$206 avg/night

United States Virginia Madison vacation rental compare prices direct by owner 44873534

The Honeysuckle Cottage

5.0 (40)

4 Bedrooms • 8 Guests

$321 avg/night

United States Virginia Madison vacation rental compare prices direct by owner 3327858

Cozy Farmhouse Near VA Wineries • Rustic Charm

4.9 (59)

4 Bedrooms • 8 Guests

$423 avg/night

United States Virginia Madison vacation rental compare prices direct by owner 717534

Madison Farmette Guest House

4.8 (117)

2 Bedrooms • 4 Guests

$137 avg/night

United States Virginia Madison vacation rental compare prices direct by owner 40279776

Cozy Madison Home near Venues, Wineries, & SNP

5.0 (25)

4 Bedrooms • 8 Guests

$314 avg/night

United States Virginia Aroda vacation rental compare prices direct by owner 40468841

The Henhouse at Castlebrook Estate

5.0 (3)

3 Bedrooms • 10 Guests

$711 avg/night

United States Virginia Madison vacation rental compare prices direct by owner 45311124

2BR Private Retreat • Near Cville & Wineries

5.0 (1)

2 Bedrooms • 6 Guests

Available on

United States Virginia Aroda vacation rental compare prices direct by owner 28773234

The Farmhouse at Castlebrook Estate

4.8 (26)

5 Bedrooms • 9 Guests

$820 avg/night

Compare Airbnb vs. Booking.com vs. Vrbo prices for vacation rentals in Madison, VA 22727, USA

Check it before you book it! ™