
Guesthouse holiday rentals in Montgomery County
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Top-rated Guesthouses in Montgomery County
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Montgomery County guesthouses
Family-Friendly guesthouses

Unique Historic Home

Living Light River Studio Floyd, VA.

Adorable-1 Bedroom Guesthouse

Hog Mt Retreat by Buffalo Mountain Getaway

5 Star Apartment (1000sf) w/Garage(NoCleaningFees)

Find your Happy Place at our Country Cottage!!

Windy Hill

The Carriage House at Bent Oaks Manor
Guesthouses with a patio

Suite House at Historic SW Virginia Estate

Adorable 1-Bed Tiny House w/Outdoor Living Area

Sinkland Farms Cottage

Modern home in rural setting

Boho Bungalow
Guest house rentals with a washing machine and dryer

The Highland Farm--Private Studio Bedroom Unit

Tiki Joe's

Cozy Garage Apt 30 min VT/15 Roanoke College

The Carriage House

Nestle Inn - The Blue Ridge meets the Crooked Road
Destinations to explore
- Rentals with a hot tubΒ Montgomery County
- Cabin rentalsΒ Montgomery County
- Pet-friendly rentalsΒ Montgomery County
- Rentals with a fireplaceΒ Montgomery County
- Family-friendly rentalsΒ Montgomery County
- Rentals with breakfastΒ Montgomery County
- Rentals with a washing machine and dryerΒ Montgomery County
- Fitness-friendly rentalsΒ Montgomery County
- Rentals with a patioΒ Montgomery County
- Rentals with lake accessΒ Montgomery County
- Private suite rentalsΒ Montgomery County
- Apartment rentalsΒ Montgomery County
- Rentals with an EV chargerΒ Montgomery County
- Rentals with outdoor seatingΒ Montgomery County
- Rentals with a fire pitΒ Montgomery County
- Guesthouse rentalsΒ Virginia
- Guesthouse rentalsΒ United States
- Smith Mountain Lake State Park
- State Fair of West Virginia
- The Greenbrier
- New River Trail State Park
- Claytor Lake State Park
- Winterplace Ski Resort
- Ballyhack Golf Club
- National D-Day Memorial
- The Greenbrier Golf Club
- Beliveau Farm Winery
- Pete Dye River Course of Virginia Tech
- Iron Heart Winery
- Valhalla Vineyards