Skip to content

Vacation rentals in Woodmark

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Woodmark

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guesthouse in Glenwood
The Caretaker's Cottage-Historic Roundabout Hills
The Caretaker's Cottage was built in the 1770s by Ruben Merriwether, and sits near the manor house where he and his ancestors lived at Roundabout Hills. An exceptional space with a fabulous full kitchen perfect for those who like to cook, it is truly a one of a kind place to stay. The house, where John and Fiona live, and the cottage are secluded and private, but close to all of the art, culture, restaurants and dining in the nearby towns of Frederick, Columbia, Baltimore, and Washington, DC.
$114 per night
Cottage in Woodbine
Gate House
Quaint cottage farm house nestled in beautifully rolling countryside setting on an operating horse farm. Fully furnished with all the modern amenities. Easily accessible from I70, and located within 30 to 40 minutes of Frederick, Baltimore, DC and Gettysburg. This property is also situated at the North west trail head to the Patuxentstate park, with tons of access to easy hiking! Pet friendly, we just ask that pets remain on leash when outside of the space or vehicles.
$140 per night
Guesthouse in Highland
Woodland Retreat
Welcome to our private woodland retreat! This stylish and secluded mid-century modern guesthouse is nestled on five acres in horse country in Highland, Maryland. Totally separate from our owners home, our guesthouse combines the serenity, privacy, and safety you crave with all the conveniences of modern life including: a full bath; kitchenette; internet; and a screened porch with access to our beautiful lighted and heated swimming pool and adjacent walking trails.
$113 per night

Other great vacation rentals in Woodmark

Apartment in Sykesville
Hickory Haven •1B King •Bsmt Apt •Clean •LG
$94 per night
Guest suite in Silver Spring
Private guest suite in a newly remodeled home
$79 per night
Apartment in Sykesville
2 Bedroom Apartment in Quiet Area
$77 per night
Guest suite in Woodstock
Our Retreat -in a country setting.
$100 per night
Tiny home in Silver Spring
★Cozy Tiny House★ Private and Quiet
$76 per night
Guesthouse in Catonsville
Fox Cottage *Pet Friendly*
$148 per night
Tiny home in Glenwood
Ellerslie cabin
$109 per night
Home in Laurel
Private basement in quiet neighborhood
$69 per night
Guest suite in Derwood
Private Garden Apartment in Derwood-La Belle Vie
$89 per night
Guest suite in Glenelg
Lovey guest house with gourmet kitchen & King bed
$133 per night
Guest suite in Columbia
Inviting, Restful Home in Columbia
$93 per night
Guesthouse in Savage
The GreenHaus Oasis near Baltimore/DC/Annapolis
$80 per night

Destinations to explore

  1. Airbnb
  2. United States
  3. Maryland
  4. Howard County
  5. Woodmark