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Guesthouse vacation rentals in Frederick County

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Top-rated guesthouses in Frederick County

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

Guest favourite
Guesthouse in Frederick
The Carriage House at Hessian Overlook, Downtown
The Carriage House is a great getaway for two (or 2 adults w/ 2 small children) in the heart of Frederick's Historic District. Built to the the standards of the Historic Preservation Commission, the Carriage House looks over the Landmark Hessian Barracks and is steps away from Market Street, the Visitor's Center, Frederick Key's Baseball Stadium, over 40 restaurants & boutiques, breweries, distilleries, galleries, museums, The Great Frederick Fairgrounds, biking/hiking, running trails and more!
Aug. 11 – 18
$377 CAD per night
5.0 out of 5 average rating, 233 reviews
Guest favourite
Guesthouse in Middletown
Indulge, Fresh Flowers, Frederick County Haven
2 bedroom, full kitchen and laundry, 1 level guesthouse beside detached garage (separate from main house). The front has a rose garden, birdbath and your own patio. An apple tree is beside the guesthouse. A farm is to the back. Asian cafe, Subway, Dempsey's Grill, Amvets, Main Cup bar and restaurant, Tapia's and 3 ice cream parlors are all a short walk away. More restaurants and grocery store are less than a mile. Farmer's market in season on Thursdays. Fresh flowers and coffee are provided.
Jan. 13 – 20
$155 CAD per night
4.95 out of 5 average rating, 237 reviews
Guest favourite
Guesthouse in Lovettsville
The Patent House
Built around 1760, our log cabin sits on our 3 acre farmette, in the countryside in view of the foothills that separate VA, WV & MD. It's fully renovated, with a master bedroom (queen), full bath & convertible sofa downstairs (full). The cabin is next door to our house & shares a fence with our pasture where our miniature donkeys live. We have yappy dogs and friendly outdoor cats. we're in the country, so bugs do make their appearance, but they tend to go straight to the window sills.
Aug. 3 – 10
$191 CAD per night
4.95 out of 5 average rating, 108 reviews

Popular amenities for Frederick County guesthouses

Family-friendly guesthouses

Guest favourite
Guesthouse in Frederick
The Wander Inn
Oct. 18 – 25
$181 CAD per night
4.86 out of 5 average rating, 29 reviews
Guest favourite
Guesthouse in Smithsburg
Jewel Vinsota Artist's Guesthouse
Oct. 15 – 22
$140 CAD per night
4.97 out of 5 average rating, 628 reviews
Guest favourite
Guesthouse in Middletown
Indulge, Fresh Flowers, Frederick County Haven
Jan. 13 – 20
$155 CAD per night
4.95 out of 5 average rating, 237 reviews
Guest favourite
Guesthouse in Frederick
The Shady Bear Cabin
Sep. 12 – 19
$210 CAD per night
4.97 out of 5 average rating, 315 reviews
Guest favourite
Guesthouse in Frederick
Enjoy Elegance and Style
Sep. 17 – 24
$411 CAD per night
4.98 out of 5 average rating, 160 reviews

Guesthouses with a patio

Guest favourite
Guesthouse in Mount Airy
Treasured Hideaway on the Hill
Sep. 8 – 15
$211 CAD per night
4.98 out of 5 average rating, 65 reviews
Guest favourite
Guesthouse in Middletown
Cottage, Pool, & Breakfast on 100ac Horse Estate
May 19 – 26
$395 CAD per night
5.0 out of 5 average rating, 86 reviews
Guesthouse in Middletown
Simple gestures
Aug. 11 – 18
$187 CAD per night
New place to stay
Guest favourite
Guesthouse in Myersville
Spruce Run Cottage, Farm stay on Catoctin Mountain
May 6 – 13
$142 CAD per night
4.92 out of 5 average rating, 178 reviews
Guest favourite
Guesthouse in Lovettsville
The Patent House
Aug. 3 – 10
$191 CAD per night
4.95 out of 5 average rating, 108 reviews

Guesthouse rentals with a washer and dryer

Guest favourite
Guesthouse in Frederick
A Quiet Haven
Jul. 18 – 25
$170 CAD per night
5.0 out of 5 average rating, 74 reviews
Guest favourite
Guesthouse in Keymar
Historic country guesthouse, newly renovated.
Feb. 2 – 9
$280 CAD per night
4.97 out of 5 average rating, 38 reviews
Guest favourite
Guesthouse in Frederick
Boutique space at Marble Ridge
Sep. 27 – Oct. 4
$290 CAD per night
4.97 out of 5 average rating, 31 reviews
Guest favourite
Guesthouse in Smithsburg
Jewel Vinsota Artist's Guesthouse
Oct. 15 – 22
$140 CAD per night
4.97 out of 5 average rating, 628 reviews
Guest favourite
Guesthouse in Middletown
Indulge, Fresh Flowers, Frederick County Haven
Jan. 13 – 20
$155 CAD per night
4.95 out of 5 average rating, 237 reviews
Guest favourite
Guesthouse in Myersville
Spruce Run Cottage, Farm stay on Catoctin Mountain
May 6 – 13
$142 CAD per night
4.92 out of 5 average rating, 178 reviews
Guest favourite
Guesthouse in Frederick
The Carriage House at Hessian Overlook, Downtown
Aug. 11 – 18
$377 CAD per night
5.0 out of 5 average rating, 233 reviews
Guest favourite
Guesthouse in Frederick
Enjoy Elegance and Style
Sep. 17 – 24
$411 CAD per night
4.98 out of 5 average rating, 160 reviews
Guest favourite
Guesthouse in Mount Airy
Treasured Hideaway on the Hill
Sep. 8 – 15
$211 CAD per night
4.98 out of 5 average rating, 65 reviews
Guest favourite
Guesthouse in Frederick
The Wander Inn
Oct. 18 – 25
$181 CAD per night
4.86 out of 5 average rating, 29 reviews

Destinations to explore