House holiday rentals in Frederick County

5 out of 5 average rating, 105 reviews

The Madison

The Madison is just two blocks from downtown Frederick's foodie and cultural scene. This Neo-colonial two bedroom rowhouse was built c. 1860 and reflects the flirty combination of new and old that is the trademark of downtown Frederick. The carefully curated main living space is open and memorably stylish. The kitchen is a chef's dream with tons of light and brand new appliances. Each bedroom was custom designed, boasting an en suite bath. The spacious backyard has a fire pit and patio seating.

4.96 out of 5 average rating, 112 reviews

Home in Middletown

Mountain Church Cottage

Mountain Church Cottage offers a great stay in the hills of Middletown, Maryland. Activities nearby include access to the Appalachian Trail. The roads are a perfect challenge for the serious cyclist and runner, but it’s just a 15 minute drive to the flat terrain of the C&O Canal bike path. For kayakers, Potomac River access is in Harpers Ferry, West Virginia. It's just a short drive to Antietam National Battlefield. And for those who enjoy a glass, there are a number of wineries in the region.

4.99 out of 5 average rating, 134 reviews

Vintage Modern Rowhome – So Close to Everything!

Vintage charm and modern style await you and your guests in this newly restored two-bedroom row home with Free Off-street parking. Here, you'll be just short walk to everything Historic Downtown Frederick has to offer! Located a stone’s throw from Carroll Creek, this light and bright two-story home provides the ideal destination spot from which to explore our city’s amazing restaurants, shops, breweries, museums and galleries! Perfect for a romantic getaway, girl’s weekend or family adventure!

4.98 out of 5 average rating, 128 reviews

Hot Tub Time Machine-happy, charming, tidy, yard

Nothing left to do but smile, smile, smile! 1950’s charm with chill vibes! Saltwater Hot Tub! Large fenced backyard! Location is ideal. Right off Rt. 15 , easy to find, free street parking and private driveway. About a 1.5 mile walk to downtown Market Street. 5 minute drive. Culler Lake/ Baker Park just across the street. All new bedding, top of the line mattresses. An hour drive to DC, Baltimore or Annapolis. Perfect spot to land after adventures in beautiful Frederick, Maryland.

4.94 out of 5 average rating, 176 reviews

More Luxury = Gym + Entertainment + Best Location

High End Architecturally unique house for the area with large vault ceilings. Enjoy the walk-out deck for a barbecue with outside dinning or the personal gym formally owned by a female Olympic weightlifter. The house is located on a quiet court with direct access to all major highways, 270, 15, 340 and 70. The location is one of the nicest most convenient spots in Frederick, one block away and you can enjoy the Golden Mile of restaurants and shopping, yet the subdivision is quiet & peaceful.

4.98 out of 5 average rating, 177 reviews

Cottage:Walkable 2 Everything-Super Clean-Downtown

Cozy and historic home located in the heart of downtown Frederick. The house is just a block and a half from New Market Street, minutes to Hood College, and all of downtown Frederick within a 10-15 minute walk. This charming, 1901 historic home is both comfortable and upgraded with a remodeled, fully stocked kitchen, and stunning brand new bathroom. Modern amenities, include: high speed Wifi, smart TV, coffee station, luxury mattresses, air conditioning, and washer/dryer. Pet friendly

4.96 out of 5 average rating, 167 reviews

Home in Smithsburg

The Great Escape Lodge ~ Exquisite Mountain Views

The Great Escape Lodge is a soaring A-frame offering luxury accommodations. Owner designed and custom built in 2022, this luxury getaway is nestled in the stunning Catoctin Mountains with views parallel to those seen on Paramount's hit series Yellowstone. This exquisite residence offers outstanding interior and exterior custom touches and amenities. From the open concept great room to the massive deck with rockers and hot tub, there are endless opportunities to enjoy the scenic views.

4.99 out of 5 average rating, 254 reviews

Gorgeous 1840 Log Cabin- Downtown

There isn’t anything like this cabin downtown! Come stay at our beautifully renovated (super relaxing) 3 bedroom 2 full bath Historic 1840 Downtown Frederick Log Cabin House. Cable and WiFi, great selection of dvds, and games for all ages. Right downtown. It’s about a 10 min easy walk to the canal. The trees downtown are lit up and looks beautiful at night. So many great places to eat and drink.. Relaxing! It has everything to give you a 5 star stay!!! All summer- Civil War Re-enactment

4.91 out of 5 average rating, 108 reviews

Amazing view of the Middletown Valley

Comfortable and casual, this interior encourages group interaction and peaceful alone time. The view is one of the best on the "Boulevard", stretching all the way to Harper's Ferry. You can see all the major gaps where the battles took place during the South Mountain campaign in the Civil War. You are ten minutes from the bustling dining and shopping area of downtown Frederick and you can peacefully cook out on the deck while gazing across the valley when you return for the evening.

4.94 out of 5 average rating, 262 reviews

Home in Boonsboro

Garden View

A renovated Victorian home with double balconies overlooking garden area. Three bedrooms plus a den with sofa bed. Fenced in back yard. Full-sized living room, dining room and modern kitchen. Just a block from downtown Boonsboro, home of Nora Roberts' bookstore; 3 miles from the Appalachian Trail; 8 miles from Antietam battlefield; about 12 miles from Frederick and Hagerstown, MD and Shepherdstown, WV and Potomac River. Large locked shed available to store bikes, kayaks and gear.

4.97 out of 5 average rating, 248 reviews

Home in Myersville

The Crooked Cottage: a Cozy, Curated Escape

You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!