Holiday rentals with a fire pit in Frederick County

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.

Historic 1865 Retreat • Walk to Dining & Shops

• Steps to dining, Carroll Creek, breweries & shops • Free parking + local tips & discounts • Brand new Central A/C + ceiling & portable fans • Fenced patio with fire pit & string lights • Two king bedrooms with blackout curtains, memory foam & noise machines • Dedicated office: sit-stand desk, monitor, printer, whiteboard • Games, cards & free Disney+, Hulu & Netflix 🍷 Frederick tip: Start with local wine at Simple Theory, stroll along the Creek, then cozy up by the fire pit with string lights

Quiet Stay + Huge Apt + Hot Tub + Dogs, Walkable

Hot tub. Peace and quiet — in downtown. Whether you're visiting for a romantic weekend, catching up with an old friend, or traveling solo with your dog, this oversized two-floor apartment gives you the space (and quiet) to unwind. A private hot tub, sun-drenched rooms, and vintage charm, this thoughtfully designed space is perfect for relaxing after a day of exploring Frederick. Walk to breweries, coffee shops, boutiques, and local restaurants — then come back to a cozy night in. Dog-friendly

Ted n Cindy's

This small, comfortable 235 sq ft efficiency apartment is Located on beautiful Mountaindale road just 3 miles back roads to Springfield Manor Winery and wedding venue Also located 1/2 mile below the Frederick Watershed With ride out and walk out to some of the best mountain biking, rock climbing and hiking in Maryland. A nice outside covered fire pit with plenty of wood and a tranquil creek across the street. no stove. There is a microwave, toaster ,hot plate for cooking & outdoor grill

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.

'Waterfront' on 1796 Historic Farm

Feel refreshed when you stay in this rustic gem! The Springhouse is nestled in the rolling hills of Northern Virginia’s Wine Country! Originally constructed in the early 1800's, the structure was built over a natural spring that was used for refrigeration. Water from the spring maintains a constant cool temperature throughout the year while also filling a pond. The original stone well, channel and stone flooring are all intact for guests to explore and experience how our ancestors lived.

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.

Jewel Vinsota Artist's Guesthouse

Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota Artist's Guesthouse is the perfect get-away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.

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!