Holiday rentals with a pool in Frederick County

Cozy 3500sf Private 10ac.Pool-hot tub-pickle ball

5/6 (6th bedroom has queen sofa bed) Bedrooms furnished w/linens and all your needs 10 private acres in Farm land views of horses Remodeled fully equipped Kitchen w/new appliances 5 full baths w/spa like showers 7 person hot tub 35,000 gallon in ground private pool opens May 25 Private Tennis Court (basic)/Basketball Court 2 Fire pits Picnic area with grills and patio furniture Kiddos play area w/swing sets and slides Large great room/family room 10 acres with 4 acres a forest Dining for 8+

Potomac Overlook Farms: 6 BR, 10 Acre River Estate

Welcome to Potomac Overlook Farms, where comfort meets nature on 10 acres along the Potomac River. Surrounded by wineries, breweries, and historic towns, this 5,000 square foot estate offers access to adventure and relaxation. The spacious home comfortably sleeps 16, with an optional guest house for 5. Please inquire about the guest house at booking. Our property, unfortunately, does not offer wheelchair accessibility. The pool is available for your enjoyment from April 1 to September 1.

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

Wizards and Humans are invited to experience the magic of Wizard's Escape. A magical home with an escape room twist as you immerse yourself in 2 thrilling themed escape rooms. Perfect for large family gatherings, bachelorette/bachelor/birthdays. Spend hours on our magical scavenger hunt throughout the castle to find the 7 cruxes. Weddings/ Events and Pool rental are an additional cost. Follow us on Insta or Fb for more videos/pics. Book your favorite Gamekeeper's Hut or airbnb next door.

Dreamcatcher Cabin ~Scenic views with BIG sky hues

The Dreamcatcher Cabin is a custom built log cabin offering luxury accommodations. Owner designed and custom built in 2025, this luxury getaway is nestled in the stunning Catoctin Mountains with views parallel to those seen out West. This residence offers outstanding interior and exterior custom touches and amenities. From the open concept great room to the massive covered deck & porches with rockers to the spa/pool & hot tub, there are endless opportunities to enjoy the scenic views.

Another Adventure Farm

Keep it simple with this peaceful, centrally-located stay. Hagerstown, Frederick, Greenbriar State Park, and restaurants/historic sites are just minutes away. Bring your own horse for trail rides or go on foot to discover the abundance of wildlife around our farm. With over a mile of creek, enjoy swimming and fishing or just the views. Come experience the tranquility of nature in a cozy, comfortable, relaxing, fully renovated house. Outdoor pool access in the summer, at the farm house.

Cozy Retreat near shopping and downtown Frederick

You get the entire place for yourself, 7 min drive to downtown Frederick, short distance from shopping & restaurant s. Kitchen equipped with all you need to cook up food. Complimentary breakfast, coffee, and ice. Access to walking trails near the Monocacy river, tennis courts, and the community Pool. Furnished with sofa, table for 4, fast internet, Premium TV Services. Private entrance, Patio, and parking. Work space for Travel nurses and professionals. Last min Bookers please call in.

Private - Pool - King Bed - Kitchen - Driveway

FULLY equipped for LONGER stays!! RELAX, RECHARGE & ENJOY a lovely, clean, comfortable, spacious PRIVATE SUITE! LOWER-LEVEL with PRIVATE -- ENTRANCE, POOL (currently CLOSED), BACKYARD with PORCH and DRIVEWAY. Just 5 min. to interstates 81, 70 & Meritus Hospital. Within 20 min. to Antietam Battlefield, 15 min. to C&O Canal, 40 min. to Harpers Ferry, 30 min. to Whitetail Ski Resort and a little over 1 hr. to DC. Close to hiking, shopping, dining, golfing, wineries and conferences.

Exceptional Custom-Built Post & Beam Home

Escape to this stunning custom-built home on 3 private acres in the Urbana area of Frederick, MD. With 3,664 sq. ft. of space, this retreat offers modern comfort and rustic charm. Relax in the inground pool, hot tub, or outdoor shower, or take in the views from the wraparound deck. Perfect for families, groups, or couples, this peaceful getaway is ideal for unwinding and exploring nearby attractions. Located 2 minutes from Worthington Golf Course and 15 minutes from Downtown Fredrick.

Harmony Lodge nestled in wooded tranquility!

Tranquil lodge nestled on 3 wooded acres in Myersville, MD. Relax by the heated pool, enjoy the warmth of the fire pit, or receive a massage in the studio. Minutes away from downtown Frederick and Middletown restaurants, shops, and parks. Visit the local wineries and festivals. Tour historic battlefields. Go antiquing. Take in a round of golf, bike the C&O canal, hike the Appalachian trail, boat on the Potomac River, or go skiing. Bring your fur baby with you to enjoy the activities!

Historic Peace and Plenty Farm: Pool House

Peace and Plenty Farm is a 40+ acre, stunning rural escape located in Frederick County, two miles from Historic New Market, 45 minutes from Gettysburg, and an hour from Baltimore or Washington D.C. Feel free to explore our farm’s trails and hidden gems, play yard games with the family, or swim in our lap pool (open from June through October). Our generous space is suitable for a couple's getaway, a weekend with friends, a family vacation, a working vacation, or a quiet retreat.

Stoney Spring Overlook

This beautiful mountain home offers breathtaking views of the surrounding Catoctin Mountains. The area is rich with outdoor adventures and attractions. Though it feels like a peaceful retreat tucked away in the mountains, it’s only 30 minutes from Frederick, MD, historic Gettysburg, PA, and about an hour from the Washington, D.C. area. Whether you’re seeking a quiet escape or hoping to explore more of the Frederick County.

Cozy Farm Stay – Retreat with Goats, Pony & More

Unplug and unwind on our working mini farm — where sunsets warm, animals roam, evenings glow under a wide open sky and memories are made. Perfect for couples or families looking to unwind, meet friendly farm animals, and make lasting memories together. Nestled on a working farm our spacious 2-bd suite offers a private entrance, gas fireplace, kitchenette, and plenty of natural light, indoor games and outdoor options.