Vacation rentals with a pool in Frederick County

A cozy entire end unit close to all in Frederick

Centrally located walking distance to Westview Promenade Shopping Mall, 5 minutes from Francis Scott Key Mall. 3 minutes from route I270, I70, Rt 15, and 20 mins from Leesburg VA and, Harper's Ferry. 7 minutes from downtown Frederick. The house features 3BR 2.5 baths. Master BR has a Queen size bed, TV, it's private bathroom, and his and hers closets. BR 2 has a full size bed, TV, and BR 3 has a Full size bed. Ballenger Creek walking trails at walking distance as well. Smart TV in most areas.

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.

COZY3500sf Private-10acres Pool-PickleBall-Hot Tub

Immerse yourself in tranquility and laid-back luxury in our expansive home adorned with 6 cozy furnished bedrooms. Hemingway Retreat is nestled with 10 acres of spectacular farmland, with awe-inspiring vistas of horses grazing peacefully a picture-perfect escape from your routine life. With amenities such as fire pits, enjoyable hot tub, & tennis courts, indulge in a variety of recreational activities. Experience the fusion of comfort & exciting adventures at every corner of our property.

Keymar Guest House

Escape to the country and enjoy the relaxation of scenic laid-back living. Our guest house is a private retreat attached to the main house on our 15 acre farmette. While the main house is over 100 years old, the guest house was added as an in-law suite in 2005. Enjoy the fresh indoor area, as well as the scenic outdoors with views of mountains, farms and open spaces. Centrally located to Frederick, Gettysburg and Westminster (30 minute drive) and Baltimore and Washington (60 minute drive).

Big House in prime area of Frederick

Unleash your inner explorer and stay at our explorers den, nested near historic downtown Frederick. Our house is an end unit townhome with 4 br, 3 on 2nd floor, and 1 in the basement. 4 baths, 2 full and 2 half’s. You can explorer the battlefields, unique shops, and cobblestone streets. After come home and rest at our comfortable beds, queen in the master, and full in other bedrooms. Near to Carroll Creek park, the national museum of Civil War Medicine. Near wedding venues in Walkersville

Poolside Paradise in Monrovia, Maryland.

Enjoy your stay in this fabulous pool house located in a quiet neighborhood. Relax poolside during the day and enjoy the outdoor bar and kitchen for cocktails at sunset. Breathtaking views all around. Just 50 minutes from Baltimore and Washington DC and 10 minutes to historic downtown Frederick. Private entrance to backyard with a large green space on the backside of the pool house. We consider ourselves a couples retreat and don’t host gatherings. We look forward to hosting you soon:)

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.

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.

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Guest favorite

Cozy FarmStay + Animal Tour | Pool

Cozy, family-friendly farm stay with animals, a pool, and space to truly relax. Split-bedroom layout gives parents/ couples and kids their own privacy while still enjoying time together. Kids love watching the goats and chickens, and families enjoy a peaceful stay just minutes from local wineries and activities. This is a private lower-level suite with its own entrance, designed to feel open, cozy, and separate from the main home.