Vacation rentals with a pool in Frederick County

COZY3500sf Private-10acres Pool-PickleBall-HotTub

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+

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

Limited Summer Days left* 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/Pool additional cost. Follow us on Insta for more videos. Book your favorite Gamekeeper's Hut next door for larger parties.

The Luxe Lounge & warm welcome

Welcome to your private getaway, this beautifully designed guest house offers a peaceful retreat with a private in-ground pool, spacious outdoor entertaining areas.modern interiors. Inside, you’ll find cozy, stylish furnishings and thoughtful touches that make every stay feel special. Every corner is made for comfort and relaxation. Located in a quiet area, minutes from shops and dining, this home blends convenience and comfort ideal for families or weekend trips, unforgettable stay begins

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.

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).

Cozy Retreat near shopping and downtown Frederick

You get the entire place for yourself, 7 min drive to downtown Frederick, walking distance from shopping & restaurants. 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.

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.

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:)

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.

Farm Stay + Pool | Animal Tour Included

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.