Holiday rentals with a pool in Frederick County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Frederick County

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1

Guest favourite

A spacious outdoor area features a large in-ground pool surrounded by a patio. Lounge chairs in a bright blue color are arranged along the edge. A picnic area with tables and chairs is also visible, along with a children's play area nearby.

Home in Lovettsville

4.85 out of 5 average rating, 125 reviews

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+

Guest favourite

The exterior of a welcoming brick townhouse features large windows and a decorative wreath on the front door. A covered porch with stylish columns provides a sheltered entrance, while steps lead up from the sidewalk, inviting guests into the home.

Townhouse in Frederick

4.83 out of 5 average rating, 30 reviews

Great New DownTown Townhome

Spacious & Stylish Townhouse Welcome to your home away from home! Beautifully furnished townhouse is perfect for families, business travelers, and groups looking for comfort, convenience, and a touch of luxury. ✔ Room for Everyone – 3 spacious bedrooms ✔ Prime Location – Just a short walk downtown ✔ Modern & Fully Equipped Kitchen – includes everything you need. ✔ Resort-Style Amenities – Stay in a new community featuring a pool, walking trails ✔ Plenty of Parking – No stress finding a spot!

An expansive outdoor area showcases a private in-ground pool surrounded by paved flooring. The home features a two-story design with several balconies and patios overlooking the pool, adding to the inviting outdoor space perfect for relaxation and entertaining.

Guesthouse in Frederick

5 out of 5 average rating, 3 reviews

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

Guest favourite

An aerial view captures the expansive 10-acre property alongside the Potomac River, surrounded by lush greenery and rolling hills. The home is positioned centrally within the landscape, with the river glistening in the distance and wooded areas enhancing the natural setting.

Home in Leesburg

4.97 out of 5 average rating, 122 reviews

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.

Superhost

Cabin in Smithsburg

5 out of 5 average rating, 4 reviews

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.

Guest favourite

The pool area features a crystal-clear pool bordered by stone pavers and landscaped greenery. A pool house with large glass doors is visible in the background, accompanied by a defined hot tub and neatly arranged lounge chairs. Surrounding trees and bushes enhance the outdoor setting.

Guesthouse in Monrovia

4.96 out of 5 average rating, 163 reviews

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:)

Guest favourite

A spacious living area features comfortable seating with plush sofas arranged around a wooden coffee table. The vaulted ceiling showcases exposed beams and a ceiling fan. Light floods in from large windows, complementing the natural wood accents throughout the open layout.

Cottage in Middletown

4.93 out of 5 average rating, 27 reviews

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.

Guest favourite

The bedroom features a soft queen size bed, complemented by cozy blankets stacked nearby. A small electric fireplace stands beside the bed, and a potted plant adds a touch of greenery. Natural light filters through the window, adorned with blue curtains.

Place to stay in Frederick

4.86 out of 5 average rating, 87 reviews

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.

Top Guest favourite

An outdoor pool is surrounded by a safety fence, providing a secure area for relaxation. The pool features a curved shape and is set among lush greenery. Sunlight reflects off the water, enhancing the tranquil environment. A small seating area is visible nearby.

Guest suite in Hagerstown

4.98 out of 5 average rating, 62 reviews

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.

Superhost

The custom-built home is showcased from the back, featuring multiple peaked dormer windows and a spacious wraparound deck. Surrounding trees display autumn foliage, enhancing the serene setting. Colorful kayaks are visible underneath the deck, suggesting outdoor recreational opportunities.

Cabin in Frederick

4.88 out of 5 average rating, 17 reviews

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.

Guest favourite

A heated pool is surrounded by a stone wall and lush greenery, offering a serene atmosphere. The lodge features large windows and a balcony overlooking the pool area, seamlessly connecting indoor and outdoor spaces.

Guest suite in Myersville

4.92 out of 5 average rating, 329 reviews

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!

Guest favourite

A vibrant array of flowers in various colors frames the freshwater lap pool, leading to a two-story guest house. The building features a balcony above large glass doors, with the serene pool reflecting the surrounding greenery.

Home in New Market

4.93 out of 5 average rating, 151 reviews

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.