
Vacation rentals with a pool in Frederick
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Frederick
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

*Cottage @ Firefly Cellars* VA Wine Country escape
The Cottage at Firefly Cellars is a private, tranquil escape on the tasting room property. Come enjoy the private pool (in summer months), walk the property with a glass of wine, enjoy views of the neighboring horses, hop to local wineries, or just sit back and enjoy all the cottage has to offer. The cottage is meticulously maintained, beautifully designed, and you will feel at home the moment you walk through the doors. Perfect for a couple, or an individual looking to escape from busy life!

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool
Experience the epitome of luxury in our breathtaking A-frame cabin, nestled amidst the serene woods. This modern retreat offers lavish amenities and a stunning open living space with floor-to-ceiling windows, immersing you in nature's beauty. Indulge in the private hot tub, relax by the fire pit, and unleash your culinary skills in our fully equipped kitchen. The large screened porch provides a tranquil oasis, while nearby hiking trails, golf courses, and a spa offer an unforgettable getaway!

Bear Pines Retreat ~ Game Room ~ Screened Porch
Come enjoy this 3 bedroom/2 bath A frame cabin in The Woods. Bear Pines Retreat features 2 bedrooms on the lower level with 4 beds and full bathroom. The Master Suite loft has a queen bed with mountain spa bathroom. You can connect to the built in Bluetooth speaker and play some relaxing music while looking out the skylight above. The living area has plenty of seating with wood burning fireplace and 55” TV mounted above. You can enjoy over 100 cable channels, music and streaming services.

An Escape Bordering National Park land 1 mi to C&O
Relax in this serene setting with a hot tub overlooking Harpers Ferry National Park Land. Enjoy evening fires, the pool, screened-in porch, a book in the solarium or go hiking/tubing nearby. We hope our home (Harpers Getaway) provides a tranquil backdrop to immerse you in nature and lower your stress level so you can reconnect with those you love! It is located only 1 mile from the C&O towpath & Potomac River, 2 miles (by foot) from historic Harpers Ferry w/ breweries, wineries galore nearby.

Rustic Blue Ridge Cabins
Quaint Rustic Cabin nested at the top of the Blue Ridge Mountains w/detached 150 ft² bedroom Cabin, located in the heart of Western Loudoun Wine Country. Sitting on 1/3rd of an Acre with access to wooded a trail featuring Cold Springs. Amenities-4 person hot tub, beautiful view of the Loudoun Valley, Wifi, Loft bedroom with a loft ladder, hiking along the Appalachian Trail,Shenandoah River, with restaurants, breweries, distilleries, and wineries close by! These are rustic not luxurious Cabins

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.

Cozy Secluded A-Frame Cabin Retreat
Visit us on IG @almostheavenwvcabin for the latest photos and cabin moments! Welcome to Almost Heaven Cabin, our beloved A-frame escape tucked away on a private, wooded acre in the heart of the Sleepy Creek Wildlife Management area. Surrounded by 23,000 acres of protected wilderness, this cabin was created as a peaceful family retreat from city life-yet it's just a scenic 1.5-hour drive from DC and Baltimore. Expect quiet mornings, fresh mountain air, and a true West Virginia getaway.

Woodland Retreat
Welcome to our private woodland retreat! This stylish and secluded mid-century modern guesthouse is nestled on five acres in horse country in Highland, Maryland. Totally separate from our owners home, our guesthouse combines the serenity, privacy, and safety you crave with all the conveniences of modern life including: a full bath; kitchenette; internet; and a screened porch with access to our beautiful lighted and heated swimming pool (weather permitting) and adjacent walking trails.

Five Oaks Cabin at The Woods Resort
Get away without going far at our cozy, colorful, family-friendly cabin. Watch the sunset over the woods from the deck, stargaze by the A-frame window, or play ping-pong in our games room. Do some work in our office space overlooking the trees. Enjoy golf, pools, the spa, hiking and fishing, or explore the beautiful countryside of rural West Virginia. Best of all, our cabin is less than two-hours drive from D.C. and Baltimore, so you can feel like you're far away without a long drive.

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!

Stylish 1BR Apt | Arlington | Pool, Gym
You will love stepping into modern elegance in our thoughtfully designed 1-bedroom apartment unit in downtown Arlington. Your ultimate home away from home awaits, boasting a prime location with all conveniences at your fingertips. Just mins away from top-notch restaurants, bars, entertainment venues, & parks, your perfect getaway is closer than you think! ★ 12 Min to Georgetown Waterfront ★ 10 Min to Pentagon Mall ★ 15 Min to Reagan National Airport ★ 15 Min to Lincoln Memorial

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.
Popular amenities for Frederick rentals with a pool
House rentals with a pool

'Little Blue Bungalow' in The Woods-pool access

Stoney Spring Overlook

The Historic Booth House at the Harpers Ferry KOA

Spacious Retreat for Groups, Well Stocked

Dog-Friendly A-Frame w/Firepit & Near Trails

Historic Farmhouse w/ Heated Pool, Harpers Ferry

Civil War Farm House w/Heated (seasonal) Pool

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes
Condo rentals with a pool

SlopeSide

Modern Elegant apt in Tysons, VA – Easy DC Access

Rockwell Suite #104 at the Inns of Whitetail

Luxury High-Rise Condo in N. Betheda

Fabulous Ski In & Out Mountain-view Condo

Whitetail Resort Ski-in/Ski-out slope side condo.

Lovely 1-Bedroom Condo with Pool and City View

Silver Spring DT LuxePad 2BR, DC Metro, Pool, Gym
Other vacation rentals with a pool

Another Adventure Farm

Historic Manor on Beautiful 150 acre Farm

Cozy Chalet w Hot Tub ~EV~Gym~Pool~Fire pit

One bedroom apartment in Tysons.

Mclean Metro, Guest favorite, 1-Bedroom

Dupont West 6: Charming Pied-à-terre

Cozy Farm Stay – Retreat with Goats, Pony & More

Lux 2BR/2.5BA townhouse w/ garage *Pet Pool Gym*
Quick stats about vacation rentals with a pool in Frederick

Total vacation rentals
Explore 20 vacation rentals in Frederick

Nightly prices starting at
Frederick vacation rentals start at G$8,364 GYD per night before taxes and fees

Verified guest reviews
Over 420 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Frederick vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Frederick rentals

4.8 Average rating
Frederick stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- East River Vacation rentals
- Washington Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- The Hamptons Vacation rentals
- Outer Banks Vacation rentals
- Townhouse rentals Frederick
- Fitness-friendly rentals Frederick
- Rentals with a fire pit Frederick
- Family-friendly rentals Frederick
- Pet-friendly rentals Frederick
- House rentals Frederick
- Cabin rentals Frederick
- Rentals with a patio Frederick
- Rentals with outdoor seating Frederick
- Rentals with breakfast Frederick
- Rentals with a washer and dryer Frederick
- Apartment rentals Frederick
- Rentals with a fireplace Frederick
- Rentals with pools Frederick County
- Rentals with pools Maryland
- Rentals with pools United States
- Walter E Washington Convention Center
- Georgetown University
- National Mall
- M&T Bank Stadium
- Nationals Park
- The White House
- District Wharf
- National Museum of Natural History
- Capital One Arena
- Liberty Mountain Resort
- Baltimore Convention Center
- Whitetail Resort
- Oriole Park at Camden Yards
- Hampden
- National Museum of African American History and Culture
- Stone Tower Winery
- Arlington National Cemetery
- Washington Monument
- Patterson Park
- National Harbor
- Georgetown Waterfront Park
- Cunningham Falls State Park
- Great Falls Park
- Smithsonian American Art Museum




