
Holiday rentals with a pool in Frederick
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Top-rated rentals with a pool in Frederick
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

A Great Getaway — Foxglove Retreat
Nestled in the Blue Ridge Mountains, "Foxglove Retreat" offers you complete privacy and beautiful vista views of the Shenandoah Valley. Equipped with all the necessities for a relaxed and luxurious experience, the "Foxglove Retreat" is sure to become one of your favorite destinations. "Foxglove Retreat" is ideally located near popular tourist destinations, restaurants and wineries. The Bears Den Trail Center is walking distance for those who would like to explore the beauty of the Blue Ridge Mountains on foot. For those who seek nearby shopping and sightseeing, the quaint village of Middleburg is to the southeast and has many antique shops and elegant boutiques nestled in its historic buildings. To the east is the town of Leesburg featuring the upscale Leesburg Corner Premium Outlets and the Leesburg Farmers’ Market. To the west is the Old Town of Winchester where you will discover charming shops, restaurants, galleries, centuries-old architecture, and historical landmarks.

*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!

Deluxe 2BR Apt | Arlington | Gym, Pool
You'll love coming home and unwinding in the stylish, elegant, and thoughtfully designed, 2 bedroom apartment in downtown Arlington. Your perfect home away from home. The prime location of this apartment is unbeatable, with everything you need right at your doorstep. You'll be just steps away from some of the city's best restaurants, bars, entertainment venues, and parks. ★ 12 Min to Georgetown Waterfront ★ 15 Min to Lincoln Memorial ★ 15 Min to Reagan National Airport ★ 10 Min to Pentagon Mall

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

Cherry Run Chalet
Kick back and relax in this peaceful, stylish chalet at The Woods community in wild and wonderful West Virginia. The 2-acre property backs up to the 23,000-acre Sleepy Creek State Wildlife Area, a hikers dream. The Woods offers 2 golf courses, indoor and outdoor pools, indoor hot tub, tennis, exercise gym and more. The Sports and Spa center is within walking distance from the chalet for self-care pampering. The Clubhouse Grille and Pub is a great option for dine in and carry out. Enjoy!

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!

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.

Harper's Ferry Tree House/ hot tub / nature/ trees
Cozy cabin in a private community minutes away from downtown Harper's Ferry. This cottage in the trees is situated on a wooded road and has parking for 3vehicles. You'll enjoy a large deck, inflatable hot tub, outdoor fire pit, and gated access to a beautiful picnic area with canoe/kayak/swim spot on east side of Shenandoah River. If you are interested in fishing/boating/tubing/swimming this spot cannot be beat . Ride the commuter train to DC to take in the sites. Enjoy!
Popular amenities for Frederick rentals with a pool
House rentals with a pool

Stoney Spring Overlook

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

Historic Farmhouse w/ Heated Pool, Harpers Ferry

Civil War Farm House w/Heated (seasonal) Pool

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

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

The McCoy House at the Harpers Ferry KOA

Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge
Apartment rentals with a pool

Easy commute, great park view, cozy 2 br 2 bath

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
Other holiday rentals with a pool

Another Adventure Farm

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

Historic Manor on Beautiful 150 acre Farm

NEW One Bedroom McLean Metro

Cozy Farm Stay – Retreat with Goats, Pony & More

The Mushroom Treehouse / Yurt-Cabin Woods Resort

Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit

Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities
Quick stats about holiday rentals with a pool in Frederick

Total holiday rentals
Explore 20 holiday rentals in Frederick

Nightly prices starting at
Frederick holiday rentals start at € 34 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

Wifi availability
10 of Frederick holiday rentals include wifi 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!
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- Walter E Washington Convention Center
- Georgetown University
- National Mall
- Nationals Park
- M&T Bank Stadium
- The White House
- District Wharf
- National Museum of Natural History
- Baltimore Convention Center
- Liberty Mountain Resort
- Oriole Park at Camden Yards
- Capital One Arena
- Whitetail Resort
- Hampden
- National Museum of African American History and Culture
- Howard University
- Stone Tower Winery
- Arlington National Cemetery
- George Washington University
- Washington Monument
- Patterson Park
- National Harbor
- Georgetown Waterfront Park
- Marine Corps War Memorial




