
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!

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

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:)

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!

Peaceful patio condo
Stylish 1 bedroom condo on ground level with 1 designated parking space directly in front. This home provides a perfect setting for both luxurious and comfortable living. Bright southern exposure, No steps from parking, 2 smart TV, high speed internet, queen size bed, the patio opens to private green nature. Plenty of guest parking as well. Long paved walking trail passing by, Walk to Giant, Starbucks, and Restaurants. Less than 2 miles from Spa World. And 10 min drive to King Spa.

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.

Stoney Spring Overlook
This beautiful mountain farm home has breath taking scenic views of the surrounding Catoctin mountain. There are many nearby outdoor activities, including scenic hikes, mountain biking, Ski Liberty, wineries and the Catoctin zoo. While it is a peaceful get away in the mountains, it is just 30 minutes away from the Frederick, MD and historic Gettysburg, PA. Whether you want to get away from the city or explore more of Maryland, this is the perfect stay for you!

Amazon HQ-Luxurious DMV-WiFi-Cozy Suite-DC Airport
Revel in a stylish experience at this bold, bright - modern "Cozy Mustard" studio apartment. Experience the audacious ambiance of opulence and comfort the "Cozy Mustard" delivers. It is centrally located in the heart of Crystal City. Adjacent to Amazon Headquarters, and just minutes away from downtown D.C. Traveling professionals taking care of business or tourists exploring the city for leisure, the "Cozy Mustard" is the place for you.

Romantic Getaway-Heated Spa - 10% discount
ROMANTIC GETAWAY! HEATED SPA, OPEN YEAR ROUND LIMITED TIME - 10% off all stays through Dec 31st! Enjoy our beautifully decorated four bedroom home, furnished with unparalleled elegance. This tranquil home is located less than an hour from and Baltimore and a half-hour from Gettysburg and Harper's Ferry. For a pampered experience, guests can arrange for in-house therapeutic spa and massage
Popular amenities for Frederick rentals with a pool
House rentals with a pool

Spacious & Charming! Large deck+Game shed+Firepit

Historic Farmhouse w/ Heated Pool, Harpers Ferry

Civil War Farm House w/Heated (seasonal) Pool

Clean 5BR w Heated Pool/Spa - Horse & Wine Country

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

Riverview Retreat - Pool, Hot Tub, and Mtn Views!

Potomac Overlook Farms: 6 BR, 10 Acre River Estate

Luxury 4 Bedroom - Pool/HotTub/Fire Pit
Apartment rentals with a pool

SlopeSide

Rockwell Suite #104 at the Inns of Whitetail

Ski🎿 & hike from front steps—Mountainside getaway

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

Lovely 1-Bedroom Condo with Pool and City View

Lovely 2-bedroom condo with pool and gym

Luxurious Suite King/Queen Beds in North Bethesda

Met Park 2BR•Playground•Costco•5 min to DC/Metro
Other holiday rentals with a pool

Stylish Sunlit Loft | Balcony | King Bd | Tysons

Historic Manor on Beautiful 150 acre Farm

Walnut Glen - Quaint 1 Bedroom Country Get-A-Way

Upscale Tysons Escape | Gym | Metro Access | Relax

Round 70s cabin-pickleball, golf, gym, indoor pool

The Cottage at Nestled Inn

Cozy Farm Stay – Retreat with Goats, Pony & More

The Mushroom Treehouse / Yurt-Cabin Woods Resort
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 $52Â SGD 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

4.6 Average rating
Frederick stays receive an average rating of 4.6 out of 5 from guests
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- Rentals with outdoor seating Frederick
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- Rentals with a patio Frederick
- Family-friendly rentals Frederick
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- Rentals with a firepit Frederick
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- Fitness-friendly rentals Frederick
- Rentals with pools Frederick County
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- Rentals with pools United States
- Nationals Park
- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- District Wharf
- Smithsonian National Museum of Natural History
- Oriole Park at Camden Yards
- Hampden
- National Museum of African American History and Culture
- Stone Tower Winery
- Liberty Mountain Resort
- Arlington National Cemetery
- Whitetail Resort
- Georgetown Waterfront Park
- National Harbor
- Washington Monument
- Cunningham Falls State Park
- Patterson Park
- Caves Valley Golf Club
- Great Falls Park
- Six Flags America
- Cowans Gap State Park
- Codorus State Park




