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Vacation rentals with a pool in Frederick County

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Top-rated rentals with a pool in Frederick County

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

Guest favourite
Guesthouse in Middletown
Cottage, Pool, & Breakfast on 100ac Horse Estate
Enjoy the unique opportunity to spend time on a stunning Maryland horse farm and estate with private access to the Appalachian Trail in Maryland's Blue Ridge mountains. Located in historic Middletown, the farm is just 60 miles from downtown DC and 20 minutes west of Frederick. Our lovingly renovated 1900 guest cottage sits above an active mountain spring and beside the estate's main residence. You'll encounter chickens, cattle, horses and abundant wildlife as you hike and explore the property.
May 17 – 24
$395 CAD per night
Guest favourite
Guest suite in Myersville
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 walk the grounds and enjoy Mother nature. 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!
May 8 – 15
$284 CAD per night
Guest favourite
Home in New Market
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.
Dec. 13 – 20
$388 CAD per night

Popular amenities for Frederick County rentals with a pool

House rentals with a pool

Home in Lovettsville
Cozy Hemingway Retreat 3500sfHotTub Pool Tennis Ct
Jul. 24 – 31
$1,372 CAD per night
Guest favourite
Home in Sabillasville
Stoney Spring Overlook
Feb. 4 – 11
$565 CAD per night
Home in Middletown
Another Adventure Farm-Rental
Jul. 3 – 10
$469 CAD per night
Home in Hagerstown
2 Storie, Hot Tub, Open Area
Apr. 27 – May 4
$316 CAD per night
Home in Leesburg
Potomac Overlook Farms: 4 BR, 10 Acre River Estate
Apr. 15 – 22
$698 CAD per night

Destinations to explore