Vacation rentals with a pool in Gettysburg

Amazing Summer Holiday and Mountain Retreat

Welcome to our beloved Mountain home. Located at Whitetail resort you can walk to the slopes and enjoy the après ski in our beautiful cozy house with cabin feel. Perfect ski holiday, weekend getaway, or place to work remotely with high-speed internet. Only 1.5 hours from DC & Baltimore. This is the perfect place to escape the city, connect with nature and recharge. A place to build up fond memories. All season adventures, enjoy skiing, swimming, hiking, golfing, fishing, lakes and local farms.

Civil War Farm House w/Heated (seasonal) Pool

Welcome to this historical Civil War Farm House. This stone home built in 1861 by Christian Shriver and was actively used as a field hospital during the war. Mrs Shriver prepared General Reynolds his breakfast on the first day of the battle (which he was killed). The Durboraw's moved here in the early 1890's and have remained here on the farm ever since. Please note, pool is open seasonally mid-May through mid- Sept. Please inquire to its opening/closing if booking around these times.

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.

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.

Star Gazer Luxury A-Frame Wood Cabin. Near Harrisb

Escape to our charming A-Frame cabin nestled amidst 16 acres of breathtaking woodland, offering an unmatched retreat for nature enthusiasts. Immerse yourself in the awe-inspiring vistas, relish the cozy interiors, unwind in the indulgent hot tub, and gather around the inviting fire pit. Discover unparalleled comfort, tranquility, and natural beauty that will leave you rejuvenated. Don't miss out on this extraordinary experience; secure your reservation now!

Stoney Spring Overlook

This beautiful mountain home offers breathtaking views of the surrounding Catoctin Mountains. The area is rich with outdoor adventures and attractions. Though it feels like a peaceful retreat tucked away in the mountains, it’s only 30 minutes from Frederick, MD, historic Gettysburg, PA, and about an hour from the Washington, D.C. area. Whether you’re seeking a quiet escape or hoping to explore more of the Frederick County.

Applewood Landing

Welcome to your ultimate patriotic retreat in Gettysburg, Pennsylvania! This spacious 5-bedroom, 2.5-bathroom home is the perfect place for families, friends, or groups looking for comfort, fun, and a taste of history. Situated in the peaceful countryside with breathtaking views, you’ll feel a true sense of tranquility, all while being just a short drive from the Gettysburg Battlefield and other iconic historic sites 🏞️.

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

Historic Gatehouse Master Suite

Discover the historic charm of Maryland's scenic horse country! Our Master Suite, part of a Tudor-style gatehouse on an elegant estate, offers luxury and convenience. Minutes from Hunt Valley and Baltimore, indulge in a Carrera marble bathroom, a private deck with sweeping views, a full-size tennis court, a refreshing pool, and more. Immerse yourself in elegance and history.

Splash by Hershey

Come and relax by the pool just on the outskirts of Hershey. Enjoy this newly remodeled studio apartment with private entry that is also handicapped accessible. Large private bath, queen sized bed, and small kitchenette. You can look out the large picture window which overlooks the wooded area behind, watch birds, deer, and other wild life.

Gettysburg-Getaway (newly listed)

This house is close to the East Calvary battlefield and other Gettysburg sites. Lots of room for everyone to relax and spend time together. The pool and fenced in back yard are private and allow for your activities after a busy day exploring. The house has been updated to provide for your comfort.