Vacation rentals with a pool in Gettysburg

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Top-rated rentals with a pool in Gettysburg

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

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Guest favorite
A scenic view of the chalet surrounded by vibrant autumn foliage. A large red tree stands in the foreground, with the sun shining through its leaves. The wooden exterior of the home is visible, complementing the green trees and clear blue sky.
Chalet in Mercersburg
4.92 out of 5 average rating, 130 reviews

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.

Top guest favorite
A spacious solarium features large windows allowing plenty of natural light to fill the room, with views of the surrounding greenery. A comfortable seating area is arranged with a mix of sofas and chairs, complemented by various plants adding a touch of nature. The heated concrete floor enhances comfort in this inviting gathering space.
Home in Knoxville
5 out of 5 average rating, 107 reviews

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.

Top guest favorite
A historic stone farmhouse from 1861 is set on a well-maintained lawn, surrounded by green shrubbery and trees. The two-story structure features red shutters on the windows and a welcoming front porch that invites relaxation.
Home in Gettysburg
5 out of 5 average rating, 299 reviews

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.

Guest favorite
The pool area features a crystal-clear pool bordered by stone pavers and landscaped greenery. A pool house with large glass doors is visible in the background, accompanied by a defined hot tub and neatly arranged lounge chairs. Surrounding trees and bushes enhance the outdoor setting.
Guesthouse in Monrovia
4.96 out of 5 average rating, 164 reviews

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:)

Superhost
A heated pool is surrounded by a stone wall and lush greenery, offering a serene atmosphere. The lodge features large windows and a balcony overlooking the pool area, seamlessly connecting indoor and outdoor spaces.
Guest suite in Myersville
4.91 out of 5 average rating, 337 reviews

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!

Top guest favorite
A cozy bedroom features a spacious bed dressed in rich green linens. A dresser with drawers is positioned beside the bed, while three landscape prints adorn the wall. Light beige walls complement the light carpeting, and mirrored closet doors are visible.
Guesthouse in Elizabethtown
5 out of 5 average rating, 100 reviews

Pondview Paradise w/Heated Pool, near Hershey

Our guest house is a warm, inviting space perfect for one person, a couple, or families. Expect a family friendly neighborhood, while being surrounded by nature. Cozy up by the fireplace and relax by the pond! Enjoy your private deck and shared family pool as well as free guest parking. Perfect location surrounded by Lancaster, Hershey & Harrisburg. Five minutes away from Iron Stone Ranch! A short drive to Hershey Medical Center for families with loved ones staying at the hospital.

Guest favorite
Home in New Market
4.93 out of 5 average rating, 155 reviews

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.

Top guest favorite
A traditional split-level home is showcased with a brick exterior and a welcoming blue door. A well-maintained path leads to the entrance, framed by a lush green lawn and mature trees. The inviting facade is complemented by an American flag displayed prominently.
Home in Harpers Ferry
4.92 out of 5 average rating, 183 reviews

The McCoy House at the Harpers Ferry KOA

The McCoy House is great for families for weekend trips or holidays. The house is in a very small neighborhood, located next door the Harpers Ferry KOA Holiday, all of the KOA amenities are included with the your stay (some are seasonal). Each bedroom and bathroom is furnished with linens/towels and basic amenities. Please note this is not a "party" house. No more than 12 people are permitted, day or night. Quiet hours begin at 10pm and are strictly enforced.

Top guest favorite
A spacious mountain home is set against a backdrop of trees, with a gently sloping field leading to a small pond in the foreground. A wooden fence encircles the property, highlighting the serene outdoor environment that encompasses the house.
Home in Sabillasville
4.94 out of 5 average rating, 145 reviews

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.

Top guest favorite
A spacious master suite features a king-size bed with a decorative canopy, flanked by nightstands. Two armchairs provide seating, and a woven area rug adds warmth. A mural depicting nature adorns the wall, while large windows allow natural light. An accessible doorway leads to the bathroom.
Farm stay in Cockeysville
4.95 out of 5 average rating, 128 reviews

Historic Gatehouse Master Suite

Discover the historic charm of Maryland's scenic horse country! Our Master Suite, part of a Tudor-style gatehouse on a country 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.

Top guest favorite
A spacious living area features plush seating in elegant patterns, arranged around a round coffee table. Decorative lamps provide soft lighting, while rich red wallpaper and floral accents contribute to a warm atmosphere. A flat-screen TV is mounted on the wall, complemented by tasteful decor.
Guesthouse in Frederick
4.98 out of 5 average rating, 203 reviews

Romantic Getaway-Heated Spa - Seasonal Pool!

NEW: 15% DISCOUNT!! ROMANTIC GETAWAY! HEATED SPA, OPEN YEAR ROUND 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

Top guest favorite
A spacious sleeping area features a large bed with decorative blankets and a nautical-themed wall art above. Soft lighting from bedside lamps enhances the comfortable atmosphere. A seating area with a sofa and a dresser is visible in the background, creating a seamless blend of relaxation spaces.
Apartment in Elizabethtown
4.94 out of 5 average rating, 172 reviews

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.

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