
Holiday rentals with a pool in Gettysburg
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Gettysburg
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool
Experience the epitome of luxury in our breathtaking A-frame cabin, nestled amidst the serene woods. This modern retreat offers lavish amenities and a stunning open living space with floor-to-ceiling windows, immersing you in nature's beauty. Indulge in the private hot tub, relax by the fire pit, and unleash your culinary skills in our fully equipped kitchen. The large screened porch provides a tranquil oasis, while nearby hiking trails, golf courses, and a spa offer an unforgettable getaway!

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.

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.

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool
Wizards and Humans are invited to experience the magic of Wizard's Escape. A magical home with an escape room twist as you immerse yourself in 2 thrilling themed escape rooms. Perfect for large family gatherings, bachelorette/bachelor/birthdays. Spend hours on our magical scavenger hunt throughout the castle to find the 7 cruxes. Weddings/ Events and Pool rental are an additional cost. Follow us on Insta or Fb for more videos/pics. Book your favorite Gamekeeper's Hut or airbnb next door.

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 Pines, luxury 4-bed cabin, EV, Pool, Golf
Peaceful Pines is a beautiful, luxurious mid-century cabin where the main objective is relaxation. Great for a girls weekend, multiple family or generation trips! Plenty of room to stretch out and have your own space. Go hiking, swim at the pools, go golfing, use the projector on the covered porch, curl up in front of the fire with a good book or play board games. Peaceful Pines cabin offers all of that and more. We are less than 2 hours outside of DC, but it feels like a world away.

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 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.

The Cabin on the Run
We have a generator! Never be without power during your vacation. Come spend the winter by the woodstove! Take a trip to The Woods in Wild, Wonderful West Virginia. Cabin on the Run is named after the beautiful run running behind the property with a babbling soundscape that can be heard from the expansive deck. Cabin on the Run provides all modern amenities so that you only need to bring clothes and food for a trip away.

Cedar Loft at The Woods-Vintage Chic Cabin Retreat
Located just two hours from Washington, DC and Baltimore, MD, this 3 br-1ba cabin is nestled in the Appalachian Mountains of Almost Heaven West Virginia. One of the few properties at The Woods that backs directly to Sleepy Creek Wildlife Management Area, this cabin was completely renovated in 2020, including the addition of granite countertops, all new flooring, a metal roof, new appliances and new decking.

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 Gettysburg rentals with a pool
House rentals with a pool

'Little Blue Bungalow' in The Woods-pool access

The Enslow Bridge House- creek front country home

Gettysburg-Getaway (newly listed)

Songbird Hollow

The Historic Booth House at the Harpers Ferry KOA

Apple Ridge Cottage

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

Cozy Cow Homestead!
Apartment rentals with a pool

SlopeSide

Rockwell Suite #104 at the Inns of Whitetail

Smell the Chocolate from Hershey Park 2BD Condo

Architect's Home - Historic w/ Contemporary Design

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

2 Bedrooms, 2 Bath Suites at Hershey Resort Lux

Hershey 2BR Resort Villa nearby Hershey Park

Cozy & Renovated Ski In & Out Whitetail Condo
Other holiday rentals with a pool

Mountain Retreat • Arcade • Golf • Firepit • Trail

Another Adventure Farm

Cherry Run Chalet

Resort studio apt w/ pool, hot tub, fire pit, gym

Rustic Retreat

Cozy cottage, hot tub, fireplace, in the trees

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

The Mallard
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- Hersheypark
- Oriole Park at Camden Yards
- Liberty Mountain Resort
- Whitetail Resort
- Hampden
- Cunningham Falls State Park
- Codorus State Park
- Roundtop Mountain Resort
- Cowans Gap State Park
- Caledonia State Park
- Hershey's Chocolate World
- Broad Street Market
- Gambrill State Park
- Hippodrome Theatre
- Baltimore Museum of Art
- South Mountain State Park
- Johns Hopkins University
- Big Cork Vineyards
- The Walters Art Museum
- Hollywood Casino At Charles Town Races
- Merriweather Post Pavilion
- Harpers Ferry National Historical Park
- Antietam National Battlefield
- Greenbrier State Park




