
Vacation 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!

Bear Pines Retreat ~ Game Room ~ Screened Porch
Come enjoy this 3 bedroom/2 bath A frame cabin in The Woods. Bear Pines Retreat features 2 bedrooms on the lower level with 4 beds and full bathroom. The Master Suite loft has a queen bed with mountain spa bathroom. You can connect to the built in Bluetooth speaker and play some relaxing music while looking out the skylight above. The living area has plenty of seating with wood burning fireplace and 55” TV mounted above. You can enjoy over 100 cable channels, music and streaming services.

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.

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:)

Rollingside: Two-Room Guest Suite
Two-room guest suite with private entrance located in picturesque Catonsville, MD on a pre-Colonial road originally used for rolling tobacco to the harbor. Downtown Baltimore is 20 minutes away, BWI airport and Amtrak station 15 minutes, and our street is located on a bus route. Beautiful 3.5 mile walk to historic Ellicott City and an hour from Washington, D.C. Individuals and families with children are welcome, but the Airbnb member renting the property must be over the age of 25.

Mountain Retreat * Heated Pool * Amazing Views!
★ Heated Saltwater Pool ★ Open May - September! Welcome to Mountain View Retreat! This beautiful contemporary home is situated high on a wooded hillside and offers great privacy. Lots of large windows and sliding glass doors with AMAZING VIEWS of the Susquehanna River and the City of Harrisburg! This WHEELCHAIR ACCESSIBLE home is perfect for families and friends. With over 5,000 sq feet of living space and a large 53 ft long deck with a panoramic view that really is quite magical!!

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!

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!

Cozy, Cute and Clean rowhouse w/ 2 Masters!
Welcome to Baltimore! My house has everything you will need for your short or long term visit. It’s walking distance to John's Hopkins hospital, Patterson Park( beauty, tennis courts, basketball courts, good place for running or biking). The house is also very close to Fells Point, Canton ,a $10 Uber to Camden yards and $15 to M&T. I have lots of small kind of useless appliances like a waffle maker and juicer, if you’re into that sort of thing.

Bright and Cozy 2nd floor apt
My place is within walking distance of restaurants and family-friendly activities, within minutes of White Marsh Mall, easy freeway access for going to an Orioles/Ravens game, and the Inner Harbor or just hike a neighborhood trail. You’ll love my place because of Connivence to everything, in a quiet friendly neighborhood and private entrance. My place is good for couples, solo adventurers, business travelers, and families (with kids).
Popular amenities for Gettysburg rentals with a pool
House rentals with a pool

The Enslow Bridge House- creek front country home

Gettysburg-Getaway (newly listed)

The Historic Booth House at the Harpers Ferry KOA

Spacious & Charming! Large deck+Game shed+Firepit

Historic Farmhouse w/ Heated Pool, Harpers Ferry

Cozy Cow Homestead!

Relax in your lower-level living space and enjoy.

Applewood Landing
Condo rentals with a pool

SlopeSide

Rockwell Suite #104 at the Inns of Whitetail

Architect's Home - Historic w/ Contemporary Design

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

Stunning 2Bed, 2bath, City View, Pool,Gym, Game rm

2 Bedrooms, 2 Bath Suites at Hershey Resort Lux

Hershey 2BR Resort Villa nearby Hershey Park

Cozy, renovated Ski & Hiking Getaway - Whitetail
Other vacation rentals with a pool

Flohom 1 | Breathtaking Skyline 360° Views

Cherry Run Chalet

Apple Ridge Cottage

Great New DownTown Townhome

York Guest Home

Rest and Recharge Retreat

Cozy Farm Stay – Retreat with Goats, Pony & More

Restored 1700s Farmhouse with Horse Pasture & Pool
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