Holiday rentals with a pool in Jefferson County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Jefferson County rentals with a pool

House rentals with a pool

Top guest favourite
Home in Hedgesville
5 out of 5 average rating, 28 reviews

'Little Blue Bungalow' in The Woods-pool access

BermesolaRating, 5 stars2 weeks ago
Really cute place to stay. The decor is tastefully done and the ambience and setting is very peaceful. They have all of the necessary amenities to make the stay comfortable and relaxing.
Top guest favourite
Home in Hedgesville
5 out of 5 average rating, 94 reviews

Spacious & Charming! Large deck+Game shed+Firepit

EthanRating, 5 stars2 weeks ago
Great "glamping" style stay for large family. Anna was responsive and flexible. We loved the space and the little community. Thanks Anna!
Top guest favourite
Home in Berkeley Springs
5 out of 5 average rating, 27 reviews

Magic Mountain Retreat - Mountain View, EV charger

AlyssaRating, 5 stars3 weeks ago
This is by far the best Airbnb experience I’ve had yet. Rana was extremely welcoming and responsive. We even left items and she messaged me to let me know and arranged to get them back to me. The home is immaculate, beautiful, charming, and had even more room than we anticipated. It was a perfect place for family dinner and game nights. I grew up in this area, so coming back is always fun, in addition to the handful of need to do things, like Creekside Market, Berkeley Springs State Park, Cacapon State Park, Lot 12 restaurant, The Naked Olive…. We had 8 people in our party and we were more than comfortable. I will 100% come back here!!
Guest favourite
Home in Leesburg
4.97 out of 5 average rating, 121 reviews

Potomac Overlook Farms: 6 BR, 10 Acre River Estate

MelissaRating, 5 stars1 month ago
We had a wonderful family reunion here with 3 generations. Each family had their own private space but there was tons to do on the property together as well. The hosts were very responsive to our questions and made sure we were comfortable and happy! We appreciated that the kitchen was well stocked, too.
Superhost
Home in Aldie
4.83 out of 5 average rating, 12 reviews

Relaxing Aldie Retreat, with Fireplaces and Pool

LaurenRating, 5 stars1 month ago
This was the perfect city get away for a weekend trip! The location is great, in the country but also only 10 minutes from Middelburg shops and restaurants. The home was even better than pictured, especially the outside area. The yard, pool and outside seating areas were absolutely beautiful, just so peaceful. The home was absolutely lovely, very clean, comfortable and with all the amenities you would need, including in the kitchen. Really hope to come back, I would highly recommend this rental. Thank you for sharing it with us!
Guest favourite
Home in Big Pool
4.94 out of 5 average rating, 31 reviews

Whitetail Meadows Guest House

JavierRating, 5 stars1 week ago
My family and I enjoyed our stay at Patricia’s home. She was very accommodating. My wife loved the kitchen which was fully stocked, the commemorative looney toons glasses; and that it had everything we need to cook meals. My daughter love the pool. I loved the fire pit and the views of the mountains. Close to walking trails for hiking. House is very peaceful to sleep at night and the house is very welcoming and relaxing.
Guest favourite
Home in Berkeley Springs
4.84 out of 5 average rating, 74 reviews

Autumn Wings - wifi, screen porch, pool access

Jennifer And SteveRating, 5 stars7 months ago
Although our stay was short, it was just the change of scenery we needed! The community is so quiet and feels secluded — a great escape from the city! We enjoyed being tucked in the woods with the remnants of fall foliage around us. Yet the property is just a short distance from downtown Berkeley Springs and Cacapon State Park and other things to do. We especially appreciated the great setup for kids. Our rambunctious toddler stayed busy on a rainy day by cooking in the play kitchen and reading books. He also loved riding in the push-car on the deck!
Guest favourite
Home in Stephens City
4.96 out of 5 average rating, 51 reviews

Highland House

KaraRating, 5 stars2 weeks ago
My girlfriends and I stayed here for a weekend girls trip and unanimously agreed—this was the best Airbnb we’ve ever stayed in. The space was spotless, beautifully decorated, and incredibly well-stocked. From the cozy blankets to the ample seating and thoughtful touches throughout, everything felt intentional and welcoming. The amenities were top tier and made our stay feel elevated yet comfortable. Tracy was a fantastic host—super responsive and helpful. She reached out with helpful info before we even had questions, which made everything smooth and stress-free. Highly recommend this stay to anyone looking for a relaxing, well-appointed getaway!

Apartment rentals with a pool

Top guest favourite
Apartment in Mercersburg
5 out of 5 average rating, 20 reviews

SlopeSide

JenniferRating, 5 stars3 months ago
I almost don't want to write a positive review because I'd like this condo to be available only to me. It was perfect! The place is comfortable and had everything we needed for our 2 night stay. Easy ski in/out access, and perfect for a family that has some that stay on the slopes a little longer than others. We just hope this place will be available again when we visit next.
Guest favourite
Apartment in Mercersburg
4.94 out of 5 average rating, 17 reviews

Rockwell Suite #104 at the Inns of Whitetail

NicoleRating, 5 stars1 week ago
Great location, and very peaceful and clean. Charlie is a phenomenal host! He was friendly, responsive and gave clear instructions upon check-in/check-out. He answered questions quickly and went above and beyond during our stay! We would definitely stay again! Thanks Charlie!!
Guest favourite
Apartment in Mercersburg
4.82 out of 5 average rating, 65 reviews

Ski🎿 & hike from front steps—Mountainside getaway

MarkRating, 5 stars3 months ago
I think this is the best slope side ski condo at Whitetail. The slopes are right outside the door and the place is cute, clean, and comfortable. We will be going back!
Apartment in Mercersburg

Inns of Whitetail #209

EdwinRating, 5 stars52 months ago
Very pleasant room and convenient for getting to the slopes. Good communication with hosts and easy check-in/out!
Apartment in Mercersburg
4.56 out of 5 average rating, 34 reviews

The Music Room at Ski Whitetail!

KendraRating, 5 stars4 months ago
This studio apartment-room was a great stay! It was the closest building to the top of the Double lift, 8-10 minutes from line to the apt door. Everything was as described for me, sans a guitar and a table or two. The wifi was fine for work, not great for gaming on my pc, though. Overall, my pet and I enjoyed every second of our 2+ weeks, on and off the slopes (just me), and look forward to staying again. Thanks!
Top guest favourite
Apartment in Mercersburg
4.91 out of 5 average rating, 46 reviews

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

KayleeRating, 5 stars3 months ago
This air bnb was perfect for a weekend getaway to Whitetail resort. The unit is steps away from the slopes, and Renee was not only responsive and extremely helpful, but able to accommodate schedule changes to make our trip happen.
Superhost
Apartment in Mercersburg
4.85 out of 5 average rating, 46 reviews

Rockwell Suite #206 at the Inns of Whitetail

AjRating, 5 stars4 months ago
Really well put together place! The bed was high quality and the suite had everything needed.
Guest favourite
Apartment in Mercersburg
4.97 out of 5 average rating, 32 reviews

Cozy, renovated Ski & Hiking Getaway - Whitetail

FaithRating, 5 stars3 months ago
Perfect location to walk to the slopes! Had everything we needed.

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