Holiday rentals with a pool in Shenandoah Valley

Find and book unique homes with a pool on Airbnb

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Popular amenities for Shenandoah Valley rentals with a pool

House rentals with a pool

Guest favourite
Home in Swoope
5 out of 5 average rating, 37 reviews

The Pool House: Hot Tub + Pool + 15 mins downtown

ErinRating, 5 stars7 months ago
An absolutely perfect weekend at a beautiful home and property. Exceeded our expectations. We will definitely be back! Thank you!
Guest favourite
Home in Mineral
4.85 out of 5 average rating, 27 reviews

Blue House and a Pool

JenniferRating, 5 stars5 months ago
We had a great stay at the Blue House and can’t recommend it enough for your next trip to Lake Anna! The house was well-equipped, clean, and the host was flexible and accommodating with our check-in/out times. The property has beautiful, waterfront views and is located in a quiet and peaceful neighborhood. We would definitely stay again!
Superhost
Home in Mercersburg
4.83 out of 5 average rating, 78 reviews

SKI YA LATER Whitetail

ColeRating, 5 stars1 month ago
Awesome hosts. So responsive and place was sweet. Would recommend to anyone.
Top Guest favourite
Home in Luray
4.98 out of 5 average rating, 100 reviews

Walnut Lane

AshleyRating, 5 stars6 months ago
Place was lovely and exactly as listed. Spacious , great views, clean and lots of DVDs and board games. Highly recommend staying here!
Superhost
Home in Lynchburg
4.86 out of 5 average rating, 94 reviews

Midcentury Home in the Heart of LYH w/ Fire Pit

SethRating, 5 stars1 month ago
The place was exactly as described and it things were very easy. Thank you!
Top Guest favourite
Home in New Market
4.93 out of 5 average rating, 135 reviews

Historic Peace and Plenty Farm: Pool House

BrittanyRating, 5 stars1 month ago
The property is everything as described and more! We immediately felt at peace and appreciated the wonderful amenities (fully stocked kitchen, sauna, comfortable beds, window views). Duane was a ray of sunshine and incredible host. He stopped by to give us a history of the property and suggestions for enjoying nature. Our walks were relaxing and we enjoyed all the wildlife: birds playing in the morning, a groundhog running about, and busy squirrels. We would certainly stay again when in the area!
Guest favourite
Home in Ohiopyle
4.95 out of 5 average rating, 57 reviews

The Yough House

AllisonRating, 5 stars2 months ago
The house was clean (clean linens and sheets) and had a well stocked kitchen with supplies, toliet paper, paper towels, and dish soap. There were a few kitchen things that did not work (toaster and one burner on the stove) but neither stopped us from cooking or having a great time with family. The location is great. Walkable to the Ohiopyle Visitors Center and other downtown places. We visited in the off season and I can only imagine how bustling this place must be in the summer. We would definitely return to this house in the future amd would highly recommend. We were 4 adults (22 to 82 years in age) and 1 child (5 years old). This house worked well for all of us. Maybe next time it will be warm enough to try out the pool!
Guest favourite
Home in Boones Mill
4.96 out of 5 average rating, 45 reviews

Brookwood-Water Front Home+Pool+Event Space

FranzRating, 5 stars3 weeks ago
We highly recommend this place! We especially appreciated the very well-stocked kitchen, the super interesting architecture and interior design, the many comfortable seating options, and the gorgeous natural surroundings.

Condo rentals with a pool

Guest favourite
Condo in Wintergreen Resort
4.94 out of 5 average rating, 218 reviews

The Modern Mountain Condo

KileyRating, 5 stars2 weeks ago
Had a great stay for a few nights in this condo. Comfortable and clean as a lovely escape while we enjoyed local hikes and breweries. Convenient to the wintergreen market which was helpful for what we may have forgotten or for anything else we wanted. Looooved having the wood burning fireplace too! We’d love to come back.
Top Guest favourite
Condo in Wintergreen Resort
4.96 out of 5 average rating, 292 reviews

Five Minute Walk to Everything!

KatieRating, 5 stars1 week ago
Perfect in every way. The location did not disappoint and my small dogs felt right at home. Many thanks—we will be back!!
Guest favourite
Condo in Wintergreen Resort
4.94 out of 5 average rating, 227 reviews

Eight Minute Walk to Everything

MelanyRating, 5 stars1 week ago
This is the second time we stay here, and we absolutely love it! It’s perfectly and conveniently located near a gas station and a small market that has everything you may need. It’s a short drive to devils backbone and all the rest of the breweries, and in the center of nature with lots of trees around. We will definitely continue to have this place in our favorites so we can stay here again. Thank you again for hosting us.
Guest favourite
Condo in Farmington
4.91 out of 5 average rating, 131 reviews

A Cozy, Quiet Getaway

JulianRating, 5 stars3 months ago
I had a wonderful stay at this Airbnb! The place was incredibly quiet and peaceful, making it perfect for a relaxing getaway. The home was comfortable and felt very inviting, with cozy touches that made it feel like a home away from home. The bathroom was especially great—spacious, clean, and well-appointed. Everything about my stay was just what I needed for a restful and enjoyable experience. I would definitely stay here again and highly recommend it to anyone looking for a comfortable and relaxing retreat!
Top Guest favourite
Condo in Wintergreen Resort
4.96 out of 5 average rating, 205 reviews

New Construction! 1 Bed/2 Bath, pet friendly

AmandaRating, 5 stars1 month ago
Lisa's condo was fabulous! It was decorated beautifully and in a very peaceful location. It was great not having to walk up and down multiple flights of stairs. If you need anything, she is quick to answer. It was the cleanest dog friendly Airbnb that we have ever stayed in!! We have a hypoallergenic dog so I appreciated not being covered in dog hair. We will definitely be staying again in the future! Thank you, Lisa!
Guest favourite
Condo in Mount Jackson
4.93 out of 5 average rating, 137 reviews

Ski and Golf Condo Aspen East Condos Unit 212

DavidRating, 5 stars2 months ago
Check in was easy and fast, no issues. The unit was nice and cozy, adequate towels, kitchen, everything. Parking was super easy with lot right off the entrance. Location is right off the ski slopes and walking distance to the lodge and restaurant. Alesia reached out before check in to make sure we knew what to do and we're good to go. No complaints, great experience!
Top Guest favourite
Condo in Wintergreen Resort
4.9 out of 5 average rating, 142 reviews

Cozy Comfort with a View - Wintergreen Resort

KathrynRating, 5 stars2 months ago
A great place for a ski weekend with friends! Had all the amenities you would need for anything. Highly recommend this place! Quick 5-10 minute walk to the slopes.
Top Guest favourite
Condo in Wintergreen Resort
4.97 out of 5 average rating, 119 reviews

2 bdrm/2 full bath Best Views of Blue Ridge Mtns.

PatriciaRating, 5 stars1 month ago
Spectacular view from this lovely condo! Ideal for our weekend to unwind.

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