Holiday rentals with a pool in Roanoke

We had the absolute best time staying here. We had two families staying together, 10 total. With more than enough space! The location was perfect. The space was clean and cozy. We had the best time and made some amazing memories with our friends. Also we slept at night on the third floor with a window opened and it was so quiet outside! Thank you for opening your home to us!

Very clean, and in an excellent location nearby to wineries, breweries, hiking and a quick trip to Charlottesville Clean, well stocked and cared for. The pool and hot tub were in excellent condition.

Our family of four needed a quiet get away, and we enjoyed the beautiful days and evenings, inside and on the deck! Hikes nearby, spa nearby, restaurants, grocery, gas also nearby. Great resort year round! Lots of activities if you want them, and lots of peaceful nature if you want. Great!

This is a very cute, clean condo with everything you need to feel comfortable. The master bed is very comfortable, which is always a huge plus for AirBnBs! Having the Wintergreen market and a couple restaurants within walking distance was great, and this is a great "base camp" for plenty of beautiful hiking, wineries, and scenery in the area.

Great stay with amazing views! Easy communication throughout the process as well

Joes property was absolutely beautiful! The views are amazing from the cozy hot tub on the back porch. Everything was super clean and the beds were super comfortable! This airbnb would be great for a family stay or a friends getaway. It was everything we needed and more! Joe was quickly responsive when i had questions. This air bnb is stocked with EVERYTHING you may need. Beautiful spot, 10/10!

This is our family’s third stay here, so obviously we enjoy this beautiful property! The home is well stocked, spacious, family friendly, and very welcoming. As a bonus, this was our first stay during pool weather, so we were able to utilize the beautiful pool/hot tub area. Bedford is a lovely location. Quaint small town but close to lots of recreation.

A wonderful property nestled in the Wintergreen Resort. While not part of the resort, the amenities and surrounding Breweries offered plenty to do while not relaxing in the hot tub or on the private deck. Beds were comfortable, and there was plenty of space for our family to spread out. Access to WiFi and movie channels were convenient and supplemented the secluded feel for a well balanced vacation. Highly recommend this rental for families and groups looking to get away for a relaxing and enjoyable time in the mountains. Bring your cameras and charge your phones to take pictures of the breathtaking views at and around the house!

We had an absolutely wonderful stay at Randolph’s mountain getaway! The space was peaceful, clean, and beautifully located—just the perfect escape from the noise and busyness of everyday life. Randolph was a fantastic host—warm, responsive, and helpful! He made sure we had everything we needed for a comfortable stay and offered great local tips in his guidebook. If you're looking for a relaxing, private retreat in the mountains with a thoughtful and welcoming host, this is the place. We’ll definitely be back!

Susie’s place was PERFECT for my weekend of solitude and peace. I was able to relax and just take it easy in a comfortable home with a beautiful view. The home was clean and felt so comfortable. There were lots of personal touches that really show Susie put a lot of thought into the space. For example, the motion sensor nightlights in the bathrooms. And the dimmable lights in the bedroom. Check in and check out instructions were very clear and easy to follow, she even included a map of where to park! I can’t say enough great things about this experience.

beautiful mountain top and away from the hustle and bustle. The place was very clean and peaceful, but the oven temp was a little off other then taht the place was perfect.

We really enjoyed our stay at this location. The views are amazing and it is very peaceful. The place was very clean and comfortable. We will definitely stay here again!

We really enjoyed our stay at your condo. It was nice to be in a newer unit. It was very clean and comfortable. The location is great being walkable to Fire and Frost, a coffee/wood fired pizza restaurant, and we prefer the upper mountain location also being walkable to golf, tennis and trails. We hope to come back to Wintergreen soon. It is a great place to relax!

Nice home, in an ideal location. Great communication and quick to respond as needed. Recommend the home and location!

Another great stay at Lindsay’s place! We all (us and our dogs) feel so comfortable at her little slice of heaven. It’s cozy and clean, with a spectacular view. Thank you for sharing your space with us!

Super clean condo with everything we needed. Perfect for a stay in Wintergreen!