Holiday houses in Hamilton

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Popular amenities for Hamilton holiday rentals

Other great holiday rentals in Hamilton

Top Guest favourite
Guesthouse in Round Hill Village
4.98 out of 5 average rating, 42 reviews

Wine Country Loft

HeatherRating, 5 stars3 weeks ago
We booked Lisa's place for a wedding in the area. Everything looked exactly like the pictures. Despite being above their garage, we found it to be safe & quiet. My husband really enjoyed the projector screen. We really didn't get to utilize the kitchen, but there was plenty there to make meals if you wanted. The fire pit set up was cute & we wish we would have been able to use it, but again.. we were too busy with other wedding activities. Our only complaint was that we found the mattress to be a bit firm, which we enjoy a softer mattress, so this is more of a personal preference & not letting it negatively impact our review. During our stay, we got to meet Lisa & Joseph. Both were extremely nice & gave us great recommendations. We also got to meet their adorable, friendly dog. They were even kind enough to allow our friend to park & hang with me at the loft before we had to be at the wedding. They also gave us a heads up about the town's festival happening & street closures.
Top Guest favourite
Cabin in Leesburg
5 out of 5 average rating, 17 reviews

A unique 5* mountaintop getaway overlooking Winery

ChristineRating, 5 stars7 months ago
This is a beautiful place! The views and property were as described - lovely view of nearby winery's grape vines and mountains. The cabin was well thought out for hanging out at the property with a nice big front porch for dining and a patio with a fire pit. Loved the pew-style bench dining nook. The place was very clean and the fresh cookies s'mores and other treats were a really nice welcoming touch. One thing to keep in mind is that there isn't a TV in the main room (there are TVs in the bedrooms) so something to keep in mind if you're gathering to watch the big game. Overall would definitely stay here again!
Top Guest favourite
Home in Round Hill Village
4.98 out of 5 average rating, 54 reviews

Historic Farmhouse, Fully Renovated in Fall 2023

MaryRating, 5 stars3 weeks ago
We loved our stay! The house is even more beautiful than the photos, and the property is beautiful. Our kids loved playing in the creek and hiking at Bear’s Den, and we loved the local breweries. We would definitely stay again!
Guest favourite
Cottage in Paeonian Springs
4.9 out of 5 average rating, 117 reviews

The Cottage at Paeonian Springs

EliseRating, 5 stars1 month ago
This was our second time staying at this lovely Airbnb in Virginia wine country, and it was just as perfect as the first! The space was sparkling clean—absolutely spotless from top to bottom, which made it feel even more relaxing and comfortable. The hosts clearly take great pride in maintaining a high standard, and it shows. Between the serene setting, the cozy interior, and the impeccable cleanliness, this place is an easy favorite. We love this airbnb and can't wait to go back.
Home in Hamilton
4.94 out of 5 average rating, 17 reviews

Unique log house in VA wine country

RickRating, 5 stars2 weeks ago
Beautiful home and fantastic host. Even nicer and more comfortable than described. We’ll certainly stay here again.
Guest favourite
Home in Leesburg
4.98 out of 5 average rating, 56 reviews

The Cottage at Oakland Green Farm

KimberlyRating, 5 stars4 weeks ago
Our countryside escape was just what we needed. The home was peaceful and full of charm — exactly as described. Waking up to the quiet sounds of nature and sipping coffee with scenic views made each day feel like a retreat. The host was thoughtful and responsive, making check-in and communication seamless. We left feeling refreshed and grateful for such a warm and relaxing stay. Highly recommend to anyone looking for a serene getaway! Thank you Sara!
Top Guest favourite
Farm stay in Leesburg
5 out of 5 average rating, 45 reviews

The Forge on Sunnyside Farm

MichaelRating, 5 stars5 days ago
This was truly the best Airbnb I’ve ever stayed at! It was so peaceful out in the country and a ton of beautiful scenery . Such creativity to keep the forge period correct but modernly comforting was more than I could have asked for. We had great communication with the host, absolutely no issues and the history of the farm made the stay even more memorable. We rode by bike along the C&O, Jessica made sure we got back safely and this overnight was exactly what we needed! Thanks
Guest favourite
Cottage in Purcellville
5 out of 5 average rating, 29 reviews

Historic Wheatland Log Cabin

MeganRating, 5 stars2 weeks ago
We had a wonderful stay at this converted historic cottage, which had all the modern amenities and preserved historic charm. It is just a stone's throw from Wheatland Springs Brewery, and near to several charming towns. I will note that there is not a walkway to get up to the house, which could cause a problem if you have mobility issues. Thank you for a great stay!

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