Holiday rentals with outdoor seating in Orange County

My friends and I had such a great time staying here! The place was absolutely spotless and beautifully decorated—it truly felt welcoming from the moment we arrived. The beds were incredibly comfy, which made it even harder to leave! Jen was a fantastic host, very thoughtful and easy to communicate with. I honestly wish we could’ve stayed longer. Highly recommend this place to anyone looking for a cozy and relaxing stay!

The surrounds were beautiful, deck lovely for morning coffee. The home was well equipped and comfortable. Could not ask for more. Would love to return.

My friend and I had a very nice stay. The home was very clean which is always my biggest concern. The kitchen was well stocked and had everything we needed. Living space was comfortable and we enjoyed the poo table. 35 minutes to Killington and Pico. Would stay again.

My fiance and I booked Dana and Mike’s place fairly last minute when our accommodations fell through for a college graduation weekend and we were NOT disappointed! Dana was so friendly right from our very first conversation; she even went over and put lights on for us as we wouldn’t be arriving at your typical Airbnb check in time. She didn’t want us to have to stumble around in the dark late at night and that was just so kind! Their beautiful home was absolutely stunning inside and out. Everything was so tastefully decorated and well laid out. Not to mention the care and thoughtfulness that went into the amenities themselves. Whether sitting by the stone fireplace at night with a drink in hand to unwind or having coffee and enjoying the light streaming in through the stained glass windows in the morning, you won’t be disappointed spending time in this unique home! It is truly one of a kind. We hadn’t even left the driveway before talking about another long family weekend here soon! 🩷

We had a quiet stay at the Farmhouse. Very peaceful and quiet location. Lots of space for our dog to roam. The house is very nice and clean. We enjoyed having coffee and looking out across the fields, reading, and cooking. It’s near the small village of Rochester with a few restaurants and otherwise we explored neighboring towns like Middlebury, Waitsfield, Stowe, and Montpelier.

Home was beautifully decorated and had everything we could ever need. Super clean and furniture and amenities were amazing! Beds were super comfortable. Very peaceful. Deer, geese, rabbits in backyard. We really enjoyed our stay.

We really enjoyed our stay at Wright’s Mountain Retreat. The house was spacious, clean and had everything we needed (and the sauna was a fun perk!). The surrounding area was beautiful and very peaceful. Perfect place to relax and unwind!

From the moment we got to the end of the lane and the property opened up in front of us, we knew we’d be happy. A very memorable stay - spacious and comfortable inside, and truly gorgeous scenery outside which we enjoyed watching from the balcony. We even saw the Northern Lights! Highly recommend this fantastic accommodation, and the owner was very helpful and communicative.

We had a wonderful weekend stay at David and Beth's home. We had a friendly greeting upon arrival (as well as delicious homemade cookies and maple candies!) David and Beth's home is attached to the apartment but it was quiet and they were unobtrusive. The Tunbridge area is beautiful - quintessential VT! The property is tucked away a bit (SO Vermont!) but our all wheel drive car handled a little bit of late February mud and rolling hills without a problem. We prefer to eat in and brought some food to prepare in the well-equipped kitchen (however we did go to a great burger bar for lunch in Royalton about 20 mins away). The apartment was warm, cozy and comfortable - a perfect meeting place for us and our two adult children - just what we were looking for! Thank you David and Beth - we may see you again next year!

What a wonderful stay we had. The place was exactly as advertised. Cozy, peaceful and had everything we needed for our short stay. Anne was an amazing host. We even got a pleasant morning walk with Anne and her pup Ellie and got to learn so much of the history of the property and surrounding area. A must do stop is the Silloway Maple sugar house just down the street.

We had a fantastic time here, got completely snowed in and loved staying cozy in the apartment. Sarah is super nice and friendly. The apartment is above the detached garage, and we had complete privacy, but could ask questions and get suggestions from the hosts with no problem. Looking forward to coming back :)

Kim’s place is very quaint and is well equipped to make full course meals. The backyard and pool are incredible! You can easily star gaze from the backyard and soak up the sun. Her and her husband are very on top of the property, so it looks nice and continues to stay nice and inviting. Kim was quick to respond when I needed anything and she was great to work with. She is open to long-term stays, so if you’re looking for a 3+ month rental, then I encourage you to check out Kim’s place!

Very comfortable, quiet, & peaceful! Very much enjoyed our stay!

This finished basement apartment was perfect for a weekend stay while visiting family in Barre. It was comfortable and chic, thoughtfully curated. Keep in mind it is the basement of the host family's full time home, so you will hear their movement above (which didn't bother me) and there are no windows that allow natural light in so nice, dark sleeping conditions but maybe a little difficult to get going in the morning! I bumped into the host, Courtney, and she was super friendly and very approachable.

Phoebe’s place is a bit of heaven in Vermont. The apartment is beautiful and incredibly spacious - it’s even better than the photos. The surroundings are gorgeous, with the large green right outside your door, and a small river to walk by out back. Phoebe was incredibly kind, helpful, and accommodating. We couldn’t have asked for more! We look forward to visiting Strafford again. Thanks for everything Phoebe!

Had a great stay! Brought the split boards and enjoyed the property. Jon and Cathy take great care of the entire property making sure it is accessible even during a snowstorm. It was the perfect Vermont get away. We can’t wait to go back!