Holiday Homes in Wyoming

"Cozy spot with plenty of parking, outdoor seating, and right near a takeout."

"Great accommodations, super communication with manager, very prompt. Loved the welcome book with easy to follow directions. Lots of room. Enjoyed the game room and the backyard enclosed area. Meticulously clean! We would definitely recommend this place and stay again."

"Fabulous! When we walked in we were speechless. This house was redone with the utmost attention to detail. Truly nothing but the best finishings were used. When you walk in you will feel like you have walked into an interior design magazine. Just gorgeous. And on top of that is an attentive host waiting to help you with whatever you need and the perfect location to the lovely town of Sheridan. Thank you so much for a wonderful stay."

"I took my daughter and her friend to Jackson Hole for her 16th birthday. She chose this place and it was perfect! Larger than what we needed so we just closed off the 3rd bedroom and bath. I let her and her friend have the primary bedroom upstairs bc they were excited about a fireplace in the bedroom. I stayed in the downstairs bedroom, happy not to have to climb additional stairs! The beds were comfy and the water pressure in the showers was great! It was mid October so the views of yellow...

"Very clean, quaint and quiet. So much better than staying in a hotel! They provided all you would need to have a great stay. We would definitely stay there again."

"This house worked out great for us. It was easy access to town and easy access to Greys Reef for our fishing trip’s."

"Melinda was great and place was great! Would stay again if we are in the area."

"Home was clean and well stocked. Nice quire neighborhood. Great location. Will definitely stay again."

"Great time, clean and easy access"

"We were in Sheridan for a wedding and spent the weekend at the Highland Hideaway. It was super comfy, greatly accommodating, and kid friendly! Perfect for my little family! Thankful to have found an affordable alternative that fit my whole family rather than spending more on a second hotel room to fit us all!"

"We absolutely loved this property. Everything was clean and plenty of room for three couples."

"The cabin was extremely clean and had everything we needed. Located close to shops and restaurants. Definitely be staying here again. Thanks so much!"

"TR3 delivered! For our good 'ol fashioned family getaway, + ski-in/out locations and conditions, + the friendliness of Teton Village and ALL the cool amenities (hot tub, wildlife, shopping/dining/schlepping aimlessly w the kids), our hostess Gretchen and the entire Jackson Hole community are PEERLESS memory makers! Could not recommend more. Thank you all, so much. How could we not come back next year?! Looking forward to it. WOW."

"Well kept and great place for us to return to from all of our outdoor activities in the area! Will stay here again for sure!"

"The view is beautiful, especially from the porch swing with the gas fire pit on. The home is very spacious and open. I took my volleyball team for a much needed getaway before the big game.All of the girls LOVED the view, the porch, the beds, the kitchen.... And for teenage girls that says a lot! :) Thanks John for everything!"

"Outstanding property, great owner"

"This cabin was the perfect place for our family to stay while visiting Jackson Hole. Super convenient to town and the highway to get out of town. Will definitely stay with Outpost again!"

"The couple who own the property take very good care of their guests. They are very responsive."

"This cottage was a great find! It was just what we needed for a quick overnight. It was clean, and located close to downtown. The neighborhood was safe and was very pleasant to stroll in the evening. It was nice to have a full kitchen, which was also clean and well stocked. All in all we would definitely stay here again!"

"Very well-situated property that was clean and comfortable. The beds and linens were super comfortable, allowing for a good night of rest after days filled with plenty of nearby activities. We utilized the condo as a home base for trips to southern Yellowstone and the Grand Tetons and even a little venture into Idaho. Entry instructions were very easy and we enjoyed the well-stocked kitchen to make breakfast each morning; even had some evening meals in the unit as well—there’s a plethora of...