Holiday rentals in Rolling Hills

Cozy 2BD Cottage-Pet Friendly-Near Ford Center

Welcome to your cozy and private home in the heart of Wyoming! We are a dog/family friendly home close to the Ford Events Center and downtown. This home has comfort and amenities in every room so your stay away from home feels like… well, home! Grab a blanket and curl up near the electric fireplace and Smart TV during the Wyoming winter months, or enjoy the two large parks right across the street in the warmer seasons. The parks also feature a seasonal pool/splash pad/ and basketball court!

Little R&R 1908 Train Depot Historic Farm Property

Need a little R & R? Relax at the riverfront Powder River Train Depot built in 1908 and on the National Register of Historic Places. A 3 bedroom, 3.5 bath abode boasts private North Platte riverfront fly fishing, turkeys, and deer on 42 acres, is only 5 minutes from town. Beautiful wrap around deck with sunset views. Skiing, hiking, rafting, floating, fishing, hunting, you pick. Perfect for families and gatherings of 15 people. No parties or events are allowed at this time due to COVID.

Tiny Sheep Wagon

Dust off your hat and take off your boots here at the Logan Ranch. We are located 2.2 miles from Walmart but only a hike away from beautiful Casper Mountain. We have several unique stay options and this one will be sure to mark a box of your bucket list if you have always wanted to stay in an authentic sheep wagon. We are in a rural neighborhood surrounded by horses and other animals. The view from your door is beautiful Casper Mountain. If this is booked we have other unique stay options.

Downtown Getaway

This cute little bungalow, built in 1917, is located in the historic downtown area. It is within walking distance of restaurants, coffee shops, a distillery, a historic neighborhood specialty grocery, movie theaters, parks, golf courses, multi-use trails, the North Platte River, and David Street Station (a public gathering spot that features a stage, summer splash pad, and winter ice skating rink). The cozy backyard with its sunny deck and BBQ grill is a great space to relax.

Heward's Fully Restored 1920's Sheep Wagon #1

Are you looking for a rare and unique adventure? Do you want to have a rustic and real-life western experience? Transport yourself back to the old west to a more basic and simple time and lifestyle. We welcome you to a stay in one of our sheep wagons. Please read our house rules before booking!!! Are the dates you are interested in staying with us already filled? Be sure to check out our other sheep wagon that we have listed on Airbnb also. www.airbnb.com/rooms/17508856

Deer Creek Pony Express Cabin

This cabin is located on 9 acres of private property with 3 other houses it has a fenced in yard for kids to play and dogs to run. The deer creek is just a stone's throw away from the cabin as well as a park for kids to play. Deer Creek Pony Express used to be a home station for the pony express route and the Oregon trail. The pony express ran from 1860 to 1861, and it ran from St. Joseph Missouri to Sacramento California. Come and enjoy this historical property.

Cozy Vintage Upstairs Apartment

Step into the enchanting atmosphere of our lovely folk-victorian farmhouse, nestled in the heart of Casper. If you're a lover of vintage charm and character, you'll find it here. This one bedroom apartment is situated above a home decor store with a private & secured entrance to the upper level. Unbeatable location to downtown district only minutes away! It's a cute & cozy place for your short-term stay in Casper! No pets allowed, sorry.

The Painter's Cottage

Quiet, rustic, country cottage apartment, surrounded by Lone Star ranch. Sleeps 5, 2 bedrooms, 3 beds (1 in common area), 1 bath, fully equipped kitchen, comfy living room and dining, private drive and entrance. Outdoor dining and eight acre yard. Gorgeous views! 15 minutes to Casper, boating, swimming, fishing, hiking, shopping, fine dining. North Platte River & EK State Park 8 minutes away. 30 min to Casper Mtn Rec Area

Wyoming Cottage- Full house

Welcome to the Wyoming Cottage! This is a 2 bedroom, 2 bathroom gem located in Douglas, WY. This cottage is a historic "mother-in-laws" dwelling located in the back yard of our family home. The cozy cottage is 2 blocks from downtown Douglas where you will find restaurants, bars, a movie theater, boutique shopping and at certain times of the year outdoor festivities.