Vacation rentals in Rolling Hills

Humble Haven

This charming historic bungalow, built in 1914, sits close to downtown Casper in a quiet, humble neighborhood. Just a 3-minute drive to the Casper Soccer Club, to local eateries downtown and a 7 minute drive to Casper Events Center. It offers 2 cozy queen beds, sleeps 4, includes WiFi, and a fully equipped kitchen with appliances. Guests can enjoy the top floor during their stay! We do not allow pets. A ring doorbell is installed to record entries and exits, ensuring safety for all visitors.

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.

Casper Mountain Escape-Entire home- close to town

You will have beautiful views all around this spacious, cozy and welcoming home. Our house is known as the deer house by locals. Hopefully you will see some! You will be minutes to town, restaurants, shopping, Rotary Park where you can hike to a beautiful waterfall , Hagadon Basin Ski Area, the Fairgrounds, hiking trails, Alcova Lake, museums and more! Just a 15-20 minute drive to Wyo Sports Ranch. Make sure you check out my local guide for my favorite restaurants and things to do.

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.

Casper 2BD- Center of Town!-King Beds

If you’re looking for a home in the heart of Casper for a night, weekend getaway or extended stay look no further! This home boasts a spacious fenced in yard in a quiet neighborhood. We allow up to 2 dogs during your stay so your furry friends don’t have to stay home. The home itself is a beautifully refinished two-bedroom, one bath house with all the cozy amenities you are looking for during your getaway. Enjoy being close to the action while also having seclusion.

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.

Modern 2BR home, Zero Cleaning Fees

Enjoy a Zero Cleaning Fee stay & stylish experience at this conveniently located home. 5min from DT and 15-30min from most outdoor adventures. A place where people can create memories with a warm home to rest in after a day of adventuring. Options are plenty, play outside games, BBQ, relax and/or watch Roku, enjoy a coffee or tea from the bar. We strive to have extra amenities to make your stay worth while and memorable. Remember you're Adventure Bound!!

The Painter's Cottage

Quiet, rustic, country cottage apartment, in my studio. Our place is 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

Modern Downtown Apartment

A centrally located, modern one-bedroom apt in downtown Casper. Great for walking to restaurants, shops, & bars whether you're looking for a weekend getaway or just on the way to another adventure. This is a great clean space to relax and feel at home. You'll find modern touches including a 14'' memory foam mattress and memory foam sofa bed, blackout curtains in the bedroom, & Smart TV. Pets are welcome, please add them to your reservation!

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!

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.

Cozy Downtown Townhome

Your family will be close to everything when you stay at this centrally-located townhome. Newly renovated three bedrooms and two bathrooms make this place perfect for the whole family. Enjoy outdoor time in our newley landscaped back yard featuring a pergola covering the patio with a fire pit, seating and hot tub. Note: The back patio and hot tub are a shared space