Vacation rentals in Rolling Hills

Cozy Central Cottage

Welcome to our cozy cottage in Casper's Big Tree neighborhood! Centrally located near Casper College and downtown, our stay blends modern amenities with old-world charm. Enjoy family time in our gameroom and outdoor cornhole arena. Make a home cooked meal in the large kitchen area suited for families and groups. Rest easy in our bedrooms or soak in the original clawfoot tub. With keyless entry and room for all, convenience and comfort await in your charming cottage stay!

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 in Casper or 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!!

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.

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. We do not allow pets. A ring doorbell is installed to record entries and exits, ensuring safety for all visitors.

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 Wyoming Home

You will love staying at this cozy home in central Casper! Just minutes from the interstate, WyoSports Ranch, the Ford Wyoming Center, grocery stores, the mall and restaurants. Plus there’s even a family-friendly park that is just a few doors down the street. We also provide a well-stocked coffee bar and everything you need to cook during longer stays. Plus, you will love the fully fenced backyard with an outdoor patio set and grill.

The Kirk

A centrally located downtown guest house! Enjoy a convenient stay within walking distance to: • Grant Street Groceries : a beloved, family owned grocery store • Downtown Casper : home to family friendly restaurants, coffee shops, and local bars Just a short drive away: • Casper Mountain : 15 minutes • Wyo Sports Ranch / Event Center : 10 minutes • Eastridge Mall – 10 minutes

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

Fenced Yard| 4 Private Bedrooms| Smart TVs

Updated mid-century modern home located in the heart of Casper. Lots of character and views of the city. Your family will be close to shopping and restaurants and is blocks from a grocery store. Located just off a primary thoroughfare access is easy for whatever brings you thru town. Lots of off street parking! Book today!

Glenrock Cottage - 1917 Bungalow

You will be close to everything when you stay at this centrally-located cottage in downtown Glenrock WY. Close to grocery stores, restaurants, bars, recreation center and library. Lots of room for families. Large fenced yard, great porch and patio and plenty of off-street parking. Come visit historic Glenrock today!

ALMA Away

Beautiful, exposed ceilings and roomy spaces create inviting surroundings in this old brothel used as the "The Madam’s Quarters." Vintage accents collected throughout Wyoming making ALMA Away a cool twist on the west. Merle Haggard meets John Travolta’s Urban Cowboy and it's all ready for you under the western sky.