Holiday rentals in Rolling Hills

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Top-rated holiday rentals in Rolling Hills

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Casper
4.97 out of 5 average rating, 208 reviews

Cozy Retreat on Elk Street

Welcome to our charming home near downtown Casper! Close to dining, shopping, I-25, & event center, it offers convenience & comfort. Step inside to find a tastefully designed interior blending modern elements with timeless charm. The layout creates an atmosphere ideal for relaxing. The well-equipped kitchen is perfect for preparing meals. The bedrooms provide a peaceful retreat, & the bathroom has all the amenities. With ample parking & prime location this is your home away from home. No pets!

Guest favourite
Flat in Casper
4.92 out of 5 average rating, 223 reviews

Casper Delight

The whole group will enjoy easy access to everything from this centrally located place. It is 1.5 miles from the hospital, close to both high schools, about a mile from Casper College, and less than 5 miles from the Ford Wyoming Center. It sleeps up to 4 people in 2 spacious bedrooms, one with 2 twin beds and the other with a king size bed. A desk is provided in the main bedroom to get work done. There is one bathroom, a living room, a kitchen, and laundry room. NO pets or smoking allowed!

Top guest favourite
Farm stay in Casper
4.96 out of 5 average rating, 143 reviews

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.

Guest favourite
The exterior of the bungalow features a neatly maintained entrance with a white door framed by large windows. Planters with blooming flowers are placed on either side of a stone walkway, leading up to the porch. A blue sky with scattered clouds is visible above.
Bungalow in Casper
4.93 out of 5 average rating, 368 reviews

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.

Guest favourite
A modern kitchen area is visible, featuring stainless steel appliances including a refrigerator and stove. Light wood cabinetry complements the countertop. In the background, a dining table with four chairs is shown, alongside a wall adorned with textured art.
Home in Casper
4.92 out of 5 average rating, 284 reviews

Gas Grill | Fenced Yard | 3 Bedrooms

Your family will be close to everything when you stay at this centrally-located home. A five minute walk to a local grocery store and retail shopping. Easy access to interstate and one block from 2nd Street, a major thoroughfare. This quiet street is excellent for families and travelers. Newly landscaped property with a fully fenced backyard that is great for families, pets, and barbeques! Home has 3 private bedrooms and each is equipped with its own smart tv. Book today!

Top guest favourite
Home in Casper
4.95 out of 5 average rating, 128 reviews

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!

Top guest favourite
Home in Casper
4.95 out of 5 average rating, 130 reviews

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!!

Top guest favourite
The cabin, constructed of natural wood, sits amidst a lush green lawn, surrounded by tall trees. A covered porch extends from the front, offering a shaded area to relax. Bright clouds are visible in the blue sky, enhancing the serene outdoor setting.
Cabin in Glenrock
4.97 out of 5 average rating, 212 reviews

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.

Top guest favourite
Bungalow in Casper
4.96 out of 5 average rating, 285 reviews

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.

Top guest favourite
A modern kitchen area is highlighted by a unique hexagonal tile backsplash in shades of gray and black. A welcoming sign on the countertop invites guests to feel at home, while various kitchen items are neatly arranged by the sink.
Flat in Casper
4.92 out of 5 average rating, 799 reviews

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!

Top guest favourite
Flat in Casper
4.96 out of 5 average rating, 199 reviews

Cozy Vintage Upstairs Apartment

Welcome to the enchanting atmosphere of our lovely Folk Victorian farmhouse nestled in the heart of Casper. If you love vintage charm and character, you’ll feel right at home here. This cozy one-bedroom apartment is located above a home décor store and features a private, secure entrance to the upper level. Conveniently located just minutes from Casper’s downtown district, it’s the perfect place for your short-term stay.

Guest favourite
A charming cottage exterior is framed by lush greenery. Two light blue chairs are positioned on the front porch, accompanied by a small table. The entrance features glass doors, while the white siding and decorative features reflect a quaint, welcoming atmosphere.
Cottage in Douglas
4.92 out of 5 average rating, 285 reviews

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.

Popular amenities for Rolling Hills holiday rentals

  1. Airbnb
  2. United States
  3. Wyoming
  4. Converse County
  5. Rolling Hills