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
A well-lit bedroom features two twin beds dressed in navy blue bedding. Nightstands with lamps sit next to each bed. A dresser is positioned against one wall, and windows provide natural light while offering a view of the outside.
Flat in Casper
4.93 out of 5 average rating, 235 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
An authentic sheep wagon is presented with a sturdy wooden door and a canvas cover. The rustic exterior features a wooden frame and wheels, positioned on grassy terrain dotted with brush. The open door reveals a glimpse of the interior bedding and decor.
Farm stay in Casper
4.96 out of 5 average rating, 150 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.

Top guest favourite
The living area features a comfortable sectional sofa set against a decorative area rug, complemented by a glass coffee table. Natural light enters through large windows dressed with light curtains. A small desk area and charming wall art add to the space's functionality.
Home in Casper
4.98 out of 5 average rating, 293 reviews

Nestled Inn

This charming home is nestled in a quiet neighborhood just 5 minutes from downtown Casper. It offers 2 luxurious queen beds, comfortably accommodating up to 4 guests. The space is warm and inviting; the home has central gas heating and SEASONAL AC units in each bedroom and living area. Guests can also enjoy WiFi and a fully equipped kitchen, perfect for cooking. NO PETS. A Ring doorbell is installed at the entrance, providing added security by recording guest entry and exit.

Top guest favourite
Home in Casper
5 out of 5 average rating, 14 reviews

StayCasper Hot Tub+Volleyball Court+Views

StayCasper—a beautifully renovated home blending modern comfort w/ warm Wyoming charm. Sleeps 6 w/ a queen primary suite + ensuite, cozy fireplace bedroom w/ double bed, & a flex room w/ two doubles, sectional & TV. Enjoy premium linens, stocked kitchen, record player, 3 fireplaces, A/C, workspace, games & family amenities. Relax in the private hot tub, outdoor volleyball court, games, take in mountain views, & enjoy a spacious lot w/ RV parking near the North Platte River.

Superhost
A serene bedroom features a gray upholstered headboard, complemented by matching bedding and a decorative striped pillow. Nightstands with drawers are placed on either side, and a floral artwork hangs above the bed, adding a touch of color to the neutral walls.
Home in Casper
4.92 out of 5 average rating, 289 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
The porch of the cottage features two red Adirondack chairs, inviting relaxation. A welcoming front door is surrounded by large windows, allowing natural light to brighten the entryway. Lush greenery and a neatly maintained lawn enhance the cottage's charm.
Home in Casper
4.94 out of 5 average rating, 135 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
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, 215 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
A guest house with a rustic exterior is surrounded by lush greenery and open landscapes. The structure features a sloped metal roof and multiple windows, allowing natural light to fill the interior. Gentle hills are visible in the background, enhancing the serene atmosphere.
Cabin in Casper
5 out of 5 average rating, 60 reviews

Arts & Crafts Summer Guesthouse on Prairie

Great place for single or couple. Located at base of Casper Mountain, this “off the grid summer guest house was saved from wrecking ball and moved to the side of Casper Mountain. It has been totally restored Twenty minutes from town and 10 min to blue ribbon fishing,this guest house is a quiet tranquil place that has incredible views. Although there is no WiFi the Verizon signal is strong as are others. Deer,antelope,coyotes,birds and more may be seen.

Top guest favourite
The entrance features double doors with a warm welcome sign above. Colorful flower pots filled with petunias and other blooms are placed on both sides, adding a touch of vibrancy to the rustic exterior.
Guest suite in Casper
4.96 out of 5 average rating, 298 reviews

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

Top guest favourite
A cozy bedroom features a white bed with plush pillows, set against soft pink and white striped walls. Vintage framed prints add character, while a bedside table holds a potted plant and a lamp, providing a touch of warmth and comfort.
Guest house in Casper
4.97 out of 5 average rating, 121 reviews

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

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, 292 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.

Top guest favourite
A living area features a black sofa and a dark armchair, set against a light-colored wall. Natural light streams in through two large windows, brightening a decorative area rug. A small table and a piece of wall art add to the inviting atmosphere.
Home in Casper
4.88 out of 5 average rating, 166 reviews

Cheerful and Centrally located 2 Bedroom WyoHome.

Perfectly located for both comfort and adventure! Just minutes from Casper’s downtown and East-side hotspots, and only 20 minutes to Casper Mountain for hiking, biking, Nordic and downhill skiing. The North Platte River and nearby lakes offer endless water fun within an hour’s drive. Your ideal basecamp for exploring Wyoming awaits—book your stay today!

Popular amenities for Rolling Hills holiday rentals

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