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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Guest favourite
A charming green bungalow is set against a backdrop of blue skies and fluffy clouds. Lush greenery and flowering bushes surround the home, with a concrete pathway leading to the entrance. The front porch features decorative accents that enhance the welcoming feel.
Home in Casper
4.86 out of 5 average rating, 365 reviews

Downtown Craftsman Home

Prime location & neighborhood charm. Enjoy this 1917 home located in the heart of the big tree neighborhood. Sip coffee on the porch swing then head next door to historic Grant Street Grocery & Market, a neighborhood gem and fine purveyor of seafood, meats, cheeses, breakfast, lunch and dinner. Walking distance to downtown parks, museums, hospital, restaurants, shopping and nightlife. A short 10-15 minute drive to beautiful Casper Mountain, with abundant opportunities for the outdoor enthusiast.

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
4.92 out of 5 average rating, 197 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!

Guest favourite
The exterior of the home features a wrap-around deck surrounded by vibrant flower beds. Grassy areas extend towards the horizon, and trees provide gentle shade. Soft clouds drift in the sky, hinting at a tranquil atmosphere adjacent to the riverfront.
Farm stay in Evansville
4.91 out of 5 average rating, 145 reviews

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.

Guest favourite
A spacious bedroom features wood-paneled walls and ceiling, complemented by a warm color palette. A large bed is dressed in neutral linens, flanked by wooden nightstands. Natural light filters through multiple windows, and a decorative plant adds a touch of greenery to the room.
Home in Casper
4.9 out of 5 average rating, 184 reviews

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.

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, 355 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.

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
4.97 out of 5 average rating, 269 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.

Guest favourite
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, 259 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!

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, 110 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!

Guest favourite
A tastefully arranged sleeping area is highlighted by a spacious bed with multiple pillows and a decorative patterned lumbar pillow. Soft, natural light enters through the window, which is framed by light green curtains, creating a calming ambiance.
Home in Casper
4.91 out of 5 average rating, 144 reviews

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.

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
4.98 out of 5 average rating, 188 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 bright living area features a dark gray sectional sofa adorned with red accent pillows. A stylish white coffee table is positioned in the center, while a small round table sits to the side. A mounted television is situated on a console against the wall, with large windows allowing natural light to fill the space.
Home in Casper
4.95 out of 5 average rating, 120 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, 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 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, 289 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

Popular amenities for Rolling Hills holiday rentals

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