Roeland Park holiday rentals
We found 1,232 holiday rentals — enter your dates for availability
Discover a selection of 7 homes and other holiday rentals in Roeland Park that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the amenities that you need and want, such as air conditioning and a TV. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts – Roeland Park
Showing deals for:1 Jan - 8 Jan
Exceptional
(15 reviews)
Massive Home 5 mins to Arrowhead Stadium and 15 mins from Downtown Kansas City
Kansas City
AU$7,216
for 7 nights, 1 home
AU$1,031 per night
includes taxes & fees
Exceptional
(40 reviews)
✧KC Speedway Retreat - 10 mins to Everything!✧
Kansas City
AU$4,393
for 7 nights, 1 home
AU$628 per night
includes taxes & fees
Exceptional
(7 reviews)
A Little Farm Feel in the Big City
Overland Park
AU$2,939
for 7 nights, 1 home
AU$420 per night
includes taxes & fees
Exceptional
(15 reviews)
6 KING Beds + Walk to Streetcar + Balcony
Kansas City
AU$5,857
for 7 nights, 1 home
AU$837 per night
includes taxes & fees
Exceptional
(18 reviews)
Santoclere - designer home near Corporate Woods
Overland Park
AU$5,262
for 7 nights, 1 home
AU$752 per night
includes taxes & fees
Exceptional
(11 reviews)
Midtown Getaway: Walk to KC Streetcar-Dining/Entertainment + Fire Pit!
Kansas City
AU$4,773
for 7 nights, 1 home
AU$682 per night
includes taxes & fees
Exceptional
(19 reviews)
Midtown Manor Speak Easy + Hot Tub! - 1 Mile to Plaza
Kansas City
AU$5,923
for 7 nights, 1 home
AU$846 per night
includes taxes & fees
Exceptional
(131 reviews)
2 bed, 2 bath West Plaza House, yard, parking!
Kansas City
AU$2,067
for 7 nights, 1 home
AU$295 per night
includes taxes & fees
Very good
(6 reviews)
Stylish KC FarmhouseHugeFencedYard
Mission
AU$3,342
for 7 nights, 1 home
AU$477 per night
includes taxes & fees
Exceptional
(63 reviews)
Stylish West Plaza Retreat w/ Huge Yard, BBQ, and Games
Kansas City
AU$2,888
for 7 nights, 1 home
AU$413 per night
includes taxes & fees
Exceptional
(32 reviews)
Modern Prairie Village Home - Minutes from parks, shopping, dining
Prairie Village
AU$3,475
for 7 nights, 1 home
AU$496 per night
includes taxes & fees
Exceptional
(11 reviews)
Kansas City Quiet Cottage
Kansas City
AU$3,254
for 7 nights, 1 home
AU$465 per night
includes taxes & fees
Exceptional
(335 reviews)
Hyde Park Mansion Loft Luxury 2 Bed 2 Bath Apt, Gourmet Kitchen, Washer & Dryer
Kansas City
AU$1,622
for 7 nights, 1 apartment
AU$232 per night
includes taxes & fees
Exceptional
(21 reviews)
Entire Home in Kansas City, Kansas
Kansas City
AU$2,066
for 7 nights, 1 home
AU$295 per night
includes taxes & fees
Exceptional
(40 reviews)
Trailview: Walk to Stadium! Free Fubo for World Cup, Plenty of Parking! Dogs OK
Kansas City
AU$2,180
for 7 nights, 1 home
AU$311 per night
includes taxes & fees
Exceptional
(29 reviews)
*NEW* Mid-Century Modern Bungalow! Ideal Location -3Bed/2BR
Kansas City
AU$3,768
for 7 nights, 1 home
AU$538 per night
includes taxes & fees
Exceptional
(22 reviews)
Downtown Condo w/ City Views • Walk to Streetcar
Kansas City
AU$3,091
for 7 nights, 1 home
AU$442 per night
includes taxes & fees
Exceptional
(50 reviews)
The Indy Inn - 5 min to Arrowhead / FIFA
Independence
AU$2,172
for 7 nights, 1 home
AU$310 per night
includes taxes & fees
Exceptional
(34 reviews)
Furnished Apartment In Quiet Tree-Filled Lenexa Neighborhood
Lenexa
AU$1,105
for 7 nights, 1 apartment
AU$158 per night
includes taxes & fees
Wonderful
(74 reviews)
Arlington House - 5 min to Arrowhead / FIFA
Independence
AU$2,369
for 7 nights, 1 home
AU$338 per night
includes taxes & fees
Very good
(10 reviews)
CLEAN AND COZY HOME JUST MINUTES FROM DOWNTOWN OVERLAND PARK
Overland Park
AU$2,608
for 7 nights, 1 home
AU$373 per night
includes taxes & fees
Very good
(27 reviews)
Waldo Retreat House 3BD - Master Suite, Pet Friendly, Walking Trail & Shops
Kansas City
AU$2,789
for 7 nights, 1 home
AU$398 per night
includes taxes & fees
Exceptional
(37 reviews)
Newly remodeled KCMO Bungalow, near Plaza & Westport in Kansas City
Kansas City
AU$2,411
for 7 nights, 1 home
AU$344 per night
includes taxes & fees
Exceptional
(27 reviews)
Shipping Container in KC - Rooftop Patio + Firepit
Kansas City
AU$2,932
for 7 nights, 1 apartment
AU$419 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Roeland Park
The Checkmate - Roeland Park Ranch + Pet Friendly!
Sleeps 6 · 2 bedrooms · 1 bathroom
Waterfall Garden Cottage Lux Beds 5 Min. 2 DT KCMO
Sleeps 6 · 3 bedrooms · 1 bathroom
Cozy 1-Bed with Gated Backyard, Near KU Med 22
Sleeps 2 · 1 bedroom · 1 bathroom
3-bedroom house
Sleeps 6 · 3 bedrooms · 3 bathrooms
Luxury KC Retreat with Pergola Near Country Club Shopping Plaza & Downtown
Sleeps 6 · 3 bedrooms · 3 bathrooms
Screened porch + fenced yard Near KU Med
Sleeps 4 · 2 bedrooms · 1 bathroom
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
When is the best time to visit Roeland Park for a holiday rental?
The best time to visit Roeland Park is during the peak season from July to September. This vibrant period attracts travellers eager to enjoy the summer sun and partake in local festivities, making it an ideal time for those seeking outdoor activities and community events. With temperatures typically ranging from the mid-20s to low 30s Celsius, visitors can comfortably explore parks, engage in outdoor sports, or simply relax in the pleasant weather.July stands out as the most popular month for holiday rentals in Roeland Park, when families and friends gather to enjoy a range of activities. This month is particularly lively with various events and festivals, providing ample opportunities for visitors to immerse themselves in the local culture and social scene.For those looking for a more budget-friendly option, consider visiting in October. While this month falls outside the peak season, it offers a unique charm with the onset of autumn. Enjoy the beautiful fall foliage and the crisp, refreshing temperatures, great for leisurely strolls and outdoor exploration without the summer crowds.
What are the top attractions in Roeland Park, Kansas, United States of America?
In Roeland Park, visitors can enjoy several attractions that showcase the charm of this small community. The Roeland Park Aquatic Centre is a popular spot during the warmer months, offering a family-friendly environment with pools and recreational activities. For those interested in outdoor spaces, the Roeland Park Community Garden provides a lovely setting for gardening enthusiasts and those looking to enjoy nature.Nearby, the expansive Shawnee Mission Park offers opportunities for walking, picnicking, and enjoying the outdoors, making it a great destination for families and nature lovers alike.
Are all fees included in the Roeland Park holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Roeland Park holiday homes with parking?
Stayz offers a wide selection of holiday homes in Roeland Park with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Roeland Park holiday homes?
You can find great discounts on holiday homes in Roeland Park on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Roeland Park holiday home booking on Stayz?
To find Roeland Park holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Roeland Park?
A long-stay holiday home in Roeland Park is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Roeland Park holiday home?
Book your Roeland Park holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Roeland Park?
Prices for holiday homes in Roeland Park vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Roeland Park to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.