Roeland Park holiday homes

We found 911 holiday rentals — enter your dates for availability

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April 2025

May 2025

Discover a selection of 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 Aug - 8 Aug

View from the top landing of the Spiral staircase of the Livingroom w/ 65" T.V.

Exceptional

(42 reviews)

DOWNTOWN, 5 STARs, 65" TV, 4 BR / 3 baths EN-suite, UPDATED, walkable, BOOK NOW

Kansas City, MO

8% off

NZ$608 per night

includes taxes & fees

Exceptional

(23 reviews)

Spacious and comfortable 3 bedrooms house in the heart of Overland Park

Overland Park, KS

7% off

NZ$401 per night

includes taxes & fees

Exceptional

(31 reviews)

Boutique Apartment in Refurbished Victorian Home - Walk to Westport & Plaza

Kansas City, MO

7% off

NZ$364 per night

includes taxes & fees

Exceptional

(5 reviews)

Tastefully updated historical home in walking distance to the Plaza & Westport.

Kansas City, MO

7% off

NZ$531 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Roeland Park

Adorable Roeland Park Ranch + Pet Friendly!

Sleeps 6 · 2 bedrooms · 1 bathroom

★★2 Story Near Plaza/Westport/KU Med, King Bed, Garage Parking★★

Sleeps 8 · 3 bedrooms · 2 bathrooms

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday home accommodation in Roeland Park?

Houses are the most popular style of holiday home in Roeland Park, according to our data. Even if you have a different idea in mind, Bookabach has properties in loads of sizes and shapes. Take a look at our options to find your perfect match.

How much does it cost to rent a holiday home in Roeland Park?

A range of factors determine how much you’ll pay for a holiday home in Roeland Park, like the time of year, property type and length of stay. But, all our holiday homes have something in common — incredible value. Just add your travel dates to find your ideal match.

How much does it cost to rent a beach house in Roeland Park?

The average price for a holiday home close to the beach in Roeland Park will depend on when you’re going and the size and type of property you’re looking for. Find prices easily and quickly on Bookabach by entering your travel dates. Then use the handy filters to pick the number of bedrooms and amenities that you need, like air conditioning, a pool and WiFi.

Are there pet-friendly holiday homes in Roeland Park?

Yes. You can pick from four holiday homes that cater to pets in Roeland Park. Many of our pet-friendly holiday homes even have a backyard for your furry friend to run around in, special dog beds, complimentary treats and proximity to parks. Apply the “Pets allowed” filter to find your pawfect digs on Bookabach.

What are popular home amenities in Roeland Park?

The most popular home amenities people prefer in Roeland Park are a fireplace, a garden and nearby museums. Whether you’re travelling with buddies, family or even pets, Bookabach holiday homes provide the best amenities for making new memories with the people that matter most.

Are there holiday homes in Roeland Park that welcome kids?

Bring the entire family together for an unforgettable adventure in Roeland Park at one of our four family-friendly properties. A lot of these stays feature amenities that are ideal for trips with youngsters, such as dining rooms, extra bedrooms and private pools. Just check the “Properties good for families” filter and pick out your favourite.

Can I find two-bedroom holiday homes in Roeland Park?

Gather your besties and enjoy a relaxing escape in one of the three two-bedroom holiday properties Roeland Park has to offer.

Are there holiday homes with WiFi in Roeland Park?

Choose from three holiday homes with WiFi in Roeland Park. If you’d like to disconnect from the world on your holiday, but still need to be connected to the web, these getaways have just what you need. Narrow your search by applying the WiFi filter on Bookabach.

How can I find holiday homes with air conditioning in Roeland Park?

You’ll have a choice of four Bookabach holiday homes with air conditioning in Roeland Park giving you that cooling breeze and extra touch of comfort. Enter your travel dates and then use our handy filter tool to look for stays with air conditioning.

How old do you have to be to rent a holiday home in Roeland Park?

The minimum age is generally 16, 18 or 21. It can change from property to property on Bookabach, so look at the rules of your preferred Roeland Park stay before booking your trip.

How long can I rent a holiday home in Roeland Park for?

How long you can book a holiday home in Roeland Park varies according to the property. Simply enter your selected dates to see a list of options offering extended stays. With lots of creature comforts like full kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you’re sure to get a terrific place to call your home away from home in Roeland Park.