Overland Park vacation rentals

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Top-rated vacation rentals in Overland Park

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

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Guest favorite

Guesthouse in Westwood

4.99 out of 5 average rating, 484 reviews

Westwood cottage in garden setting

This 400 sq. ft. guesthouse (studio) on a historic property in Westwood, Kansas has recently been fully renovated and furnished. It has a completely equipped kitchenette, comfortable living area, along with a queen-size bed. The guesthouse also includes a washer/dryer off the kitchen. The guesthouse is a separate dwelling located on a half an acre property which includes the original farmhouse built in 1889 - the guesthouse added in 1920. Westwood, Kansas is 2 miles from the Country Club Plaza.

Sep 5 – 12

G$19,849 GYD per night

Guest favorite

Home in Prairie Village

4.98 out of 5 average rating, 153 reviews

Prairie Village - 3 bed 2 bath - Dogs Welcome

Enjoy the clean, cozy, cute, and quaint style of this three bedroom two bath home just minutes from the best of Kansas City. The home is fully outfitted and ready for your stay. A few courtesies you may appreciate are 1 gig fiber internet, 42” TV, kitchen utensils, pots, pans, other kitchen supplies, coffee, ironing board, iron, basic over the counter meds, basic toiletries, bottles of water, first aid kit, phone chargers, a few snacks, and even a small sample of libations made in Kansas City.

Aug 27 – Sep 3

G$31,115 GYD per night

Guest favorite

Home in Kansas City

4.97 out of 5 average rating, 159 reviews

Charming Waldo Reader's Retreat

When my husband & I first saw this house, I knew it was the perfect place to escape to do my favorite thing - read. I designed it with that in mind. I could see myself reading in front of the wood-burning stove. Reading on the martini deck with coffee in hand. Reading in the afternoon light in the loft or outside on the deck. Located in the heart of Waldo, walking distance to restaurants, bakeries and bars. Brookside/Plaza are minutes away. I hope you love it as much as I do, I know you will.

Oct 13 – 20

G$25,376 GYD per night

Guest favorite

Home in Overland Park

4.94 out of 5 average rating, 384 reviews

Convenient Overland Park cottage on quiet street

Come relax in this 2 bed/2 bath cottage and enjoy the privacy of an 800 sq foot single family home. Master has queen bed and it's own private bath. 2nd bedroom has a queen bed. A queen size aerobed mattress is provided for extra sleeping room. Has a 50" flat screen TV equipped with Netflix/DVD player. Kitchen has granite counters and is fully stocked to make any great meal. Dining table seats 4 and kitchen seats another 3. Backyard with fire-pit. Pets welcome. Yard is only partially fenced.

Aug 25 – Sep 1

G$34,318 GYD per night

Guest favorite

Home in Overland Park

4.95 out of 5 average rating, 340 reviews

Entire Private Basement with Walkout Entrance

Private basement with two beds, couch, memory foam cot or air mattress (upon request), full bathroom, washer/dryer, coffee maker, toaster, microwave, snacks, mini fridge (no freezer), table, WiFi, and a TV (Roku and antenna). We will be upstairs during your stay. We are not loud but you may be able to hear us walk around upstairs. There is a walkout door to backyard. You will be able to park in the driveway. Walkway to gate located on east side of house. Walkway to backyard is well lit.

Sep 25 – Oct 2

G$17,796 GYD per night

Superhost

Home in Mission

4.9 out of 5 average rating, 435 reviews

Charming Vintage Bungalow. Business Ready!

You will feel right at home in this cozy bungalow. This is a 2 Bedroom, 1 Bath with fully equipped kitchen, dining and living area, mudroom with coffee station and laundry area. 1 Bedroom located upstairs. Centrally Located convenient to the Plaza/Midtown area, Power and Light District or enjoy the Quaint downtown Overland Park area. Ikea is only a short 5 min drive, we are close to everything! Nice, Safe Neighborhood. Park like setting backyard with walking trail next to house.

Jun 18 – 25

G$23,050 GYD per night

Guest favorite

Home in Liberty

4.95 out of 5 average rating, 271 reviews

Location! Upscale Historic home w/Chef’s Kitchen

Just off Downtown Historic Liberty square, this 1890s home has been updated to offer guests an upscale luxury experience. Be pampered in the comfortable master suite & enjoy a spa-like experience w/ large clawfoot tub, Carrera Marble shower w/ amazing shower system. Chef’s kitchen includes many amenities. Cook or enjoy meals at large quartz island. Free bottle of wine! Sleeper chaise couch in the living room. This home is like a duplex. Private entrance, and also private back deck.

Nov 3 – 10

G$21,623 GYD per night

Guest favorite

Guesthouse in Prairie Village

4.86 out of 5 average rating, 122 reviews

Prairie Village Modern Farmhouse! Great Location!

Enjoy your home away from home with style! This separate guest house has 1 bedroom & 1 bathroom that gives you privacy while still being centrally located in Prairie Village of Kansas City. Floor to ceiling shiplap walls, wood floors, black metal railing, & stylish decor you will feel like you're in an episode of Chip and Joanna Gaines' Fixer Upper! The home has its own private entrance, Washer/Dryer in unit and a fully functioning kitchen. High speed GooglFiber internet.

Aug 9 – 16

G$21,094 GYD per night

Guest favorite

Guesthouse in Kansas City

5.0 out of 5 average rating, 117 reviews

Coho (Cozy Boho) Carriage House, Near Plaza

Come experience this century old, newly renovated carriage house right in the heart of Kansas City! With extremely close proximity to the city’s favorite destinations, this historic abode will help make your stay convenient and cozy. Locations and their distances from where you'll be: - The Nelson-Atkins Museum - 1.6 Miles - The Plaza - 1.7 Miles - Kansas City Zoo - 4 Miles - Union Station - 4.6 Miles - Downtown - 5.1 Miles - Chiefs & Royals Stadiums - 5.6 Miles

Jul 11 – 18

G$21,377 GYD per night

Guest favorite

Guest suite in Olathe

5.0 out of 5 average rating, 275 reviews

Secret Garden’s Short Stay

1 King Bed. 1 Twin roll away (plz req rollaway) Washer/Dryer for your personal use. Fast Wi-Fi Fiber. Separate fenced off backyard area with Private entrance into your Basement area that is located around the back of the main house. Parking space on property. Dog park, walking trails. Restaurants close by. Close to highwy, gas stations and shopping. We also have Solar panels that provide some back up for the heat/air and refrigerator if electricity goes out!!!

Oct 25 – Nov 1

G$21,617 GYD per night

Guest favorite

Apartment in Westwood

4.99 out of 5 average rating, 182 reviews

Perfectly Located Carriage House Apartment

1 BR loft apartment in centrally located Westwood. Walk to restaurants, groceries, and shops, including Joe's KC BBQ and LuLu's. Close to Plaza, Westport, and downtown/crossroads. Pets ONLY considered for week long stays and longer. As always, the apartment will be spotlessly clean using disinfectant and bleach-based cleaners. We will block 24 hours between stays to ensure the apartment has fully circulated. Virus-grade HVAC filters have also been installed.

Sep 30 – Oct 7

G$18,549 GYD per night

Guest favorite

Home in Lenexa

4.87 out of 5 average rating, 114 reviews

Vibrant remodeled 3 bedroom townhome

Newly remodeled vibrant and stylish townhome. Featuring 3 bedrooms and 1 bathroom. Fully equipped kitchen, onsite washer/dryer, smart TVs, high speed WiFi with streaming abilities, coffee bar, grill, outdoor patio with seating, and access to 4 neighborhood outdoor pools(seasonal - typically Memorial Day thru Labor Day), tennis courts, and other amenities. Located in a safe and quiet neighborhood in Lenexa with easy access to both interstate I35 and I435.

Oct 6 – 13

G$28,207 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Overland Park vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Overland Park's top sights

Oak Park Mall66 locals recommend

Overland Park Convention Center3 locals recommend

Overland Park Arboretum & Botanical Gardens45 locals recommend

Prairiefire11 locals recommend

Topgolf33 locals recommend

Deanna Rose Children's Farmstead59 locals recommend

Other great vacation rentals in Overland Park

Guest favorite

Cottage in Kansas City

4.97 out of 5 average rating, 329 reviews

Cheerful 2-bedroom cottage

Jan 27 – Feb 3

G$23,530 GYD per night

Guest favorite

Guest suite in Lenexa

4.9 out of 5 average rating, 122 reviews

Styled and cozy mid-century modern suite

Jul 20 – 27

G$17,867 GYD per night

Guest favorite

Guest suite in Grandview

4.95 out of 5 average rating, 695 reviews

Luxury Suite » Rainfall Shower » Superior Mattress

G$14,177 GYD per night

Guest favorite

Home in Kansas City

5.0 out of 5 average rating, 111 reviews

KC Studio in the Heart of it All

Nov 12 – 19

G$22,973 GYD per night

Guest favorite

Guesthouse in Lee's Summit

4.92 out of 5 average rating, 519 reviews

The Cottage

Jul 15 – 22

G$20,009 GYD per night

Guest favorite

Guest suite in Olathe

5.0 out of 5 average rating, 142 reviews

Beautiful Private Suite by a Creek- Like a resort!

G$25,047 GYD per night

Guest favorite

Guesthouse in Kansas City

4.97 out of 5 average rating, 631 reviews

Elegant Romantic Carriage House - pets welcome!

Dec 17 – 24

G$18,766 GYD per night

Guest favorite

Condo in Overland Park

4.9 out of 5 average rating, 136 reviews

The perfect destination in Kansas City!

Dec 15 – 22

G$24,892 GYD per night

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Other great vacation rentals in Overland Park

Guest favorite

Guest suite in Merriam

4.85 out of 5 average rating, 239 reviews

Bear's Den - Private Entrance/Space!!

Feb 24 – Mar 3

G$13,649 GYD per night

Guest favorite

Home in Prairie Village

4.99 out of 5 average rating, 215 reviews

Comfortable & Charming Prairie Village Cottage

G$25,166 GYD per night

Guest favorite

Treehouse in Lenexa

4.95 out of 5 average rating, 81 reviews

Seven Oaks - Treehouse with deck

Jan 12 – 19

G$28,861 GYD per night

Guest favorite

Loft in Kansas City

4.95 out of 5 average rating, 88 reviews

Truman Loft

Aug 27 – Sep 3

G$23,844 GYD per night

Guest favorite

Guest suite in Overland Park

4.93 out of 5 average rating, 75 reviews

Private DayLight Basement, Own Entrance, 1800 s/f

Sep 7 – 14

G$17,127 GYD per night

Guest favorite

Home in Olathe

4.92 out of 5 average rating, 39 reviews

Newly renovated - all amenities

Mar 3 – 10

G$15,226 GYD per night

Guest favorite

Home in Overland Park

4.89 out of 5 average rating, 35 reviews

Glenwood Getaway - Great Location + Pet Friendly

Dec 17 – 24

G$27,598 GYD per night

Guest favorite

Vacation home in Overland Park

4.93 out of 5 average rating, 80 reviews

Modern Space - Downtown Overland Park

Mar 9 – 16

G$18,272 GYD per night

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Quick stats about vacation rentals in Overland Park

Total rentals
670 properties
Rentals with dedicated workspaces
400 properties have a dedicated workspace
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
250 properties allow pets
Family-friendly rentals
440 properties are a good fit for families
Total number of reviews
32K reviews

Frequently Asked Questions

Where should I stay in Overland Park?
Make yourself at home in Overland Park by choosing from our most frequently booked neighborhoods. We have over 1,840 vacation rentals in Shawnee Mission, over 230 vacation rentals in Oak Park, and over 140 vacation rentals in Nottingham Forest.
Are there vacation rentals with a dedicated workspace in Overland Park?
Yes! Work meets play with ease at over 400 vacation rentals in Overland Park featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Overland Park?
Four-legged friends are welcome in Overland Park. Choose from more than 250 vacation rentals for guests traveling with pets.
Are there Overland Park vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Overland Park, available on Airbnb. Make a splash and soak up the sun in style!
Do private suite rentals in Overland Park have wifi?
Absolutely! We offer over 20 private suite rentals with wifi in Overland Park. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Overland Park have a bbq area?
Absolutely! We offer over 10 apartment rentals with a bbq area in Overland Park. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Overland Park have a gym?
Absolutely! We offer over 40 house rentals with a gym in Overland Park. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in townhouse rentals in Overland Park?
Experience the best of Overland Park with our townhouse rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly house rentals in Overland Park?
Overland Park has more than 350 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do townhouse rentals in Overland Park have air conditioning?
Absolutely! We offer over 40 townhouse rentals with air conditioning in Overland Park. Enjoy a tailored experience with all the comforts you desire.

Overland Park vacation rentals

Top-rated vacation rentals in Overland Park

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Overland Park vacation rentals

Stay near Overland Park's top sights

Other great vacation rentals in Overland Park

Cottage in Kansas City

Guest suite in Lenexa

Guest suite in Grandview

Home in Kansas City

Guesthouse in Lee's Summit

Guest suite in Olathe

Guesthouse in Kansas City

Condo in Overland Park

Other great vacation rentals in Overland Park

Guest suite in Merriam

Home in Prairie Village

Treehouse in Lenexa

Loft in Kansas City

Guest suite in Overland Park

Home in Olathe

Home in Overland Park

Vacation home in Overland Park

Quick stats about vacation rentals in Overland Park

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Where should I stay in Overland Park?

Are there vacation rentals with a dedicated workspace in Overland Park?

Are there pet-friendly vacation rentals in Overland Park?

Are there Overland Park vacation rentals on Airbnb with pools?

Do private suite rentals in Overland Park have wifi?

Do apartment rentals in Overland Park have a bbq area?

Do house rentals in Overland Park have a gym?

How much does it cost to stay in townhouse rentals in Overland Park?

Are there family-friendly house rentals in Overland Park?

Do townhouse rentals in Overland Park have air conditioning?

Destinations to explore