Photo by Marisa Heilman

Holiday Homes in Olathe

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Featured Holiday Homes in Olathe

Large Updated Home with Pool - Perfect place for Entertaining! *Prime Location*
Fridge, microwave, oven, stovetop
Large Updated Home with Pool - Perfect place for Entertaining! *Prime Location*
9.8 out of 10, Exceptional, (182)
"We are a group of guys that have been getting together for 35+ years. This house was perfect for us to just relax, use the pool, basement festivities and hang out which we don’t get to do very often now. Mike and his brother were great to work with and communicate throughout the process and stay. If the group had any bit of advice to offer is that the basement activities could use a little love and attention."
Large Updated Home with Pool - Perfect place for Entertaining! *Prime Location*
Large Beautiful Midtown Home with Private Parking!
Fridge, microwave, oven, stovetop
Large Beautiful Midtown Home with Private Parking!
10.0 out of 10, Exceptional, (32)
"Overall, the property is ideal for a large family or friends. The living area and dining room provided ample space for all without feeling crammed. Loved the added bonuses in the house (1) for those that may have left a few personal items at home - which was nice - and (2) the streaming services! Nice to have a bazillion streaming providers at your fingertips. We have stayed at many VRBOs and never had we been offered so many choices to watch movies / shows as a family during our trip. The...
Large Beautiful Midtown Home with Private Parking!
Charming 3 Bd Condo In The Heart of KC! 09
Pool
Charming 3 Bd Condo In The Heart of KC! 09
8.6 out of 10, Excellent, (34)
"We were thoroughly impressed with this beautiful classic home. The layout is a little different due to the age of the house however for a 1 night stay it was perfect. The decor was gorgeous, the neighborhood felt safe, plenty of parking, and close to a lot of great restaurants and activity. "
The price is AU$225
includes taxes & fees
29 Oct - 30 Oct
Charming 3 Bd Condo In The Heart of KC! 09
Beautiful-Clean-Modern-Convenient-Accessible Home
Fridge, microwave, oven, stovetop
Beautiful-Clean-Modern-Convenient-Accessible Home
9.8 out of 10, Exceptional, (26)
"Beautiful home. Great location. Quiet neighborhood. Very comfortable. Amenities were perfect for our family. Thank you. "
The price is AU$776
includes taxes & fees
28 Oct - 29 Oct
Beautiful-Clean-Modern-Convenient-Accessible Home
KC Chalet in Lenexa & Overland Park Area. Private covered garage and driveway.
Smart TV, fireplace
KC Chalet in Lenexa & Overland Park Area. Private covered garage and driveway.
10.0 out of 10, Exceptional, (19)
"Had a great time in KC, the house was spacious and clean and in a great location for us! The host was super, helped us out quickly when we needed it. Would definitely recommend and would love to stay again if we go back to KC! "
KC Chalet in Lenexa & Overland Park Area. Private covered garage and driveway.
3BR/2BA Charming Home on Kansas’ Second Oldest Homestead
Property grounds
3BR/2BA Charming Home on Kansas’ Second Oldest Homestead
2.0 star property
10.0 out of 10, Exceptional, (3)
"The place is great. Plenty of room, nice and quiet, and beautiful land. It was an excellent house for us to rent with our friends as we dropped our sons off at college. We will try and stay there again. "
The price is AU$417
includes taxes & fees
1 Oct - 2 Oct
3BR/2BA Charming Home on Kansas’ Second Oldest Homestead
SWEET! near Downtown PWR & LIGHT Westport KUMC
Exterior
SWEET! near Downtown PWR & LIGHT Westport KUMC
9.4 out of 10, Exceptional, (39)
"Overall everything was very very good"
SWEET! near Downtown PWR & LIGHT Westport KUMC
💎KCK Speedway Retreat❤️✧Whole House✧
Private kitchen
💎KCK Speedway Retreat❤️✧Whole House✧
9.6 out of 10, Exceptional, (5)
"Nice place!"
💎KCK Speedway Retreat❤️✧Whole House✧
Westport Hideaway - Minutes to Westport! Private Parking + Pet Friendly
Fridge, microwave, oven, stovetop
Westport Hideaway - Minutes to Westport! Private Parking + Pet Friendly
9.8 out of 10, Exceptional, (20)
"The home was pretty clean but starting to show some age on the improvements. Refrigerator has an ice maker and water but there is no water source and it leaks from condensation. There is a GFI in the kitchen that keeps tripping. Generally, a nice place to stay for the money."
The price is AU$491
includes taxes & fees
30 Sept - 1 Oct
Westport Hideaway - Minutes to Westport! Private Parking + Pet Friendly
The Lost Trombone @ McBabe Retreat!!
Fridge, microwave, oven, stovetop
The Lost Trombone @ McBabe Retreat!!
9.8 out of 10, Exceptional, (70)
"The house was clean and very spacious for 4 adults and 3 children. The kids loved the air hockey & PacMan. Very nice neighborhood and location was perfect for doing activities in the area or downtown KC. The kids loved Science City and all the fun activities there! This house worked well for our group."
The Lost Trombone @ McBabe Retreat!!
Beautiful 100 year old home in downtown Kansas City.
Exterior
Beautiful 100 year old home in downtown Kansas City.
10.0 out of 10, Exceptional, (11)
"Great place to stay at. Check in and check out process were easy and simple. Great communication with the hosts. Quiet neighborhood. Great distance to everything. Only downside was that the stairs were a bit narrow and steep. Other than that, we had a great time. "
The price is AU$338
includes taxes & fees
9 Oct - 10 Oct
Beautiful 100 year old home in downtown Kansas City.
Amazing 6 bdrm Home/Downtown KC/Near Plaza/UMKC
Fridge, microwave, oven, stovetop
Amazing 6 bdrm Home/Downtown KC/Near Plaza/UMKC
10.0 out of 10, Exceptional, (3)
"Our group of 12 traveled down to Kansas City for a concert and found this property to accommodate everyone in our party. It was a perfect house with plenty of room and in the center of everything we wanted to see and do while in the area. The host was amazing and I would highly recommend this property for larger groups. "
Amazing 6 bdrm Home/Downtown KC/Near Plaza/UMKC
The Blackstone - Overland Park Beauty
Fridge, microwave, oven, stovetop
The Blackstone - Overland Park Beauty
9.4 out of 10, Exceptional, (9)
"Perfect house for our family to meet up and stay after we spent the day celebrating my daughters bday. Enjoyed having the space of a home vs a cramped hotel. "
The Blackstone - Overland Park Beauty
Adorable Guest House near KU Campus
2 bedrooms, WiFi
Adorable Guest House near KU Campus
10.0 out of 10, Exceptional, (4)
"Great carriage house! Clean, cozy and just what we needed for the weekend. Comfortable beds and lots of natural light. Parking is off street near the house door for easy loading. Very close to KU campus and my son’s fraternity house. Close and easy drive to Mass Street. Very nice upper level deck. Nice neighborhood. Owner was excellent about communication!"
Adorable Guest House near KU Campus
Overland Park Home w/ Fenced-In Yard & Gas Grill!
TV, fireplace, offices
Overland Park Home w/ Fenced-In Yard & Gas Grill!
10.0 out of 10, Exceptional, (6)
"This property had everything we needed. Quiet, clean and close to everything we needed. I would definitely book again and recommend to friends and family!"
Overland Park Home w/ Fenced-In Yard & Gas Grill!
5 min from the Plaza! 3-bedroom house in peaceful Westwood
Exterior
5 min from the Plaza! 3-bedroom house in peaceful Westwood
2.0 star property
10.0 out of 10, Exceptional, (1)
"This is an amazing location is a very nice neighborhood with 5 star amenities and comfort. Conveniently located near grocery stores and restaurants. We loved our stay and would recommend this location as a GREAT PLACE to stay. We plan to be back to KC and hope to stay here again. "
5 min from the Plaza! 3-bedroom house in peaceful Westwood
Rock House Retreat *Freshly Renovated*
Interior
Rock House Retreat *Freshly Renovated*
2.0 star property
8.8 out of 10, Excellent, (5)
"This place was nice, clean and very convenient for going to the game. The stadium is only 5 minutes away and the house is tucked away in a nice quiet neighborhood. We enjoyed our stay and would recommend staying here. "
Rock House Retreat *Freshly Renovated*
Walkable to the Plaza & UMKC + Parking
Fridge, microwave, oven, stovetop
Walkable to the Plaza & UMKC + Parking
9.8 out of 10, Exceptional, (30)
"The location was great and walking distance to Crown Plaza. The management company was very responsive to any of my questions or concerns. "
Walkable to the Plaza & UMKC + Parking
Comfortable and elegant 3BDR duplex, unit # 3
Dining
Comfortable and elegant 3BDR duplex, unit # 3
9.0 out of 10, Wonderful, (44)
"Tha stay was good. The neighborhood / street was very busy, parking was limited at the house."
The price is AU$337
includes taxes & fees
28 Oct - 29 Oct
Comfortable and elegant 3BDR duplex, unit # 3
Full size home quiet neighborhood 5min to Plaza
Fridge, microwave, oven, stovetop
Full size home quiet neighborhood 5min to Plaza
9.6 out of 10, Exceptional, (21)
"This is the best equipped VRBO house I have stayed at. Even if you don’t know you need something, it was there. Very clean and comfortable. Very safe and quiet neighborhood. Great option for restaurants nearby. We ate at Red Door Woodfired Grill; great menu and food was awesome. There was a grocery store right across the street. I would highly recommend this house."
The price is AU$870
includes taxes & fees
30 Sept - 1 Oct
Full size home quiet neighborhood 5min to Plaza
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Olathe

The Lost Trombone @ McBabe Retreat!!
Fridge, microwave, oven, stovetop
The Lost Trombone @ McBabe Retreat!!
9.8 out of 10, Exceptional, (70)
"The house was clean and very spacious for 4 adults and 3 children. The kids loved the air hockey & PacMan. Very nice neighborhood and location was perfect for doing activities in the area or downtown KC. The kids loved Science City and all the fun activities there! This house worked well for our group."
The Lost Trombone @ McBabe Retreat!!
WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk
Lobby lounge
WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk
3.5 star property
9.2 out of 10, Wonderful, (783)
"Quiet property. Comfortable beds. Checkin experience was a bit strange. "
The price is AU$189
includes taxes & fees
27 Oct - 28 Oct
WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk
West Plaza Cozy Comfort Unit A
Exterior
West Plaza Cozy Comfort Unit A
9.4 out of 10, Exceptional, (24)
"Location was perfect for our stay! .7 miles from the medical center."
West Plaza Cozy Comfort Unit A
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.