Holiday rentals near South Trailhead
We found 800 holiday rentals — enter your dates for availability
Take a look at private holiday rentals close to South Trailhead that provide the perfect home base for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the amenities that you need and want for your stay, which might include a hot tub and a washer and dryer. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - South Trailhead
Showing deals for:31 Oct - 7 Nov
Image gallery for 6 KING Beds + Walk to Streetcar + Balcony
1010 out of 10 rating
Exceptional
(5 reviews)
6 KING Beds + Walk to Streetcar + Balcony
Kansas City, MO
8% off
Price is AU$7,454
AU$7,454
AU$1,065 per night
includes taxes & fees
Image gallery for Estate Home Heated Pool Hot Tub Beach Wi-Fi 8 acres 5000 sqft 5 bd 3.5 bath
1010 out of 10 rating
Exceptional
(11 reviews)
Estate Home Heated Pool Hot Tub Beach Wi-Fi 8 acres 5000 sqft 5 bd 3.5 bath
Greenwood, MO
9% off
Price is AU$9,995
AU$9,995
AU$1,428 per night
includes taxes & fees
Image gallery for Newly Renovated House only 4 minutes to Arrowhead Stadium!! Newly remodeled home
9.29.2 out of 10 rating
Wonderful
(13 reviews)
Newly Renovated House only 4 minutes to Arrowhead Stadium!! Newly remodeled home
Independence, MO
8% off
Price is AU$2,203
AU$2,203
AU$315 per night
includes taxes & fees
Image gallery for Lone Jack Cabin - Studio Suite
9.49.4 out of 10 rating
Exceptional
(76 reviews)
Lone Jack Cabin - Studio Suite
Lee's Summit, MO
16% off
Price is AU$1,268
AU$1,268
AU$181 per night
includes taxes & fees
Image gallery for New Conestoga 1843 Wagon
1010 out of 10 rating
Exceptional
(30 reviews)
New Conestoga 1843 Wagon
Peculiar, MO
9% off
Price is AU$1,657
AU$1,657
AU$237 per night
includes taxes & fees
Image gallery for Beautiful Rustic 2 Bedroom Lone Jack Log Cabin just east of KC Metro
9.89.8 out of 10 rating
Exceptional
(70 reviews)
Beautiful Rustic 2 Bedroom Lone Jack Log Cabin just east of KC Metro
Lee's Summit, MO
17% off
Price is AU$1,958
AU$1,958
AU$280 per night
includes taxes & fees
Image gallery for NEW LISTING! Home with a POOL, PARK, and close to Arrowhead & Kauffman!
9.89.8 out of 10 rating
Exceptional
(8 reviews)
NEW LISTING! Home with a POOL, PARK, and close to Arrowhead & Kauffman!
Blue Springs, MO
19% off
Price is AU$4,586
AU$4,586
AU$655 per night
includes taxes & fees
Image gallery for Sleeps 6, 3 Queen Beds, Centrally Located, Near Downtown KC & County Club Plaza
8.48.4 out of 10 rating
Very good
(8 reviews)
Sleeps 6, 3 Queen Beds, Centrally Located, Near Downtown KC & County Club Plaza
Kansas City, MO
8% off
Price is AU$3,234
AU$3,234
AU$462 per night
includes taxes & fees
Image gallery for Pet friendly home in a quiet secluded neighborhood near multiple large lakes.
1010 out of 10 rating
Exceptional
(8 reviews)
Pet friendly home in a quiet secluded neighborhood near multiple large lakes.
Blue Springs, MO
12% off
Price is AU$2,350
AU$2,350
AU$336 per night
includes taxes & fees
Image gallery for Charming Waldo Retreat: Cozy Home with Historic Character and Modern Comforts
8.08.0 out of 10 rating
Very good
(5 reviews)
Charming Waldo Retreat: Cozy Home with Historic Character and Modern Comforts
Kansas City, MO
7% off
Price is AU$2,843
AU$2,843
AU$406 per night
includes taxes & fees
Image gallery for Stunning home campsite, wheelchair access, next to overland park
1010 out of 10 rating
Exceptional
(37 reviews)
Stunning home campsite, wheelchair access, next to overland park
Stilwell, KS
11% off
Price is AU$8,455
AU$8,455
AU$1,208 per night
includes taxes & fees
Image gallery for Modern Prairie Village Home - Minutes from parks, shopping, dining
9.89.8 out of 10 rating
Exceptional
(22 reviews)
Modern Prairie Village Home - Minutes from parks, shopping, dining
Prairie Village, KS
8% off
Price is AU$3,328
AU$3,328
AU$475 per night
includes taxes & fees
Image gallery for White Oak Farm, Rivaling the standards of the most luxurious hotels!
9.89.8 out of 10 rating
Exceptional
(28 reviews)
White Oak Farm, Rivaling the standards of the most luxurious hotels!
Kansas City, MO
9% off
Price is AU$5,057
AU$5,057
AU$722 per night
includes taxes & fees
Image gallery for Massive Home 5 mins to Arrowhead Stadium and 15 mins from Downtown Kansas City
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Massive Home 5 mins to Arrowhead Stadium and 15 mins from Downtown Kansas City
Kansas City, MO
8% off
Price is AU$5,602
AU$5,602
AU$800 per night
includes taxes & fees
Image gallery for Arrowhead and Golf course
9.29.2 out of 10 rating
Wonderful
(41 reviews)
Arrowhead and Golf course
Kansas City, MO
15% off
Price is AU$1,678
AU$1,678
AU$240 per night
includes taxes & fees
Image gallery for Historic Home in the Heart of the City
1010 out of 10 rating
Exceptional
(28 reviews)
Historic Home in the Heart of the City
Kansas City, MO
8% off
Price is AU$2,282
AU$2,282
AU$326 per night
includes taxes & fees
Image gallery for Hillside Haven 5min to Plaza/Museums/Parks
8.28.2 out of 10 rating
Very good
(12 reviews)
Hillside Haven 5min to Plaza/Museums/Parks
Kansas City, MO
15% off
Price is AU$2,843
AU$2,843
AU$406 per night
includes taxes & fees
Image gallery for Waldo Speakeasy - Sleeps 12!
9.89.8 out of 10 rating
Exceptional
(32 reviews)
Waldo Speakeasy - Sleeps 12!
Kansas City, MO
20% off
Price is AU$2,464
AU$2,464
AU$352 per night
includes taxes & fees
Image gallery for Private and Cozy 3BR, 1 BA, Fenced Yard, Central KC location, Quiet Neighborhood
1010 out of 10 rating
Exceptional
(12 reviews)
Private and Cozy 3BR, 1 BA, Fenced Yard, Central KC location, Quiet Neighborhood
Prairie Village, KS
8% off
Price is AU$2,250
AU$2,250
AU$321 per night
includes taxes & fees
Image gallery for Byers Mansion
8.08.0 out of 10 rating
Very good
(6 reviews)
Byers Mansion
Kansas City, MO
8% off
Price is AU$5,408
AU$5,408
AU$773 per night
includes taxes & fees
Image gallery for Family-Friendly Independence Home: 5 Mi to Stadium
1010 out of 10 rating
Exceptional
(9 reviews)
Family-Friendly Independence Home: 5 Mi to Stadium
Independence, Missouri
7% off
Price is AU$3,675
AU$3,675
AU$525 per night
includes taxes & fees
Image gallery for Trailview: Walk to Stadium, Rock Island , Dogs OK
9.89.8 out of 10 rating
Exceptional
(26 reviews)
Trailview: Walk to Stadium, Rock Island , Dogs OK
Kansas City, MO
8% off
Price is AU$2,227
AU$2,227
AU$318 per night
includes taxes & fees
Image gallery for Luxe Lakefront Getaway in Heart of City! (CDC Safe)
9.09.0 out of 10 rating
Wonderful
(24 reviews)
Luxe Lakefront Getaway in Heart of City! (CDC Safe)
Grandview, MO
7% off
Price is AU$1,822
AU$1,822
AU$260 per night
includes taxes & fees
Image gallery for Home Away From Home
1010 out of 10 rating
Exceptional
(17 reviews)
Home Away From Home
Kansas City, MO
7% off
Price is AU$2,725
AU$2,725
AU$389 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - South Trailhead
NEW LISTING! Home with a POOL, PARK, and close to Arrowhead & Kauffman!
Sleeps 12 · 4 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Estate Home Heated Pool Hot Tub Beach Wi-Fi 8 acres 5000 sqft 5 bd 3.5 bath
Sleeps 10 · 4 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Brick Haven Near Downtown Lee’s Summit: Luxe Espresso & Relaxation
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
9 reviews(9 reviews)
Peaceful private nature escape - Barndo retreat on 25 wooded acres, mins from KC
Sleeps 8 · 3 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
Boutique Cottage on Gated Estate 3 bd 2 ba Getaway wifi cable ADA entry Hot Tub
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
170 reviews(170 reviews)
Home Sweet Home
Sleeps 4 · 2 bedrooms · 1 bathroom
8.88.8 out of 10
Excellentexcellent
37 reviews(37 reviews)
Top rated rentals - South Trailhead
Lovely spot.
1010 out of 10
Exceptionalexceptional
273 reviews(273 reviews)
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