Holiday rentals near South Trailhead
We found 874 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:19 Sept - 26 Sept
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$8,070
AU$8,070
AU$1,153 per night
includes taxes & fees
Image gallery for The Lofts at 1517 - KC at your doorstep ♡
1010 out of 10 rating
Exceptional
(68 reviews)
The Lofts at 1517 - KC at your doorstep ♡
Kansas City, MO
8% off
Price is AU$4,428
AU$4,428
AU$633 per night
includes taxes & fees
Image gallery for Cozy Brookside Home in the Heart of Kansas City!
9.89.8 out of 10 rating
Exceptional
(78 reviews)
Cozy Brookside Home in the Heart of Kansas City!
Kansas City, MO
7% off
Price is AU$3,225
AU$3,225
AU$461 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
9.89.8 out of 10 rating
Exceptional
(9 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$10,009
AU$10,009
AU$1,430 per night
includes taxes & fees
Image gallery for LUXURY Downtown Penthouse & Private Rooftop Deck
1010 out of 10 rating
Exceptional
(30 reviews)
LUXURY Downtown Penthouse & Private Rooftop Deck
Kansas City, MO
17% off
Price is AU$10,245
AU$10,245
AU$1,464 per night
includes taxes & fees
Image gallery for KC Castle DOWNTOWN, 75" TV, 5 STAR, Best FAM home, BEST LOCATION, 20% off 7nts
9.89.8 out of 10 rating
Exceptional
(102 reviews)
KC Castle DOWNTOWN, 75" TV, 5 STAR, Best FAM home, BEST LOCATION, 20% off 7nts
Kansas City, MO
7% off
Price is AU$6,704
AU$6,704
AU$958 per night
includes taxes & fees
Image gallery for Luxury Downtown KC Condo w/ Free Parking, Gym, King Bed & Massage Chair
1010 out of 10 rating
Exceptional
(25 reviews)
Luxury Downtown KC Condo w/ Free Parking, Gym, King Bed & Massage Chair
Kansas City, MO
8% off
Price is AU$1,750
AU$1,750
AU$250 per night
includes taxes & fees
Image gallery for New Listing! 4 Bdrm Plaza Charmer! Pet Friendly!
1010 out of 10 rating
Exceptional
(6 reviews)
New Listing! 4 Bdrm Plaza Charmer! Pet Friendly!
Kansas City, Missouri
8% off
Price is AU$4,311
AU$4,311
AU$616 per night
includes taxes & fees
Image gallery for Plaza Place - 5 minute walk to Country Club Plaza
1010 out of 10 rating
Exceptional
(6 reviews)
Plaza Place - 5 minute walk to Country Club Plaza
Kansas City, MO
9% off
Price is AU$8,067
AU$8,067
AU$1,152 per night
includes taxes & fees
Image gallery for Cozy 2-bedroom townhome with WiFi, AC in charming Kansas City
1010 out of 10 rating
Exceptional
(8 reviews)
Cozy 2-bedroom townhome with WiFi, AC in charming Kansas City
Kansas City, MO
7% off
Price is AU$4,363
AU$4,363
AU$623 per night
includes taxes & fees
Image gallery for Boutique Apartment in Refurbished Victorian Home - Walk to Westport & Plaza
1010 out of 10 rating
Exceptional
(32 reviews)
Boutique Apartment in Refurbished Victorian Home - Walk to Westport & Plaza
Kansas City, MO
7% off
Price is AU$2,183
AU$2,183
AU$312 per night
includes taxes & fees
Image gallery for Crown House- Cozy 3BR ☀King Bed☀ Walking Trail
9.89.8 out of 10 rating
Exceptional
(27 reviews)
Crown House- Cozy 3BR ☀King Bed☀ Walking Trail
Kansas City, MO
19% off
Price is AU$4,020
AU$4,020
AU$574 per night
includes taxes & fees
Image gallery for Historic 150 y/o 3-bedroom KC house with hot tub.
1010 out of 10 rating
Exceptional
(37 reviews)
Historic 150 y/o 3-bedroom KC house with hot tub.
Kansas City, MO
18% off
Price is AU$3,133
AU$3,133
AU$448 per night
includes taxes & fees
Image gallery for New! Updated historical charmer with game room
9.89.8 out of 10 rating
Exceptional
(25 reviews)
New! Updated historical charmer with game room
Kansas City, MO
9% off
Price is AU$5,351
AU$5,351
AU$764 per night
includes taxes & fees
Image gallery for Midtown Getaway
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Midtown Getaway
Kansas City, MO
11% off
Price is AU$4,904
AU$4,904
AU$701 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$5,398
AU$5,398
AU$771 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
(21 reviews)
Modern Prairie Village Home - Minutes from parks, shopping, dining
Prairie Village, KS
8% off
Price is AU$3,845
AU$3,845
AU$549 per night
includes taxes & fees
Image gallery for Stunning home campsite, wheelchair access, next to overland park
1010 out of 10 rating
Exceptional
(36 reviews)
Stunning home campsite, wheelchair access, next to overland park
Stilwell, KS
11% off
Price is AU$8,429
AU$8,429
AU$1,204 per night
includes taxes & fees
Image gallery for Historic Family Getaway | 5★ Location, ♛Royal Beds
9.29.2 out of 10 rating
Wonderful
(26 reviews)
Historic Family Getaway | 5★ Location, ♛Royal Beds
Kansas City, MO
7% off
Price is AU$3,874
AU$3,874
AU$553 per night
includes taxes & fees
Image gallery for Lovely home, peaceful country setting. Short drive to all KC area offers
1010 out of 10 rating
Exceptional
(72 reviews)
Lovely home, peaceful country setting. Short drive to all KC area offers
Grain Valley, MO
8% off
Price is AU$1,811
AU$1,811
AU$259 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
(11 reviews)
Private and Cozy 3BR, 1 BA, Fenced Yard, Central KC location, Quiet Neighborhood
Prairie Village, KS
8% off
Price is AU$2,761
AU$2,761
AU$394 per night
includes taxes & fees
Image gallery for Cozy and Spacious 4BR • Close to KU|Westport|Plaza
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Cozy and Spacious 4BR • Close to KU|Westport|Plaza
Kansas City, KS
7% off
Price is AU$3,121
AU$3,121
AU$446 per night
includes taxes & fees
Image gallery for Spacious 6BR KC Home w/Hot Tub, Gym, Games &Cinema
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Spacious 6BR KC Home w/Hot Tub, Gym, Games &Cinema
Kansas City, MO
8% off
Price is AU$6,522
AU$6,522
AU$932 per night
includes taxes & fees
Image gallery for Quiet country feeling in the city. 3 bed 2 bath.
9.89.8 out of 10 rating
Exceptional
(48 reviews)
Quiet country feeling in the city. 3 bed 2 bath.
Independence, MO
8% off
Price is AU$2,571
AU$2,571
AU$367 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
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Brick Haven Near Downtown Lee’s Summit: Luxe Espresso & Relaxation
Sleeps 8 · 3 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
6 reviews(6 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
48 reviews(48 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
9.89.8 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Lovely home, peaceful country setting. Short drive to all KC area offers
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
72 reviews(72 reviews)
Cozy Missouri Retreat w/ Deck & Grill, Near Hiking
Sleeps 6 · 3 bedrooms · 1+ bathroom
8.08.0 out of 10
Very goodvery good
16 reviews(16 reviews)
Top rated rentals - South Trailhead
Lovely spot.
1010 out of 10
Exceptionalexceptional
265 reviews(265 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