
Holiday rentals near 400 W Trailhead
We found 1,700 holiday rentals — enter your dates for availability
If you want to to stay within easy reach of 400 W Trailhead, scroll through and discover holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the amenities that you need and want, which might include Wi-Fi and a hot tub. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - 400 W Trailhead
Showing deals for:19 Sept - 26 Sept
Image gallery for Stay in the heart of downtown Indianapolis in style in this grand historic home!

1010 out of 10 rating
Exceptional
(29 reviews)
Stay in the heart of downtown Indianapolis in style in this grand historic home!
Indianapolis, IN
22% off
Price is NZ$4,069
NZ$4,069
NZ$581 per night
includes taxes & fees
Image gallery for Vintage Dream - Luxury Mid- Century Modern

9.69.6 out of 10 rating
Exceptional
(53 reviews)
Vintage Dream - Luxury Mid- Century Modern
Indianapolis, IN
7% off
Price is NZ$5,339
NZ$5,339
NZ$763 per night
includes taxes & fees
Image gallery for FAMILY AND 2 FAMILY HIDEOUT/ 2Units in one with locking doors-MEET US IN INDY!!!

1010 out of 10 rating
Exceptional
(29 reviews)
FAMILY AND 2 FAMILY HIDEOUT/ 2Units in one with locking doors-MEET US IN INDY!!!
Indianapolis, IN
14% off
Price is NZ$4,465
NZ$4,465
NZ$638 per night
includes taxes & fees
Image gallery for Uptown Vibe, Downtown Location *King Bed*

1010 out of 10 rating
Exceptional
(14 reviews)
Uptown Vibe, Downtown Location *King Bed*
Indianapolis, IN
7% off
Price is NZ$3,221
NZ$3,221
NZ$460 per night
includes taxes & fees
Image gallery for Holy Cross duplex close to Mass Ave

1010 out of 10 rating
Exceptional
(19 reviews)
Holy Cross duplex close to Mass Ave
Indianapolis, IN
7% off
Price is NZ$2,281
NZ$2,281
NZ$326 per night
includes taxes & fees
Image gallery for Downtown modern cottage close to Lucas Oil | Washer + Dryer | Wifi

1010 out of 10 rating
Exceptional
(13 reviews)
Downtown modern cottage close to Lucas Oil | Washer + Dryer | Wifi
Indianapolis, IN
8% off
Price is NZ$3,148
NZ$3,148
NZ$450 per night
includes taxes & fees
Image gallery for The Gathering Place "Upscale! Walkable! 5-Bedroom 4 Bathroom Downtown Indy"

1010 out of 10 rating
Exceptional
(56 reviews)
The Gathering Place "Upscale! Walkable! 5-Bedroom 4 Bathroom Downtown Indy"
Indianapolis, IN
8% off
Price is NZ$4,490
NZ$4,490
NZ$641 per night
includes taxes & fees
Image gallery for Modern Loft next to Georgia St. & Convention Ctr.

9.29.2 out of 10 rating
Wonderful
(17 reviews)
Modern Loft next to Georgia St. & Convention Ctr.
Indianapolis, Indiana
9% off
Price is NZ$7,352
NZ$7,352
NZ$1,050 per night
includes taxes & fees
Image gallery for Great Parking, Lucas Oil Stadium Indianapolis Convention Center

9.69.6 out of 10 rating
Exceptional
(52 reviews)
Great Parking, Lucas Oil Stadium Indianapolis Convention Center
Indianapolis, IN
11% off
Price is NZ$2,447
NZ$2,447
NZ$350 per night
includes taxes & fees
Image gallery for Single-Story Charmer! 5BR! Pet Friendly Getaway

9.89.8 out of 10 rating
Exceptional
(8 reviews)
Single-Story Charmer! 5BR! Pet Friendly Getaway
Indianapolis, IN
11% off
Price is NZ$5,101
NZ$5,101
NZ$729 per night
includes taxes & fees
Image gallery for Charming 3-bedroom home near everything safe neighborhood. Family & pet-friendly

1010 out of 10 rating
Exceptional
(5 reviews)
Charming 3-bedroom home near everything safe neighborhood. Family & pet-friendly
Fishers, IN
7% off
Price is NZ$2,356
NZ$2,356
NZ$337 per night
includes taxes & fees
Image gallery for Pet Friendly, Fire Pit, Corn-hole | Indy Heritage House

9.69.6 out of 10 rating
Exceptional
(14 reviews)
Pet Friendly, Fire Pit, Corn-hole | Indy Heritage House
Indianapolis, Indiana
11% off
Price is NZ$5,451
NZ$5,451
NZ$779 per night
includes taxes & fees
Image gallery for Elegant Design in Marrott Woods - Meridian Hills - Minutes to Broad Ripple!

9.89.8 out of 10 rating
Exceptional
(10 reviews)
Elegant Design in Marrott Woods - Meridian Hills - Minutes to Broad Ripple!
Indianapolis, IN
7% off
Price is NZ$3,620
NZ$3,620
NZ$517 per night
includes taxes & fees
Image gallery for The Cycle Inn - on the Monon Trail Downtown Indy

9.69.6 out of 10 rating
Exceptional
(44 reviews)
The Cycle Inn - on the Monon Trail Downtown Indy
Indianapolis, IN
11% off
Price is NZ$3,370
NZ$3,370
NZ$481 per night
includes taxes & fees
Image gallery for KING BED - 1BED/1BTH - LUXE

9.69.6 out of 10 rating
Exceptional
(18 reviews)
KING BED - 1BED/1BTH - LUXE
Fishers, IN
7% off
Price is NZ$1,720
NZ$1,720
NZ$246 per night
includes taxes & fees
Image gallery for Modern and Fun 4BR+ Pool Table in Fountain Square

9.89.8 out of 10 rating
Exceptional
(11 reviews)
Modern and Fun 4BR+ Pool Table in Fountain Square
Indianapolis, IN
7% off
Price is NZ$3,834
NZ$3,834
NZ$548 per night
includes taxes & fees
Image gallery for The Hoosier House! An entire property experience!

1010 out of 10 rating
Exceptional
(8 reviews)
The Hoosier House! An entire property experience!
Indianapolis, IN
7% off
Price is NZ$4,350
NZ$4,350
NZ$621 per night
includes taxes & fees
Image gallery for Modern Historic | Pet Friendly | Regency Retreat

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Modern Historic | Pet Friendly | Regency Retreat
Indianapolis, Indiana
15% off
Price is NZ$4,579
NZ$4,579
NZ$654 per night
includes taxes & fees
Image gallery for Wood Homestead Established1833

9.89.8 out of 10 rating
Exceptional
(63 reviews)
Wood Homestead Established1833
Indianapolis, IN
7% off
Price is NZ$1,648
NZ$1,648
NZ$235 per night
includes taxes & fees
Image gallery for Historic Comfort, Steps from The Bottleworks District.

1010 out of 10 rating
Exceptional
(12 reviews)
Historic Comfort, Steps from The Bottleworks District.
Indianapolis, IN
8% off
Price is NZ$1,591
NZ$1,591
NZ$227 per night
includes taxes & fees
Image gallery for Rustic meets Modern Downtown Retreat

9.49.4 out of 10 rating
Exceptional
(9 reviews)
Rustic meets Modern Downtown Retreat
Indianapolis, IN
7% off
Price is NZ$4,597
NZ$4,597
NZ$657 per night
includes taxes & fees
Image gallery for 4 Bed 1.5 Bath Fully Renovated Home - 10 min walk from Lucas Oil Stadium

8.68.6 out of 10 rating
Excellent
(7 reviews)
4 Bed 1.5 Bath Fully Renovated Home - 10 min walk from Lucas Oil Stadium
Indianapolis, IN
7% off
Price is NZ$3,352
NZ$3,352
NZ$479 per night
includes taxes & fees
Image gallery for Your Home Away from Home - 2K/2Q Beds! Less than 3 miles to Downtown Indy!

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Your Home Away from Home - 2K/2Q Beds! Less than 3 miles to Downtown Indy!
Indianapolis, IN
7% off
Price is NZ$4,470
NZ$4,470
NZ$639 per night
includes taxes & fees
Image gallery for 5 Bedroom 3200 Sq Ft House for Downtown Travelers!

9.29.2 out of 10 rating
Wonderful
(17 reviews)
5 Bedroom 3200 Sq Ft House for Downtown Travelers!
Indianapolis, Indiana
17% off
Price is NZ$3,389
NZ$3,389
NZ$484 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - 400 W Trailhead
Mid-Century Modern Lake Cottage in Indiana!
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
9 reviews(9 reviews)
Rustic, rural, relaxing, family friendly stay! Excellent location 5 min to I74.
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
73 reviews(73 reviews)
Updated Historic Home, in the Heart of Greenfield. Walking distance to downtown!
Sleeps 5 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Newly Remodeled 2 Bedroom Home in Shelbyville!
Sleeps 7 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
4 reviews(4 reviews)
Lovely Two Bedroom Home- Close to DT Greenfield
Sleeps 4 · 2 bedrooms · 1 bathroom
6.06.0 out of 10
2 reviews(2 reviews)
The Rosie Roots - Cozy Pet Friendly House
Sleeps 5 · 3 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
14 reviews(14 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