Holiday rentals near Sypes Canyon Trailhead
We found 736 holiday rentals — enter your dates for availability
Choose the perfect private holiday rental that's near Sypes Canyon Trailhead. Holiday rentals offer the amenities that you expect for your family, friends or furry companion, including parking and a garden. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Sypes Canyon Trailhead
Showing deals for:15 Aug - 22 Aug
Image gallery for Next to Gallatin River—Sleeps Six or More
1010 out of 10 rating
Exceptional
(68 reviews)
Next to Gallatin River—Sleeps Six or More
Gallatin Gateway, MT
12% off
Price is NZ$4,352
NZ$4,352
NZ$622 per night
includes taxes & fees
Image gallery for Modern Mountain Home with Stunning Mountain Vistas
1010 out of 10 rating
Exceptional
(5 reviews)
Modern Mountain Home with Stunning Mountain Vistas
Bozeman, MT
17% off
Price is NZ$3,452
NZ$3,452
NZ$493 per night
includes taxes & fees
Image gallery for Lazy Bear Cabin- 2 bdrm 2 bath. 10min to downtown and convenient to everything.
1010 out of 10 rating
Exceptional
(20 reviews)
Lazy Bear Cabin- 2 bdrm 2 bath. 10min to downtown and convenient to everything.
Bozeman, MT
12% off
Price is NZ$4,202
NZ$4,202
NZ$600 per night
includes taxes & fees
Image gallery for Charming Log Cabin and Bunkhouse in Beautiful Cottonwood Cayon
1010 out of 10 rating
Exceptional
(18 reviews)
Charming Log Cabin and Bunkhouse in Beautiful Cottonwood Cayon
Bozeman, MT
8% off
Price is NZ$5,912
NZ$5,912
NZ$845 per night
includes taxes & fees
Image gallery for Private Creekside Oasis on a Farm
9.89.8 out of 10 rating
Exceptional
(39 reviews)
Private Creekside Oasis on a Farm
Manhattan, MT
8% off
Price is NZ$2,075
NZ$2,075
NZ$296 per night
includes taxes & fees
Image gallery for Mountain Log Home Close to Historic Downtown Bozeman & Bridger Bowl.
1010 out of 10 rating
Exceptional
(60 reviews)
Mountain Log Home Close to Historic Downtown Bozeman & Bridger Bowl.
Bozeman, MT
10% off
Price is NZ$5,218
NZ$5,218
NZ$745 per night
includes taxes & fees
Image gallery for The Barn House: Your Perfect Montana Retreat
1010 out of 10 rating
Exceptional
(6 reviews)
The Barn House: Your Perfect Montana Retreat
Gallatin Gateway, MT
8% off
Price is NZ$5,020
NZ$5,020
NZ$717 per night
includes taxes & fees
Image gallery for Gorgeous Outback Cabin w/ Beautiful Ponds, Mountain Views just 11 Mi to Bozeman
1010 out of 10 rating
Exceptional
(19 reviews)
Gorgeous Outback Cabin w/ Beautiful Ponds, Mountain Views just 11 Mi to Bozeman
Gallatin Gateway, MT
8% off
Price is NZ$4,479
NZ$4,479
NZ$640 per night
includes taxes & fees
Image gallery for NEW Silo house Perfect Location between Bozeman and Big Sky Ski Resort!
1010 out of 10 rating
Exceptional
(14 reviews)
NEW Silo house Perfect Location between Bozeman and Big Sky Ski Resort!
Gallatin Gateway, MT
8% off
Price is NZ$3,973
NZ$3,973
NZ$568 per night
includes taxes & fees
Image gallery for Cozy Downtown Condo S
1010 out of 10 rating
Exceptional
(71 reviews)
Cozy Downtown Condo S
Bozeman, Montana
17% off
Price is NZ$5,816
NZ$5,816
NZ$831 per night
includes taxes & fees
Image gallery for Cabin built into the landscape w/ incredible views and access to Private Pond
1010 out of 10 rating
Exceptional
(30 reviews)
Cabin built into the landscape w/ incredible views and access to Private Pond
Bozeman, MT
14% off
Price is NZ$3,006
NZ$3,006
NZ$429 per night
includes taxes & fees
Image gallery for NEW Mountain Game Room Getaway
1010 out of 10 rating
Exceptional
(98 reviews)
NEW Mountain Game Room Getaway
Bozeman, Montana
15% off
Price is NZ$4,283
NZ$4,283
NZ$612 per night
includes taxes & fees
Image gallery for Three Suites Lodge, Full Private Bathrooms!
9.89.8 out of 10 rating
Exceptional
(53 reviews)
Three Suites Lodge, Full Private Bathrooms!
Bozeman, MT
8% off
Price is NZ$5,925
NZ$5,925
NZ$846 per night
includes taxes & fees
Image gallery for Brand New Pet Friendly Manhattan Home in small town community!
1010 out of 10 rating
Exceptional
(22 reviews)
Brand New Pet Friendly Manhattan Home in small town community!
Manhattan, MT
17% off
Price is NZ$4,739
NZ$4,739
NZ$677 per night
includes taxes & fees
Image gallery for Tiny House with Big Sky views
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Tiny House with Big Sky views
Bozeman, MT
8% off
Price is NZ$2,237
NZ$2,237
NZ$320 per night
includes taxes & fees
Image gallery for Ranch Casita. WOW! This place is so unique in Montana.
1010 out of 10 rating
Exceptional
(25 reviews)
Ranch Casita. WOW! This place is so unique in Montana.
Bozeman, MT
8% off
Price is NZ$2,900
NZ$2,900
NZ$414 per night
includes taxes & fees
Image gallery for KL Mountain Vista has wide open spaces, no neighbors and a beautiful setting
1010 out of 10 rating
Exceptional
(53 reviews)
KL Mountain Vista has wide open spaces, no neighbors and a beautiful setting
Bozeman, MT
8% off
Price is NZ$2,681
NZ$2,681
NZ$383 per night
includes taxes & fees
Image gallery for Charming Log Cabin In Beautiful Cottonwood Canyon, Just Outside of Bozeman
1010 out of 10 rating
Exceptional
(104 reviews)
Charming Log Cabin In Beautiful Cottonwood Canyon, Just Outside of Bozeman
Bozeman, MT
8% off
Price is NZ$4,580
NZ$4,580
NZ$654 per night
includes taxes & fees
Image gallery for Ski in Ski out Bridger Bowl Mountain Chalet
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Ski in Ski out Bridger Bowl Mountain Chalet
Bozeman, MT
16% off
Price is NZ$5,308
NZ$5,308
NZ$758 per night
includes taxes & fees
Image gallery for Yellowstone Park, Big Sky, Airport: Bozeman Area Modern Nordic House
1010 out of 10 rating
Exceptional
(12 reviews)
Yellowstone Park, Big Sky, Airport: Bozeman Area Modern Nordic House
Belgrade, MT
13% off
Price is NZ$4,828
NZ$4,828
NZ$690 per night
includes taxes & fees
Image gallery for Entire house by Bozeman airport
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Entire house by Bozeman airport
Belgrade, MT
16% off
Price is NZ$3,092
NZ$3,092
NZ$442 per night
includes taxes & fees
Image gallery for Walk to MSU | Bridger + Big Sky | King Bed
1010 out of 10 rating
Exceptional
(12 reviews)
Walk to MSU | Bridger + Big Sky | King Bed
Bozeman, MT
17% off
Price is NZ$4,675
NZ$4,675
NZ$668 per night
includes taxes & fees
Image gallery for Serene and freshly remodeled country home just 3 miles from Bozeman..
9.69.6 out of 10 rating
Exceptional
(19 reviews)
Serene and freshly remodeled country home just 3 miles from Bozeman..
Bozeman, MT
12% off
Price is NZ$2,538
NZ$2,538
NZ$363 per night
includes taxes & fees
Image gallery for Comfy Country Condo - East
1010 out of 10 rating
Exceptional
(15 reviews)
Comfy Country Condo - East
Gallatin Gateway, MT
9% off
Price is NZ$2,894
NZ$2,894
NZ$413 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Sypes Canyon Trailhead
Long term Available up to 6 months starting on November 1st 2025 to May 1st 2026
Sleeps 5 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
120 reviews(120 reviews)
Your Getaway To Bozeman
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Modern Farmhouse with Breathtaking Views!
Sleeps 7 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Lazy Bear Cabin- 2 bdrm 2 bath. 10min to downtown and convenient to everything.
Sleeps 5 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Gallatin River Cabin between Bozeman and Big Sky.
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
86 reviews(86 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