Holiday rentals near Sypes Canyon Trailhead
We found 743 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:3 Oct - 10 Oct
Image gallery for Gorgeous Outback Cabin w/ Beautiful Ponds, Mountain Views just 11 Mi to Bozeman
9.89.8 out of 10 rating
Exceptional
(22 reviews)
Gorgeous Outback Cabin w/ Beautiful Ponds, Mountain Views just 11 Mi to Bozeman
Gallatin Gateway, MT
8% off
Price is NZ$4,393
NZ$4,393
NZ$628 per night
includes taxes & fees
Image gallery for A 160 Acre Luxury Modern Ranch
1010 out of 10 rating
Exceptional
(9 reviews)
A 160 Acre Luxury Modern Ranch
Belgrade, MT
8% off
Price is NZ$16,434
NZ$16,434
NZ$2,348 per night
includes taxes & fees
Image gallery for Large home w/ hot tub, cinema, bar/game room
1010 out of 10 rating
Exceptional
(21 reviews)
Large home w/ hot tub, cinema, bar/game room
Bozeman, MT
16% off
Price is NZ$7,726
NZ$7,726
NZ$1,104 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$2,194
NZ$2,194
NZ$313 per night
includes taxes & fees
Image gallery for Montana-Style Comfort - Near Big Sky & Bridger
1010 out of 10 rating
Exceptional
(8 reviews)
Montana-Style Comfort - Near Big Sky & Bridger
Bozeman, MT
8% off
Price is NZ$6,417
NZ$6,417
NZ$917 per night
includes taxes & fees
Image gallery for Ski Resort, Mountain View, Hiking, YNP, Car Rental Available
1010 out of 10 rating
Exceptional
(13 reviews)
Ski Resort, Mountain View, Hiking, YNP, Car Rental Available
Bozeman, MT
8% off
Price is NZ$2,521
NZ$2,521
NZ$360 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
(54 reviews)
KL Mountain Vista has wide open spaces, no neighbors and a beautiful setting
Bozeman, MT
11% off
Price is NZ$2,515
NZ$2,515
NZ$359 per night
includes taxes & fees
Image gallery for AMAZING HERITAGE RANCH BARN "Gentrified"
9.89.8 out of 10 rating
Exceptional
(8 reviews)
AMAZING HERITAGE RANCH BARN "Gentrified"
Bozeman, MT
8% off
Price is NZ$13,182
NZ$13,182
NZ$1,883 per night
includes taxes & fees
Image gallery for Bridger Haus Ski Chalet at Bridger Bowl Ski Area
1010 out of 10 rating
Exceptional
(16 reviews)
Bridger Haus Ski Chalet at Bridger Bowl Ski Area
Bozeman, MT
8% off
Price is NZ$5,003
NZ$5,003
NZ$715 per night
includes taxes & fees
Image gallery for Brand New Spectacular Bridger Mountain View’s!
1010 out of 10 rating
Exceptional
(5 reviews)
Brand New Spectacular Bridger Mountain View’s!
Belgrade, MT
8% off
Price is NZ$5,720
NZ$5,720
NZ$817 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
26% off
Price is NZ$2,527
NZ$2,527
NZ$361 per night
includes taxes & fees
Image gallery for Historic ranch house has beautiful mountain and valley views. Weekly discounts.
1010 out of 10 rating
Exceptional
(22 reviews)
Historic ranch house has beautiful mountain and valley views. Weekly discounts.
Manhattan, MT
12% off
Price is NZ$3,102
NZ$3,102
NZ$443 per night
includes taxes & fees
Image gallery for Farm house on 2 lovely acres outside of Bozeman, Pets Allowed & State Licensed
1010 out of 10 rating
Exceptional
(23 reviews)
Farm house on 2 lovely acres outside of Bozeman, Pets Allowed & State Licensed
Belgrade, MT
8% off
Price is NZ$4,531
NZ$4,531
NZ$647 per night
includes taxes & fees
Image gallery for Experience Bozeman living near Montana State University and close to 2 ski hills
1010 out of 10 rating
Exceptional
(7 reviews)
Experience Bozeman living near Montana State University and close to 2 ski hills
Bozeman, MT
8% off
Price is NZ$3,934
NZ$3,934
NZ$562 per night
includes taxes & fees
Image gallery for Quiet Country Setting
1010 out of 10 rating
Exceptional
(55 reviews)
Quiet Country Setting
Bozeman, MT
8% off
Price is NZ$2,120
NZ$2,120
NZ$303 per night
includes taxes & fees
Image gallery for Bozeman Beehive
1010 out of 10 rating
Exceptional
(64 reviews)
Bozeman Beehive
Bozeman, MT
7% off
Price is NZ$2,156
NZ$2,156
NZ$308 per night
includes taxes & fees
Image gallery for The Lookout. 43acres overlooking 7 different mountain ranges
1010 out of 10 rating
Exceptional
(14 reviews)
The Lookout. 43acres overlooking 7 different mountain ranges
Gallatin Gateway, MT
8% off
Price is NZ$6,632
NZ$6,632
NZ$947 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$2,838
NZ$2,838
NZ$405 per night
includes taxes & fees
Image gallery for Cozy 3-bedroom townhome in charming Belgrade with WiFi
1010 out of 10 rating
Exceptional
(8 reviews)
Cozy 3-bedroom townhome in charming Belgrade with WiFi
Belgrade, MT
8% off
Price is NZ$3,115
NZ$3,115
NZ$445 per night
includes taxes & fees
Image gallery for Yellowstone Park, Big Sky, Airport: Bozeman Area Modern Nordic House
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Yellowstone Park, Big Sky, Airport: Bozeman Area Modern Nordic House
Belgrade, MT
13% off
Price is NZ$2,789
NZ$2,789
NZ$398 per night
includes taxes & fees
Image gallery for Country Living in the City
9.89.8 out of 10 rating
Exceptional
(75 reviews)
Country Living in the City
Bozeman, MT
9% off
Price is NZ$4,259
NZ$4,259
NZ$608 per night
includes taxes & fees
Image gallery for Amazing Four Season Modern Farmhouse with Mountain Views and Hot Tub
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Amazing Four Season Modern Farmhouse with Mountain Views and Hot Tub
Bozeman, MT
8% off
Price is NZ$10,732
NZ$10,732
NZ$1,533 per night
includes taxes & fees
Image gallery for Ranch Guest House with Mountain Views
1010 out of 10 rating
Exceptional
(13 reviews)
Ranch Guest House with Mountain Views
Belgrade, MT
8% off
Price is NZ$2,927
NZ$2,927
NZ$418 per night
includes taxes & fees
Image gallery for Comfortable Unique Rustic House with all New Amenities and Amazing Fenced Yard.
1010 out of 10 rating
Exceptional
(58 reviews)
Comfortable Unique Rustic House with all New Amenities and Amazing Fenced Yard.
Bozeman, MT
8% off
Price is NZ$6,607
NZ$6,607
NZ$944 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Sypes Canyon Trailhead
Showing deals for: 27 Sept - 30 Sept
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)
The current price is NZ$2,711
NZ$2,711
for 3 nights, 1 home
NZ$904 per night
includes taxes & fees
KL Mountain Vista has wide open spaces, no neighbors and a beautiful setting
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
54 reviews(54 reviews)
The current price is NZ$1,362
NZ$1,362
for 3 nights, 1 cottage
NZ$454 per night
includes taxes & fees
Horse-Heaven Cowgirl-Chic Bunkhouse on Baker Creek, 10 mins from Bozeman Airport
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
The current price is NZ$845
NZ$845
for 3 nights, 1 cabin
NZ$282 per night
includes taxes & fees
Cute flat in Downtown Bozeman w/high ceilings & great location - Smart and Sassy on Main Street!
Sleeps 2 · 1 bedroom · 1 bathroom
8.88.8 out of 10
Excellentexcellent
42 reviews(42 reviews)
The current price is NZ$1,134
NZ$1,134
for 3 nights, 1 apartment
NZ$378 per night
includes taxes & fees
Cozy, country cabin with magnificent views of the Bridger Mountains.
Sleeps 3 · 1 bedroom · 0+ bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
The current price is NZ$678
NZ$678
for 3 nights, 1 cabin
NZ$226 per night
includes taxes & fees
Rocky Mountain Retreat 1 hr to Yellowstone Park, 20 min Bozeman,Livingston, MSU
Sleeps 3 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
The current price is NZ$1,453
NZ$1,453
for 3 nights, 1 cabin
NZ$484 per night
includes taxes & fees
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