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 AU$4,059
AU$4,059
AU$580 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
9% off
Price is AU$14,543
AU$14,543
AU$2,078 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 AU$6,943
AU$6,943
AU$992 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 AU$2,052
AU$2,052
AU$293 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 AU$5,947
AU$5,947
AU$850 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 AU$2,359
AU$2,359
AU$337 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 AU$2,352
AU$2,352
AU$336 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 AU$4,627
AU$4,627
AU$661 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 AU$11,873
AU$11,873
AU$1,696 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 AU$5,287
AU$5,287
AU$755 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 AU$2,364
AU$2,364
AU$338 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 AU$2,864
AU$2,864
AU$409 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 AU$4,187
AU$4,187
AU$598 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 AU$3,628
AU$3,628
AU$518 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 AU$1,983
AU$1,983
AU$283 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 AU$2,017
AU$2,017
AU$288 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 AU$2,621
AU$2,621
AU$374 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 AU$6,153
AU$6,153
AU$879 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 AU$2,877
AU$2,877
AU$411 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 AU$2,576
AU$2,576
AU$368 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 AU$3,936
AU$3,936
AU$562 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 AU$10,030
AU$10,030
AU$1,433 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 AU$2,703
AU$2,703
AU$386 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 AU$6,128
AU$6,128
AU$875 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)
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)
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)
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)
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)
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)
Top rated rentals - Sypes Canyon Trailhead
Bozeman spectacular
1010 out of 10
Exceptionalexceptional
62 reviews(62 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