Vacation rentals near Headwall
We found 2,081 vacation rentals — enter your dates for availability
Discover a selection of vacation rentals close to Headwall that are perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation homes have the amenities you expect for your stay, which might include a garden and pool. No matter what you're looking for, you'll find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Vacation rentals with weekly discounts - Headwall
Showing deals for:Nov 14 - Nov 21
Image gallery for Cozy 2-Bedroom Located Between Whitefish and Columbia Falls
1010 out of 10 rating
Exceptional
(17 reviews)
Cozy 2-Bedroom Located Between Whitefish and Columbia Falls
Columbia Falls, MT
10% off
Price is CA $220
CA $220
CA $2,057 total
CA $2,057 total
includes taxes & fees
Image gallery for Spacious 7 BR 6 BA House w/ 3 Separate Living Spaces 25 Min from Glacier Park
1010 out of 10 rating
Exceptional
(68 reviews)
Spacious 7 BR 6 BA House w/ 3 Separate Living Spaces 25 Min from Glacier Park
Columbia Falls, MT
10% off
Price is CA $620
CA $620
CA $6,379 total
CA $6,379 total
includes taxes & fees
Image gallery for End Of The Line Caboose
1010 out of 10 rating
Exceptional
(59 reviews)
End Of The Line Caboose
Columbia Falls, MT
5% off
Price is CA $156
CA $156
CA $1,431 total
CA $1,431 total
includes taxes & fees
Image gallery for Spacious Whitefish Home w/ Sauna & Ski Resort View
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Spacious Whitefish Home w/ Sauna & Ski Resort View
Whitefish, MT
15% off
Price is CA $495
CA $495
CA $5,256 total
CA $5,256 total
includes taxes & fees
Image gallery for Beautiful Chalet with Mountain Views, located 1 mile from Glacier National Park
9.89.8 out of 10 rating
Exceptional
(42 reviews)
Beautiful Chalet with Mountain Views, located 1 mile from Glacier National Park
West Glacier, MT
19% off
Price is CA $355
CA $355
CA $3,171 total
CA $3,171 total
includes taxes & fees
Image gallery for ZERO steps from patio to ski/hiking trail! Contact owner for just in time deals.
1010 out of 10 rating
Exceptional
(92 reviews)
ZERO steps from patio to ski/hiking trail! Contact owner for just in time deals.
Whitefish, MT
10% off
Price is CA $3,098
CA $3,098
CA $25,940 total
CA $25,940 total
includes taxes & fees
Image gallery for Longhorn Studio- 15 min from Glacier NP-Whitefish Mtn, and Flathead Lake!
1010 out of 10 rating
Exceptional
(31 reviews)
Longhorn Studio- 15 min from Glacier NP-Whitefish Mtn, and Flathead Lake!
Columbia Falls, MT
19% off
Price is CA $223
CA $223
CA $2,048 total
CA $2,048 total
includes taxes & fees
Image gallery for Whitefish home remodeled family friendly large yard hot tub privacy
9.89.8 out of 10 rating
Exceptional
(54 reviews)
Whitefish home remodeled family friendly large yard hot tub privacy
Whitefish, MT
10% off
Price is CA $273
CA $273
CA $2,585 total
CA $2,585 total
includes taxes & fees
Image gallery for Ski-in / Ski-out Standalone Cabin - Perfect for Families
9.89.8 out of 10 rating
Exceptional
(101 reviews)
Ski-in / Ski-out Standalone Cabin - Perfect for Families
Whitefish, MT
10% off
Price is CA $341
CA $341
CA $3,177 total
CA $3,177 total
includes taxes & fees
Image gallery for Perfect Location! Close to everything Whitefish has to offer! Pet Friendly. AC,
9.89.8 out of 10 rating
Exceptional
(47 reviews)
Perfect Location! Close to everything Whitefish has to offer! Pet Friendly. AC,
Whitefish, MT
15% off
Price is CA $282
CA $282
CA $2,885 total
CA $2,885 total
includes taxes & fees
Image gallery for 33% OFF! - Ski-in Ski-Out, Whitefish Mountain Retreat, Private Hot Tub!
9.69.6 out of 10 rating
Exceptional
(43 reviews)
33% OFF! - Ski-in Ski-Out, Whitefish Mountain Retreat, Private Hot Tub!
Whitefish, MT
10% off
Price is CA $1,238
CA $1,238
CA $10,155 total
CA $10,155 total
includes taxes & fees
Image gallery for Mountain Bliss! a Beautiful Kalispell Home
1010 out of 10 rating
Exceptional
(49 reviews)
Mountain Bliss! a Beautiful Kalispell Home
Kalispell, MT
10% off
Price is CA $213
CA $213
CA $2,089 total
CA $2,089 total
includes taxes & fees
Image gallery for Weekly Discounts! Whitefish Mountain Ski Resort ski in ski out, Luxury Townhouse
1010 out of 10 rating
Exceptional
(118 reviews)
Weekly Discounts! Whitefish Mountain Ski Resort ski in ski out, Luxury Townhouse
Whitefish, MT
21% off
Price is CA $695
CA $695
CA $6,726 total
CA $6,726 total
includes taxes & fees
Image gallery for Incredible views, ski in ski out, sleeps 16, hot tub and fire pit!
1010 out of 10 rating
Exceptional
(44 reviews)
Incredible views, ski in ski out, sleeps 16, hot tub and fire pit!
Whitefish, MT
7% off
Price is CA $997
CA $997
CA $8,866 total
CA $8,866 total
includes taxes & fees
Image gallery for SKI IN/OUT, HOT TUB. 4 Bed 4.5 bath, 3 Kings, sleeps 20! 45 min to Glacier.
1010 out of 10 rating
Exceptional
(92 reviews)
SKI IN/OUT, HOT TUB. 4 Bed 4.5 bath, 3 Kings, sleeps 20! 45 min to Glacier.
Whitefish, MT
10% off
Price is CA $451
CA $451
CA $4,427 total
CA $4,427 total
includes taxes & fees
Image gallery for Stay Montana | Slopeside Luxury Mountain Dream - Sleeps 10
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Stay Montana | Slopeside Luxury Mountain Dream - Sleeps 10
Whitefish, MT
5% off
Price is CA $453
CA $453
CA $6,045 total
CA $6,045 total
includes taxes & fees
Image gallery for Luxury Whitefish Mountain Family Home
1010 out of 10 rating
Exceptional
(80 reviews)
Luxury Whitefish Mountain Family Home
Whitefish, MT
10% off
Price is CA $620
CA $620
CA $5,699 total
CA $5,699 total
includes taxes & fees
Image gallery for 3 Bedroom, 2 bathroom Condo on Big Mountain
9.89.8 out of 10 rating
Exceptional
(66 reviews)
3 Bedroom, 2 bathroom Condo on Big Mountain
Whitefish, MT
10% off
Price is CA $341
CA $341
CA $3,073 total
CA $3,073 total
includes taxes & fees
Image gallery for 2 story 3 bedroom Big Mountain Village Ski condo on Hailey’s run in Whitefish!
9.89.8 out of 10 rating
Exceptional
(59 reviews)
2 story 3 bedroom Big Mountain Village Ski condo on Hailey’s run in Whitefish!
Whitefish, MT
10% off
Price is CA $124
CA $124
CA $1,402 total
CA $1,402 total
includes taxes & fees
Image gallery for Family Home just 7 Miles From Glacier National Park
1010 out of 10 rating
Exceptional
(114 reviews)
Family Home just 7 Miles From Glacier National Park
Coram, MT
7% off
Price is CA $429
CA $429
CA $3,748 total
CA $3,748 total
includes taxes & fees
Image gallery for Cozy log home sleeps 14 in beds 5.5 baths near Glacier Park and Whitefish Resort
9.89.8 out of 10 rating
Exceptional
(65 reviews)
Cozy log home sleeps 14 in beds 5.5 baths near Glacier Park and Whitefish Resort
Columbia Falls, MT
14% off
Price is CA $1,059
CA $1,059
CA $9,595 total
CA $9,595 total
includes taxes & fees
Image gallery for Newly Remodeled House Nestled between Glacier Park and Whitefish Mountain Resort
9.89.8 out of 10 rating
Exceptional
(69 reviews)
Newly Remodeled House Nestled between Glacier Park and Whitefish Mountain Resort
Columbia Falls, MT
10% off
Price is CA $248
CA $248
CA $2,332 total
CA $2,332 total
includes taxes & fees
Image gallery for Snow Ghost Hideaway - Mountain luxury with the finest attention to detail
1010 out of 10 rating
Exceptional
(28 reviews)
Snow Ghost Hideaway - Mountain luxury with the finest attention to detail
Whitefish, MT
5% off
Price is CA $458
CA $458
CA $4,365 total
CA $4,365 total
includes taxes & fees
Image gallery for Large Beautiful Getaway Steps from the Slopes Sleeps 14, Private Hot Tub
9.89.8 out of 10 rating
Exceptional
(130 reviews)
Large Beautiful Getaway Steps from the Slopes Sleeps 14, Private Hot Tub
Whitefish, MT
10% off
Price is CA $489
CA $489
CA $4,747 total
CA $4,747 total
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Headwall
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Find the best place to stay - Headwall
North Forty Resort
Sleeps 10 · 3 bedrooms
9.89.8 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
Whimsical acreage with high-end finishes, old-world character, air hockey, & W/D
Sleeps 6 · 3 bedrooms · 2+ bathrooms
7.67.6 out of 10
Goodgood
8 reviews(8 reviews)
Glacier Tamarack Tranquility Grand Home and Serene Home located on 7 acres
Sleeps 24 · 10 bedrooms · 5+ bathrooms
1010 out of 10
Exceptionalexceptional
66 reviews(66 reviews)
5BR House sleeps up to 14-Large yard, Grill, Firepit , Pets, near Glacier Park!
Sleeps 14 · 5 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
176 reviews(176 reviews)
Quaint Cozy Camper on 6 acres in the wilderness near GNP
Sleeps 3 · 1 bedroom
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Little cabin in the woods
Sleeps 3 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
Top rated rentals - Headwall
Beautiful home in a great location
1010 out of 10
Exceptionalexceptional
130 reviews(130 reviews)
Birthday ski trip
1010 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
Wonderful getaway
1010 out of 10
Exceptionalexceptional
112 reviews(112 reviews)
Excellent location for ski/out Whitefish.
1010 out of 10
Exceptionalexceptional
152 reviews(152 reviews)
Great property for family group
1010 out of 10
Exceptionalexceptional
80 reviews(80 reviews)
Great spot for a large group
1010 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
Whitefish Ski Trip
1010 out of 10
Exceptionalexceptional
124 reviews(124 reviews)
Best ski in ski out on the hill!
1010 out of 10
Exceptionalexceptional
45 reviews(45 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, yards and more
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