Trailhead Lodge holiday lettings
We found 52 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Trailhead Lodge
Showing deals for:10 Oct - 17 Oct
Image gallery for Modern and spacious 1 bdrm condo - walk to everything in downtown Winter Park!
1010 out of 10 rating
Exceptional
(66 reviews)
Modern and spacious 1 bdrm condo - walk to everything in downtown Winter Park!
Winter Park, CO
7% off
Price is £1,191
£1,191
£170 per night
includes taxes & fees
Image gallery for 3BR Condo w/ Pool, Downtown, easy Shuttle Access, across from the Event Center.
1010 out of 10 rating
Exceptional
(7 reviews)
3BR Condo w/ Pool, Downtown, easy Shuttle Access, across from the Event Center.
Winter Park, CO
7% off
Price is £1,907
£1,907
£272 per night
includes taxes & fees
Image gallery for Luxury Condo with Hot Tub, Pool, & Private Patio in the Heart of Winter Park!
1010 out of 10 rating
Exceptional
(35 reviews)
Luxury Condo with Hot Tub, Pool, & Private Patio in the Heart of Winter Park!
Winter Park, CO
7% off
Price is £1,516
£1,516
£217 per night
includes taxes & fees
Image gallery for Walk to Main Street! Large Cozy Multi-Family Condo, sleeps 14. 3 BR, with Den.
1010 out of 10 rating
Exceptional
(39 reviews)
Walk to Main Street! Large Cozy Multi-Family Condo, sleeps 14. 3 BR, with Den.
Winter Park, CO
7% off
Price is £2,261
£2,261
£323 per night
includes taxes & fees
Image gallery for Luxury condo, Pool and Hot Tub, Ski Shuttle, Downtown, Close to All!
1010 out of 10 rating
Exceptional
(67 reviews)
Luxury condo, Pool and Hot Tub, Ski Shuttle, Downtown, Close to All!
Winter Park, CO
7% off
Price is £1,483
£1,483
£212 per night
includes taxes & fees
Image gallery for Sledding Hill Views! Steps to dining & shops!
1010 out of 10 rating
Exceptional
(103 reviews)
Sledding Hill Views! Steps to dining & shops!
Winter Park, CO
8% off
Price is £2,241
£2,241
£320 per night
includes taxes & fees
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Find the best place to stay - Trailhead Lodge
Steps from Hideaway Park | Music & Mountain Vibes
Sleeps 8 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Luxury Townhome 124 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Sleeps 10 · 3 bedrooms · 3+ bathrooms
4.04.0 out of 10
1 review(1 review)
Enjoy front row seat to all Winter Park downtown activities.
Sleeps 8 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
163 reviews(163 reviews)
Lux 2B/2B Dwtn Condo w/ clubhouse, faces Hideaway Park stage/sledding hill,WiFi
Sleeps 8 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
49 reviews(49 reviews)
Trailhead 232 pool, hot tub, clubhouse
Sleeps 4 · 1 bedroom · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Luxury condo in the heart of Town of WP. Access to pool, hot tub & pool table
Sleeps 8 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
89 reviews(89 reviews)