Hideaway Village holiday rentals

We found 284 holiday rentals — enter your dates for availability

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November 2025

December 2025

Scroll through and select from holiday rentals in Hideaway Village to find one that's perfect for your trip. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as a hot tub and a washer and dryer. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Hideaway Village

Showing deals for:30 Jan - 6 Feb

Exceptional

(27 reviews)

Amazing Cabin Just Above Downtown Winter Park. Private Hot Tub!

Winter Park, CO

17% off

for 7 nights, 1 cabin

S$849 per night

includes taxes & fees

Exceptional

(25 reviews)

Luxury Penthouse P2 I Spectacular Views I Best Price I Discounted Attractions

Winter Park, CO

6% off

for 7 nights, 1 home

S$682 per night

includes taxes & fees

Exceptional

(77 reviews)

Family friendly Winter Park Condo on free bus route. Perfect for ski vacation!

Winter Park, CO

8% off

for 7 nights, 1 apartment

S$412 per night

includes taxes & fees

Exceptional

(45 reviews)

Perfect Location! - EV charger, downtown, shuttle, + private hot tub & garage!

Winter Park, CO

8% off

for 7 nights, 1 home

S$692 per night

includes taxes & fees

Wonderful

(20 reviews)

Large Upscale Retreat off Vasquez Rd. Sleeps 14

Winter Park, CO

11% off

for 7 nights, 1 cabin

S$1,249 per night

includes taxes & fees

Exceptional

(5 reviews)

GREAT LOCATION! Downtown Winter Park w/Hot Tub! Sleeps 6!

Winter Park, CO

7% off

for 7 nights, 1 apartment

S$588 per night

includes taxes & fees

Winter Park Vacation Rental | 2BR | 2BA | 1,000 Sq Ft | Steps Required to Access

Exceptional

(24 reviews)

Condo w/ Pool Access: 2 Mi to Winter Park Resort!

Winter Park, CO

7% off

for 7 nights, 1 apartment

S$388 per night

includes taxes & fees

Exceptional

(21 reviews)

Cozy Winter Park Condo - 2 BR 2 Bath Sleeps 6, in Town, on Bus Route

Winter Park, CO

8% off

for 7 nights, 1 apartment

S$411 per night

includes taxes & fees

Exceptional

(20 reviews)

Luxury, END UNIT townhome w/amazing views & privacy. High-end furnishings. Cozy.

Winter Park, CO

7% off

for 7 nights, 1 home

S$582 per night

includes taxes & fees

Exceptional

(50 reviews)

Family-friendly sleeps 8+, @ shuttle stop, with garage, 1/2 mile from Main St.

Winter Park, CO

8% off

for 7 nights, 1 apartment

S$621 per night

includes taxes & fees

Exceptional

(75 reviews)

Luxurious Townhome With 3 En-suites, Gorgeous Views and Private Hot Tub!

Winter Park, CO

7% off

for 7 nights, 1 home

S$643 per night

includes taxes & fees

Architectural drama, tasteful design, and great views make this townhome a gem

Exceptional

(80 reviews)

A Winter Park Gem - Reserve this Gorgeous Townhome Early

Winter Park, CO

11% off

for 7 nights, 1 home

S$679 per night

includes taxes & fees

Exceptional

(5 reviews)

Luxury Villa 491 I Great Views I Best Price I Discounted Attractions

Winter Park, CO

6% off

for 7 nights, 1 home

S$682 per night

includes taxes & fees

Winter Park Vacation Rental | 3BR | 3BA | 3 Flights of Stairs Required

Excellent

(11 reviews)

Walkable Winter Park Condo ~ 4 Mi to Slopes!

Winter Park, Colorado

9% off

for 7 nights, 1 apartment

S$396 per night

includes taxes & fees

Living room with gas fireplace, smart TV with cable, and balcony.

Exceptional

(61 reviews)

Wonderful 3 Bed, 3 Bath Condo, River and Forest Views, Steps from Shuttle.

Winter Park, CO

12% off

for 7 nights, 1 apartment

S$657 per night

includes taxes & fees

Exceptional

(12 reviews)

Micro Guest Suite Downtown Winter Park GREAT LOCATION

Winter Park, CO

7% off

for 7 nights, 1 apartment

S$384 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Hideaway Village

SWP Hideaway Village Alpine 4 living area

Premier Host

Split interior 2 bedroom, comfortable family rental

Sleeps 6 · 2 bedrooms · 2 bathrooms

Secluded family-friendly condo a minute from ski shuttle and trailheads

Sleeps 7 · 2 bedrooms · 2 bathrooms

Premier Host

New creek side chateau guest suite! Booking for Ski Season NOW! With hot tub!

Sleeps 6 · 2 bedrooms · 2 bathrooms

Welcome to WinterHaven Estate, your mountain escape in Winter Park, Colorado.

Premier Host

Winterhaven Estate by AvantStay | Sleeps 19 Guests | Views, Firepit, Hot Tub

Sleeps 19 · 11 bedrooms · 8 bathrooms

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Frequently asked questions

Can I find a holiday rental in Hideaway Village?

Yes, there are holiday rentals close to the most popular sights in Hideaway Village, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals will I find in Hideaway Village?

Expedia has 4 holiday rentals for your stay in Hideaway Village.

What's there to see and do in Hideaway Village?

While exploring the area, visit family-friendly sights like Amaze'n Maze Winter Park, or get outside and enjoy nature at The Fraser River Trail. Winter Park Ski Resort and Colorado Adventure Park are a couple of places you'll find in the wider area.

What's a holiday rental in Hideaway Village like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hideaway Village. Holiday rentals feature amenities like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family gatherings.