Winter Park Vacation Rentals

Winter Park Lodging Accommodations 

Experience all that Winter Park has to offer by booking your stay today! At StayWinterPark, we have a wide selection of vacation rentals suitable for groups of any size.  Whether you're traveling with a small group or a large one, we have the perfect accommodation for you.  No matter the time of year, we can assist you in finding the ideal place to stay during your Colorado vacation.

Popular Searches: Private Homes, Colorado Cabins,  Luxury Vacation RentalsPet Friendly RentalsDowntown Winter ParkCondo Complexes, Townhome rentalsWinter Park Base Village and Ski In Ski Out

Other popular options include Fraser, TabernashGranby  and Grand Lake.

Properties Available 225 properties available
Why You’ll Love this Colorado Escape• Located 0.5 mile from Downtown Winter Park and situated on the complimentary shuttle route• Features balcony views of the Continental Divide and a cozy gas fireplace• Includes access to clubhouse facilities featuring a heated indoor pool and hot tubs• Sleeps guests comfortably with a king-sized bed and an addit
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Beaver Village Unit #0332
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 98
This timeless condominium is situated at the Iron Horse Resort, providing direct access to the slopes of the Winter Park Resort. It features two bedrooms and three bathrooms, accommodating up to eight guests.The kitchen and dining area are situated next to one another, featuring granite countertops, a dining table, tiled flooring and modern applia
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Iron Horse Building J Unit 1309
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 19
This expansive two bedroom accommodation, which comfortably sleeps six, boasts a bright and welcoming atmosphere complemented by stunning views of the surrounding forest from its two private decks located on the second floor. Conveniently situated just minutes from downtown Winter Park and approximately three miles from the Winter Park Resort, it
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Silverado II Unit 224
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4 2
This first floor unit is situated in a building near the clubhouse and the complimentary town shuttle stop, providing all the amenities you need for your Colorado getaway. It boasts a spacious kitchen, open floor plan with a living room and separate dining area. The updated kitchen showcases hardwood floors, granite countertops, stainless steel ap
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Beaver Village Unit #0412
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 13
The renovated primary bedroom features an en-suite bathroom with heated floors, a new tiled shower and bathtub, dual vanity sinks, a queen-sized bed and a TV. The elegantly renovated kitchen in this 1 bedroom condo rental features stunning black granite counter tops, oak cabinetry and radiant in-floor heat ideal for those cold mornings!The dining s
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Beaver Village Unit #0621R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4 1
Welcome to our vacation home at Lake Granby, Colorado, located in the Lakeshore Estates. If you are looking for a comfortable, quiet place to relax and enjoy the splendor of Rocky Mountains - you've found it!This is a newer, 3 bedroom, 3.5 bathroom, beautiful townhome, The main entry to the townhome is on the ground floor with direct access to the
Specials Tag Special
New Featured Properties

Browse our selection of new properties to our program and save 15% off 2 nights or more on your stay with promo code NEWUNIT.

*Offer is valid on new online bookings for 2+ night staysCannot be combined with other offers. Other exclusions and restrictions may apply to select properties.


Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Granby Lake Shore Estates Townhomes #5
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.9 130
Why You’ll Love this Colorado Escape• Stunning mountain and valley views from large south-facing windows• Private patio with BBQ grill and access to an open greenbelt with pond• 2-car garage featuring an EV car charger and and an entrance space for outdoor gear• Fully equipped kitchen with granite countertops and stainless steel appliances• Pet-fri
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


2002 Lupine Lane
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 76
Why You’ll Love this Colorado Escape• 5.9 miles to Winter Park Resort and just 30 yards from the free town shuttle• Ground floor access with a private patio and stunning mountain views• Quick walk to Meadow Ridge clubhouse for the heated pool, hot tubs and steam room• Fully equipped kitchen and cozy gas fireplace• Professionally Managed by Stay Win
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Meadow Ridge Court 9 Unit 4
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.9 120
The attractive furniture in the primary living space provides an excellent area to unwind, appreciate the gas fireplace, flat screen TV and entrance to the secluded patio. A modernized dining space accommodates seating for four individuals.The renovated kitchen features hardwood flooring, granite countertops, stainless steel appliances and wooden c
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Beaver Village Unit #0412R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 20
Perfect for families seeking a luxurious condominium located in the center of downtown. This updated and spacious unit features two bedrooms, a loft and three bathrooms, located on the sixth floor of the building which is accessible by elevator and can host up to six guests. The primary level of the unit boasts impressive vaulted ceilings in the m
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Crestview Place Unit 603
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 22
Retreat to this lovely designed townhome that offers a genuine ski-in/ski-out accessibility! Accommodating up to 6 guests, it includes 2 bedrooms, a loft and numerous home-like amenities. This charming unit provides an ideal getaway that feels just like home. Experience hiking and biking trails right from your doorstep in the summer or skiing durin
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Kicking Horse Palomino 7-302
Townhome -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 62
Discover the vibrant downtown Winter Park from this completely refurbished three bedroom condominium with stunning views, additional amenities and ample space, it serves as an ideal retreat for enjoyment throughout the year.This corner unit located on the third floor features a private entrance and is adorned with numerous windows and a skylight, a
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Hi Country Haus Unit 2115
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 58

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