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Winter Park Cheap Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

1111 rentals in Winter Park.
Luxurious 2 Masters, 2 Family Rooms, Hot Tub & WiFi, vacation rental in Winter Park
Luxurious 2 Masters, 2 Family Rooms, Hot Tub & WiFi, vacation rental in Winter Park
Luxurious 2 Masters, 2 Family Rooms, Hot Tub & WiFi, vacation rental in Winter Park

Luxurious 2 Masters, 2 Family Rooms, Hot Tub & WiFi

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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RiverViews TopFlr Private HideawayPark Cozy InTown, vacation rental in Winter Park
RiverViews TopFlr Private HideawayPark Cozy InTown, vacation rental in Winter Park
RiverViews TopFlr Private HideawayPark Cozy InTown, vacation rental in Winter Park

RiverViews TopFlr Private HideawayPark Cozy InTown

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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**Downtown** Private Hot Tub, Garage, Fireplace & Washer/Dryer, vacation rental in Winter Park
**Downtown** Private Hot Tub, Garage, Fireplace & Washer/Dryer, vacation rental in Winter Park
**Downtown** Private Hot Tub, Garage, Fireplace & Washer/Dryer, vacation rental in Winter Park

**Downtown** Private Hot Tub, Garage, Fireplace & Washer/Dryer

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Winter Park Townhouse- Downtown, Great Mtn Views, Private Hot Tub!, vacation rental in Winter Park
Beautiful Winter Park Townhouse- Downtown, Great Mtn Views, Private Hot Tub!, vacation rental in Winter Park
Beautiful Winter Park Townhouse- Downtown, Great Mtn Views, Private Hot Tub!, vacation rental in Winter Park

Beautiful Winter Park Townhouse- Downtown, Great Mtn Views, Private Hot Tub!

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Slopeside Paradise--3 BR, 2.5 Bath 2 Minutes from Village, Mtn Biking, Hiking, vacation rental in Winter Park
Slopeside Paradise--3 BR, 2.5 Bath 2 Minutes from Village, Mtn Biking, Hiking, vacation rental in Winter Park
Slopeside Paradise--3 BR, 2.5 Bath 2 Minutes from Village, Mtn Biking, Hiking, vacation rental in Winter Park

Slopeside Paradise--3 BR, 2.5 Bath 2 Minutes from Village, Mtn Biking, Hiking

Rental Home
3 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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THE SLOPESIDE BUILDING! ON THE MOUNTIAN! SKI DOWN 110 FT TO THE GONDOLA!, vacation rental in Winter Park
THE SLOPESIDE BUILDING! ON THE MOUNTIAN! SKI DOWN 110 FT TO THE GONDOLA!, vacation rental in Winter Park
THE SLOPESIDE BUILDING! ON THE MOUNTIAN! SKI DOWN 110 FT TO THE GONDOLA!, vacation rental in Winter Park

THE SLOPESIDE BUILDING! ON THE MOUNTIAN! SKI DOWN 110 FT TO THE GONDOLA!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - UPGRADES, vacation rental in Winter Park
Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - UPGRADES, vacation rental in Winter Park
Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - UPGRADES, vacation rental in Winter Park

Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - UPGRADES

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Winter Park Mountain Views with Private Hot Tub, vacation rental in Winter Park
Winter Park Mountain Views with Private Hot Tub, vacation rental in Winter Park
Winter Park Mountain Views with Private Hot Tub, vacation rental in Winter Park

Winter Park Mountain Views with Private Hot Tub

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxury in Downtown Winter Park CO, vacation rental in Winter Park
Luxury in Downtown Winter Park CO, vacation rental in Winter Park
Luxury in Downtown Winter Park CO, vacation rental in Winter Park

Luxury in Downtown Winter Park CO

Rental Home
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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3BR Lakota Townhome, <1 Mile to Winter Park Resort, Stunning Views, Pet-Friendly, vacation rental in Winter Park
3BR Lakota Townhome, <1 Mile to Winter Park Resort, Stunning Views, Pet-Friendly, vacation rental in Winter Park
3BR Lakota Townhome, <1 Mile to Winter Park Resort, Stunning Views, Pet-Friendly, vacation rental in Winter Park

3BR Lakota Townhome, <1 Mile to Winter Park Resort, Stunning Views, Pet-Friendly

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Play hard, rest well! 4 BR townhome, secluded cul de sac, comfort/privacy/luxury, vacation rental in Winter Park
Play hard, rest well! 4 BR townhome, secluded cul de sac, comfort/privacy/luxury, vacation rental in Winter Park
Play hard, rest well! 4 BR townhome, secluded cul de sac, comfort/privacy/luxury, vacation rental in Winter Park

Play hard, rest well! 4 BR townhome, secluded cul de sac, comfort/privacy/luxury

Rental Home
4 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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Lakota Reserve - Luxurious Six Bedroom Home Near Winter Park Resort, vacation rental in Winter Park
Lakota Reserve - Luxurious Six Bedroom Home Near Winter Park Resort, vacation rental in Winter Park
Lakota Reserve - Luxurious Six Bedroom Home Near Winter Park Resort, vacation rental in Winter Park

Lakota Reserve - Luxurious Six Bedroom Home Near Winter Park Resort

Rental Home
6 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
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Cozy, Clean, DIRECT Ski-in Ski-Out Top-Floor Studio at Iron Horse, vacation rental in Winter Park
Cozy, Clean, DIRECT Ski-in Ski-Out Top-Floor Studio at Iron Horse, vacation rental in Winter Park
Cozy, Clean, DIRECT Ski-in Ski-Out Top-Floor Studio at Iron Horse, vacation rental in Winter Park

Cozy, Clean, DIRECT Ski-in Ski-Out Top-Floor Studio at Iron Horse

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Ski In/Out Luxury Condo 3325 / Huge Hot Tub & Views - $500 FREE Activities, vacation rental in Winter Park
Ski In/Out Luxury Condo 3325 / Huge Hot Tub & Views - $500 FREE Activities, vacation rental in Winter Park
Ski In/Out Luxury Condo 3325 / Huge Hot Tub & Views - $500 FREE Activities, vacation rental in Winter Park

Ski In/Out Luxury Condo 3325 / Huge Hot Tub & Views - $500 FREE Activities

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out, vacation rental in Winter Park
Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out, vacation rental in Winter Park
Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out, vacation rental in Winter Park

Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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2BR/2BA  **Just Read Our Reviews!**  Beautiful Condo & Grt Value!, vacation rental in Winter Park
2BR/2BA  **Just Read Our Reviews!**  Beautiful Condo & Grt Value!, vacation rental in Winter Park
2BR/2BA  **Just Read Our Reviews!**  Beautiful Condo & Grt Value!, vacation rental in Winter Park

2BR/2BA **Just Read Our Reviews!** Beautiful Condo & Grt Value!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Pet Friendly | Trailhead Lodges 134 | Pool, Hot Tub & Fitness Center | Sleeps 10, vacation rental in Winter Park
Pet Friendly | Trailhead Lodges 134 | Pool, Hot Tub & Fitness Center | Sleeps 10, vacation rental in Winter Park
Pet Friendly | Trailhead Lodges 134 | Pool, Hot Tub & Fitness Center | Sleeps 10, vacation rental in Winter Park

Pet Friendly | Trailhead Lodges 134 | Pool, Hot Tub & Fitness Center | Sleeps 10

Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beautifully Updated Luxury Condo at Affordable Price at Ideal Location!, vacation rental in Winter Park
Beautifully Updated Luxury Condo at Affordable Price at Ideal Location!, vacation rental in Winter Park
Beautifully Updated Luxury Condo at Affordable Price at Ideal Location!, vacation rental in Winter Park

Beautifully Updated Luxury Condo at Affordable Price at Ideal Location!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Penthouse Sport Studio - Ski-In/out - Fireplace - Balcony - Iron Horse Resort, vacation rental in Winter Park
Penthouse Sport Studio - Ski-In/out - Fireplace - Balcony - Iron Horse Resort, vacation rental in Winter Park
Penthouse Sport Studio - Ski-In/out - Fireplace - Balcony - Iron Horse Resort, vacation rental in Winter Park

Penthouse Sport Studio - Ski-In/out - Fireplace - Balcony - Iron Horse Resort

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury 3 Bdrm, 3.5 Bath Townhome in Downtown WP, vacation rental in Winter Park
Luxury 3 Bdrm, 3.5 Bath Townhome in Downtown WP, vacation rental in Winter Park
Luxury 3 Bdrm, 3.5 Bath Townhome in Downtown WP, vacation rental in Winter Park

Luxury 3 Bdrm, 3.5 Bath Townhome in Downtown WP

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Large, Luxury Private Home in Downtown Winter Park on Vasquez Creek*, vacation rental in Winter Park
Large, Luxury Private Home in Downtown Winter Park on Vasquez Creek*, vacation rental in Winter Park
Large, Luxury Private Home in Downtown Winter Park on Vasquez Creek*, vacation rental in Winter Park

Large, Luxury Private Home in Downtown Winter Park on Vasquez Creek*

Rental Home
8 bedrooms
9 bathrooms
Sleeps 25
Match: Sleeps
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Winter Park Founders Pointe Slope Side Studio Steps To Base Area, vacation rental in Winter Park
Winter Park Founders Pointe Slope Side Studio Steps To Base Area, vacation rental in Winter Park
Winter Park Founders Pointe Slope Side Studio Steps To Base Area, vacation rental in Winter Park

Winter Park Founders Pointe Slope Side Studio Steps To Base Area

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Rated &#39;Exceptional&#39;,&#39;The Best Beaver Village Rental&#39;,Low Rates  sleeps 4, vacation rental in Winter Park
Rated &#39;Exceptional&#39;,&#39;The Best Beaver Village Rental&#39;,Low Rates  sleeps 4, vacation rental in Winter Park
Rated &#39;Exceptional&#39;,&#39;The Best Beaver Village Rental&#39;,Low Rates  sleeps 4, vacation rental in Winter Park

Rated &#39;Exceptional&#39;,&#39;The Best Beaver Village Rental&#39;,Low Rates sleeps 4

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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MOST AMAZING VIEWS from this condo. Only minutes from slopes. Shared hot tub, vacation rental in Winter Park
MOST AMAZING VIEWS from this condo. Only minutes from slopes. Shared hot tub, vacation rental in Winter Park
MOST AMAZING VIEWS from this condo. Only minutes from slopes. Shared hot tub, vacation rental in Winter Park

MOST AMAZING VIEWS from this condo. Only minutes from slopes. Shared hot tub

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 2
Match: Sleeps
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Luxury Condo * Standard Pricing. GREAT VIEWS. Private deck. POOL & HOT TUB, vacation rental in Winter Park
Luxury Condo * Standard Pricing. GREAT VIEWS. Private deck. POOL & HOT TUB, vacation rental in Winter Park
Luxury Condo * Standard Pricing. GREAT VIEWS. Private deck. POOL & HOT TUB, vacation rental in Winter Park

Luxury Condo * Standard Pricing. GREAT VIEWS. Private deck. POOL & HOT TUB

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEWLY constructed duplex in Rendezvous!  Minutes to town and resort!, vacation rental in Winter Park
NEWLY constructed duplex in Rendezvous!  Minutes to town and resort!, vacation rental in Winter Park
NEWLY constructed duplex in Rendezvous!  Minutes to town and resort!, vacation rental in Winter Park

NEWLY constructed duplex in Rendezvous! Minutes to town and resort!

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Best Value Luxury Townhome in Lakota across from Ski Resort, Private Hot Tub!, vacation rental in Winter Park
Best Value Luxury Townhome in Lakota across from Ski Resort, Private Hot Tub!, vacation rental in Winter Park
Best Value Luxury Townhome in Lakota across from Ski Resort, Private Hot Tub!, vacation rental in Winter Park

Best Value Luxury Townhome in Lakota across from Ski Resort, Private Hot Tub!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Ski-In / Ski-Out Studio Condo at the base of Winter Park Resort, vacation rental in Winter Park
Ski-In / Ski-Out Studio Condo at the base of Winter Park Resort, vacation rental in Winter Park
Ski-In / Ski-Out Studio Condo at the base of Winter Park Resort, vacation rental in Winter Park

Ski-In / Ski-Out Studio Condo at the base of Winter Park Resort

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Ski In/Out Luxury Condo 3129 / Huge Hot Tub & Views - $500 FREE Activities, vacation rental in Winter Park
Ski In/Out Luxury Condo 3129 / Huge Hot Tub & Views - $500 FREE Activities, vacation rental in Winter Park
Ski In/Out Luxury Condo 3129 / Huge Hot Tub & Views - $500 FREE Activities, vacation rental in Winter Park

Ski In/Out Luxury Condo 3129 / Huge Hot Tub & Views - $500 FREE Activities

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Best downtown location, rooftop deck w/ private hot tub! Watch concerts on roof!, vacation rental in Winter Park
Best downtown location, rooftop deck w/ private hot tub! Watch concerts on roof!, vacation rental in Winter Park
Best downtown location, rooftop deck w/ private hot tub! Watch concerts on roof!, vacation rental in Winter Park

Best downtown location, rooftop deck w/ private hot tub! Watch concerts on roof!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Private Everything: Hot Tub, Garage, Decks, And End Unit Townhome (Quiet!)), vacation rental in Winter Park
Private Everything: Hot Tub, Garage, Decks, And End Unit Townhome (Quiet!)), vacation rental in Winter Park
Private Everything: Hot Tub, Garage, Decks, And End Unit Townhome (Quiet!)), vacation rental in Winter Park

Private Everything: Hot Tub, Garage, Decks, And End Unit Townhome (Quiet!))

Rental Home
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Hot Tub, Pool Table HUGE Master Suite & More - WOW, vacation rental in Winter Park
Hot Tub, Pool Table HUGE Master Suite & More - WOW, vacation rental in Winter Park
Hot Tub, Pool Table HUGE Master Suite & More - WOW, vacation rental in Winter Park

Hot Tub, Pool Table HUGE Master Suite & More - WOW

Rental Home
5 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Upscale 3BR In Town with Pool, Walking Distance To Shops/Restaurants/Park, vacation rental in Winter Park
Upscale 3BR In Town with Pool, Walking Distance To Shops/Restaurants/Park, vacation rental in Winter Park
Upscale 3BR In Town with Pool, Walking Distance To Shops/Restaurants/Park, vacation rental in Winter Park

Upscale 3BR In Town with Pool, Walking Distance To Shops/Restaurants/Park

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Two Brother&#39;s Lodge | Luxury Mountain Lodge | Game Room | Private Hot Tub, vacation rental in Winter Park
Two Brother&#39;s Lodge | Luxury Mountain Lodge | Game Room | Private Hot Tub, vacation rental in Winter Park
Two Brother&#39;s Lodge | Luxury Mountain Lodge | Game Room | Private Hot Tub, vacation rental in Winter Park

Two Brother&#39;s Lodge | Luxury Mountain Lodge | Game Room | Private Hot Tub

Rental Home
6 bedrooms
5 bathrooms
Sleeps 20
Match: Sleeps
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Winter Park Condo on Bus Route, 2 Blocks to Dtwn!, vacation rental in Winter Park
Winter Park Condo on Bus Route, 2 Blocks to Dtwn!, vacation rental in Winter Park
Winter Park Condo on Bus Route, 2 Blocks to Dtwn!, vacation rental in Winter Park

Winter Park Condo on Bus Route, 2 Blocks to Dtwn!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Heart of Downtown Winter Park | Pool & Hot Tub | Walk to Hideaway Park for Music, vacation rental in Winter Park
Heart of Downtown Winter Park | Pool & Hot Tub | Walk to Hideaway Park for Music, vacation rental in Winter Park
Heart of Downtown Winter Park | Pool & Hot Tub | Walk to Hideaway Park for Music, vacation rental in Winter Park

Heart of Downtown Winter Park | Pool & Hot Tub | Walk to Hideaway Park for Music

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Slopeside Luxury Villa 136/Ski Views/Steam Shower - $500 FREE Activities, vacation rental in Winter Park
Slopeside Luxury Villa 136/Ski Views/Steam Shower - $500 FREE Activities, vacation rental in Winter Park
Slopeside Luxury Villa 136/Ski Views/Steam Shower - $500 FREE Activities, vacation rental in Winter Park

Slopeside Luxury Villa 136/Ski Views/Steam Shower - $500 FREE Activities

Rental Home
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Renovated country house, vacation rental in Winter Park
Renovated country house, vacation rental in Winter Park
Renovated country house, vacation rental in Winter Park

Renovated country house

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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1 BR sleeps 5. Walk to the Gondola! Woods & Fraser River off the back deck., vacation rental in Winter Park
1 BR sleeps 5. Walk to the Gondola! Woods & Fraser River off the back deck., vacation rental in Winter Park
1 BR sleeps 5. Walk to the Gondola! Woods & Fraser River off the back deck., vacation rental in Winter Park

1 BR sleeps 5. Walk to the Gondola! Woods & Fraser River off the back deck.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
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9 Bedroom home in heart of Winter Park! Minutes from Ski Resort, on Shuttle Rt!, vacation rental in Winter Park
9 Bedroom home in heart of Winter Park! Minutes from Ski Resort, on Shuttle Rt!, vacation rental in Winter Park
9 Bedroom home in heart of Winter Park! Minutes from Ski Resort, on Shuttle Rt!, vacation rental in Winter Park

9 Bedroom home in heart of Winter Park! Minutes from Ski Resort, on Shuttle Rt!

Rental Home
9 bedrooms
6 bathrooms
Sleeps 19
Match: Sleeps
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5th Floor With Beautiful views! Full-kitchen! Monthly booking is available!, vacation rental in Winter Park
5th Floor With Beautiful views! Full-kitchen! Monthly booking is available!, vacation rental in Winter Park
5th Floor With Beautiful views! Full-kitchen! Monthly booking is available!, vacation rental in Winter Park

5th Floor With Beautiful views! Full-kitchen! Monthly booking is available!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful two bedroom condo in Winter Park! Pool, hot tub, free transportation., vacation rental in Winter Park
Beautiful two bedroom condo in Winter Park! Pool, hot tub, free transportation., vacation rental in Winter Park
Beautiful two bedroom condo in Winter Park! Pool, hot tub, free transportation., vacation rental in Winter Park

Beautiful two bedroom condo in Winter Park! Pool, hot tub, free transportation.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Sledding Hill Views! Steps to dining & shops!, vacation rental in Winter Park
Sledding Hill Views! Steps to dining & shops!, vacation rental in Winter Park
Sledding Hill Views! Steps to dining & shops!, vacation rental in Winter Park

Sledding Hill Views! Steps to dining & shops!

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Ski in/out,2/2,hot tub,K & T/Q/T Bunk,memory foam Q couch/xbox/deck grill/sleep8, vacation rental in Winter Park
Ski in/out,2/2,hot tub,K & T/Q/T Bunk,memory foam Q couch/xbox/deck grill/sleep8, vacation rental in Winter Park
Ski in/out,2/2,hot tub,K & T/Q/T Bunk,memory foam Q couch/xbox/deck grill/sleep8, vacation rental in Winter Park

Ski in/out,2/2,hot tub,K & T/Q/T Bunk,memory foam Q couch/xbox/deck grill/sleep8

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Fantastic front corner 2BD/2BA Condo At Base Of Winter Park, vacation rental in Winter Park
Fantastic front corner 2BD/2BA Condo At Base Of Winter Park, vacation rental in Winter Park
Fantastic front corner 2BD/2BA Condo At Base Of Winter Park, vacation rental in Winter Park

Fantastic front corner 2BD/2BA Condo At Base Of Winter Park

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Fresh & clean platinum-rated condo, W&D, pool, in-town, fast internet, 3 HDTVs., vacation rental in Winter Park
Fresh & clean platinum-rated condo, W&D, pool, in-town, fast internet, 3 HDTVs., vacation rental in Winter Park
Fresh & clean platinum-rated condo, W&D, pool, in-town, fast internet, 3 HDTVs., vacation rental in Winter Park

Fresh & clean platinum-rated condo, W&D, pool, in-town, fast internet, 3 HDTVs.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Enjoy front row seat to all Winter Park downtown activities., vacation rental in Winter Park
Enjoy front row seat to all Winter Park downtown activities., vacation rental in Winter Park
Enjoy front row seat to all Winter Park downtown activities., vacation rental in Winter Park

Enjoy front row seat to all Winter Park downtown activities.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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PREMIUM Mountain View Luxury Condo at WP Base 2B/2B w/ deck, vacation rental in Winter Park
PREMIUM Mountain View Luxury Condo at WP Base 2B/2B w/ deck, vacation rental in Winter Park
PREMIUM Mountain View Luxury Condo at WP Base 2B/2B w/ deck, vacation rental in Winter Park

PREMIUM Mountain View Luxury Condo at WP Base 2B/2B w/ deck

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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New Luxury Unit: Downtown, On Ski Shuttle, Pool/HotTub, Pets OK, Back to Forest, vacation rental in Winter Park
New Luxury Unit: Downtown, On Ski Shuttle, Pool/HotTub, Pets OK, Back to Forest, vacation rental in Winter Park
New Luxury Unit: Downtown, On Ski Shuttle, Pool/HotTub, Pets OK, Back to Forest, vacation rental in Winter Park

New Luxury Unit: Downtown, On Ski Shuttle, Pool/HotTub, Pets OK, Back to Forest

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Fantastic downtown townhouse. Perfect for 2 families or group., vacation rental in Winter Park
Fantastic downtown townhouse. Perfect for 2 families or group., vacation rental in Winter Park
Fantastic downtown townhouse. Perfect for 2 families or group., vacation rental in Winter Park

Fantastic downtown townhouse. Perfect for 2 families or group.

Rental Home
3 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Showing results 1-50 of 1,111

Winter Park Vacation Rentals
Looking for family ski fun, or golf and mountain biking within 90 minutes of Denver? Year-round, a money-saving Winter Park vacation rental is your quickest road from Denver to Rocky Mountain recreational fun. Don’t want to drive the 90 minutes from the Denver airport to your money-saving Winter Park vacation rental? The old Rio Grande Scenic Railroad Company weekend ski train may be out of operation. But you can still kickback and enjoy the Rocky Mountain scenery from the comfort of Amtrak’s California Zephyr. Allow at least 2 hours for the daily rail journey between Denver Union Station and Fraser-Winter Park station.
Railroad Starts Winter Park
The railroad started it all. Winter Park came into existence way back when the railroad constructed the Rocky Mountains/Moffat Tunnel and workers needed places to live in this rugged mountain wilderness. The City of Denver launched Winter Park as a ski resort in 1940 by constructing a ski tow at West Portal. Today there are 25 lifts servicing 143 designated ski trails on about 3,000 acres, of which over a third is off-piste terrain. And money-saving vacation rental homes, apartments, townhouses, and condos make Winter Park a comfortable year-round family resort.
Winter Fun
Winter Park usually kicks off skiing before Thanksgiving, as there are 26 trails and about 300 acres for the snowmaking machines. As the snow accumulates and winter season gets into full swing, your money-saving vacation rental also becomes your portal to glade skiing, cross-country skiing, snow cycling, snowboarding, snowshoeing, Snowcat tours and NASTAR racing. Guided touring opportunities abound for the whole family to learn about the native Rocky Mountain plants and animals. For vacation DVDs and training purposes, the Ski and Ride School rents helmet cams to capture the mogul runs and downhill action.
Summer Fun
Golf at Grand Elk, Headwaters, or one of the 9-hole courses up the highway near Granby. From Granby, it is a short drive to Rocky Mountain National Park. The kids will enjoy rounds of mountainside mini-golf and the Alpine Slide. Meanwhile fly fish the Fraser River. Wade in or take a boat to fish the Colorado River, while the kids practice clowning and juggling at Winter Park Circus Camp. Mountain bike, rollerblade or picnic along the five-mile Fraser River Trail. Checkout Trestle Bike Park, which has hosted Mountain States Cup cross country racing, slalom, downhill, and super D.
More Winter Park Fun
The whole family will enjoy the Old West post office and stage stop at Cozens' Ranch House Museum. Cowboy sing-a-long campfires and mountain man storytelling will leave the kids spellbound. Learn astronomy at the two-hour Star Safaris produced by the University of Colorado's Fiske Planetarium. Then relax at your money-saving Winter Park vacation rental, before your next adventure.